Synthesis and antiproliferative activity of pyrrolo[3,2- b]pyridine derivatives against melanoma

• Published in: Bioorganic & medicinal chemistry letters 2010, Vol.20 (1), p.413-417
• Main Authors: Kim, Hee Jin, Jung, Myung-Ho, Kim, Hwan, El-Gamal, Mohammed I., Sim, Tae Bo, Lee, So Ha, Hong, Jun Hee, Hah, Jung-Mi, Cho, Jung-Hyuck, Choi, Jung Hoon, Yoo, Kyung Ho, Oh, Chang-Hyun
• Format: Article
• Language: English
• Subjects: A375; Antineoplastic agents; Antineoplastic Agents - chemical synthesis; Antineoplastic Agents - chemistry; Antineoplastic Agents - pharmacology; Antiproliferative activity; Benzenesulfonates - pharmacology; Biological and medical sciences; Cell Line; General aspects; HS 27; Humans; Medical sciences; Melanoma; Melanoma - drug therapy; Niacinamide - analogs & derivatives; Pharmacology. Drug treatments; Phenylurea Compounds; Pyridines - chemical synthesis; Pyridines - chemistry; Pyridines - pharmacology; Pyrrolo[3,2- b]pyridine; Structure-Activity Relationship
• ISSN: 0960-894X; 1464-3405
• DOI: 10.1016/j.bmcl.2009.08.005

Synthesis of a new series of diarylureas and amides having pyrrolo[3,2- b]pyridine scaffold is described. Their in vitro antiproliferative activity against human melanoma cell line A375 and HS 27 human fibroblast cell line was tested and the effect of substituents on the pyrrolo[3,2- b]pyridine was investigated. The newly synthesized compounds, except meta-substituted derivatives ( Ij– k and Iv– w), generally showed superior or similar activity against A375 to Sorafenib. Among all of these derivatives, compounds Ir and It having 5-benzylamide substituted 4′-amide moieties showed the most potent antiproliferative activity against A375. Synthesis of a new series of diarylureas and amides having pyrrolo[3,2- b]pyridine scaffold is described. Their in vitro antiproliferative activity against human melanoma cell line A375 and HS 27 human fibroblast cell line was tested and the effect of substituents on the pyrrolo[3,2- b]pyridine was investigated. The newly synthesized compounds, except meta-substituted derivatives ( Ij– k and Iv– w), generally showed superior or similar activity against A375 to Sorafenib. Among all of these derivatives, compounds Ir and It having 5-benzylamide substituted 4′-amide moieties showed the most potent antiproliferative activity against A375.