Aza-annulation on the 16-dehydropregnenolone, via tandem intermolecular Aldol process and intramolecular Michael addition

被引：14

作者：

Kumar, Manmeet ^{[1
]}

Rawat, Preeti ^{[1
]}

Khan, Mohammad Faheem ^{[1
]}

Rawat, Arun Kumar ^{[2
]}

Srivastava, Arvind Kumar ^{[2
]}

Maurya, Rakesh ^{[1
]}

机构：

[1] CSIR, Cent Drug Res Inst, Med & Proc Chem Div, Lucknow 226001, Uttar Pradesh, India

[2] CSIR, Cent Drug Res Inst, Div Biochem, Lucknow 226001, Uttar Pradesh, India

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2011年 / 21卷 / 08期

关键词：

16-Dehydropregnenolone; Annulation; DPP-IV; Cyclisation; STEREOSELECTIVE-SYNTHESIS; PREGNANE DERIVATIVES; CHEMICAL-SYNTHESIS; GABA(A) RECEPTOR; STEROIDS; INHIBITORS; ANALOGS; PROGESTERONE; SQUALAMINE; ESTERS;

D O I：

10.1016/j.bmcl.2011.02.112

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

16-Dehydropregnenolone undergoes a smooth annulation with propan-1-amine and aromatic aldehydes. Several amine derivatives of 16-dehydropregnenolone were synthesized and evaluated as inhibitors of DPP-IV. The structures of compounds were confirmed by H-1, C-13, NMR and mass spectral analysis. Among 17 compounds evaluated only five compounds 1, 9, 13, 15 and 16 demonstrated significant inhibition of DPP. This study suggest that introduction of appropriate substituents in the 16-dehydropregnenolone plays an important role in DPP-IV inhibitory activity. (C) 2011 Elsevier Ltd. All rights reserved.

引用

页码：2232 / 2237

页数：6

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