Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 52, 2022 - Issue 5
202
Views
2
CrossRef citations to date
0
Altmetric
Articles

Design, synthesis of anticancer and anti-inflammatory 4-(1-methyl-1H-indol-3-yl)-6-(methylthio) pyrimidine-5-carbonitriles

, , , , , , , , , & show all
Pages 733-744 | Received 22 Oct 2021, Published online: 21 Mar 2022
 

Abstract

A novel series of 4-(1-methyl-1H-indol-3-yl)-6-(methylthio) pyrimidine-5-carbonitriles (4a–i) was synthesized and evaluated for anticancer potential against cell lines for breast cancer. Compounds 4b, 4e, and 4h exhibited prominent cytotoxicity against human breast carcinoma MCF-7 cell line with GI50 of 2.0, 0.5, and 0.5 µM, respectively. Molecular docking study against EGFR tyrosine kinase could provide valuable insights into the plausible mechanism of action. The compounds could bind with significantly high binding affinity and their binding affinity scores could correlate well with the observed anticancer activity. Furthermore, compounds 4a, 4c, 4e, 4g, and 4i exhibited significant inflammatory activities as well which could expand the therapeutic domain of this novel series.

Graphical Abstract

View correction statement:
Correction

Acknowledgments

The authors express deep thanks to Tata Memorial Centre, Advanced Centre for Treatment Research and Education in Cancer (ACTREC), Kharghar, Navi Mumbai-410210 for conducting the in vitro anticancer activities and Dr. Sandip Patil, Birnale College of Pharmacy, Sangli, India for antioxidant and anti-inflammatory activity determinations. The authors are thankfully acknowledged Schrödinger Inc. for providing the Glide program to perform the molecular docking study. Harshal Shivaji Patil thankful to Dr. H. V. Thulasiram, Principle Scientist, CSIR-National Chemical Laboratory, Pune for his immense support and continuous guidance.

Disclosure statement

The authors declare no competing interests.

Ethical approval

All authors have agreed on the final version of this paper.

Correction Statement

This article was originally published with errors, which have now been corrected in the online version. Please see Correction (http://dx.doi.org/10.1080/00397911.2022.2079335).

Log in via your institution

Log in to Taylor & Francis Online

PDF download + Online access

  • 48 hours access to article PDF & online version
  • Article PDF can be downloaded
  • Article PDF can be printed
USD 61.00 Add to cart

Issue Purchase

  • 30 days online access to complete issue
  • Article PDFs can be downloaded
  • Article PDFs can be printed
USD 422.00 Add to cart

* Local tax will be added as applicable

Related Research

People also read lists articles that other readers of this article have read.

Recommended articles lists articles that we recommend and is powered by our AI driven recommendation engine.

Cited by lists all citing articles based on Crossref citations.
Articles with the Crossref icon will open in a new tab.