Synthesis of novel diazaphosphinanes coumarin derivatives with promoted cytotoxic and anti-tyrosinase activities

被引：36

作者：

Gardelly, Marwa ^{[1
]}

Trimech, Belsem ^{[1
]}

Belkacem, Mohamed Amine ^{[1
,2
]}

Harbach, Mounira ^{[3
]}

Abdelwahed, Soukaina ^{[4
]}

Mosbah, Amor ^{[3
,4
]}

Bouajila, Jalloul ^{[2
]}

Ben Jannet, Hichem ^{[1
]}

机构：

[1] Univ Monastir, Team Med Chem & Nat Prod, Nat Prod & React LR11SE39, Lab Heterocycl Chem,Fac Sci Monastir, Ave Environm, Monastir 5019, Tunisia

[2] Univ Toulouse 3, Lab Mol Interact & Chem & Photochem React, Fac Pharm Toulouse, Univ Toulouse,UMR CNRS 5623, 118 Narbonne Rd, F-31062 Toulouse, France

[3] Univ Monastir, Higher Inst Biotechnol Monastir, Lab Bioressources Integrat Biol & Valorizat, Ave Tahar Haddad, Monastir 5019, Tunisia

[4] Univ Manouba, Higher Inst Biotechnol, LR Biotechnol & Biogeo Resources Valorizat LR11ES, Biotechpole Sidi Thabet, Sidi Thabet 2020, Ariana, Tunisia

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2016年 / 26卷 / 10期

关键词：

Diazaphosphinanes; Coumarin; Lawesson's reagent; Cytotoxic activity; Anti-tyrosinase activity; LAWESSONS REAGENT; ORGANOPHOSPHORUS COMPOUNDS;

D O I：

10.1016/j.bmcl.2016.03.108

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of alpha-aminocarbonitriles 2a-h, obtained by a condensation reaction of 4-hydroxycoumarin with malononitrile and a series of arylaldehydes, was reacted with Lawesson's reagent to give the diazaphosphinanes 3a-h and 3a'-h' as diastereoisomers. All the synthesized compounds were characterized by spectroscopic means such as NMR (H-1, C-13, P-31) and MS. The synthesized compounds were evaluated for their cytotoxic activity in vitro against two tumor cell lines MCF-7 and HCT-116 and for their anti-tyrosinase effect. The results showed a moderate cytotoxic activity for most compounds and nearly all tested derivatives have been found considerable tyrosinase inhibitors. (C) 2016 Elsevier Ltd. All rights reserved.

引用

页码：2450 / 2454

页数：5

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