Synthesis, structure and DNA cleavage studies of coumarin analogues of tetrahydroisoquinoline and protoberberine alkaloids

Jadhav, Vithal B and Nayak, Susanta K and Row, Guru TN and Kulkarni, MV (2010) Synthesis, structure and DNA cleavage studies of coumarin analogues of tetrahydroisoquinoline and protoberberine alkaloids. In: European Journal of Medicinal Chemistry, 45 (9). pp. 3575-3580.

PDF euro.pdf - Published Version Restricted to Registered users only Download (626kB) | Request a copy

Abstract

Novel molecular matrices have been derived from coumarin-4-acetic acids and beta-phenylethylamines using the Bischler-Napieralski protocol which has led to the synthesis of analogues of tetrahydropapaverine in which the dimethoxybenzene moiety has been replaced by substituted coumarins. One carbon homologation has led to cyclization at the C3 position of coumarin generating the protoberberine skeleton. Structures have been confirmed by diffraction studies. The results showed that compounds 6e, 6f, 7e and 7f were found to be very effective against DNA samples of Gram positive bacterium Staphylococcus aureus and fungus Aspergillus niger. (C) 2010 Elsevier Masson SAS. All rights reserved.

Item Type:	Journal Article
Publication:	European Journal of Medicinal Chemistry
Publisher:	Elsevier Science
Additional Information:	Copyright of this article belongs to Elsevier Science.
Keywords:	Coumarin-4-acetic acids; Tetrahydroisoquinolines; Protoberberines; DNA cleavagem.
Department/Centre:	Division of Chemical Sciences > Solid State & Structural Chemistry Unit
Date Deposited:	27 Sep 2010 11:24
Last Modified:	27 Sep 2010 11:24
URI:	http://eprints.iisc.ac.in/id/eprint/32476

Actions (login required)

View Item