PRACTICAL SYNTHESIS OF THE PUTATIVE POLYAMINE SPIDER TOXIN FTX - A PROPOSED BLOCKER OF VOLTAGE-SENSITIVE CALCIUM CHANNELS

Citation
Is. Blagbrough et E. Moya, PRACTICAL SYNTHESIS OF THE PUTATIVE POLYAMINE SPIDER TOXIN FTX - A PROPOSED BLOCKER OF VOLTAGE-SENSITIVE CALCIUM CHANNELS, Tetrahedron letters, 35(13), 1994, pp. 2057-2060
Citations number
24
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
35
Issue
13
Year of publication
1994
Pages
2057 - 2060
Database
ISI
SICI code
0040-4039(1994)35:13<2057:PSOTPP>2.0.ZU;2-F
Abstract
FTX (FTX-3.3), a putative polyamine toxin from American funnel-web spi ders, has been synthesized from tri-CBZ-L-arginine. Raney nickel media ted desulfurization of a thioamide, generated selectively with Lawesso n's reagent in the presence of the benzyloxycarbamates, allowed ready access to the S-enantiomer. The synthetic sample with the claimed stru cture for FTX-3.3 differs spectroscopically from the data published fo r the isolated toxin. The published structure requires a reappraisal o f the spectroscopic data.