Synthesis and biological activity of 4-(4-hydroxybenzylidene)-2-(substituted styryl) oxazol-5-ones and their o -glucosides

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Mahavir Chhajed
Sumeet Dwivedi
Shikha Jain
Rahul Shriramsa Bijwar
Sachin Vijay Chordiya
Bharti Khichi
Shrutika Joshi
Atika Chhajed

Keywords

Oxazolone, α - acetobromoglucose, decetylation, o -glucosides, antimicrobial and antifungal activity.

Abstract

The 4-(4-hydroxybenzylidene)-2-methyl oxazol-5-ones 1 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 by using α-acetobromoglucose as a glucosyl donor to affords 4-(4-o-β-d-tetra-o-acetyl- glucoxybenzylidene)-2-(substituted styryl) oxazol-5-ones 3a-i which was deacetylated by using Zinc acetate in absolute methanol to formed 4-(4-o-β-d-glucoxybenzylidene)-2-(substituted styryl) oxazol-5-ones 4a-i. Compounds showed good antimicrobial and antifungal activity.

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