Divergent synthesis of cytotoxic styryl lactones from D-xylose. The first total synthesis of (+)-crassalactone C.
A new divergent approach to (+)-goniofufurone (1) and 7-epi-(+)-goniofufurone (2), as well as the first total synthesis of crassalactone C (3), has been achieved starting from D-xylose. In a preliminary bioassay, all three natural products 1, 2, and 3 showed remarkable in vitro antiproliferative activities against K562, Raji, and HeLa neoplastic cell lines.
Popsavin
Velimir
V
Department of Chemistry, Faculty of Sciences, University of Novi Sad, Trg D. Obradovića 3, 21000 Novi Sad, Serbia. popsavin@ih.ns.ac.yu
Benedeković
Goran
G
Srećo
Bojana
B
Popsavin
Mirjana
M
Francuz
Jovana
J
Kojić
Vesna
V
Bogdanović
Gordana
G
D029061:Annonaceae / Q000737:chemistry; D000972:Antineoplastic Agents, Phytogenic / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D006367:HeLa Cells; D006801:Humans; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D015394:Molecular Structure; D010946:Plants, Medicinal / Q000737:chemistry; D014407:Tumor Cells, Cultured; D014994:Xylose / Q000737:chemistry*
D000972:Antineoplastic Agents, Phytogenic; D007783:Lactones; C524151:crassalactone C; C073080:7-goniofufurone; D014994:Xylose