2-Chlorophenyl-substituted benzofuro[3,2-b]pyridines with enhanced topoisomerase inhibitory activity: The role of the chlorine substituent

  • Bioorg Med Chem Lett. 2017 Aug 1;27(15):3279-3283. doi: 10.1016/j.bmcl.2017.06.025.
Til Bahadur Thapa Magar  1 ,  Tara Man Kadayat  1 ,  Hwa-Jong Lee  2 ,  Seojeong Park  2 ,  Ganesh Bist  1 ,  Aarajana Shrestha  1 ,  Youngjoo Kwon  3 ,  Eung-Seok Lee  4
Affiliations
  • 1. College of Pharmacy, Yeungnam University, Gyeongsan 712-749, Republic of Korea.
  • 2. College of Pharmacy, Graduate School of Pharmaceutical Sciences, Ewha Womans University, Seoul 120-750, Republic of Korea.
  • 3. College of Pharmacy, Graduate School of Pharmaceutical Sciences, Ewha Womans University, Seoul 120-750, Republic of Korea. Electronic address: [email protected].
  • 4. College of Pharmacy, Yeungnam University, Gyeongsan 712-749, Republic of Korea. Electronic address: [email protected].
PMID: 28633898 DOI: 10.1016/j.bmcl.2017.06.025
Abstract

A new series of 2-chloropheny-substituted benzofuro[3,2-b]pyridines were designed, synthesized, and evaluated for Topoisomerase I and II inhibition and antiproliferative activity. Compounds 17-19, 23, 24, 26, and 27 exhibited excellent Topo II inhibitory activity. A systematic structure-activity relationship study revealed the important role of chlorine substitution in the strong Topoisomerase inhibitory activity.

Keywords
Antiproliferative activity; Benzofuro[3,2-b]pyridines; Chlorine-substituent; Heterocycles; Topoisomerase I and II inhibition.