The 4-(4-hydroxybenzylidene)-2-methyl oxazol-5-ones 1 were treated with various aldehydes in the presence of acetic acid to form 4-(4-hydroxybenzylidene)-2-(substituted styryl) oxazol-5-ones 2a-i, which were glucosylated using \alpha-acetobromoglucose as a glucosyl donor to afford 4-(4-o-\beta-d-tetra-o-acetyl-glucoxybenzylidene)-2- (substituted styryl) oxazol-5-ones 3a-i, which were deacetylated using zinc acetate in absolute methanol to form 4-(4-o-\beta-d-glucoxybenzylidene)- 2-(substituted styryl) oxazol-5-ones 4a-i. The compounds showed good antimicrobial and antifungal activity.
Oxazolone, \alpha -acetobromoglucose, decetylation, o-glucosides, antimicrobial and antifungal activity
TAILE, VIJAY; HATZADE, KISHOR; GAIDHANE, PRAVIN; and INGLE, VISHWAS
"Synthesis and Biological Activity of 4-(4-Hydroxybenzylidene)-2- (substituted styryl) oxazol-5-ones and Their o-glucosides,"
Turkish Journal of Chemistry: Vol. 33:
2, Article 13.
Available at: https://journals.tubitak.gov.tr/chem/vol33/iss2/13