Synthesis and biological evaluation of novel quinazoline-sulfonamides as anti-cancer agents. Issue 9 (1st May 2017)

• Record Type: Journal Article
• Authors: Poudapally, Suresh; Battu, Shankar; Velatooru, Loka Reddy; Bethu, Murali Satyanarayana; Janapala, Venkateswara Rao; Sharma, Somesh; Sen, Subhabrata; Pottabathini, Narender; Iska, Vijaya Bhaskara Reddy; Katangoor, Vidya
• Is Part Of: Bioorganic & medicinal chemistry letters. Volume 27:Issue 9(2017)
• Page Start: 1923
• Page End: 1928
• Publication Date: 2017-05-01
• Subjects: Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; 572
• DOI: 10.1016/j.bmcl.2017.03.042
• Languages: English
• ISSNs: 0960-894X

Abstract

Graphical abstract: Abstract: A robust economic approach to N -(quinazoline-4-yl)sulfonamides was developed and synthesized different aryl, hetero aryl, alkyl and cyclopropyl sulfonamides in excellent yields. All the compounds were evaluated for cytotoxic affinity to SKOV3, DU145, THP1, U937, and COLO205 cell lines. Interesting to find that the bulkiness of substituent at C-2 position of quinazoline forces the molecule to flip around in order to bind in the active site, when compared to the binding preference of previously known quinazoline compounds. Among the 21 compounds synthesized2b, 2d, 2e, 2h, 2i, 3c, 3d, 3f, 3g and3h found to be active on all the cell lines tested with IC50 values <10 µg/mL. Performed docking simulations to understand the binding preference of various C-2 substituted quinazoline sulfonamides.