Chebulagic acid

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Chebulagic acid
Chebulagic acid.PNG
Identifiers
3D model (JSmol)
Properties
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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Infobox references

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[edit]

  1. ^ 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. 
  2. ^ 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. 
  3. ^ Sasidharan, J Enzyme Inhib Med Chem 27:578 2012 PMID 22512724
  4. ^ Pham, Pharm Biol 2014 PMID 24635511
  5. ^ "Archived copy". Archived from the original on 2008-12-06. Retrieved 2008-10-25. 
  6. ^ 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
  7. ^ 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