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Chemical Compound Review:

Quinovaic acid (1S,2R,4aS,6aR,6aR,6bR,8aR,10S ,12aS,14bR)...

Synonyms: Chinovic acid, Quinovic acid, Chinova acid, SureCN547774, AC1Q5QHU, ...

Di Giorgio, C. et al., Aquino, R. et al., Aquino, R. et al., Cheng, Z.H. et al., Heitzman, M.E. et al.

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Disease relevance of Chinova acid

Biotransformation of quinovic acid glycosides by microbes: direct conversion of the ursane to the oleanane triterpene skeleton by Nocardia sp. NRRL 5646 [1].
Bioassay-directed fractionation of the anti-inflammatory extracts of Uncaria tomentosa, using the carrageenan-induced edema in rat paw, has led to the isolation of a new quinovic acid glycoside 7 as one of the active principles [2].

High impact information on Chinova acid

Antileishmanial Activity of Quinovic Acid Glycosides and Cadambine Acid Isolated from Nauclea diderrichii [3].
Quinovic acid glycosides were shown to inhibit parasite internalisation by interfering with promastigotes while cadambine acid exerted immunomodulatory activity by inducing NO production in human macrophages [3].
During the past 20 years, alkaloids, terpenes, quinovic acid glycosides, flavonoids and coumarins have been isolated from Uncaria [4].
The crude extract, some fractions and 3-O-beta-D-glucopyranosyl quinovic acid 28-beta-D-glucopyranosyl ester, significantly and dose-dependently, are able to reduce the electrically-induced contractions of isolated guinea-pig ileum [5].

References

Biotransformation of quinovic acid glycosides by microbes: direct conversion of the ursane to the oleanane triterpene skeleton by Nocardia sp. NRRL 5646. Cheng, Z.H., Yu, B.Y., Cordell, G.A., Qiu, S.X. Org. Lett. (2004) [Pubmed]
Plant metabolites. New compounds and anti-inflammatory activity of Uncaria tomentosa. Aquino, R., De Feo, V., De Simone, F., Pizza, C., Cirino, G. J. Nat. Prod. (1991) [Pubmed]
Antileishmanial Activity of Quinovic Acid Glycosides and Cadambine Acid Isolated from Nauclea diderrichii. Di Giorgio, C., Lamidi, M., Delmas, F., Balansard, G., Ollivier, E. Planta Med. (2006) [Pubmed]
Ethnobotany, phytochemistry and pharmacology of Uncaria (Rubiaceae). Heitzman, M.E., Neto, C.C., Winiarz, E., Vaisberg, A.J., Hammond, G.B. Phytochemistry (2005) [Pubmed]
Saponins from the roots of Zygophyllum gaetulum and their effects on electrically-stimulated guinea-pig ileum. Aquino, R., Tortora, S., Fkih-Tetouani, S., Capasso, A. Phytochemistry (2001) [Pubmed]

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