Heterofibrins: inhibitors of lipid droplet formation from a deep-water southern Australian marine sponge, Spongia (Heterofibria) sp

Organic & Biomolecular Chemistry
Angela A SalimR J Capon

Abstract

A bioassay-guided search for inhibitors of lipid droplet formation in a deep-water southern Australian marine sponge, Spongia (Heterofibria) sp., yielded six new compounds, fatty acids heterofibrins A1 (1) and B1 (4), along with related monolactyl and dilactyl esters, heterofibrins A2 (2), B2 (5), A3 (3) and B3 (6). Heterofibrin structures were assigned on the basis of detailed spectroscopic analysis, with comparison to chiral synthetic model compounds. All heterofibrins possess a diyne-ene moiety, while the monolactyl and dilactyl moiety featured in selected heterofibrins is unprecedented in the natural products literature. SAR by co-metabolite studies on the heterofibrins confirmed them to be non-cytotoxic, with the carboxylic acids 1 and 4 inhibiting lipid droplet formation in A431 fibroblast cell lines. Such inhibitors have potential application in the management of obesity, diabetes and atherosclerosis

References

Feb 17, 1999·Journal of Biochemistry·I NamatameS Omura
May 24, 2003·Journal of Natural Products·Roman P De Jesus, D John Faulkner
May 24, 2003·Journal of Natural Products·Diaa T A YoussefNobuhiro Fusetani
Mar 31, 2005·Seminars in Cell & Developmental Biology·Sally Martin, Robert G Parton
Mar 22, 2006·Nature Reviews. Molecular Cell Biology·Sally Martin, Robert G Parton
Nov 2, 2006·Genome Biology·Anne E CarpenterDavid M Sabatini
Jul 10, 2007·Natural Product Research·Kinzo WatanabeRob W M Van Soest
Mar 4, 2008·Chemical & Pharmaceutical Bulletin·Masashi TaniguchiTakashi Ooi
Sep 1, 1999·Asia Pacific Journal of Clinical Nutrition·G P JonesS Y Tonkin

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Citations

Feb 5, 2014·Chemical & Pharmaceutical Bulletin·Haruna SuzukiJun'ichi Kobayashi
Jul 28, 2016·Marine Drugs·Patrícia MáximoAna Lourenço
Dec 24, 2011·Natural Product Reports·John W BluntMichèle R Prinsep
May 30, 2014·Natural Product Reports·Danielle Skropeta, Liangqian Wei
Dec 20, 2014·Chemical Reviews·Zhen-Fang ZhouYue-Wei Guo

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