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Academic literature on the topic 'Lithospermic Acid'

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Published: 4 June 2021
Last updated: 20 February 2023

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Journal articles on the topic "Lithospermic Acid"

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Murata, Toshihiro, Kanae Oyama, Minami Fujiyama, Bunmei Oobayashi, Kaoru Umehara, Toshio Miyase, and Fumihiko Yoshizaki. "Diastereomers of lithospermic acid and lithospermic acid B from Monarda fistulosa and Lithospermum erythrorhizon." Fitoterapia 91 (December 2013): 51–59. http://dx.doi.org/10.1016/j.fitote.2013.08.009.

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2

Chen, Li-Ching, Yu-Ping Cheng, Chih-Yi Liu, and Jiun-Wen Guo. "Lithosepermic Acid Restored the Skin Barrier Functions in the Imiquimod-Induced Psoriasis-like Animal Model." International Journal of Molecular Sciences 23, no. 11 (May 31, 2022): 6172. http://dx.doi.org/10.3390/ijms23116172.

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(1) Background: Psoriasis is a T helper 1/T helper 17 cells-involved immune-mediated genetic disease. Lithospermic acid, one of the major phenolic acid compounds of Danshen, has antioxidation and anti-inflammation abilities. Due to the inappropriate molecular weight for topical penetration through the stratum corneum, lithospermic acid was loaded into the well-developed microemulsion delivery system for IMQ-induced psoriasis-like dermatitis treatment. (2) Methods: BALB/c mice were administered with topical imiquimod to induce psoriasis-like dermatitis. Skin barrier function, disease severity, histology assessment, autophagy-related protein expression, and skin and spleen cytokine expression were evaluated. (3) Results: The morphology, histopathology, and skin barrier function results showed that 0.1% lithospermic acid treatment ameliorated the IMQ-induced psoriasis-like dermatitis and restored the skin barrier function. The cytokines array results confirmed that 0.1% lithospermic acid treatment inhibited the cutaneous T helper-17/Interleukin-23 axis related cytokines cascades. (4) Conclusions: The results implied that lithospermic acid might represent a possible new therapeutic agent for psoriasis treatment.
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3

B, Odonbayar, T. Murata, N. Matsumoto, Batkhuu J, and K. Sasaki. "Chemical constituents of aerial parts of Thymus gobicus and their cholinesterase inhibitory activities." Mongolian Journal of Chemistry 17, no. 43 (February 3, 2017): 14–17. http://dx.doi.org/10.5564/mjc.v17i43.740.

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From an acetone-water (3:2) extract of aerial parts of Thymus gobicus Czern. (31.1 g), compounds 1-8 were obtained using high-performance liquid chromatography. Based on spectroscopic data, the isolated compounds were identified as rosmarinic acid (1), monardic acid A (2), nepetoidin B (3), aromadendrin (4), apigenin (5), chrysoriol (6), apigenin 7-O-β-D-glucuronopyranoside (7), and apigenin 7-O-β-D-glucuronopyranoside methyl ester (8). Compound 2 was a (7R,8R)-diastereomer of lithospermic acid (2a). Although it was reported that the anti-allergic activity of lithospermic acid was higher than that of 2, the acetylcholine inhibitory activity of 2 was higher than that of lithospermic acid.
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4

Wang, Jixia, Tao Hou, Lai Wei, Liying Shi, Jian He, Nan Zhou, Guangwei Sun, Xiuli Zhang, and Xinmiao Liang. "Discovery of new targets of phenolic acids in danshen using a label-free cell phenotypic assay." RSC Advances 5, no. 33 (2015): 25768–76. http://dx.doi.org/10.1039/c4ra16102e.

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Pharmacological profiling of 10 known phenolic acids in danshen using a label-free cell phenotypic assay in HT-29 and A431 cells revealed that lithospermic acid, salvianolic acid A, B, C and danshensu all displayed agonistic activity towards GPR35.
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5

Ghosh, Arun K., Xu Cheng, and Bing Zhou. "Enantioselective Total Synthesis of (+)-Lithospermic Acid." Organic Letters 14, no. 19 (September 14, 2012): 5046–49. http://dx.doi.org/10.1021/ol302273r.

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Naliwajski, Marcin Robert, Beata Wileńska, Aleksandra Misicka, Agnieszka Pietrosiuk, and Katarzyna Sykłowska-Baranek. "HPLC-PDA-ESI-HRMS-Based Profiling of Secondary Metabolites of Rindera graeca Anatomical and Hairy Roots Treated with Drought and Cold Stress." Cells 11, no. 6 (March 8, 2022): 931. http://dx.doi.org/10.3390/cells11060931.

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To cope with environmental harmful conditions, plant cells developed adaptive strategy that involves production of a wide variety of complex secondary metabolites. The spectrum and quantity of biosynthesized compounds in specific plant species is determined by its genotype, tissue, developmental and physiological stage and environmental factors. This phenomenon was used to exploit the potential of anatomical and hairy root cultures of Rindera graeca to produce bioactive compounds. Cultivated in vitro roots were subjected to abiotic stresses i.e., drought or coldness. Next the extract profiling was performed using HPLC-PDA-ESI-HRMS method, as well quantitative determination of caffeic, rosmarinic and lithospermic B acids, that were present in all root extracts. Phenolic acids, flavonoids and iridoids represent the major groups of compounds detected in chemical profiles growing under various conditions roots. The highest number of phytochemicals was determined in roots subjected to coldness. Lithospermic B acid proved to be the most abundant compound in all investigated extracts. Among applied abiotic stress factors it was demonstrated that coldness affected to the most secondary metabolites production. The results of current study suggest that root cultures of R. graeca could serve as a new and abundant source of lithospermic B acid.
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Yamamoto, Hirobumi, Ping Zhao, Kazufumi Yazaki, and Kenichiro Inoue. "Regulation of Lithospermic Acid B and Shikonin Production in Lithospermum erythrorhizon Cell Suspension Cultures." CHEMICAL & PHARMACEUTICAL BULLETIN 50, no. 8 (2002): 1086–90. http://dx.doi.org/10.1248/cpb.50.1086.

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8

Mori, Mattia, Stefano Ciaco, Yves Mély, and Anastasia Karioti. "Inhibitory Effect of Lithospermic Acid on the HIV-1 Nucleocapsid Protein." Molecules 25, no. 22 (November 20, 2020): 5434. http://dx.doi.org/10.3390/molecules25225434.

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The HIV-1 nucleocapsid protein (NC) is a desirable target in antiretroviral therapy due to its high conservation among HIV-1 strains, and to its multiple and crucial roles in the HIV-1 replication cycle. Natural products represent a valuable source of NC inhibitors, with the catechol group being a privileged scaffold in NC inhibition. By coupling molecular modeling with NMR spectroscopy and fluorescence-based assays, we disclosed lithospermic acid, a catechol derivative extracted from Salvia miltiorrhizza, as a potent and chemically stable non-covalent inhibitor of the NC. Being different from other catechol derivative reported so far, lithospermic acid does not undergo spontaneous oxidation in physiological conditions, thus becoming a profitable starting point for the development of efficient NC inhibitors.
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NAGAI, Masahiro, Mariko NOGUCHI, Tohru IIZUKA, Kazuyo OTANI, and Katsuo KAMATA. "Vasodilator Effects of Des(.ALPHA.-carboxy-3,4-dihydroxyphenethyl)lithospermic Acid (8-Epiblechnic Acid), a Derivative of Lithospermic Acids in Salviae Miltiorrhizae Radix." Biological & Pharmaceutical Bulletin 19, no. 2 (1996): 228–32. http://dx.doi.org/10.1248/bpb.19.228.

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Thuong, Phuong Thien, Keon Wook Kang, Jeong Kee Kim, Dae Bang Seo, Sang Jun Lee, Sung Han Kim, and Won Keun Oh. "Lithospermic acid derivatives from Lithospermum erythrorhizon increased expression of serine palmitoyltransferase in human HaCaT cells." Bioorganic & Medicinal Chemistry Letters 19, no. 6 (March 2009): 1815–17. http://dx.doi.org/10.1016/j.bmcl.2009.01.052.

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Dissertations / Theses on the topic "Lithospermic Acid"

1

Fischer, Joshua. "HIV-1 Integrase Inhibitors: A Formal Total Synthesis of Lithospermic Acid And Synthetic Studies Towards Integramycin." Thesis, The University of Sydney, 2007. http://hdl.handle.net/2123/2397.

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This thesis describes synthetic studies towards the HIV-1 integrase inhibitory natural products lithospermic acid and integramycin, resulting in a formal total synthesis of the former. A modular, flexible and convergent synthetic strategy to lithospermic acid was devised. In this approach, a Sonogashira coupling was used to unite the C1–C7 and C20–C27 fragments that were subsequently manipulated to then participate in the key step of the synthesis, a palladium-mediated carbonylative annulation. Reduction of the benzofuran nucleus with magnesium in methanol then provided the desired dihydrobenzofuran core of lithospermic acid. Various protecting group strategies were investigated to complete this sequence in an efficient manner. Further synthetic manipulations afforded the complete C1–C9/C19–C27 fragment, which was united with the C10–C18 fragment to deliver the entire carbon skeleton of lithospermic acid. A two step deprotection sequence was undertaken, however, complications with the final deprotective step prevented definitive proof that the total synthesis of lithospermic acid had been achieved. An alternate protecting group strategy was sought, and a formal total synthesis of lithospermic acid was achieved by intercepting an advanced intermediate from a previous total synthesis. Several strategies for the enantioselective synthesis of the dihydrobenzofuran core of lithospermic acid were evaluated, however, none proved successful. A synthetic route towards the tetramic acid subunit of integramycin was also investigated. 3- Methoxymaleimide was constructed using known chemistry, and the regioselective reduction of this ring system was developed. Attempts to further functionalise this ring system were thwarted by difficulties associated with handling. The scope of the regioselective reduction was investigated on an array of N- substituted methoxymaleimides with the procedure found to be generally high yielding and highly regioselective.
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2

Fischer, Joshua. "HIV-1 Integrase Inhibitors: A Formal Total Synthesis of Lithospermic Acid And Synthetic Studies Towards Integramycin." University of Sydney, 2007. http://hdl.handle.net/2123/2397.

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Doctor of Philosophy (PhD)
This thesis describes synthetic studies towards the HIV-1 integrase inhibitory natural products lithospermic acid and integramycin, resulting in a formal total synthesis of the former. A modular, flexible and convergent synthetic strategy to lithospermic acid was devised. In this approach, a Sonogashira coupling was used to unite the C1–C7 and C20–C27 fragments that were subsequently manipulated to then participate in the key step of the synthesis, a palladium-mediated carbonylative annulation. Reduction of the benzofuran nucleus with magnesium in methanol then provided the desired dihydrobenzofuran core of lithospermic acid. Various protecting group strategies were investigated to complete this sequence in an efficient manner. Further synthetic manipulations afforded the complete C1–C9/C19–C27 fragment, which was united with the C10–C18 fragment to deliver the entire carbon skeleton of lithospermic acid. A two step deprotection sequence was undertaken, however, complications with the final deprotective step prevented definitive proof that the total synthesis of lithospermic acid had been achieved. An alternate protecting group strategy was sought, and a formal total synthesis of lithospermic acid was achieved by intercepting an advanced intermediate from a previous total synthesis. Several strategies for the enantioselective synthesis of the dihydrobenzofuran core of lithospermic acid were evaluated, however, none proved successful. A synthetic route towards the tetramic acid subunit of integramycin was also investigated. 3- Methoxymaleimide was constructed using known chemistry, and the regioselective reduction of this ring system was developed. Attempts to further functionalise this ring system were thwarted by difficulties associated with handling. The scope of the regioselective reduction was investigated on an array of N- substituted methoxymaleimides with the procedure found to be generally high yielding and highly regioselective.
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3

Chen, Yi-Chun, and 陳弈君. "Synthetic study of Lithospermic acid B transition metal salts." Thesis, 2019. http://ndltd.ncl.edu.tw/handle/72a5jj.

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碩士
國立中興大學
化學系所
107
We investigated the synthesis of Lithospermate B transition metal salts. This synthetic study was composed of two parts. The first part involves the organic synthesis of Lithospermic acid B mainly through sonogashira coupling and carbonylative annulation to form the phenolic backbone structure. The second part involves the metal-chelation of Lithospermate B by the titration of Lithospermic acid B to form its various metal salts.
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4

Lai, Tzu-Hsuan, and 賴子玄. "Investigating the neuroprotective potential of lithospermic acid in MPP+-mediated neurotoxicity." Thesis, 2013. http://ndltd.ncl.edu.tw/handle/04663727116769544712.

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碩士
國立陽明大學
生物藥學研究所
101
Abstract Parkinson’s disease is the second common disease after Alzheimer’s disease in the central neural degeneration. The main cause of the diseases is the massive degeneration of dopaminergic neurons in the substantia nigra. As time goes by, patients will appear motor problems, cognitive and sentimental changes, and these makes patients suffer in daily life. Because the neural degenerative disease such as Parkinson’s disease and Alzheimer’s disease are related to age, namely the risk increases to aging. Therefore, finding a drug that can prevent, slow down, or even cure parkinson’s disease is in an urgent need. In this study, we use cell and animal models to investigate the mechanisms of MPP+-mediated neurotoxicity and the neuroprotective activity of LSA. CATH.a, mice brain neuroblastoma cells, is selected as the dopaminergic neuron model and ICR mice is used as the animal model. The results showed that the treatment of MPP+ impaired cell membrane, and activated caspases system, suggesting that the neurotoxic mechanisms of MPP+ might include necrosis and apoptosis, and the pretreatment of LSA might prevent these toxicities. On the other hand, LSA may also have selective inhibitory effect no caspase family, especially to caspase 3. In mitochondria, MPP+ caused mitochondrial depolarization and release of cytochrome c. However, LSA do not possess protective effects on mitochondria. Also, MPP+ induces endoplasmic reticulum stress shown on increased expression in chaperone Grp78, and which is reduced by LSA. Consequently, LSA has protective effects on CATH.a cell line model. In mice animal model, the immunohistochemistry of mice brain tissue sections reveals that MPP+ decreased the amounts of dopaminergic neurons and increased the amounts of microglia in substantia nigra. This phenomenon indicates that the injection of MPP+ have the toxic effect on dopaminergic neurons and inflammatory activation in brain. However, in this study, the activation of caspase 3 do not involve in the mechanisms of MPP+-mediated dopaminergic neuron death . The death of dopaminerdic neurons may undergo through overactivation of microglia and other unknown factors.
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Li, Wei-Yi, and 李韋毅. "Synthetic study of Lithospermic acid and its possible role as a precursor in Salvianolic acid B synthesis." Thesis, 2017. http://ndltd.ncl.edu.tw/handle/21630948109262734903.

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碩士
國立中興大學
化學系所
105
Salvia miltiorrhiza is a famous traditional Chinese medicinal plant, the root of this plant called Danshen[6]. It is commonly used in traditional Chinese medicine for promoting blood circulation to remove blood stasis, relieving vexation, nourishing blood, tranquilizing the mind, cooling the blood to relieve carbuncles, clearing away heat[7-8]. However, Magnesium lithospermate B (MLB) is the main ingredient in the water-soluble extracts of danshen and it has been considered as a potential replacement of the traditional cardiac medicine for increasing cardiac contractility and as an effective free radical scavenger at the same time. For this reason, we want to study this compound as our target molecule. The MLB precursor is Salvianolic acid B (SAB) and then we divide it into two parts by retrosynthetic analysis. We try to use lithospermic acid as a synthetic template. Finally, we have successfully completed the synthesis of the derivative of lithospermic acid and Salvianolic acid B .
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6

Lin, En-Ci, and 林恩祈. "Dyeing Effect of Extracts from Lithospermum on Biodegradable Polylactic Acid Fibers and Wool Fibers." Thesis, 2017. http://ndltd.ncl.edu.tw/handle/27449547930893749004.

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碩士
萬能科技大學
化妝品應用與管理研究所
105
This study was due to the environmental impact of synthetic dyes on the environment and ecology, The feasibility of dyeing Polylactide Fabrics and wool fibers was carried out using the natural pigment of extract of Lithospermum plants as dye. Discussion on the addition of four kinds of surfactants(PEG400、Gemini(MA)、Tetrameric and Gemini(SIPM) ) (0.4g/L、0.8g/L、1.2g/L and 1.6 g/L four concentrations ) to the extract of lithospermum were used as the dyeing Additives, adjusted pH at 4.5, used in PLA fabric and wool fiber dyeing effect. And then by the UV visible spectrometer, infrared spectrometer, RAP dyeing proofer, washing test machine, resistant to light fastness testing machine, friction tester and K / S strength tester and other equipment, detect the relevant properties. The results showed: Lithospermum extract add Gemini (MA)、Tetrameric additives, used in wool fabric dyeing, the dyeing effect is poor. Dyeing agent added 0.4 g/L additives for PLA fabric dyeing fastness to wash up to 4, resistant to light fastness up to 2-3, the wet and dry rubbing fastness of 3-5 or more, K / S in the absence of additive additives color difference of 1.736, to 4 level. Add additives Gemini (SIPM) 0.4g/L and PEG400-0.8g/L color difference between 12.396 and 12.811, only 1 level. In this study, the four additives added during the dyeing process when the concentration of more than 0.4g/L did not significantly enhance the dyeing effect.
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Book chapters on the topic "Lithospermic Acid"

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Taber, Douglass F. "Natural Product Synthesis by C–H Functionalization: (±)-Allokainic Acid (Wee), (–)-Cameroonan-7α-ol (Taber), (+)-Lithospermic Acid (Yu), (–)-Manabacanine (Kroutil), Streptorubin B, and Metacycloprodigiosin (Challis)." In Organic Synthesis. Oxford University Press, 2015. http://dx.doi.org/10.1093/oso/9780190200794.003.0022.

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Andrew G.H. Wee of the University of Regina showed (Org. Lett. 2010, 12, 5386) that with the bulky BTMSM group on N and the electron-withdrawing pivaloyloxy group deactivating the alternative C–H insertion site, the diazo ketone 1 cleanly cyclized to 2, with 21:1 diastereocontrol. Oxidative cleavage of the arene followed by amide reduction and methylenation of the ketone converted 2 into (±)-allokainic acid 3. Intermolecular C–H insertion was the key step in a complementary route to (±)-kainic acid reported (Org. Lett. 2011, 13, 2674) by Takehiko Yoshimitsu of Osaka University. Rh-mediated intramolecular C–H insertion was also the first step in our (J. Org. Chem. 2011, 76, 1874) synthesis of (–)-cameroonan-7α-ol 6. In the course of that synthesis, seven of the C–H bonds of 4 were converted to C–C bonds. Jin-Quan Yu of Scripps/La Jolla oxidatively activated (J. Am. Chem. Soc. 2011, 133, 5767) the ortho H of 8 with catalytic Pd, then engaged that intermediate with 7 in a Heck coupling, to give 9, and thus (+)-lithospermic acid 10. The starting acid 8 was prepared by enantioselective Rh-mediated intramolecular C–H insertion. Wolfgang Kroutil of the University of Graz found (Angew. Chem. Int. Ed. 2011, 50, 1068) that berberine bridging enzyme (BBE) from the California poppy could be used preparatively to cyclize a variety of tetrahydroisoquinolines, including 11 to give (–)-manibacanine 13. Although this is clearly a Mannich-type cyclization, a simple Mannich reaction gave a 40:60 mixture of regioisomers, each of them racemic. The enzyme effected cyclization to a 96:4 ratio of regioisomers, and only one enantiomer of 11 participated. Gregory L. Challis of the University of Warwick harnessed (Nature Chem. 2011, 3, 388) the [2Fe-2S] Rieske cluster enzyme RedG of Streptomyces coelicolor to effect oxidative cyclization of 14 to streptorubin B 15. An ortholog of the enzyme cyclized 14 to metacycloprodigiosin 16. It is interesting to speculate as to whether the cyclizations are initiated by the activation of an H on the alkyl sidechain or by oxidation of the pyrrole.
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