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

Amitava Mandal; Ashim Ghosh; Shilpi Ghosh; Suranjan Shil; Asim Kumar Bothra; Pranab Ghosh

doi:10.1007/s00044-016-1551-9

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

Amitava Mandal
, Ashim Ghosh
, Shilpi Ghosh
, Suranjan Shil
, Asim Kumar Bothra
, Pranab Ghosh^*

^*Corresponding author for this work

Manipal Centre for Natural Sciences, Manipal

Research output: Contribution to journal › Article › peer-review

5 Citations (Scopus)

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.

Original language	English
Pages (from-to)	1087-1095
Number of pages	9
Journal	Medicinal Chemistry Research
Volume	25
Issue number	6
DOIs	https://doi.org/10.1007/s00044-016-1551-9
Publication status	Published - 01-06-2016

All Science Journal Classification (ASJC) codes

General Pharmacology, Toxicology and Pharmaceutics
Organic Chemistry

Access to Document

10.1007/s00044-016-1551-9

Cite this

@article{e3926778aed64a55bc740dc094110da4,

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

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.",

author = "Amitava Mandal and Ashim Ghosh and Shilpi Ghosh and Suranjan Shil and Bothra, \{Asim Kumar\} and Pranab Ghosh",

note = "Publisher Copyright: {\textcopyright} 2016, Springer Science+Business Media New York.",

year = "2016",

month = jun,

day = "1",

doi = "10.1007/s00044-016-1551-9",

language = "English",

volume = "25",

pages = "1087--1095",

journal = "Medicinal Chemistry Research",

issn = "1054-2523",

publisher = "Springer",

number = "6",

}

TY - JOUR

T1 - 3-Epihydroxy lup-20(29)-en-19(28)-olide

T2 - partial synthesis, antitopoisomerase activity, and 3D molecular docking

AU - Mandal, Amitava

AU - Ghosh, Ashim

AU - Ghosh, Shilpi

AU - Shil, Suranjan

AU - Bothra, Asim Kumar

AU - Ghosh, Pranab

PY - 2016/6/1

Y1 - 2016/6/1

N2 - 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.

AB - 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.

UR - https://www.scopus.com/pages/publications/84961134638

UR - https://www.scopus.com/pages/publications/84961134638#tab=citedBy

U2 - 10.1007/s00044-016-1551-9

DO - 10.1007/s00044-016-1551-9

M3 - Article

AN - SCOPUS:84961134638

SN - 1054-2523

VL - 25

SP - 1087

EP - 1095

JO - Medicinal Chemistry Research

JF - Medicinal Chemistry Research

IS - 6

ER -

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

Abstract

All Science Journal Classification (ASJC) codes

Access to Document

Other files and links

Fingerprint

Cite this