Journal of Molecular Structure, volume 1247, pages 131280
Logical synthetic strategies and structure-activity relationship of indolin-2-one hybrids as small molecule anticancer agents: An Overview
Prashant Chaudhari
1
,
Sanjaykumar Bari
2
,
Sanjay J. Surana
1
,
Atul Shirkhedkar
1
,
Sharad Wakode
3
,
Sandeep B Shelar
4
,
Srikanth Racharla
5
,
Vinod G. Ugale
1
,
Mangesh Ghodke
1
1
Department of Pharmaceutical Chemistry, R. C. Patel Institute of Pharmaceutical Education and Research, Dist-Dhule, Shirpur, Maharashtra 425 405, India
|
2
Department of Pharmaceutical Chemistry, H. R. Patel Institute of Pharmaceutical Education and Research, Dist-Dhule, Shirpur, Maharashtra 425 405, India
|
3
Delhi Institute of Pharmaceutical Sciences And Research, Government of N.C.T of Delhi, Puspvihar Sector 3, New Delhi 110017, India
|
4
Comprehensive Cancer Center, Department of Urology, University of Alabama, Birmingham, AL 35294, USA
|
Publication type: Journal Article
Publication date: 2022-01-01
Journal:
Journal of Molecular Structure
Quartile SCImago
Q2
Quartile WOS
Q2
Impact factor: 3.8
ISSN: 00222860
Organic Chemistry
Inorganic Chemistry
Spectroscopy
Analytical Chemistry
Abstract
• Recent progress of indolin-2-ones as an anticancer agent. • Molecular hybridization, molecular dissection, bioisosteric substitution, scaffold hopping design approaches. • The structure-activity relationship of indolin-2-ones towards cancer bio-targets. • Mechanism of cytotoxic action of indolin-2-one hybrids with various heteroaryl based moieties. • Bio-activities of indolin-2-ones on human cancer cell lines and other crucial cellular targets. This review focuses on the potential of indolin-2-one in the treatment of cancer as a chemotherapeutic nucleus and highlights significant recent progress in the synthetic development of indolin-2-one as an antitumor agent. The indolin-2-one framework is often considered to be a privileged heterocycle present in medicinally useful natural and synthetic compounds. Logical strategies in small molecule drug discovery, such as molecular hybridization, bioisosteric substitution, scaffold hopping designs, pharmacophore linking / hybridization, modern synthetic methods, and so on, have been extensively discussed in this article to find the best cancer chemotherapeutic agents carrying the indolin-2-one scaffold. Various acid or base catalyzed reactions are studied to investigate the reactivity of indolin-2-ones at the β -carbon and –NH positions. Chemical modifications of the FDA approved indolin-2-ones at -C(3),-N and the aryl portion of the scaffold for the treatment of various indications of cancer are presented. Molecular dissection of existing anticancer drugs to obtain better new lead molecule is discussed. The structure-activity relationship of indolin-2-ones chemotype has been thoroughly researched over the last few decades by in vitro cytotoxic assessment of different human cancer cell lines and tyrosine kinase receptors. Mechanism of cytotoxic action of some indolin-2-one molecular hybrids in conjunction with various heteroaryl based moieties is discussed herein. Synthetic approaches, novel methods involving different catalysts and chemical reagents, cell and receptor selectivity of small molecules described in this article would be of interest to future synthetic and medicinal chemists in order to pursue their research into indolin-2-one and cancer as a disease target.
Top-30
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Citations by publishers
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8 publications, 32%
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- We do not take into account publications without a DOI.
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- Statistics recalculated weekly.
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Chaudhari P. et al. Logical synthetic strategies and structure-activity relationship of indolin-2-one hybrids as small molecule anticancer agents: An Overview // Journal of Molecular Structure. 2022. Vol. 1247. p. 131280.
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Chaudhari P., Bari S., Surana S. J., Shirkhedkar A., Wakode S., Shelar S. B., Racharla S., Ugale V. G., Ghodke M. Logical synthetic strategies and structure-activity relationship of indolin-2-one hybrids as small molecule anticancer agents: An Overview // Journal of Molecular Structure. 2022. Vol. 1247. p. 131280.
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TY - JOUR
DO - 10.1016/j.molstruc.2021.131280
UR - https://doi.org/10.1016/j.molstruc.2021.131280
TI - Logical synthetic strategies and structure-activity relationship of indolin-2-one hybrids as small molecule anticancer agents: An Overview
T2 - Journal of Molecular Structure
AU - Chaudhari, Prashant
AU - Bari, Sanjaykumar
AU - Surana, Sanjay J.
AU - Shirkhedkar, Atul
AU - Wakode, Sharad
AU - Shelar, Sandeep B
AU - Racharla, Srikanth
AU - Ugale, Vinod G.
AU - Ghodke, Mangesh
PY - 2022
DA - 2022/01/01 00:00:00
PB - Elsevier
SP - 131280
VL - 1247
SN - 0022-2860
ER -
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@article{2022_Chaudhari,
author = {Prashant Chaudhari and Sanjaykumar Bari and Sanjay J. Surana and Atul Shirkhedkar and Sharad Wakode and Sandeep B Shelar and Srikanth Racharla and Vinod G. Ugale and Mangesh Ghodke},
title = {Logical synthetic strategies and structure-activity relationship of indolin-2-one hybrids as small molecule anticancer agents: An Overview},
journal = {Journal of Molecular Structure},
year = {2022},
volume = {1247},
publisher = {Elsevier},
month = {jan},
url = {https://doi.org/10.1016/j.molstruc.2021.131280},
pages = {131280},
doi = {10.1016/j.molstruc.2021.131280}
}