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Synthesis of 1-indolyl-3,5,8-substituted γ-carbolines: one-pot solvent-free protocol and biological evaluation.


ABSTRACT: 1,5-Disubstituted indole-2-carboxaldehyde derivatives 1a-h and glycine alkyl esters 2a-c are shown to undergo a novel cascade imination-heterocylization in the presence of the organic base DIPEA to provide 1-indolyl-3,5,8-substituted γ-carbolines 3aa-ea in good yields. The γ-carbolines are fluorescent and exhibit anticancer activities against cervical, lung, breast, skin, and kidney cancer cells.

SUBMITTER: Dudhe P 

PROVIDER: S-EPMC8218543 | biostudies-literature | 2021

REPOSITORIES: biostudies-literature

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Synthesis of 1-indolyl-3,5,8-substituted γ-carbolines: one-pot solvent-free protocol and biological evaluation.

Dudhe Premansh P   Krishnan Mena Asha MA   Yadav Kratika K   Roy Diptendu D   Venkatasubbaiah Krishnan K   Pathak Biswarup B   Chelvam Venkatesh V  

Beilstein journal of organic chemistry 20210617


1,5<b>-</b>Disubstituted indole-2-carboxaldehyde derivatives <b>1a</b>-<b>h</b> and glycine alkyl esters <b>2a</b>-<b>c</b> are shown to undergo a novel cascade imination-heterocylization in the presence of the organic base DIPEA to provide 1-indolyl-3,5,8-substituted γ-carbolines <b>3aa</b>-<b>ea</b> in good yields. The γ-carbolines are fluorescent and exhibit anticancer activities against cervical, lung, breast, skin, and kidney cancer cells. ...[more]

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