Synthesis and Evaluation of Baylis-Hillman Reaction Derived Imidazole and Triazole Cinnamates as Antifungal Agents | Zendy

Grady L. Nelson | Zendy; Michael Williams | Zendy; Shirisha Jonnalagadda | Zendy; Mohammad A. Alam | Zendy; Gautam Mereddy | Zendy; Joseph L. Johnson | Zendy; Sravan K. Jonnalagadda | Zendy

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Synthesis and Evaluation of Baylis-Hillman Reaction Derived Imidazole and Triazole Cinnamates as Antifungal Agents

Author(s) -

Grady L. Nelson,

Michael Williams,

Shirisha Jonnalagadda,

Mohammad A. Alam,

Gautam Mereddy,

Joseph L. Johnson,

Sravan K. Jonnalagadda

Publication year - 2018

Publication title -

international journal of medicinal chemistry

Language(s) - English

Resource type - Journals

eISSN - 2090-2069

pISSN - 2090-2077

DOI - 10.1155/2018/5758076

Subject(s) - cinnamates , antifungal , imidazole , chemistry , cryptococcus neoformans , isomerization , nucleophile , triazole , allylic rearrangement , fungicide , organic chemistry , combinatorial chemistry , stereochemistry , biology , catalysis , botany , microbiology and biotechnology

Allylic acetates derived from Baylis-Hillman reaction undergo efficient nucleophilic isomerization with imidazoles and triazoles to provide imidazolylmethyl and triazolylmethyl cinnamates stereoselectively. Antifungal evaluation of these derivatives against Cryptococcus neoformans exhibits good minimum inhibitory concentration values. These compounds exhibit low toxicity in proliferating MCF-7 breast cancer cell line. Structure activity relationship studies indicate that halogenated aromatic derivatives provide better antifungal activity.

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