Glycosyl-pyrrolo [2,1-c][1,4]benzodiazepine-5,11-diones. Synthesis, tensioactivity and antibacterial activity

Authors
Bouhlal, D Gode, P Goethals, G Massoui, M Villa, P Martin, P
Citation
D. Bouhlal et al., Glycosyl-pyrrolo [2,1-c][1,4]benzodiazepine-5,11-diones. Synthesis, tensioactivity and antibacterial activity, HETEROCYCLE, 55(2), 2001, pp. 303-312
Citations number
21
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLES
ISSN journal
03855414 → ACNP
Volume
55
Issue
2
Year of publication
2001
Pages
303 - 312
Database
ISI
SICI code
0385-5414(20010201)55:2<303:G[ST>2.0.ZU;2-J
Abstract
Glycosyl-pyrrolo[2,1-c][1,4]benzodiazepin-5,11-diones have been obtained by condensing, at the N-10, different polyhydroxylated groups Su (Su = 6-deox y-D-glucopyranos-6-yl, 6-deoxy-3-O-R-D-glucopyranos-6-yl (R = n-CnH2n+1; n = 8, 12 and 16), 1-deoxy-D,L-xylit-1-yl and 1-deoxy-D,L-glycer-1-yl). The s tructural variations of Su allowed us to compare amphiphilic data like wate r solubility (Sw), critical micelle concentration (CMC) and corresponding s urface tension (gamma) values. Results of a preliminary antibacterial study are also reported.