Moronic acid
250px | |
Systematic (IUPAC) name | |
---|---|
(4aS,6aR,6aS,6bR,8aS,12aS,14aS)- 2,2,6a,6b,9,9,12a-heptamethyl- 10-oxo-4,5,6,6a,7,8,8a,11,12, 13,14,14a-dodecahydro-3H- picene-4a-carboxylic acid) | |
Identifiers | |
CAS Number | 6713-27-5 |
ATC code | none |
PubChem | CID 489941 |
Chemical data | |
Formula | C30H46O3 |
Molar mass | 454.684[[Script error: No such module "String".]] |
Moronic acid is 3-oxoolean-18-en-28-oic acid, a natural triterpene.[1][2] Moronic acid can be extracted from Rhus javanica, a sumac plant traditionally believed to hold medicinal applications.[2] The molecule has also been extracted from Mistletoe (Phoradendron reichenbachianum).[3]
PA-457, a derivative of the related triterpenoid betulinic acid, was developed into an anti-HIV drug; however, moronic acid showed better antiviral profiles than PA-457, which has successfully completed a Phase IIa clinical trial.[4] A particular moronic acid derivative showed potent anti-HIV activity with EC50 values of 0.0085 microM against NL4-3, 0.021 microM against PI-R (a multiple protease inhibitor resistant strain), and 0.13 microM against FHR-2 (an HIV strain resistant to PA-457). This derivative has become a new lead for clinical trials. It is also active against herpes simplex virus 1.[4]
References
- ↑ "Comparative Toxicogenomics Database: moronic acid".
- ↑ 2.0 2.1 Lua error in package.lua at line 80: module 'Module:Citation/CS1/Suggestions' not found.
- ↑ Lua error in package.lua at line 80: module 'Module:Citation/CS1/Suggestions' not found.
- ↑ 4.0 4.1 Anti-AIDS agents 69. Moronic acid and other triterpene derivatives as novel potent anti-HIV agents. Yu D, Sakurai Y, Chen CH, Chang FR, Huang L, Kashiwada Y, Lee KH.
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