Synthesis of 1-Indolyl-3,5,8-Substituted γ-Carbolines: One Pot Metal-Solvent Free Protocol and Biological Evaluation

Submitting author affiliation:
Indian Institute of Technology Indore, Indore, India

Beilstein Arch. 2020, 2020131. https://doi.org/10.3762/bxiv.2020.131.v1

Published 19 Nov 2020

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Abstract

1,5-Disubstituted indole-2-carboxaldehyde derivatives (1ah) and glycine alkyl esters (2ac) are shown to undergo a novel cascade imination-heterocylisation in the presence of organic base DIPEA to provide 1-indolyl 3,5,8-substituted g-carbolines (3aaea) in good yields. The g-carbolines are fluorescent and exhibit anticancer activities against cervical, lung, breast, skin and kidney cancers.

Keywords: γ-Carboline; cascade reaction; cytotoxicity; cell uptake; density functional theory; fluorescence.

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Dudhe, P.; Krishnan, M. A.; Yadav, K.; Roy, D.; Venkatasubbaiah, K.; Pathak, B.; Chelvam, V. Beilstein Arch. 2020, 2020131. doi:10.3762/bxiv.2020.131.v1

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