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Research Project: DISCOVERY AND DEVELOPMENT OF NATURAL PRODUCTS FOR PHARMACEUTICAL AND AGRICHEMICAL APPLICATIONS

Location: Natural Products Utilization Research

Title: Sorocenols G and H, Anti-MRSA Oxygen Heterocyclic Diels-Alder-type Adducts from Sorocea muriculata Roots

Authors
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.

   

 
Project Team
Duke, Stephen
 
Publications
   Publications
 
Related National Programs
  Plant Biological and Molecular Processes (302)
 
 
Last Modified: 05/21/2013
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