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.
Mini-Reviews in Medicinal Chemistry
Title:Ultrasound Assisted Synthesis of 3,4-Diyne Substituted Isocoumarin Derivatives: Identification of Potential Cytotoxic Agents
Volume: 18 Issue: 12
Author(s): Kancharla Suman, Koya Prabhakara Rao , V. Anuradha, Mandava V. Basaveswara Rao *Manojit Pal *
Affiliation:
- Department of Chemistry, Krishna University, Machilipatnam-521001, Andhra Pradesh,India
- Dr. Reddy’s Institute of Life Sciences, University of Hyderabad Campus, Gachibowli, Hyderabad 500 046,India
Keywords: Isocoumarin, Pd/C, coupling, ultrasound, cancer, K562, VEGF.
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.
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Cite this article as:
Suman Kancharla , Rao Prabhakara Koya , Anuradha V. , Rao V. Basaveswara Mandava *, Pal Manojit *, Ultrasound Assisted Synthesis of 3,4-Diyne Substituted Isocoumarin Derivatives: Identification of Potential Cytotoxic Agents, Mini-Reviews in Medicinal Chemistry 2018; 18 (12) . https://dx.doi.org/10.2174/1389557518666180117093706
DOI https://dx.doi.org/10.2174/1389557518666180117093706 |
Print ISSN 1389-5575 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5607 |
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