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

Grady L Nelson 1
Michael J. Williams 2
Shirisha Jonnalagadda 1
Mohammad A. Alam 2
Gautam Mereddy 2
Joseph L. Johnson 2
Sravan K. Jonnalagadda 1
Publication typeJournal Article
Publication date2018-10-16
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ISSN20902069, 20902077
PubMed ID:  30410798
Drug Discovery
Biochemistry
Molecular Medicine
Abstract

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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Nelson G. L. et al. Synthesis and Evaluation of Baylis-Hillman Reaction Derived Imidazole and Triazole Cinnamates as Antifungal Agents // International Journal of Medicinal Chemistry. 2018. Vol. 2018. pp. 1-8.
GOST all authors (up to 50) Copy
Nelson G. L., Williams M. J., Jonnalagadda S., Alam M. A., Mereddy G., Johnson J. L., Jonnalagadda S. K. Synthesis and Evaluation of Baylis-Hillman Reaction Derived Imidazole and Triazole Cinnamates as Antifungal Agents // International Journal of Medicinal Chemistry. 2018. Vol. 2018. pp. 1-8.
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RIS Copy
TY - JOUR
DO - 10.1155/2018/5758076
UR - https://doi.org/10.1155/2018/5758076
TI - Synthesis and Evaluation of Baylis-Hillman Reaction Derived Imidazole and Triazole Cinnamates as Antifungal Agents
T2 - International Journal of Medicinal Chemistry
AU - Nelson, Grady L
AU - Williams, Michael J.
AU - Jonnalagadda, Shirisha
AU - Alam, Mohammad A.
AU - Mereddy, Gautam
AU - Johnson, Joseph L.
AU - Jonnalagadda, Sravan K.
PY - 2018
DA - 2018/10/16
PB - Hindawi Limited
SP - 1-8
VL - 2018
PMID - 30410798
SN - 2090-2069
SN - 2090-2077
ER -
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Cite this
BibTex (up to 50 authors) Copy
@article{2018_Nelson,
author = {Grady L Nelson and Michael J. Williams and Shirisha Jonnalagadda and Mohammad A. Alam and Gautam Mereddy and Joseph L. Johnson and Sravan K. Jonnalagadda},
title = {Synthesis and Evaluation of Baylis-Hillman Reaction Derived Imidazole and Triazole Cinnamates as Antifungal Agents},
journal = {International Journal of Medicinal Chemistry},
year = {2018},
volume = {2018},
publisher = {Hindawi Limited},
month = {oct},
url = {https://doi.org/10.1155/2018/5758076},
pages = {1--8},
doi = {10.1155/2018/5758076}
}