Oceanalin A, a Hybrid α,ω-Bifunctionalized Sphingoid Tetrahydroisoquinoline β-Glycoside from the Marine Sponge Oceanapia sp.

Tatyana N. Makarieva,† Vladimir A. Denisenko,† Pavel S. Dmitrenok,† Alla G. Guzii,† Elena A. Santalova,† Valentin A. Stonik,† John B. MacMillan,‡ and Tadeusz F. Molinski*‡
Department of Chemistry, University of CaliforniaDavis, Davis, California 95616, and Laboratory of MaNaPro Chemistry, Pacific Institute of Bioorganic Chemistry of the Russian Academy of Sciences, 690022 Vladivostok, Russia
Org. Lett., 2005, 7 (14), pp 2897–2900
DOI: 10.1021/ol050796c
Publication Date (Web): June 3, 2005
Copyright © 2005 American Chemical Society
†

 Pacific Institute of Bioorganic Chemistry of the Russian Academy of Sciences.

,
‡

 University of California−Davis.

,
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, tfmolinski@ucdavis.edu

Abstract

Abstract Image

The novel antifungal compound oceanalin A, an unprecedented “hybrid sphingolipid”, was isolated from the marine sponge Oceanapia sp. The structure was elucidated using NMR and MS spectral analysis and chemical degradation. Oceanalin A exhibits in vitro antifungal activity against Candida glabrata with an MIC of 30 μg/mL.

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History

  • Published In Issue July 07, 2005
  • Received April 12, 2005

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