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An efficient synthesis of 4H-pyrano quinolinone derivatives catalysed by a versatile organocatalyst tetra-n-butylammonium fluoride and their pharmacological screening.

ABSTRACT: A new series of indole-based pyranoquinoline derivatives P1-24 has been synthesized by a one-pot cyclocondensation reaction of 2-(4-substituted)phenyl-N-allyl-indole-3-carbaldehydes 1a-d; active methylenes 2a-c; and 4-hydroxy-1-substituted quinolin-2(1H)-one 3a-b catalysed by an organocatalyst tetra-n-butylammonium fluoride (TBAF) in aqueous ethanol. The easy experimental procedure of the reaction leads to excellent yields of pyranoquinoline derivatives. All the compounds were screened against a representative panel of bacteria and fungi. Some of the compounds are found to be equipotent or more potent than standard drugs as evident from the structural activity relationship study.

SUBMITTER: Prasad P

PROVIDER: S-EPMC5717643 | biostudies-literature | 2017 Nov

REPOSITORIES: biostudies-literature

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An efficient synthesis of 4H-pyrano quinolinone derivatives catalysed by a versatile organocatalyst tetra-n-butylammonium fluoride and their pharmacological screening.

Prasad Pratibha P Shobhashana Pratik G PG Patel Manish P MP

Royal Society open science 20171129 11

A new series of indole-based pyranoquinoline derivatives P1-24 has been synthesized by a one-pot cyclocondensation reaction of 2-(4-substituted)phenyl-N-allyl-indole-3-carbaldehydes 1a-d; active methylenes 2a-c; and 4-hydroxy-1-substituted quinolin-2(1H)-one 3a-b catalysed by an organocatalyst tetra-n-butylammonium fluoride (TBAF) in aqueous ethanol. The easy experimental procedure of the reaction leads to excellent yields of pyranoquin ...[more]

PMID: 29291069

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