Selective Acetamidine-Based Nitric Oxide Synthase Inhibitors: Synthesis, Docking, and Biological Studies

被引：26

作者：

Maccallini, Cristina ^{[1
]}

Montagnani, Monica ^{[2
]}

Paciotti, Roberto ^{[1
]}

Ammazzalorso, Alessandra ^{[1
]}

De Filippis, Barbara ^{[1
]}

Di Matteo, Mauro ^{[1
]}

Di Silvestre, Sara ^{[3
]}

Fantacuzzi, Marialuigia ^{[1
]}

Giampietro, Letizia ^{[1
]}

Potenza, Maria A. ^{[2
]}

Re, Nazzareno ^{[1
]}

Pandolfi, Assunta ^{[3
]}

Amoroso, Rosa ^{[1
]}

机构：

[1] Univ G dAnnunzio, Dept Pharm, I-66100 Chieti, Italy

[2] Univ Bari Aldo Moro, Sch Med, Dept Biomed Sci & Human Oncol, I-70121 Bari, Italy

[3] Univ G DAnnunzio, Aging Res Ctr, G dAnnunzio Univ Fdn, Dept Med Oral & Biotecnol Sci, I-66100 Chieti, Italy

来源：

ACS MEDICINAL CHEMISTRY LETTERS | 2015年 / 6卷 / 06期

关键词：

Acetamidine; inhibitor; molecular docking; nitric oxide synthases; synthesis; selective; DERIVATIVES; PEROXYNITRITE; TARGET;

D O I：

10.1021/acsmedchemlett.5b00149

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

N-[(3-Aminomethyl)benzyl]acetamidine derivatives were synthesized and in vitro evaluated as inhibitors of the inducible isoform of nitric oxide synthase (iNOS). Because of the high potency of action and the excellent selectivity over the endothelial nitric oxide synthase (eNOS), compound 10 was ex vivo evaluated on isolated and perfused resistance arteries. The results confirm that compound 10 selectively inhibits the iNOS, without affecting the endothelial isoform. The outcome of the docking studies showed that the hydrophobic interaction is the driving force of the binding process, especially for iNOS, where the binding pocket is characterized by a significant lipophilic region.

引用

页码：635 / 640

页数：6

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