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3-Epihydroxy lup-20(29)-en-19(28)-olide: partial synthesis, antitopoisomerase activity, and 3D molecular docking

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Abstract

A novel method for the partial synthesis of the rare triterpenoid, 3-epihydroxy lup-20(29)-en-19(28)-olide, and 1 from betulinic acid is reported. The binding efficiency, mode of binding for different compounds to the central catalytic domain of topoisomerase IIα, was calculated from a complete 3D molecular docking study on the crystal structure of the enzyme (1bgw, pdb). The compounds 1, 2b, and 2d showed a dose-dependent inhibition of catalytic activity of topoisomerase IIα.

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Acknowledgments

Financial support from UGC, New Delhi, India, was cordially acknowledged to carry out the work.

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Correspondence to Pranab Ghosh.

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Mandal, A., Ghosh, A., Ghosh, S. et al. 3-Epihydroxy lup-20(29)-en-19(28)-olide: partial synthesis, antitopoisomerase activity, and 3D molecular docking. Med Chem Res 25, 1087–1095 (2016). https://doi.org/10.1007/s00044-016-1551-9

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