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Poecillastrin H, a Chondropsin-Type Macrolide with a Conjugated Pentaene Moiety, from a Characella sp. Marine Sponge

Authors :
Shigeki Matsunaga
Raku Irie
Shigeru Okada
Rei Suo
Toshiyuki Suzuki
Kentaro Takada
Yuji Ise
Ryuichi Watanabe
Susumu Ohtsuka
Source :
Journal of Natural Products. 81:1295-1299
Publication Year :
2018
Publisher :
American Chemical Society (ACS), 2018.

Abstract

Poecillastrin H (1), a chondropsin-type macrolide with a conjugated pentaene moiety, was isolated from the Characella sp. marine sponge. The planar structure of 1 was elucidated by analysis of spectroscopic data. The absolute configuration of the β-hydroxyaspartic acid residue (β-OHAsp) was determined to be d-threo by Marfey’s analysis, and the mode of lactone ring formation through the OHAsp residue was determined by chemical degradation. Poecillastrin H was extremely sensitive toward light and showed potent cytotoxic activity against 3Y1 cells with an IC50 value of 4.1 nM.

Details

ISSN :
15206025 and 01633864
Volume :
81
Database :
OpenAIRE
Journal :
Journal of Natural Products
Accession number :
edsair.doi.dedup.....e33fe8ee8319b79423ee58be1df3a0b4
Full Text :
https://doi.org/10.1021/acs.jnatprod.8b00180