Synthesis and antiproliferative activity of unnatural enantiomers of 7-epi-goniofufurone and crassalactone C

Velimir Popsavin; Goran Benedeković; Bojana Srećo; Mirjana Popsavin; Jovana Francuz; Vesna Kojić; Gordana Bogdanović

doi:10.1016/j.bmcl.2008.08.093

Synthesis and antiproliferative activity of unnatural enantiomers of 7-epi-goniofufurone and crassalactone C

Bioorg Med Chem Lett. 2008 Oct 1;18(19):5178-81. doi: 10.1016/j.bmcl.2008.08.093. Epub 2008 Aug 29.

Authors

Velimir Popsavin¹, Goran Benedeković, Bojana Srećo, Mirjana Popsavin, Jovana Francuz, Vesna Kojić, Gordana Bogdanović

Affiliation

¹ Department of Chemistry, Faculty of Sciences, University of Novi Sad, Trg D. Obradovića 3, 21000 Novi Sad, Serbia. popsavin@ih.ns.ac.yu

PMID: 18783950
DOI: 10.1016/j.bmcl.2008.08.093

Abstract

A facile synthesis of 7-epi-(-)-goniofufurone as well as the first synthesis of (-)-crassalactone C was achieved starting from D-xylose. A comparison of their in vitro antitumour activities with those observed for the corresponding naturally occurring enantiomers was provided.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Annonaceae / chemistry
Antineoplastic Agents, Phytogenic / chemical synthesis*
Antineoplastic Agents, Phytogenic / chemistry
Antineoplastic Agents, Phytogenic / pharmacology*
Drug Screening Assays, Antitumor
HeLa Cells
Humans
Jurkat Cells
Lactones / chemical synthesis*
Lactones / chemistry
Lactones / pharmacology*
Molecular Structure
Plants, Medicinal / chemistry
Stereoisomerism
Tumor Cells, Cultured
Xylose / chemistry*

Substances

Antineoplastic Agents, Phytogenic
Lactones
crassalactone C
7-goniofufurone
Xylose