VERMICULIN DERIVATIVES .1. SYNTHESIS OF VERMICULIN DERIVATIVES

Citation
B. Proksa et al., VERMICULIN DERIVATIVES .1. SYNTHESIS OF VERMICULIN DERIVATIVES, Die Pharmazie, 48(10), 1993, pp. 738-740
Citations number
11
Categorie Soggetti
Pharmacology & Pharmacy",Chemistry
Journal title
ISSN journal
00317144
Volume
48
Issue
10
Year of publication
1993
Pages
738 - 740
Database
ISI
SICI code
0031-7144(1993)48:10<738:VD.SOV>2.0.ZU;2-W
Abstract
Hydrogenation of the macrodiolide antibiotic vermiculin (1) over Adams catalyst afforded [8S, xopropyl)-1,9-dioxacyclohexadeca-2,5,10,13-tet rone l)-13-hydroxy-1,9-dioxacyclohexadeca-2,5,10-trione (2'oxopropyl)- 1,9-dioxacyclohexadeca-2,5,10-trione (4) together with [7S]-4,9-dioxo- 7-(4',9'-dioxodecanoyloxy) decanoic acid (5). Hydrogenation of diolide 1 over Pd/C gave tetrahydrovermiculin (2) only. The prepared compound s showed lower antibacterial and cytotoxic activities than vermiculin (1).