SYNTHESIS AND ANTICONVULSIVE ACTIVITY OF THIOLOSIGAMONE

Citation
Je. Schachtner et al., SYNTHESIS AND ANTICONVULSIVE ACTIVITY OF THIOLOSIGAMONE, European journal of medicinal chemistry, 33(7-8), 1998, pp. 665-669
Citations number
24
Categorie Soggetti
Chemistry Medicinal
ISSN journal
02235234
Volume
33
Issue
7-8
Year of publication
1998
Pages
665 - 669
Database
ISI
SICI code
0223-5234(1998)33:7-8<665:SAAAOT>2.0.ZU;2-S
Abstract
By diastereoselective aldol-type reaction of 2-chlorobenzaldehyde with methyl thiotetronate 4, racemic thiolactone 3a, an analogue of losiga mone 2, was synthesized along with its (R,R*)-isomer 3b and its dehyd ration product 5. In contrast to the lead compound, thiolosigamone 3a displayed weak anticonvulsant activity only at high doses in the MES-t est. The other newly synthesized compounds did not protect mice agains t seizures induced by maximal electroshock. (C) Elsevier, Paris.