Structural Studies and Antifungal Activity of Unique Polyene Amides, Clathrynamide A and Three New Derivatives, from a Marine Sponge,PsammoclemmaSp.
Author(s) -
Makoto Ojika,
Yu Itou,
Youji Sakagami
Publication year - 2003
Publication title -
bioscience biotechnology and biochemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.509
H-Index - 116
eISSN - 1347-6947
pISSN - 0916-8451
DOI - 10.1271/bbb.67.1568
Subject(s) - polyene , sponge , stereochemistry , amide , antifungal , chemistry , double bond , fungus , bromine , biology , organic chemistry , botany , microbiology and biotechnology
Known polyene amide, clathrynamide A, and three novel related metabolites, debromoclathrynamide A, (4E,6E)-debromoclathrynamide A and (6E)-clathrynamide A, were isolated from an Okinawan marine sponge, Psammoclemma sp. The absolute stereochemistry of clathrynamide A was determined to be 3R,12R by the modified Mosher method. The structures of the three new compounds were elucidated by spectroscopic analyses as debromo derivatives and geometrical isomers. Their antifungal activities were also evaluated with a phytopathogenic fungus, indicating that both the bromine atom and double-bond geometry affected the activity.
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