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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

Location: Natural Products Utilization Research

Title: Puupehanol, a Sesquiterpene-Dihydroquinone Derivative from the Marine Sponge Hyrtios sp

Authors
item Xu, Wen-Hui -
item Ding, Yuanqing -
item Jacob, Melissa -
item Agarwal, Ameeta -
item Clark, Alice -
item Ferreira, Daneel -
item Liang, Zong-Suo -
item Li, Xing-Cong -

Submitted to: Bioorganic and Medicinal Chemistry Letters
Publication Type: Peer Reviewed Journal
Publication Acceptance Date: September 4, 2009
Publication Date: September 11, 2009
Citation: Xu, W., Ding, Y., Jacob, M.R., Agarwal, A.K., Clark, A.M., Ferreira, D., Liang, Z., Li, X. 2009. Puupehanol, a Sesquiterpene-Dihydroquinone Derivative from the Marine Sponge Hyrtios sp. Bioorganic and Medicinal Chemistry Letters. 19:6140-6143.

Interpretive Summary: This manuscript describes the isolation and structure elucidation of a new sequiterpene-dihydroquinone compound and the antifungal activity of two known compounds from a marine sponge, Hyrtios sp.

Technical Abstract: Puupehanol (1), a new sesquiterpene-dihydroquinone derivative, was isolated from the marine sponge Hyrtios sp., along with the known compounds puupehenone (2) and chloropuupehenone (3). The structure of 1 was established as (20R,21R)-21-hydroxy-20,21-dihydropuupehenone by interpretation of spectroscopic data and experimental and calculated electronic circular dichroism spectra. Compounds 2 and 3 are the active constituents responsible for the antifungal activity observed in the crude extract. In particular, compound 2 exhibited potent activity against Cryptococcus neoformans and Candida krusei with MFCs of 1.25 and 2.50 µg/mL, respectively.

Last Modified: 8/21/2014
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