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Статті в журналах з теми "PLUMBAGIN PRODUCTION"

Автор: Grafiati

Опубліковано: 11 вересня 2023

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1

Paiva, Selma R., Lucilene A. Lima, Maria Raquel Figueiredo, and Maria Auxiliadora C. Kaplan. "Chemical composition fluctuations in roots of Plumbago scandens L. in relation to floral development." Anais da Academia Brasileira de Ciências 83, no. 4 (December 2011): 1165–70. http://dx.doi.org/10.1590/s0001-37652011000400004.

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Plumbago scandens L. is a Brazilian tropical/subtropical species that occurs along the coast. Chemically it is mainly represented by naphthoquinones, flavonoids, terpenoids and steroids. The aim of the present work is to study quantitative changes in the root metabolic production of Plumbago scandens during different physiologic developmental stages relative to floration. The results indicated the presence of four substances in the extracts: plumbagin, epi-isoshinanolone, palmitic acid and sitosterol, independent on developmental stage. The naphthoquinone plumbagin has always showed to be the major component of all extracts. Naphthoquinones exhibited their highest content during floration, while the content of the two others components decreased during this stage, revealing an inverse profile. The chemical composition changed depending on the plant requirements.

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2

Sakamoto, Seiichi, Waraporn Putalun, Benyakan Pongkitwitoon, Thaweesak Juengwatanatrakul, Yukihiro Shoyama, Hiroyuki Tanaka, and Satoshi Morimoto. "Modulation of plumbagin production in Plumbago zeylanica using a single-chain variable fragment antibody against plumbagin." Plant Cell Reports 31, no. 1 (September 11, 2011): 103–10. http://dx.doi.org/10.1007/s00299-011-1143-6.

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3

Gangopadhyay, Moumita, Saikat Dewanjee, and Sabita Bhattacharya. "Enhanced plumbagin production in elicited Plumbago indica hairy root cultures." Journal of Bioscience and Bioengineering 111, no. 6 (June 2011): 706–10. http://dx.doi.org/10.1016/j.jbiosc.2011.02.003.

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4

Gangopadhyay, Moumita, Saikat Dewanjee, Somnath Bhattacharyya, and Sabita Bhattacharya. "Effect of Different Strains of Agrobacterium rhizogenes and Nature of Explants on Plumbago indica Hairy Root Culture with Special Emphasis on Root Biomass and Plumbagin Production." Natural Product Communications 5, no. 12 (December 2010): 1934578X1000501. http://dx.doi.org/10.1177/1934578x1000501215.

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The aim of the present study was to determine the effect of three strains of Agrobacterium rhizogenes (ATCC 15834, A4 and LBA 9402) and the nature of explants (leaf and stem) on hairy root induction, growth and plumbagin production in Plumbago indica. The first appearance of hairy roots, the transformation frequency, dry root biomass and plumbagin accumulation were found to be maximum in hairy roots induced in leaf explants infected with A. rhizogenes ATCC 15834 as compared with the other two bacterial strains. The hairy roots generated from stem explants infected with all three strains were not found to be productive in terms of the selected parameters. Finally, the insertion of the rolB gene of A. rhizogenes ATCC 15834 in hairy roots of P. indica derived from leaf explants was confirmed by PCR analysis.

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5

Beigmohammadi, Mina, Ali Movafeghi, Ali Sharafi, Samineh Jafari, and Hossein Danafar. "Cell Suspension Culture of Plumbago europaea L. Towards Production of Plumbagin." Iranian Journal of Biotechnology 17, no. 2 (June 1, 2019): 46–54. http://dx.doi.org/10.21859/ijb.2169.

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6

Beigmohamadi, Mina, Ali Movafeghi, Samineh Jafari, and Ali Sharafi. "Efficient in vitro organogenesis, micropropagation, and plumbagin production in Plumbago europaea L." In Vitro Cellular & Developmental Biology - Plant 57, no. 5 (September 28, 2021): 820–30. http://dx.doi.org/10.1007/s11627-021-10224-x.

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7

Komaraiah, P., R. Naga Amrutha, P. B. Kavi Kishor, and S. V. Ramakrishna. "Elicitor enhanced production of plumbagin in suspension cultures of Plumbago rosea L." Enzyme and Microbial Technology 31, no. 5 (October 2002): 634–39. http://dx.doi.org/10.1016/s0141-0229(02)00159-x.

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8

Roy, Arpita, and Navneeta Bharadvaja. "Establishment of root suspension culture of Plumbago zeylanica and enhanced production of plumbagin." Industrial Crops and Products 137 (October 2019): 419–27. http://dx.doi.org/10.1016/j.indcrop.2019.05.007.

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9

Chrastina, Adrian, John Welsh, Per Borgström, and Veronique T. Baron. "Propylene Glycol Caprylate-Based Nanoemulsion Formulation of Plumbagin: Development and Characterization of Anticancer Activity." BioMed Research International 2022 (January 10, 2022): 1–9. http://dx.doi.org/10.1155/2022/3549061.

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Анотація:

Plumbagin, a bioactive naphthoquinone, has demonstrated potent antitumor potential. However, plumbagin is a sparingly water-soluble compound; therefore, clinical translation requires and will be facilitated by the development of a new pharmaceutical formulation. We have generated an oil-in-water nanoemulsion formulation of plumbagin using a low-energy spontaneous emulsification process with propylene glycol caprylate (Capryol 90) as an oil phase and Labrasol/Kolliphor RH40 as surfactant and cosurfactant excipients. Formulation studies using Capryol 90/Labrasol/Kolliphor RH40 components, based on pseudoternary diagram and analysis of particle size distribution and polydispersity determined by dynamic light scattering (DLS), identified an optimized composition of excipients for nanoparticle formulation. The nanoemulsion loaded with plumbagin as an active pharmaceutical ingredient had an average hydrodynamic diameter of 30.9 nm with narrow polydispersity. The nanoemulsion exhibited long-term stability, as well as good retention of particle size in simulated physiological environments. Furthermore, plumbagin-loaded nanoemulsion showed an augmented cytotoxicity against prostate cancer cells PTEN-P2 in comparison to free drug. In conclusion, we generated a formulation of plumbagin with high loading drug capacity, robust stability, and scalable production. Novel Capryol 90-based nanoemulsion formulation of plumbagin demonstrated antiproliferative activity against prostate cancer cells, warranting thus further pharmaceutical development.

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10

Li, Guiyu, Yue Peng, Tiejian Zhao, Jiyong Lin, Xuelin Duan, Yanfei Wei, and Jing Ma. "Plumbagin Alleviates Capillarization of Hepatic Sinusoids In Vitro by Downregulating ET-1, VEGF, LN, and Type IV Collagen." BioMed Research International 2017 (2017): 1–12. http://dx.doi.org/10.1155/2017/5603216.

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Critical roles for liver sinusoidal endothelial cells (LSECs) in liver fibrosis have been demonstrated, while little is known regarding the underlying molecular mechanisms of drugs delivered to the LSECs. Our previous study revealed that plumbagin plays an antifibrotic role in liver fibrosis. In this study, we investigated whether plumbagin alleviates capillarization of hepatic sinusoids by downregulating endothelin-1 (ET-1), vascular endothelial growth factor (VEGF), laminin (LN), and type IV collagen on leptin-stimulated LSECs. We found that normal LSECs had mostly open fenestrae and no organized basement membrane. Leptin-stimulated LSECs showed the formation of a continuous basement membrane with few open fenestrae, which were the features of capillarization. Expression of ET-1, VEGF, LN, and type IV collagen was enhanced in leptin-stimulated LSECs. Plumbagin was used to treat leptin-stimulated LSECs. The sizes and numbers of open fenestrae were markedly decreased, and no basement membrane production was found after plumbagin administration. Plumbagin decreased the levels of ET-1, VEGF, LN, and type IV collagen in leptin-stimulated LSECs. Plumbagin promoted downregulation of ET-1, VEGF, LN, and type IV collagen mRNA. Altogether, our data reveal that plumbagin reverses capillarization of hepatic sinusoids by downregulation of ET-1, VEGF, LN, and type IV collagen.

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11

Bisso, Borel Ndezo, Alvine Lonkeng Makuété, Joël Ulrich Tsopmene, and Jean Paul Dzoyem. "Biofilm Formation and Phospholipase and Proteinase Production in Cryptococcus neoformans Clinical Isolates and Susceptibility towards Some Bioactive Natural Products." Scientific World Journal 2023 (March 31, 2023): 1–7. http://dx.doi.org/10.1155/2023/6080489.

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Background. Cryptococcosis is one of the most common fungal infections in immunocompromised patients, which is caused by Cryptococcus neoformans. However, relatively little is known about the virulence factors of C. neoformans and the incidence of antifungal drug resistance in C. neoformans is rapidly increasing. This study was undertaken to investigate the virulence factors in C. neoformans, thymol, curcumin, piperine, gallic acid, eugenol, and plumbagin for their potential antimicrobial activity against C. neoformans. Methods. The production of phospholipase and proteinase was detected using standard methods. Biofilm formation was determined using the microtiter plate method. The broth microdilution method was used to determine the antifungal activity. The antibiofilm activity was assessed using the safranin staining method. Results. All isolates of C. neoformans produced biofilms with optical density values ranging from 0.16 to 0.89. A majority of C. neoformans isolates that were tested exhibited strong phospholipase (7/8) and proteinase (5/8) production. Plumbagin (with minimum inhibitory concentration values ranging from 4 to 16 μg/mL) showed the highest antifungal activity followed by thymol (with minimum biofilm inhibitory concentration values ranging from 8 to 64 μg/mL). In addition, plumbagin showed the highest antibiofilm activity with minimum biofilm inhibitory concentration and minimum biofilm eradication concentration values ranging from 4 to 16 μg/mL and 32 to 256 μg/mL, respectively. Conclusion. Plumbagin, compared to other natural products studied, was the most efficient in terms of antifungal and antibiofilm activities. Hence, plumbagin could be used in combination with antifungals for the development of new anticryptococcal drugs.

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12

Majiene, Daiva, Jolita Kuseliauskyte, Arturas Stimbirys, and Aiste Jekabsone. "Comparison of the Effect of Native 1,4-Naphthoquinones Plumbagin, Menadione, and Lawsone on Viability, Redox Status, and Mitochondrial Functions of C6 Glioblastoma Cells." Nutrients 11, no. 6 (June 7, 2019): 1294. http://dx.doi.org/10.3390/nu11061294.

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Background: 1,4-naphthoquinones, especially juglone, are known for their anticancer activity. However, plumbagin, lawsone, and menadione have been less investigated for these properties. Therefore, we aimed to determine the effects of plumbagin, lawsone, and menadione on C6 glioblastoma cell viability, ROS production, and mitochondrial function. Methods: Cell viability was assessed spectrophotometrically using metabolic activity method, and by fluorescent Hoechst/propidium iodide nuclear staining. ROS generation was measured fluorometrically using DCFH-DA. Oxygen uptake rates were recorded by the high-resolution respirometer Oxygraph-2k. Results: Plumbagin and menadione displayed highly cytotoxic activity on C6 cells (IC50 is 7.7 ± 0.28 μM and 9.6 ± 0.75 μM, respectively) and caused cell death by necrosis. Additionally, they increased the amount of intracellular ROS in a concentration-dependent manner. Moreover, even at very small concentrations (1–3 µM), these compounds significantly uncoupled mitochondrial oxidation from phosphorylation impairing energy production in cells. Lawsone had significantly lower viability decreasing and mitochondria-uncoupling effect, and exerted strong antioxidant activity. Conclusions: Plumbagin and menadione exhibit strong prooxidant, mitochondrial oxidative phosphorylation uncoupling and cytotoxic activity. In contrast, lawsone demonstrates a moderate effect on C6 cell viability and mitochondrial functions, and possesses strong antioxidant properties.

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13

Beigmohamadi, Mina, Ali Movafeghi, Samineh Jafari, and Ali Sharafi. "Correction to: Efficient in vitro organogenesis, micropropagation, and plumbagin production in Plumbago europaea L." In Vitro Cellular & Developmental Biology - Plant 58, no. 2 (November 23, 2021): 330. http://dx.doi.org/10.1007/s11627-021-10238-5.

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14

Jaisi, Amit, and Pharkphoom Panichayupakaranant. "Increased production of plumbagin in Plumbago indica root cultures by biotic and abiotic elicitors." Biotechnology Letters 38, no. 2 (October 1, 2015): 351–55. http://dx.doi.org/10.1007/s10529-015-1969-z.

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15

Nayak, Pranati, Mukesh Sharma, Sailesh N. Behera, Manikkannan Thirunavoukkarasu, and Pradeep K. Chand. "High-Performance Liquid Chromatographic Quantification of Plumbagin from Transformed Rhizoclones of Plumbago zeylanica L.: Inter-Clonal Variation in Biomass Growth and Plumbagin Production." Applied Biochemistry and Biotechnology 175, no. 3 (November 26, 2014): 1745–70. http://dx.doi.org/10.1007/s12010-014-1392-2.

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16

Basu, Amrita, Raj Kumar Joshi, and Sumita Jha. "Genetic Transformation of Plumbago zeylanica with Agrobacterium rhizogenes Strain LBA 9402 and Characterization of Transformed Root Lines." Plant Tissue Culture and Biotechnology 25, no. 1 (July 9, 2015): 21–35. http://dx.doi.org/10.3329/ptcb.v25i1.24123.

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High frequency transformation (73.80 ± 2.24%) has been obtained in Plumbago zeylanica using nodes and internodes of axenic whole plants infected with Agrobacterium rhizogenes strain LBA 9402. The root lines could be distinguished morphologically into two types : Root lines of morphotypes I and II. While morphotype I showed profuse branching with short (< 1 cm), highly dense hairy laterals, the roots of morphotype II roots were characterized also by profuse branching with long hairy laterals (> 3 ? 4 cm). Only four of the ten root lines showed integration of four rol genes (rolA, rolB, rolC and rolD) of TL?DNA. None of the root lines showed presence of any of the five genes of TR?DNA. It is noteworthy that the root morphotypes (I and II) showed a clear distinction in the nature of integration and expression of rol genes. The transformed root lines varied significantly (p ? 0.05) with respect to DW (GI DW basis, 2.19 ± 0.24 ? 5.31 ± 0.6) after 4 weeks of culture on solid modified MS; and plumbagin contents in root lines (4.81 ± 0.16 ? 6.69 ± 0.34 mg/g DW) were higher than that reported earlier. Transformed root lines of P. zeylanica maintained in vitro on phytohormone devoid medium for over 2 years can be used for scale up studies for the production of plumbagin in bioreactors.Plant Tissue Cult. & Biotech. 25(1): 21-35, 2015 (June)

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17

Joshi, N. K., and F. Sehnal. "Inhibition of ecdysteroid production by plumbagin in Dysdercus cingulatus." Journal of Insect Physiology 35, no. 10 (January 1989): 737–41. http://dx.doi.org/10.1016/0022-1910(89)90130-3.

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18

Komaraiah, P., S. V. Ramakrishna, P. Reddanna, and P. B. Kavi Kishor. "Enhanced production of plumbagin in immobilized cells of Plumbago rosea by elicitation and in situ adsorption." Journal of Biotechnology 101, no. 2 (March 2003): 181–87. http://dx.doi.org/10.1016/s0168-1656(02)00338-3.

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19

Jaisi, Amit, та Pharkphoom Panichayupakaranant. "Enhanced plumbagin production in Plumbago indica root cultures by ʟ-alanine feeding and in situ adsorption". Plant Cell, Tissue and Organ Culture (PCTOC) 129, № 1 (27 грудня 2016): 53–60. http://dx.doi.org/10.1007/s11240-016-1155-6.

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20

Silja, P. K., and K. Satheeshkumar. "Establishment of adventitious root cultures from leaf explants of Plumbago rosea and enhanced plumbagin production through elicitation." Industrial Crops and Products 76 (December 2015): 479–86. http://dx.doi.org/10.1016/j.indcrop.2015.07.021.

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21

Roy, Arpita, and Navneeta Bharadvaja. "Biotechnological Approaches for the Production of Pharmaceutically Important Compound: Plumbagin." Current Pharmaceutical Biotechnology 19, no. 5 (August 20, 2018): 372–81. http://dx.doi.org/10.2174/1389201019666180629143842.

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22

Komaraiah, P., C. Jogeswar, S. V. Ramakrishna, and P. B. Kavi Kishor. "Acetylsalicylic acid and ammonium-induced somatic embryogenesis and enhanced plumbagin production in suspension cultures of Plumbago rosea L." In Vitro Cellular & Developmental Biology - Plant 40, no. 2 (March 2004): 230–34. http://dx.doi.org/10.1079/ivp2003502.

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23

Jaisi, A., A. Sakunphueak, and P. Panichayupakaranant. "Increased production of plumbagin inPlumbago indicaroot cultures by gamma ray irradiation." Pharmaceutical Biology 51, no. 8 (June 7, 2013): 1047–51. http://dx.doi.org/10.3109/13880209.2013.775163.

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24

Nahálka, Jozef, Peter Blanárik, Peter Gemeiner, Eva Matúsǒvá, and Ivana Partlová. "Production of plumbagin by cell suspension cultures of Drosophyllum lusitanicum Link." Journal of Biotechnology 49, no. 1-3 (August 1996): 153–61. http://dx.doi.org/10.1016/0168-1656(96)01537-4.

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25

Huang, Hang, Hui Xie, Yue Pan, Kewen Zheng, Yiqun Xia, and Wei Chen. "Plumbagin Triggers ER Stress-Mediated Apoptosis in Prostate Cancer Cells via Induction of ROS." Cellular Physiology and Biochemistry 45, no. 1 (2018): 267–80. http://dx.doi.org/10.1159/000486773.

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Анотація:

Background/Aims: Prostate cancer (PCa) is the second most frequently diagnosed cancer in men worldwide. Currently available therapies for hormone-refractory PCa are only marginally effective. Plumbagin (PLB), a natural naphthoquinone isolated from the traditional folk medicine Plumbago zeylanica, is known to selectively kill tumor cells. Nevertheless, antitumor mechanisms initiated by PLB in cancer cells have not been fully defined. Methods: MTT assay was used to evaluate the effect of PLB on the viability of cancer cells. Cell apoptosis and reactive oxygen species (ROS) production were determined by flow cytometry. Protein expression was detected by western blotting. In vivo anti-tumor effect was measured by using tumor xenoqraft model in nude mice. Results: In the present study, we found that PLB decreases cancer cell growth and induces apoptosis in DU145 and PC-3 cells. In addition, by increasing intracellular ROS levels, PLB induced a lethal endoplasmic reticulum stress response in PCa cells. Importantly, blockage of ROS production significantly reversed PLB-induced ER stress activation and cell apoptosis. In vivo, we found that PLB inhibits the growth of PCa xenografts without exhibiting toxicity Treatment of mice bearing human PCa xenografts with PLB was also associated with induction of ER stress activation. Conclusion: Inducing ER stress by PLB thus discloses a previously unrecognized mechanism underlying the biological activity of PLB and provides an in-depth insight into the action of PLB in the treatment of hormone-refractory PCa.

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26

Singh, Tikkam, Upasana Sharma, and Veena Agrawal. "Isolation and optimization of plumbagin production in root callus of Plumbago zeylanica L. augmented with chitosan and yeast extract." Industrial Crops and Products 151 (September 2020): 112446. http://dx.doi.org/10.1016/j.indcrop.2020.112446.

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27

Martin, Kottackal Poulose, Aneta Sabovljevic, and Joseph Madassery. "High-frequency transgenic plant regeneration and plumbagin production through methyl jasmonate elicitation from hairy roots of Plumbago indica L." Journal of Crop Science and Biotechnology 14, no. 3 (September 2011): 205–12. http://dx.doi.org/10.1007/s12892-010-0123-7.

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28

Guida, Marianna, Tullia Maraldi, Elisa Resca, Francesca Beretti, Manuela Zavatti, Laura Bertoni, Giovanni B. La Sala, and Anto De Pol. "Inhibition of Nuclear Nox4 Activity by Plumbagin: Effect on Proliferative Capacity in Human Amniotic Stem Cells." Oxidative Medicine and Cellular Longevity 2013 (2013): 1–12. http://dx.doi.org/10.1155/2013/680816.

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Human amniotic fluid stem cells (AFSC) with multilineage differentiation potential are novel source for cell therapy. However,in vitroexpansion leads to senescence affecting differentiation and proliferative capacities. Reactive oxygen species (ROS) have been involved in the regulation of stem cell pluripotency, proliferation, and differentiation. Redox-regulated signal transduction is coordinated by spatially controlled production of ROS within subcellular compartments. NAD(P)H oxidase family, in particular Nox4, has been known to produce ROS in the nucleus; however, the mechanisms and the meaning of this function remain largely unknown. In the present study, we show that Nox4 nuclear expression (nNox4) increases during culture passages up to cell cycle arrest and the serum starvation causes the same effect. With the decrease of Nox4 activity, obtained with plumbagin, a decline of nuclear ROS production and of DNA damage occurs. Moreover, plumbagin exposure reduces the binding between nNox4 and nucleoskeleton components, as Matrin 3. The same effect was observed also for the binding with phospho-ERK, although nuclear ERK and P-ERK are unchanged. Taken together, we suggest that nNox4 regulation may have important pathophysiologic effects in stem cell proliferation through modulation of nuclear signaling and DNA damage.

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29

Putalun, Waraporn, Orapin Udomsin, Gorawit Yusakul, Thaweesak Juengwatanatrakul, Seiichi Sakamoto, and Hiroyuki Tanaka. "Enhanced plumbagin production from in vitro cultures of Drosera burmanii using elicitation." Biotechnology Letters 32, no. 5 (January 29, 2010): 721–24. http://dx.doi.org/10.1007/s10529-010-0202-3.

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30

Chang, Hung-Chi, Chia-Yung Lu, Chia-Chen Chen, Chao-Lin Kuo, Hsin-Sheng Tsay, and Dinesh Chandra Agrawal. "Plumbagin, a Plant-derived Naphthoquinone Production in Tissue Cultures of Drosera spatulata Labill." Biotechnology(Faisalabad) 18, no. 1 (December 15, 2018): 24–31. http://dx.doi.org/10.3923/biotech.2019.24.31.

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31

Jaisi, Amit, and Pharkphoom Panichayupakaranant. "Simultaneous heat shock and in situ adsorption enhance plumbagin production inPlumbago indicaroot cultures." Engineering in Life Sciences 16, no. 5 (April 1, 2016): 417–23. http://dx.doi.org/10.1002/elsc.201500137.

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32

Jaisi, Amit, and Pharkphoom Panichayupakaranant. "Chitosan elicitation and sequential Diaion® HP-20 addition a powerful approach for enhanced plumbagin production in Plumbago indica root cultures." Process Biochemistry 53 (February 2017): 210–15. http://dx.doi.org/10.1016/j.procbio.2016.11.027.

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33

Zhang, Haoran, Aijun Zhang, Anisha A. Gupte, and Dale J. Hamilton. "Plumbagin Elicits Cell-Specific Cytotoxic Effects and Metabolic Responses in Melanoma Cells." Pharmaceutics 13, no. 5 (May 12, 2021): 706. http://dx.doi.org/10.3390/pharmaceutics13050706.

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Melanoma is one of the most malignant skin cancers that require comprehensive therapies, including chemotherapy. A plant-derived drug, plumbagin (PLB), exhibits an anticancer property in several cancers. We compared the cytotoxic and metabolic roles of PLB in A375 and SK-MEL-28 cells, each with different aggressiveness. In our results, they were observed to have distinctive mitochondrial respiratory functions. The primary reactive oxygen species (ROS) source of A375 can be robustly attenuated by cell membrane permeabilization. A375 cell viability and proliferation, migration, and apoptosis induction are more sensitive to PLB treatment. PLB induced metabolic alternations in SK-MEL-28 cells, which included increasing mitochondrial oxidative phosphorylation (OXPHOS), mitochondrial ATP production, and mitochondrial mass. Decreasing mitochondrial OXPHOS and total ATP production with elevated mitochondrial membrane potential (MMP) were observed in PLB-induced A375 cells. PLB also induced ROS production and increased proton leak and non-mitochondria respiration in both cells. This study reveals the relationship between metabolism and cytotoxic effects of PLB in melanoma. PLB displays stronger cytotoxic effects on A375 cells, which exhibit lower respiratory function than SK-MEL-28 cells with higher respiratory function, and triggers cell-specific metabolic changes in accordance with its cytotoxic effects. These findings indicate that PLB might serve as a promising anticancer drug, targeting metabolism.

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34

Jose, Binoy, Silja P. K, Dhanya B. Pillai, and Satheeshkumar K. "In vitro cultivation of hairy roots of Plumbago rosea L. in a customized Reaction kettle for the production of plumbagin—An anticancer compound." Industrial Crops and Products 87 (September 2016): 89–95. http://dx.doi.org/10.1016/j.indcrop.2016.04.023.

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35

Escobedo-González, René Gerardo, Héctor Pérez Martínez, Ma Inés Nicolás-Vázquez, Joel Martínez, Gabriela Gómez, Juan Nava Serrano, Vladimir Carranza Téllez, C. L. Vargas-Requena, and René Miranda Ruvalcaba. "Green Production of Indolylquinones, Derivatives of Perezone, and Related Molecules, Promising Antineoplastic Compounds." Journal of Chemistry 2016 (2016): 1–10. http://dx.doi.org/10.1155/2016/3870529.

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Анотація:

A green approach to produce the indolyl derivatives from four natural quinones (perezone, isoperezone, menadione, and plumbagin) was performed; in this regard, a comparative study was accomplished among the typical mantle heating and three nonconventional activating modes of reaction (microwave, near-infrared, and high speed ball milling or tribochemical), under solventless conditions and using bentonitic clay as a catalyst. In addition, the tribochemical production of isoperezone from perezone is also commented on. It is also worth noting that the cytotoxicity of the synthesized indolylquinones in human breast cancer cell was tested by 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide assay, with the 3-indolylisoperezone being the most active. The structural attribution of the target molecules was performed by typical spectroscopic procedures; moreover, the experimental and computed1H and13C NMR chemical shifts data, with previous acquisition of the corresponding minimum energetic structures, were in good agreement.

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36

Quach, Phuong Ngo Diem, Minh Thi Thanh Hoang, Thu Thi Hoang, and Le Van Bui. "CALLUS AND CELL SUSPENSION CULTURE OF DROSERA BURMANNI VAHL FOR QUINONE PRODUCTION." Science and Technology Development Journal 13, no. 2 (June 30, 2010): 53–61. http://dx.doi.org/10.32508/stdj.v13i2.2126.

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Drosera burmanni Vahl, one of three Drosera species in Vietnam, has been successfully cultured in vitro. Our previous researchs have shown that extracts of Drosera burmanni Vahl contain bioactive compounds such as naphthoquinone, anthraquinone. To obtain cell biomass as well as increase secondary metabolites, callus and cell suspension culture of Drosera burmanni Vahl become extremely urgent. Therefore, in this study, we focused on building Drosera burmanni Vahl callus and suspension culture process to obtain quinone. Our results show that the most optimized medium for callus culture is Gamborg’s B5, saccharose 20g/l, casein 100 mg/l, PVP 1g/l. To induce callus culture, the best hormone’s concentration is 2,4-D 0,2 mg/l, NAA 0,2 mg/l. Growing callus and increasing cell biomass in suspension culture are the same culture type. The peak of growing phase is on 12th. HPLC analysis showed present of plumbagin, one of quinone bioactive compounds determined in Drosera species, on cultured cell suspension.

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37

Kumar, Ashwani, Annu Kumari, Pratibha Demiwal, Partha Roy та Debabrata Sircar. "Enhanced production of bioactive plumbagin in hairy root cultures and adventitious root cultures of Plumbago zeylanica L. by a novel apocarotenoid elicitor, α-ionone". Industrial Crops and Products 203 (листопад 2023): 117140. http://dx.doi.org/10.1016/j.indcrop.2023.117140.

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38

Makowski, Wojciech, Aleksandra Królicka, Anna Nowicka, Jana Zwyrtková, Barbara Tokarz, Ales Pecinka, Rafał Banasiuk, and Krzysztof Michał Tokarz. "Transformed tissue of Dionaea muscipula J. Ellis as a source of biologically active phenolic compounds with bactericidal properties." Applied Microbiology and Biotechnology 105, no. 3 (January 15, 2021): 1215–26. http://dx.doi.org/10.1007/s00253-021-11101-8.

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Abstract The Venus flytrap (Dionaea muscipula J. Ellis) is a carnivorous plant able to synthesize large amounts of phenolic compounds, such as phenylpropanoids, flavonoids, phenolic acids, and 1,4-naphtoquinones. In this study, the first genetic transformation of D. muscipula tissues is presented. Two wild-type Rhizobium rhizogenes strains (LBA 9402 and ATCC 15834) were suitable vector organisms in the transformation process. Transformation led to the formation of teratoma (transformed shoot) cultures with the bacterial rolB gene incorporated into the plant genome in a single copy. Using high-pressure liquid chromatography, we demonstrated that transgenic plants were characterized by an increased quantity of phenolic compounds, including 1,4-naphtoquinone derivative, plumbagin (up to 106.63 mg × g−1 DW), and phenolic acids (including salicylic, caffeic, and ellagic acid), in comparison to non-transformed plants. Moreover, Rhizobium-mediated transformation highly increased the bactericidal properties of teratoma-derived extracts. The antibacterial properties of transformed plants were increased up to 33% against Staphylococcus aureus, Enterococcus faecalis, and Escherichia coli and up to 7% against Pseudomonas aeruginosa. For the first time, we prove the possibility of D. muscipula transformation. Moreover, we propose that transformation may be a valuable tool for enhancing secondary metabolite production in D. muscipula tissue and to increase bactericidal properties against human antibiotic-resistant bacteria. Key points • Rhizobium-mediated transformation created Dionaea muscipula teratomas. • Transformed plants had highly increased synthesis of phenolic compounds. • The MBC value was connected with plumbagin and phenolic acid concentrations.

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39

Kunakhonnuruk, Boworn, Anupan Kongbangkerd, and Phithak Inthima. "Improving large-scale biomass and plumbagin production of Drosera communis A.St.-Hil. by temporary immersion system." Industrial Crops and Products 137 (October 2019): 197–202. http://dx.doi.org/10.1016/j.indcrop.2019.05.039.

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40

Rossary, Adrien, Khelifa Arab, and Jean-Paul Steghens. "Polyunsaturated fatty acids modulate NOX 4 anion superoxide production in human fibroblasts." Biochemical Journal 406, no. 1 (July 26, 2007): 77–83. http://dx.doi.org/10.1042/bj20061009.

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The strong ROS (reactive oxygen species) production, part of an antioxidant response of human fibroblasts triggered by DHA (docosahexaenoic acid; C22:6,n−3), served as a model for deciphering the relative contribution of NOX (NADPH oxidase) to ROS production, as the role of this enzymatic system remains controversial. Using hydroxyethidium fluorescence for fibroblast ROS production, RT (reverse transcriptase)–PCR for NOX 4 mRNA quantification and mRNA silencing, we show that ROS production evolves in parallel with the catalytic activity of NOX and is suppressed by siNOX 4 (small interference oligonucleotide RNA directed against NOX 4) silencing. Apocynin and plumbagin, specific inhibitors of NOX, prevent ROS production in this cellular model and confirm the role of NOX 4 for this production. Furthermore, we show that, in cell lysates, NOX 4 activity can be modulated by PUFAs (polyunsaturated fatty acids) at the micromolar level in the presence of calcium: NOX 4 activity is increased by arachidonic acid (C20:4,n−6) (∼175% of the control), and conjugated linoleic acid (C18:2 [9Z,11E]) is a potent inhibitor (50% of the control). Unexpectedly, intracellular superoxide dismutase does not participate in the modulation of this ROS production and the opposite effects of some PUFAs, described in our experiments, could suggest another way of regulating NOX activity.

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41

Kuropakornpong, Pranporn, Arunporn Itharat, Sumalee Panthong, Seewaboon Sireeratawong, and Buncha Ooraikul. "In Vitro and In Vivo Anti-Inflammatory Activities of Benjakul: A Potential Medicinal Product from Thai Traditional Medicine." Evidence-Based Complementary and Alternative Medicine 2020 (July 14, 2020): 1–8. http://dx.doi.org/10.1155/2020/9760948.

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Benjakul (BJK) is a Thai traditional remedy consisting of five plants: Piper chaba Hunt., Piper sarmentosum Roxb., Piper interruptum Opiz., Plumbago indica Linn., and Zingiber officinale Roscoe. It is used as a first-line drug to balance patient’s symptoms before other treatments. BJK ethanolic extract has been reported to show anti-inflammatory activity through various mediators, e.g., nitric oxide, TNF-α, IL-1β, and IL-6. Therefore, BJK could serve as a potential novel anti-inflammatory herbal medicine. However, studies on prostaglandin E2 (PGE2), one of the key mediators in acute inflammation, and anti-inflammation in animal models (in vivo) have not been done. This study investigated the anti-inflammatory activity of BJK extract and some of its chemical compounds against PGE2 production in murine macrophage (RAW 264.7) cell line and two in vivo models of anti-inflammatory studies. Ethanolic extract of BJK (BJK[E]) showed high inhibitory activity against PGE2 production with an IC50 value of 5.82 ± 0.10 μg/mL but its water extract (BJK[W]) was inactive. Two chemicals from BJK[E], i.e., plumbagin and myristicin, which served as biological markers, showed strong activity with IC50 values of 0.08 ± 0.01 and 1.80 ± 0.06 μg/mL, respectively. BJK[E] was administered both topically and orally to rats inhibited with inflammation induced by ethyl phenylpropiolate (rat ear edema model) and carrageenan (hind paw edema model). Moreover, the biological activity of BJK extract did not reduce after six-month storage under accelerated condition (40°C, 75% RH). This indicated its stability and a 24-month shelf-life under normal condition. These results supported not only the use of BJK in Thai traditional medicine but also the possibility of further development of phytopharmaceutical products from BJK.

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42

Wang, Huafeng, Huan Zhang, Yuqing Zhang, Dan Wang, Xixi Cheng, Fengrui Yang, Qi Zhang, et al. "Plumbagin protects liver against fulminant hepatic failure and chronic liver fibrosis via inhibiting inflammation and collagen production." Oncotarget 7, no. 50 (October 14, 2016): 82864–75. http://dx.doi.org/10.18632/oncotarget.12655.

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43

Boonsnongcheep, Panitch, Worapol Sae-foo, Kanpawee Banpakoat, Suwaphat Channarong, Sukanda Chitsaithan, Pornpimon Uafua, Wattika Putha, Kanchanok Kerdsiri, and Waraporn Putalun. "Artificial color light sources and precursor feeding enhance plumbagin production of the carnivorous plants Drosera burmannii and Drosera indica." Journal of Photochemistry and Photobiology B: Biology 199 (October 2019): 111628. http://dx.doi.org/10.1016/j.jphotobiol.2019.111628.

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44

Olson, Kenneth R., Kasey J. Clear, Yan Gao, Zhilin Ma, Nathaniel M. Cieplik, Alyssa R. Fiume, Dominic J. Gaziano, et al. "Redox and Nucleophilic Reactions of Naphthoquinones with Small Thiols and Their Effects on Oxidization of H2S to Inorganic and Organic Hydropolysulfides and Thiosulfate." International Journal of Molecular Sciences 24, no. 8 (April 19, 2023): 7516. http://dx.doi.org/10.3390/ijms24087516.

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Анотація:

Naphthoquinone (1,4-NQ) and its derivatives (NQs, juglone, plumbagin, 2-methoxy-1,4-NQ, and menadione) have a variety of therapeutic applications, many of which are attributed to redox cycling and the production of reactive oxygen species (ROS). We previously demonstrated that NQs also oxidize hydrogen sulfide (H2S) to reactive sulfur species (RSS), potentially conveying identical benefits. Here we use RSS-specific fluorophores, mass spectroscopy, EPR and UV-Vis spectrometry, and oxygen-sensitive optodes to examine the effects of thiols and thiol-NQ adducts on H2S-NQ reactions. In the presence of glutathione (GSH) and cysteine (Cys), 1,4-NQ oxidizes H2S to both inorganic and organic hydroper-/hydropolysulfides (R2Sn, R=H, Cys, GSH; n = 2–4) and organic sulfoxides (GSnOH, n = 1, 2). These reactions reduce NQs and consume oxygen via a semiquinone intermediate. NQs are also reduced as they form adducts with GSH, Cys, protein thiols, and amines. Thiol, but not amine, adducts may increase or decrease H2S oxidation in reactions that are both NQ- and thiol-specific. Amine adducts also inhibit the formation of thiol adducts. These results suggest that NQs may react with endogenous thiols, including GSH, Cys, and protein Cys, and that these adducts may affect both thiol reactions as well as RSS production from H2S.

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45

Xue, Danfeng, Shu-Ting Pan, Xiongming Zhou, Fangfei Ye, Qun Zhou, Fanzhe Shi, Fei He, Hui Yu, and Jiaxuan Qiu. "Plumbagin Enhances the Anticancer Efficacy of Cisplatin by Increasing Intracellular ROS in Human Tongue Squamous Cell Carcinoma." Oxidative Medicine and Cellular Longevity 2020 (March 26, 2020): 1–21. http://dx.doi.org/10.1155/2020/5649174.

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Cisplatin is widely used in the treatment of tongue squamous cell carcinoma (TSCC), but its clinical efficacy is limited by drug resistance and toxic side effects. Hence, a novel compound capable of enhancing the anticancer effect of cisplatin while reducing the side effects is urgently needed. We have previously shown that plumbagin (PLB), an anticancer phytochemical, is able to inhibit the growth of TSCC in vitro and in vivo. The objective of this study was to investigate the effect of PLB in reversing the resistance of TSCC to cisplatin as well as its molecular mechanisms. Here, we found that PLB enhances cisplatin-induced cytotoxicity, apoptosis, and autophagy in CAL27 and cisplatin-resistant CAL27/CDDP cells. PLB could inhibit the viability and growth of TSCC cells by increasing the production of intracellular reactive oxygen species (ROS). In addition, the combination treatment of PLB and cisplatin resulted in a synergistic inhibition of TSCC viability, apoptosis, and autophagy by increasing intracellular ROS, which may be achieved by activating JNK and inhibiting AKT/mTOR signaling pathways. Finally, the synergistic treatment was also demonstrated in vivo. Therefore, PLB combined with cisplatin is a potential therapeutic strategy against therapy TSCC cisplatin resistance.

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46

Vattanaviboon, Paiboon, Wirongrong Whangsuk, and Skorn Mongkolsuk. "A Suppressor of the Menadione-Hypersensitive Phenotype of a Xanthomonas campestris pv. phaseoli oxyR Mutant Reveals a Novel Mechanism of Toxicity and the Protective Role of Alkyl Hydroperoxide Reductase." Journal of Bacteriology 185, no. 5 (March 1, 2003): 1734–38. http://dx.doi.org/10.1128/jb.185.5.1734-1738.2003.

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ABSTRACT We isolated menadione-resistant mutants of Xanthomonas campestris pv. phaseoli oxyR (oxyRXp ). The oxyRR2 Xp mutant was hyperresistant to the superoxide generators menadione and plumbagin and was moderately resistant to H2O2 and tert-butyl hydroperoxide. Analysis of enzymes involved in oxidative-stress protection in the oxyRR2 Xp mutant revealed a >10-fold increase in AhpC and AhpF levels, while the levels of superoxide dismutase (SOD), catalase, and the organic hydroperoxide resistance protein (Ohr) were not significantly altered. Inactivation of ahpC in the oxyRR2 Xp mutant resulted in increased sensitivity to menadione killing. Moreover, high levels of expression of cloned ahpC and ahpF in the oxyRXp mutant complemented the menadione hypersensitivity phenotype. High levels of other oxidant-scavenging enzymes such as catalase and SOD did not protect the cells from menadione toxicity. These data strongly suggest that the toxicity of superoxide generators could be mediated via organic peroxide production and that alkyl hydroperoxide reductase has an important novel function in the protection against the toxicity of these compounds in X. campestris.

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47

Olson, Kenneth R., Kasey J. Clear, Paul J. Derry, Yan Gao, Zhilin Ma, Nathaniel M. Cieplik, Alyssa Fiume, et al. "Naphthoquinones Oxidize H2S to Polysulfides and Thiosulfate, Implications for Therapeutic Applications." International Journal of Molecular Sciences 23, no. 21 (October 31, 2022): 13293. http://dx.doi.org/10.3390/ijms232113293.

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1,4-Napththoquinones (NQs) are clinically relevant therapeutics that affect cell function through production of reactive oxygen species (ROS) and formation of adducts with regulatory protein thiols. Reactive sulfur species (RSS) are chemically and biologically similar to ROS and here we examine RSS production by NQ oxidation of hydrogen sulfide (H2S) using RSS-specific fluorophores, liquid chromatography-mass spectrometry, UV-Vis absorption spectrometry, oxygen-sensitive optodes, thiosulfate-specific nanoparticles, HPLC-monobromobimane derivatization, and ion chromatographic assays. We show that NQs, catalytically oxidize H2S to per- and polysulfides (H2Sn, n = 2–6), thiosulfate, sulfite and sulfate in reactions that consume oxygen and are accelerated by superoxide dismutase (SOD) and inhibited by catalase. The approximate efficacy of NQs (in decreasing order) is, 1,4-NQ ≈ juglone ≈ plumbagin > 2-methoxy-1,4-NQ ≈ menadione >> phylloquinone ≈ anthraquinone ≈ menaquinone ≈ lawsone. We propose that the most probable reactions are an initial two-electron oxidation of H2S to S0 and reduction of NQ to NQH2. S0 may react with H2S or elongate H2Sn in variety of reactions. Reoxidation of NQH2 likely involves a semiquinone radical (NQ·−) intermediate via several mechanisms involving oxygen and comproportionation to produce NQ and superoxide. Dismutation of the latter forms hydrogen peroxide which then further oxidizes RSS to sulfoxides. These findings provide the chemical background for novel sulfur-based approaches to naphthoquinone-directed therapies.

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Markadieu, Nicolas, Raphaël Crutzen, Alain Boom, Christophe Erneux, and Renaud Beauwens. "Inhibition of insulin-stimulated hydrogen peroxide production prevents stimulation of sodium transport in A6 cell monolayers." American Journal of Physiology-Renal Physiology 296, no. 6 (June 2009): F1428—F1438. http://dx.doi.org/10.1152/ajprenal.90397.2008.

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Insulin-stimulated sodium transport across A6 cell (derived from amphibian distal nephron) monolayers involves the activation of a phosphatidylinositol (PI) 3-kinase. We previously demonstrated that exogenous addition of H2O2 to the incubation medium of A6 cell monolayers provokes an increase in PI 3-kinase activity and a subsequent rise in sodium transport (Markadieu N, Crutzen R, Blero D, Erneux C, Beauwens R. Am J Physiol Renal Physiol 288: F1201–F1212, 2005). We therefore questioned whether insulin would produce an intracellular burst of H2O2 leading to PI 3-kinase activation and subsequent increase in sodium transport. An acute production of reactive oxygen species (ROS) in A6 cells incubated with the oxidation-sensitive fluorescent probe 5,6-chloromethyl-2′,7′-dichlorodihydrofluorescein diacetate was already detected after 2 min of insulin stimulation. This fluorescent signal and the increase in sodium transport were completely inhibited in monolayers incubated with peggylated catalase, indicating that H2O2 is the main intracellular ROS produced upon insulin stimulation. Similarly, preincubation of monolayers with different chelators of either superoxide (O2•−; nitro blue tetrazolium, 100 μM) or H2O2 (50 μM ebselen), or blockers of NADPH oxidase (Nox) enzymes (diphenyleneiodonium, 5 μM; phenylarsine oxide, 1 μM and plumbagin, 30 μM) prevented both insulin-stimulated H2O2 production and insulin-stimulated sodium transport. Furthermore, diphenyleneiodonium pretreatment inhibited the recruitment of the p85 PI 3-kinase regulatory subunit in an anti-phosphotyrosine immunoprecipitate in insulin-stimulated cells. In contrast, PI-103, an inhibitor of class IA PI 3-kinase, inhibited insulin-stimulated sodium transport but did not significantly reduce insulin-stimulated H2O2 production. Taken together, our data suggest that insulin induces an acute burst of H2O2 production which participates in an increase in phosphatidylinositol 3,4,5- trisphosphate production and subsequently stimulation of sodium transport.

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49

McKallip, Robert J., Catherine Lombard, Jingping Sun, and Rupal Ramakrishnan. "Plumbagin-induced apoptosis in lymphocytes is mediated through increased reactive oxygen species production, upregulation of Fas, and activation of the caspase cascade." Toxicology and Applied Pharmacology 247, no. 1 (August 2010): 41–52. http://dx.doi.org/10.1016/j.taap.2010.05.013.

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50

Singh, Sukhbir, Neelam Sharma, Saurabh Shukla, Tapan Behl, Sumeet Gupta, Md Khalid Anwer, Celia Vargas-De-La-Cruz, Simona Gabriela Bungau, and Cristina Brisc. "Understanding the Potential Role of Nanotechnology in Liver Fibrosis: A Paradigm in Therapeutics." Molecules 28, no. 6 (March 20, 2023): 2811. http://dx.doi.org/10.3390/molecules28062811.

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Анотація:

The liver is a vital organ that plays a crucial role in the physiological operation of the human body. The liver controls the body’s detoxification processes as well as the storage and breakdown of red blood cells, plasma protein and hormone production, and red blood cell destruction; therefore, it is vulnerable to their harmful effects, making it more prone to illness. The most frequent complications of chronic liver conditions include cirrhosis, fatty liver, liver fibrosis, hepatitis, and illnesses brought on by alcohol and drugs. Hepatic fibrosis involves the activation of hepatic stellate cells to cause persistent liver damage through the accumulation of cytosolic matrix proteins. The purpose of this review is to educate a concise discussion of the epidemiology of chronic liver disease, the pathogenesis and pathophysiology of liver fibrosis, the symptoms of liver fibrosis progression and regression, the clinical evaluation of liver fibrosis and the research into nanotechnology-based synthetic and herbal treatments for the liver fibrosis is summarized in this article. The herbal remedies summarized in this review article include epigallocathechin-3-gallate, silymarin, oxymatrine, curcumin, tetrandrine, glycyrrhetinic acid, salvianolic acid, plumbagin, Scutellaria baicalnsis Georgi, astragalosides, hawthorn extract, and andrographolides.

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