Drug Res (Stuttg) 2017; 67(01): 25-31
DOI: 10.1055/s-0042-114776
Original Article
© Georg Thieme Verlag KG Stuttgart · New York

One-pot Synthesis and Antitumor Activity of Unsymmetrical Terphenyls

S. R. Punganuru
1   Sadhvi Pharma, Kukatpally IE, Hyderabad, India
,
R. Samala
2   Department of Pharmaceutical Sciences, School of Pharmacy, Texas Tech University Health Sciences Center, Amarillo, TX, USA
,
K. S. Srivenugopal
3   Department of Biomedical Sciences and Cancer Biology Center, School of Pharmacy, Texas Tech University Health Sciences Center, 1406S. Coulter Dr., Amarillo, TX, USA
› Author Affiliations
Further Information

Publication History

received 08 April 2016

accepted 04 August 2016

Publication Date:
14 September 2016 (online)

Abstract

In this paper a simple and efficient method for the unsymmetrical terphenyls via sequential one-pot Suzuki coupling reactions using Pd(OAc)2 without isolation of the intermediate is described. The prepared terphenyls were found to possess potent anticancer properties against a panel of cancer cells which includes A549, HeLa, MCF7, DU145, HT29 and BxPC-3. Structural similarity with combretastatin A4, these terphenyls disrupted the tubulin polymerization in vitro and destabilized the microtubules in cells. Flow cytometry studies indicated growth arrest of cells in the G2/M phase of the cell cycle corresponding to antimitotic action. Furthermore, compound 4c showed potent anti-mitotic activity even in zebrafish model and could likely be a potential therapeutic compound as it is active both in in vitro and in vivo.

Present address: Department of Biomedical Sciences and Cancer Biology Center, School of Pharmacy, Texas Tech University Health Sciences Center, 1406S. Coulter Dr., Amarillo, TX, USA


 
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