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Academic literature on the topic 'Bioactive Indole Alkaloids'

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Published: 6 September 2023

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Journal articles on the topic "Bioactive Indole Alkaloids"

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Khan, Neyaz A., Navdeep Kaur, Peter Owens, Olivier P. Thomas, and Aoife Boyd. "Bis-Indole Alkaloids Isolated from the Sponge Spongosorites calcicola Disrupt Cell Membranes of MRSA." International Journal of Molecular Sciences 23, no. 4 (February 11, 2022): 1991. http://dx.doi.org/10.3390/ijms23041991.

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Antimicrobial resistance (AMR) is a global health challenge with methicillin resistant Staphylococcus aureus (MRSA), a leading cause of nosocomial infection. In the search for novel antibiotics, marine sponges have become model organisms as they produce diverse bioactive compounds. We investigated and compared the antibacterial potential of 3 bis-indole alkaloids—bromodeoxytopsentin, bromotopsentin and spongotine A—isolated from the Northeastern Atlantic sponge Spongosorites calcicola. Antimicrobial activity was determined by MIC and time-kill assays. The mechanism of action of bis-indoles was assessed using bacterial cytological profiling via fluorescence microscopy. Finally, we investigated the ability of bis-indole alkaloids to decrease the cytotoxicity of pathogens upon co-incubation with HeLa cells through the measurement of mammalian cell lysis. The bis-indoles were bactericidal to clinically relevant Gram-positive pathogens including MRSA and to the Gram-negative gastroenteric pathogen Vibrio parahaemolyticus. Furthermore, the alkaloids were synergistic in combination with conventional antibiotics. Antimicrobial activity of the bis-indole alkaloids was due to rapid disruption and permeabilization of the bacterial cell membrane. Significantly, the bis-indoles reduced pathogen cytotoxicity toward mammalian cells, indicating their ability to prevent bacterial virulence. In conclusion, sponge bis-indole alkaloids are membrane-permeabilizing agents that represent good antibiotic candidates because of their potency against Gram-positive and Gram-negative bacterial pathogens.
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Kirsch, Gilbert, Eslam El-Sawy, and Ahmed Abdelwahab. "Utilization of 1H-Indole-3-carboxaldehyde as a Precursor for the Synthesis of Bioactive Indole Alkaloids." Synthesis 50, no. 23 (October 15, 2018): 4525–38. http://dx.doi.org/10.1055/s-0037-1610288.

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Indole alkaloids constitute a large class of natural products and their diverse and complex structures have been attributed to potent biological activities such as anticancer, anti-inflammatory, antimicrobial, antimalarial, antiplasmodial and protein kinase inhibition. The isolation of bioactive compounds from natural sources is difficult, costly and an extremely time-consuming process, therefore synthetic pathways are more convenient than natural separation to deliver such compounds in considerable amounts. In this respect, this review provides comprehensive information on the structures and the synthesis of bioactive indole alkaloids utilizing 1H-indole-3-carboxaldehyde and its derivatives as starting compounds. 1 Overview2 Phytoalexins2.1 Brassinin, Cyclobrassinin and Brassitin2.2 1-Methoxybrassinin, 1-Methoxyspirobrassinol and 1-Methoxyspirobrassinin2.3 4-Methoxybrassinin and 4-Methoxycyclobrassinin2.4 Cyclobrassinone2.5 Brassilexin2.6 (S)-(–)-Spirobrassinin2.7 Camalexin3 Bis(indole) Alkaloids: Rhopaladines A–D4 Coscinamides A and B5 α-Cyclopiazonic Acid6 Dipodazine7 Isocryptolepine8 Apparicine9 Carbazole Alkaloids: Mukonine and Clausine E10 Indolmycin11 Conclusion
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Pan, Li, César Terrazas, Ulyana Muñoz Acuña, Tran Ngoc Ninh, Heebyung Chai, Esperanza J. Carcache de Blanco, Djaja D. Soejarto, Abhay R. Satoskar, and A. Douglas Kinghorn. "Bioactive indole alkaloids isolated from Alstonia angustifolia." Phytochemistry Letters 10 (December 2014): liv—lix. http://dx.doi.org/10.1016/j.phytol.2014.06.010.

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Klein-Júnior, Luiz C., Sylvian Cretton, Yvan Vander Heyden, André L. Gasper, Samad Nejad-Ebrahimi, Philippe Christen, and Amélia T. Henriques. "Bioactive Azepine-Indole Alkaloids from Psychotria nemorosa." Journal of Natural Products 83, no. 4 (March 9, 2020): 852–63. http://dx.doi.org/10.1021/acs.jnatprod.9b00469.

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Liu, Yan-Ping, Qing-Long Liu, Xiang-Lin Zhang, Hai-Yuan Niu, Chun-Yan Guan, Fu-Kang Sun, Wei Xu, and Yan-Hui Fu. "Bioactive monoterpene indole alkaloids from Nauclea officinalis." Bioorganic Chemistry 83 (March 2019): 1–5. http://dx.doi.org/10.1016/j.bioorg.2018.10.013.

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Zhang, Yanyan, Ting Han, Qianliang Ming, Lingshang Wu, Khalid Rahman, and Luping Qin. "Alkaloids Produced by Endophytic Fungi: A Review." Natural Product Communications 7, no. 7 (July 2012): 1934578X1200700. http://dx.doi.org/10.1177/1934578x1200700742.

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In recent years, a number of alkaloids have been discovered from endophytic fungi in plants, which exhibited excellent biological properties such as antimicrobial, insecticidal, cytotoxic, and anticancer activities. This review mainly deals with the research progress on endophytic fungi for producing bioactive alkaloids such as quinoline and isoquinoline, amines and amides, indole derivatives, pyridines, and quinazolines. The biological activities and action mechanisms of these alkaloids from endophytic fungi are also introduced. Furthermore, the relationships between alkaloid-producing endophytes and their host plants, as well as their potential applications in the future are discussed.
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Bozkurt, Buket, Gulen I. Kaya, and Nehir U. Somer. "Chemical Composition and Enzyme Inhibitory Activities of Turkish Pancratium maritimum Bulbs." Natural Product Communications 14, no. 10 (October 2019): 1934578X1987290. http://dx.doi.org/10.1177/1934578x19872905.

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The chemical composition of the bulbs of Pancratium maritimum L. (Amaryllidaceae) from Turkey (Pamucak, Aydın) has been determined by gas chromatography-mass spectrometry. A total of 29 compounds belonging to different skeletal types of Amaryllidaceae alkaloids were identified. Lycorine, galanthamine, crinine, and pancracine were found as major constituents. Interestingly, indole alkaloids (1-acetyl-β -carboline and galanthindole) were also detected. Acetylcholinesterase, butyrylcholinesterase, and prolyl oligopeptidase inhibitory activity potentials of the alkaloidal extract were also determined. The results of the present study show that Turkish P. maritimum comprises a rich repository for bioactive alkaloids with intriguing structural diversities.
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Lee, Kit, Bing-Nan Zhou, David Kingston, Abraham Vaisberg, and Gerald Hammond. "Bioactive Indole Alkaloids from the Bark ofUncaria guianensis." Planta Medica 65, no. 08 (December 1999): 759–60. http://dx.doi.org/10.1055/s-2006-960860.

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Rahman, M. Toufiqur, Jeffrey R. Deschamps, Gregory H. Imler, and James M. Cook. "Total Synthesis of Sarpagine-Related Bioactive Indole Alkaloids." Chemistry - A European Journal 24, no. 10 (January 23, 2018): 2354–59. http://dx.doi.org/10.1002/chem.201705575.

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Athipornchai, Anan. "A Review on Tabernaemontana spp.: Multipotential Medicinal Plant." Asian Journal of Pharmaceutical and Clinical Research 11, no. 5 (May 1, 2018): 45. http://dx.doi.org/10.22159/ajpcr.2018.v11i5.11478.

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Tabernaemontana is one of the genera that is used in Chinese, Ayurvedic and Thai traditional medicine for the treatment several diseases. From a chemical point of view, the great majority of Tabernaemontana species have already been subjected to isolation and identification of indole alkaloids present in their several parts. Many of indole alkaloids have been shown to exhibit a wide array of biological activities. The biogenesis, classification and biological activities of the indole alkaloids found in Tabernaemontana species were discussed in this review and its brings the research up-to-date on the bioactive compounds produced by Tabernaemontana species, directly or indirectly related to human health.
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Dissertations / Theses on the topic "Bioactive Indole Alkaloids"

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Wilkie, Ross Philip. "New methods for the diastereoselective construction of vicinal quaternary stereocenters and their application to the total synthesis of the bioactive (±)-dehalo-perophoramidine." Thesis, University of St Andrews, 2015. http://hdl.handle.net/10023/8265.

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This thesis describes a novel total synthesis of (±)-dehalo-perophoramidine (a dehalogenated analogue of the natural product perophoramidine). The key synthetic transformation involves the construction of vicinal quaternary stereocenters which were installed diastereoselectively. A Claisen rearrangement was used to install the first quaternary stereocenter then a Corey-Chaykovsky-type reaction and a Hosomi-Sakurai-type reaction were used to install the second quaternary stereocenter. Investigations directed towards the total synthesis of the communesin family of natural products are also described. In Chapter 1, the natural products perophoramidine and the communesins are introduced and their related biosynthesis is discussed. The isolation, architectural motifs and biological properties of the natural products are described and discussed. Previously reported approaches to perophoramidine and the communesins are reviewed focussing on how the vicinal quaternary stereocenters are formed in each case. Chapter 1 concludes with the retrosynthetic plan used to form dehalo-perophoramidine. In Chapter 2, previous research from the Westwood group is reviewed focusing on an asymmetric Claisen rearrangement which could potentially be used to install a quaternary stereocenter asymmetrically. A previously reported novel Cope rearrangement, potentially useful for a communesin synthesis, is optimised using microwave, neat and high-temperature flow conditions and leads to the synthesis of an intermediate containing two allyl substituents. In Chapter 3, attempts to functionalise selectively the two allyl substituents are described which was eventually achieved by a regioselective iodoetherification reaction. This leads to the synthesis of two relatively advanced intermediates for a communesin synthesis. Although the total synthesis of the communesins was not achieved, a proposed route from the advanced intermediates to the natural products is described. In Chapter 4, a novel method to construct vicinal quaternary stereocenters is disclosed using a Corey- Chaykovsky-type reaction and a Hosomi-Sakurai-type reaction. A regioselective iodolactonisation, analogous to that presented in Chapter 3, is used to functionalise selectively two allyl substituents that culminates in the preparation of a pentacyclic lactam. In Chapter 5, the total synthesis of (±)-dehalo-perophoramidine is completed and its structure is confirmed by a NMR doping experiment with an authentic sample. The biological activity of dehalo- perophoramidine is investigated and compared to that of perophoramidine. Chapter 5 culminates in an attempted synthesis of the natural product perophoramidine using the route that was used to make dehalo-perophoramidine.
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Adou, Eba. "I. Isolation and Characterization of Bioactive Compounds From Suriname and Madagascar flora. II. A Synthetic Approach to Lucilactaene." Diss., Virginia Tech, 2005. http://hdl.handle.net/10919/29973.

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As part of an International Cooperative Biodiversity Group (ICBG), extracts of plants from Suriname and Madagascar were bioassayed for cytotoxicity and antimalarial activity. Six cytotoxic extracts and one potential antimalarial were selected for fractionation, and yielded a number of bioactive compounds which were characterized by spectroscopy methods. Craspidospermum verticillatum (Apocynaceae) yielded four known indole alkoids. Casimirella sp (Icacinaceae) gave three new and five known diterpenoids. Pentopetia androsaemifolia (Apocynaceae) afforded one new and three known cardenolide glycosides. Physalis angulata (Solanaceae) yielded seven known physalins. Roupellina boivinnii (Apocynaceae) yielded four known and three new cardenolide glycosides, and three known cucurbitacins were isolated from Octolepis aff. dioica (Thymelaeaceae). In addition to these structural studies, a synthetic approach to lucilactaene, a cell cycle inhibitor was developed.
Ph. D.
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Book chapters on the topic "Bioactive Indole Alkaloids"

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Guillon, Stéphanie, Pascal Gantet, Martine Thiersault, Marc Rideau, and Jocelyne Trémouillaux-Guiller. "Hairy Roots of Catharanthus roseus: Efficient Routes to Monomeric Indole Alkaloid Production." In Bioactive Molecules and Medicinal Plants, 285–95. Berlin, Heidelberg: Springer Berlin Heidelberg, 2008. http://dx.doi.org/10.1007/978-3-540-74603-4_15.

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Kumar, Brijesh, Sunil Kumar, Vikas Bajpai, and K. P. Madhusudanan. "Simultaneous Determination of Bioactive Monoterpene Indole Alkaloids." In Phytochemistry of Plants of Genus Rauvolfia, 45–56. CRC Press, 2020. http://dx.doi.org/10.1201/9781003014843-3.

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Berner, Mathias, Arto Tolvanen, and Reija Jokela. "Acid-catalysed epimerization of bioactive indole alkaloids and their derivatives." In Bioactive Natural Products (Part F), 3–42. Elsevier, 2001. http://dx.doi.org/10.1016/s1572-5995(01)80004-1.

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Cantuaria Chierrito, Talita Perez, Ananda de Castro Cunha, Luzia Koike, Regina Aparecida Correia Gonalves, and Arildo Jos Braz de Oliveir. "Use of Associated Chromatographic Techniques in Bio-Monitored Isolation of Bioactive Monoterpenoid Indole Alkaloids from Aspidosperma ramiflorum." In Chromatography and Its Applications. InTech, 2012. http://dx.doi.org/10.5772/36685.

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Pushpabai Rajesh, Rajaian, and Grace Vanathi M. "Antimicrobial Peptides Derived from Ascidians and Associated Cyanobacteria." In Insights on Antimicrobial Peptides. IntechOpen, 2022. http://dx.doi.org/10.5772/intechopen.99183.

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Ascidians belonging to Phylum Chordata are the most largest and diverse of the Sub-phylum Tunicata (Urochordata). Marine ascidians are one of the richest sources of bioactive peptides. These bioactive peptides from marine ascidians are confined to various types of structures such as cyclic peptides, acyclic peptides (depsipeptides), linear helical peptides with abundance of one amino acid (proline, trytophane, histidine), peptides forming hairpin like beta sheets or α-helical/β-sheet mixed structures stabilized by intra molecular disulfide bonding. Cyanobactins are fabricated through the proteolytic cleavage and cyclization of precursor peptides coupled with further posttranslational modifications such as hydroxylation, glycosylation, heterocyclization, oxidation, or prenylation of amino acids. Ascidians are known to be a rich source of bioactive alkaloids. β-carbolines form a large group of tryptophan derived antibiotics. Pyridoacridines from ascidians are tetra- or penta- cyclic aromatic alkaloids with broad range of bioactivities. Didemnidines derived from ascidian symbiotic microbes are inhibitors of phospholipase A2 and induce cell apoptosis. Meridianins are indulged in inhibiting various protein kinases such as, cyclindependent kinases, glycogen synthase kinase-3, cyclic nucleotide dependent kinases, casein kinase, and also implicate their activity of interfering with topoisomerase, altering the mitochondrial membrane potential and binding to the DNA minor groove to inhibit transcriptional activation. Most of these bioactive compounds from ascidians are already in different phases of the clinical and pre-clinical trials. They can be used for their nutraceutical values because of their antineoplastic, antihypertensive, antioxidant, antimicrobial, cytotoxic, antibacterial, antifungal, insecticidal, anti-HIV and anti-parasitic, anti-malarial, anti-trypanosomal, anti-cancer etc. This chapter mostly deals with antibacterial compounds from ascidian and their associate symbiotic cyanobacteria.
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Conference papers on the topic "Bioactive Indole Alkaloids"

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Sousa, Emília, Solida Long, Diana Resende, Patrícia Pereira-Terra, Joana Freitas-Silva, Artur Silva, Maria Elizabeth Tiritan, et al. "Synthetic strategies towards bioactive nature-inspired indole-containing alkaloids." In 5th International Electronic Conference on Medicinal Chemistry. Basel, Switzerland: MDPI, 2019. http://dx.doi.org/10.3390/ecmc2019-06291.

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