Synthesis of Tri-Substituted Olefin Derivatives from 1-Alkene-1,2-Diboronic Esters via Sequential Suzuki-Suzuki Coupling Reaction and Their Biological Activity

Abstract

Substituted Olefin-based compounds are attractive targets in the design of novel chemical structures for the discovery of new drugs. In the current study, we have synthesized a series of new tri-substituted olefin derivatives (4a–4p) and their chemical structures were confirmed by spectroscopic techniques. The series of molecules were evaluated for anti-cancer potential against four human cancer cell lines such as MDA-MB-232, HepG2, MCF-7 and HEK293. Among the evaluated compounds, ten compounds 4a, 4c, 4d, 4f, 4g, 4h, 4k, 4l, 4m and 4p displayed more potent anticancer activity. Along with anti-cancer we evaluated antimalarial activity of all compounds toward plasmodial strain PF3D7 via SYBR Green I assay approach and screened their Anti tuberculosis interest toward Mycobacterium tuberculosis.

Graphical Abstract

Keywords:

• Anticancer
• antimalarial and anti tuberculosis activity
• regioselective Suzuki coupling

Acknowledgments

The authors are thankful to CSIR-IICT, Hyderabad, ICGEB, and New Delhi for constant encouragement in providing laboratory facilities and analytical data.

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

This work was supported by the Council for Scientific and Industrial Research [MLP007].