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Synthesis and Biological Evaluation of Novel Chalcone and Pyrazoline Derivatives Bearing Substituted Vanillin Nucleus
Author(s) -
Patel Piyush A,
Bhadani Vijay N,
Bhatt Parth V,
Purohit Dipak M
Publication year - 2015
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.2215
Subject(s) - chemistry , chalcone , pyrazoline , antibacterial activity , vanillin , acetic acid , micrococcus luteus , acetic anhydride , nuclear chemistry , hydrate , acetophenone , organic chemistry , escherichia coli , bacteria , biochemistry , genetics , gene , biology , catalysis
A series of novel chalcone 4a , 4b , 4c , 4d , 4e , 4f , 4g , 4h , 4i , 4j , 4k , 4l and pyrazoline 5a , 5b , 5c , 5d , 5e , 5f , 5g , 5h , 5i , 5j , 5k , 5l derivatives have been synthesized as potential antibacterial agents . The pyrazoline derivatives 5a , 5b , 5c , 5d , 5e , 5f , 5g , 5h , 5i , 5j , 5k , 5l have been synthesized by reaction of various chalcones 4a , 4b , 4c , 4d , 4e , 4f , 4g , 4h , 4i , 4j , 4k , 4l with hydrazine hydrate in the presence of acetic acid . The chalcones 4a , 4b , 4c , 4d , 4e , 4f , 4g , 4h , 4i , 4j , 4k , 4l were prepared by the condensation of key aldehyde 3 with appropriate acetophenone using basic condition and ethanol as a solvent. The key aldehyde 3 has been synthesized by reacting 2‐(chloromethyl)‐3‐methyl‐4‐(2,2,2‐trifluoroethoxy)pyridine hydrochloride and vanillin. The structures of the new compounds were established on the basis of 1 H‐NMR, mass, IR, and elemental analysis data. All the newly synthesized compounds were screened for their antibacterial activity against Escherichia coli , Salmonella typhi (Gram‐negative bacteria), Staphylococcus aureus , Micrococcus luteus (Gram‐positive bacteria) and antifungal activity against Candida albicans (fungi).