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 | |
| ATC code | ? |
| PubChem | |
| Chemical data | |
| Formula | C30H46O3 |
| Mol. mass | 454.684 |
| Pharmacokinetic data | |
| Bioavailability | ? |
| Metabolism | ? |
| Half life | ? |
| Excretion | ? |
| Therapeutic considerations | |
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| Routes | ? |
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]
[edit] References
- ^ Comparative Toxicogenomics Database: moronic acid.
- ^ a b Kurokawa M, Basnet P, Ohsugi M, Hozumi T, Kadota S, Namba T, Kawana T, Shiraki K (Apr 1999). "Anti-herpes simplex virus activity of moronic acid purified from Rhus javanica in vitro and in vivo". The Journal of Pharmacology and Experimental Therapeutics. PMID 10086989.
- ^ Rios MY, Salina D, Villarreal ML (Jul 2001). "Cytotoxic activity of moronic acid and identification of the new triterpene 3,4-seco-olean-18-ene-3,28-dioic acid from Phoradendron reichenbachianum". Planta Medica 67: 443. doi:. PMID 11488459.
- ^ a b 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.
