Abstract
The reactivity of compounds 2-(1-(2-chloroacetyl)-1H-benzo[d]imidazol-2-yl)acetonitrile 2 and 3-(1-(2-chloroacetyl)-1H-benzo[d]imidazol-2-yl)-2H-chromen-2-one 8 towards different chemical reagents were studied and a series of novel benzimidazole derivatives were obtained (2-6a-d and 8-12a-d). Moreover, in vitro growth inhibitory effect of the newly synthesized compounds were evaluated in term of [IC50 µM] against the six cancer cell lines, human lung carcinoma (A549), lung cancer (H460), human colorectal (HT29), gasteric cancer cell (MKN-45), glioma cell line (U87MG) and cellosaurus cell line (SMMC-7721) where foretinib was used as standard reference. The results showed that compounds 2 (only for A549 cell line), 3a, 4, 6c, 6d, 8, 9a, 9e and 9f were the most active compounds towards the six cancer cell lines. On the other hand, the toxicity of these most potent compounds against shrimp larvae indicated that compounds 3a, 4, 6d, 9e and 9f were non toxic while compounds 6c and 8 were very toxic and compounds 2 and 9a were harmful against the tested organisms.
References
Oct 1, 1978·Anesthesiology·R J Fragen, N Caldwell
Nov 13, 1992·Journal of Medicinal Chemistry·T GüngörA Cloarec
Mar 1, 1994·Chemical & Pharmaceutical Bulletin·S YamadaS Narita
Aug 1, 1997·Chemical & Pharmaceutical Bulletin·M R CuberesJ Frigola
May 9, 1998·Journal of Medicinal Chemistry·A R PorcariL B Townsend
Sep 25, 2002·BMC Biotechnology·José Luis CarballoMaría D García-Grávalos
Apr 28, 2004·Bioorganic & Medicinal Chemistry Letters·Alex W WhiteRoger J Griffin
Jan 13, 2006·Chemical Reviews·Alexander Dömling
Sep 23, 2006·Bioorganic & Medicinal Chemistry Letters·Alice Lee-DutraJ Guy Breitenbucher
Jan 1, 2008·Biochemical Pharmacology·Lei SunJun Zhou
Jan 16, 2009·Journal of Medicinal Chemistry·Thomas D PenningVincent L Giranda
Nov 1, 2011·The Journal of Organic Chemistry·Yong KimSunwoo Lee
Mar 21, 2013·Chemistry : a European Journal·Daniel G RiveraLudger A Wessjohann
Sep 10, 2013·European Journal of Medicinal Chemistry·Qidong TangChun Guo
Dec 25, 2013·Organic Letters·Hannah BaarsCarsten Bolm
Oct 7, 2014·Chemical Biology & Drug Design·Yanchun ZhangXiaoming Wu
Dec 3, 2014·Bioorganic & Medicinal Chemistry·Shunguang ZhouPing Gong
Jan 6, 2015·Ultrasonics Sonochemistry·Sumaiya TabassumMohamed Afzal Pasha
Jan 15, 2015·The Journal of Organic Chemistry·Devulapally MaheshTharmalingam Punniyamurthy
Jan 16, 2015·Journal of Medicinal Chemistry·Vincent C O Njar, Angela M H Brodie
Jan 17, 2016·Steroids·Nahed N E El-SayedRafat M Mohareb
Mar 1, 2016·Bioorganic & Medicinal Chemistry Letters·Qidong TangPengwu Zheng
Mar 13, 2016·ChemMedChem·Di Song, Shutao Ma
Jun 16, 2016·Bioorganic & Medicinal Chemistry·Nishad Thamban ChandrikaSylvie Garneau-Tsodikova
Jun 23, 2016·Acta Chimica Slovenica·Rafat M MoharebAmira E M Abdallah
Aug 17, 2016·Medicinal Chemistry·Carlos A Mendez-CuestaGabriel Navarrete-Vazquez
Nov 24, 2016·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Xing WangYong-Hao Ye
May 26, 2017·Archiv der Pharmazie·Neelima ShrivastavaOzair Alam