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United States Department of Agriculture

Agricultural Research Service

Research Project: DISCOVERY AND DEVELOPMENT OF NATURAL PRODUCTS FOR PHARMACEUTICAL AND AGRICHEMICAL APPLICATIONS Title: Sorocenols G and H, Anti-MRSA Oxygen Heterocyclic Diels-Alder-type Adducts from Sorocea muriculata Roots

item Ross, Samir -
item Rodriguez-Guzman, Raquel -
item Radwan, Mohamed -
item Jacob, Melissa -
item Ding, Yuanqing -
item Li, Xing-Cong -
item Ferreira, Daneel -
item Manly, Susan -

Submitted to: Journal of Natural Products
Publication Type: Peer Reviewed Journal
Publication Acceptance Date: August 20, 2008
Publication Date: October 11, 2008
Citation: Ross, S.A., Rodriguez-Guzman, R., Radwan, M.M., Jacob, M., Ding, Y., Li, X., Ferreira, D., Manly, S.P. 2008. Sorocenols G and H, Anti-MRSA Oxygen Heterocyclic Diels-Alder-type Adducts from Sorocea muriculata Roots. Journal of Natural Products. 71(10):1764-1767.

Interpretive Summary: Two new oxygen heterocyclic Diels-Alder adducts have been isolated and identified from the root extract of Soracea muriculata. The isolated compounds exhibited significant and selective activity against Methicillin-Resistant Staphylococcus aureus.

Technical Abstract: Bioassay-guided fractionation of a root extract of Sorocea muriculata led to the isolation and identification of two new oxygen heterocyclic Diels-Alder-type adducts, sorocenols G (1) and H (2), along with lupeol-3-(3'R-hydroxytetradecanoate) and oxyresveratrol. The structures of 1 and 2 were elucidated using 1D and 2D NMR spectroscopic and HRMS data and by comparison with reported values. The absolute configurations of 1 and 2 were established by analysis of their experimental and theoretically calculated CD spectra. Compounds 1 and 2 showed significant and selective activity against methicillin-resistant Staphylococcus aureus with IC50 values of 1.5 and 0.5 µM, respectively. Compound 2 also displayed antifungal activity against Candida albicans, Cryptococcus neoformans, and Aspergillus fumigatus, with IC50 values of 5.4, 5.4 and 10.0 µM, respectively.

Last Modified: 8/27/2015
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