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Indole Derivatives from a Marine Sponge-Derived Yeast as DPPH Radical Scavengers

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Yasumasa Sugiyama*^†, Yuki Ito^†, Motofumi Suzuki^‡ and Akira Hirota^†

Laboratory of Applied Microbiology, School of Food and Nutritional Sciences, University of Shizuoka, 52-1 Yada, Suruga-ku, Shizuoka 422-8526, Japan, and Microbe Division/Japan Collection of Microorganisms, RIKEN BioResource Center, 2-1 Hirosawa, Wako, Saitama 351-0198, Japan

J. Nat. Prod., 2009, 72 (11), pp 2069–2071

DOI: 10.1021/np900483g

Publication Date (Web): October 16, 2009

* To whom correspondence should be addressed. Tel: +81-54-264-5555. Fax: +81-54-264-5099. E-mail: sugiyasu@u-shizuoka-ken.ac.jp., †

University of Shizuoka.

, ‡

RIKEN BioResource Center.

Abstract

Two new indole derivatives (3, 4) and three known compounds (1, 2, 5) were isolated as radical scavengers from the culture filtrate of a marine sponge-derived yeast. Their structures were determined to be tyrosol (1), tryptophol (2), 2-(1H-indol-3-yl)ethyl 2-hydroxypropanoate (3), 2-(1H-indol-3-yl)ethyl 5-hydroxypentanoate (4), and cyclo(l-Pro-l-Tyr) (5) on the basis of their spectroscopic data. The absolute configurations of compounds 3 and 5 were determined by chiral HPLC analysis combined with synthesis and Marfey’s method, respectively. Each obtained compound was evaluated for DPPH (2,2-diphenyl-1-picrylhydrazyl) radical scavenging activity, and all compounds exhibited weak activities.

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Genbank: U75725

History

Published In Issue November 30, 2009
Article ASAPOctober 16, 2009
Received: August 05, 2009

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Indole Derivatives from a Marine Sponge-Derived Yeast as DPPH Radical Scavengers

Abstract

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SciFinder Links

Accession Codes

History

Recommend & Share

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