2. Academic Validation
  3. Synthesis and biological evaluation of novel quinazoline-sulfonamides as anti-cancer agents

Synthesis and biological evaluation of novel quinazoline-sulfonamides as anti-cancer agents

  • Bioorg Med Chem Lett. 2017 May 1;27(9):1923-1928. doi: 10.1016/j.bmcl.2017.03.042.
Suresh Poudapally 1,  Shankar Battu 2,  Loka Reddy Velatooru 3,  Murali Satyanarayana Bethu 3,  Venkateswara Rao Janapala 3,  Somesh Sharma 2,  Subhabrata Sen 4,  Narender Pottabathini 2,  Vijaya Bhaskara Reddy Iska 5,  Vidya Katangoor 6
Affiliations

Affiliations

  • 1 Medicinal Chemistry Division, GVK Biosciences Pvt. Ltd, Plot 28A, IDA Nacharam, Hyderabad, India; JNTUH-College of Engineering, Nachupally, Karimnagar, India.
  • 2 Medicinal Chemistry Division, GVK Biosciences Pvt. Ltd, Plot 28A, IDA Nacharam, Hyderabad, India.
  • 3 Biology Division, Indian Institute of Chemical Technology, Hyderabad 500 007, AP, India.
  • 4 Department of Chemistry, School of Natural Sciences, Shiv Nadar University, UP 201314, India.
  • 5 Medicinal Chemistry Division, GVK Biosciences Pvt. Ltd, Plot 28A, IDA Nacharam, Hyderabad, India. Electronic address: vijayabhaskara.iska@gvkbio.com.
  • 6 JNTUH-College of Engineering, Nachupally, Karimnagar, India. Electronic address: vidyaorg@yahoo.com.
PMID: 28351589 DOI: 10.1016/j.bmcl.2017.03.042
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 synthesized 2b, 2d, 2e, 2h, 2i, 3c, 3d, 3f, 3g and 3h found to be active on all the cell lines tested with IC50 values <10µg/mL. Performed docking simulations to understand the binding preference of various C-2 substituted quinazoline sulfonamides.

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