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Mini-Reviews in Medicinal Chemistry

Editor-in-Chief

ISSN (Print): 1389-5575
ISSN (Online): 1875-5607

Research Article

Ultrasound Assisted Synthesis of 3,4-Diyne Substituted Isocoumarin Derivatives: Identification of Potential Cytotoxic Agents

Author(s): Kancharla Suman, Koya Prabhakara Rao , V. Anuradha, Mandava V. Basaveswara Rao * and Manojit Pal *

Volume 18, Issue 12, 2018

Page: [1064 - 1070] Pages: 7

DOI: 10.2174/1389557518666180117093706

Price: $65

Abstract

Background: The 3,4-diyne substituted isocoumarins have been designed, synthesized and explored as potential anti-proliferative agents.

Method: Ultrasound assisted synthesis of these compounds was carried out by using a three-step method involving (i) Pd/C-Cu catalyzed cross-coupling between the methyl 2-iodobenzoate and buta- 1,3-diynylbenzene followed by (ii) I2-mediated electrophilic cyclization of the resultant 2-(alk-1- ynyl)benzoate ester and (iii) subsequent alkynylation of 4-iodo-3-(phenylethynyl)-isocoumarin under Pd/C-Cu catalysis.

Conclusion: The synthesized compounds showed promising growth inhibition when tested against MDA-MB 231 and K562 cancer cell lines.

Keywords: Isocoumarin, Pd/C, coupling, ultrasound, cancer, K562, VEGF.

Graphical Abstract

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