First total syntheses and configurational assignments of cytotoxic trichodenones A-C

Authors
Usami, Y Ikura, T Amagata, T Numata, A
Citation
Y. Usami et al., First total syntheses and configurational assignments of cytotoxic trichodenones A-C, TETRAHEDR-A, 11(18), 2000, pp. 3711-3725
Citations number
8
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
11
Issue
18
Year of publication
2000
Pages
3711 - 3725
Database
ISI
SICI code
0957-4166(20000922)11:18<3711:FTSACA>2.0.ZU;2-I
Abstract
Total syntheses of cytotoxic trichodenones A-C, produced by a strain of Tri choderma harzianum from the sponge Halichondria okadai, have been achieved, and the natural trichodenones B and C have been established to have (4R,1' R)- and(1'R)-configurations, respectively. From this synthesis and chiral H PLC analysis, it was deduced that the major molecule with R-configuration c oexists with its enantiomer in natural trichodenone A. (C) 2000 Elsevier Sc ience Ltd. All rights reserved.