Design, synthesis, and antiproliferative activity of new 1H-pyrrolo[3,2-c]pyridine derivatives against melanoma cell lines

Mohammed I. El-Gamal, Myung Ho Jung, Woong San Lee, Taebo Sim, Kyung Ho Yoo, Chang Hyun Oh

Research output: Contribution to journalArticlepeer-review

25 Citations (Scopus)

Abstract

Synthesis of a new series of diarylureas and diarylamides having 1H-pyrrolo[3,2-c]pyridine scaffold is described. Their in vitro antiproliferative activity against A375P human melanoma cell line was tested and the effect of substituents on pyrrolo[3,2-c]pyridine nucleus was investigated. The newly synthesized compounds, except three N-tolyl derivatives (8f, 9f, and 9h), generally showed superior activity against A375P to Sorafenib. Among all of these derivatives, compounds 8b, 8g, and 9a-e showed the highest potency against A375P with IC50 in nanomolar range. In addition, compounds 8d, 8e, 8h, 9g, 9i, and 9j were more potent than Sorafenib but with IC 50 in micromolar range. Compounds 8b, 8g, 9b-d, and 9i demonstrated higher selectivity towards A375P compared with NIH3T3 fibroblasts. The most potent diarylurea 8g and diarylamide 9d were further tested and showed high potency over nine melanoma cell lines at the NCI.

Original languageEnglish
Pages (from-to)3218-3226
Number of pages9
JournalEuropean Journal of Medicinal Chemistry
Volume46
Issue number8
DOIs
Publication statusPublished - 2011 Aug

Keywords

  • A375P
  • Antiproliferative activity
  • Diarylamide
  • Diarylurea
  • Melanoma
  • Pyrrolo[3,2-c]pyridine

ASJC Scopus subject areas

  • Pharmacology
  • Drug Discovery
  • Organic Chemistry

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