Moronic acid

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Moronic acid
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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".]]
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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

  1. "Comparative Toxicogenomics Database: moronic acid". 
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  4. 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.

External links