Synthesis of (benzimidazol-2-yl)aniline derivatives as glycogen phosphorylase inhibitors

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• 作者：Shadia A. Galal^a ; ^{sh12galal@hotmail.com" class="auth_mail" title="E-mail the corresponding author} ; ^{sh12galal@yahoo.com" class="auth_mail" title="E-mail the corresponding author} ; Muhammad Khattab^a ; Fotini Andreadaki^b ; Evangelia D. Chrysina^b ; ^{echrysina@eie.gr" class="auth_mail" title="E-mail the corresponding author} ; ^{echry@tee.gr" class="auth_mail" title="E-mail the corresponding author} ; Jean-Pierre Praly^c ; ^{jean-pierre.praly@univ-lyon1.fr" class="auth_mail" title="E-mail the corresponding author} ; Fatma A.F. Ragab^d ; Hoda I. El Diwani^a
• 关键词：Benzimidazole ; Heterocycles ; Glycogen phosphorylase ; Enzyme inhibition
• 刊名：Bioorganic & Medicinal Chemistry
• 出版年：2016
• 出版时间：1 November 2016
• 年：2016
• 卷：24
• 期：21
• 页码：5423-5430
• 全文大小：1665 K

文摘

A series of (benzimidazol-2-yl)-aniline (1) derivatives has been synthesized and evaluated as glycogen phosphorylase (GP) inhibitors. Kinetics studies revealed that compounds displaying a lateral heterocyclic residue with several heteroatoms (series 3 and 5) exhibited modest inhibitory properties with IC₅₀ values in the 400–600 μM range. Arylsulfonyl derivatives 7 (Ar: phenyl) and 9 (Ar: o-nitrophenyl) of 1 exhibited the highest activity (series 2) among the studied compounds (IC₅₀ 324 μM and 357 μM, respectively) with stronger effect than the p-tolyl analogue 8.