Chemistry:Chebulagic acid
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| C41H30O27 | |
| Molar mass | 954.66 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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Chebulagic acid is a benzopyran tannin and an antioxidant that has many potential uses in medicine.
It has been found to be immunosuppressive,[1] hepatoprotective,[2] and a potent alpha-glucosidase inhibitor,[3][4] a human gut enzyme useful in diabetic studies.
It has been shown to be active against Staphylococcus aureus and Candida albicans.[5]
It is found in the plants Terminalia chebula, T. citrina and T. catappa.[6]
It is formed from geraniin through a glutathione-mediated conversion.[7]
References
- ↑ HAMADA, Shin-ichi; KATAOKA, Takao; WOO, Je-Tae; YAMADA, Atsushi; YOSHIDA, Takashi; NISHIMURA, Toshio; OTAKE, Noboru; NAGAI, Kazuo (1997). "Immunosuppressive Effects of Gallic Acid and Chebulagic Acid on CTL-Mediated Cytotoxicity.". Biological & Pharmaceutical Bulletin 20 (9): 1017–1019. doi:10.1248/bpb.20.1017. PMID 9331989.
- ↑ Kinoshita, S.; Inoue, Y.; Nakama, S.; Ichiba, T.; Aniya, Y. (November 2007). "Antioxidant and hepatoprotective actions of medicinal herb, Terminalia catappa L. from Okinawa Island and its tannin corilagin". Phytomedicine 14 (11): 755–762. doi:10.1016/j.phymed.2006.12.012. PMID 17293097.
- ↑ Sasidharan, I; Sundaresan, A; Nisha, VM; Kirishna, MS; Raghu, KG; Jayamurthy, P (2012). "Inhibitory effect of Terminalia chebula Retz. fruit extracts on digestive enzyme related to diabetes and oxidative stress". J Enzyme Inhib Med Chem 27 (4): 578–86. doi:10.3109/14756366.2011.603130. PMID 22512724.
- ↑ Pham, AT; Malterud, KE; Paulsen, BS; Diallo, D; Wangensteen, H (2014). "α-Glucosidase inhibition, 15-lipoxygenase inhibition, and brine shrimp toxicity of extracts and isolated compounds from Terminalia macroptera leaves". Pharm Biol 52 (9): 1166–9. doi:10.3109/13880209.2014.880486. PMID 24635511.
- ↑ "Medicinal Plants of Myanmar". Archived from the original on 2008-12-06. https://web.archive.org/web/20081206115257/http://www.tuninst.net/MyanMedPlants/TIL/famC/Combretaceae.htm#Terminalia-citrina. Retrieved 2008-10-25.
- ↑ Chemopreventive effect of punicalagin, a novel tannin component isolated from Terminalia catappa, on H-ras-transformed NIH3T3 cells. Pin-Shern Chen and Jih-Heng Li, Toxicology Letters, Volume 163, Issue 1, 5 May 2006, Pages 44-53
- ↑ Glutathione-mediated conversion of the ellagitannin geraniin into chebulagic acid. Tanaka T, Kouno I and Nonaka G.I, Chemical and pharmaceutical bulletin, 1996, volume 44, no 1, pages 34-40, INIST:3003361
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