Preparation and antiplasmodial activity of 3',4'-dihydro-1'H-spiro(indoline-3,2'-quinolin)-2-ones

被引：10

作者：

Mathebula, Bakolise ^{[1
]}

Butsi, Kamogelo Rosinah ^{[1
,2
]}

van Zyl, Robyn Lynne ^{[2
,3
]}

van Vuuren, Natasha Colleen Jansen ^{[2
,3
]}

Hoppe, Heinrich Carl ^{[4
]}

Michael, Joseph Philip ^{[1
]}

de Koning, Charles Bernard ^{[1
]}

Rousseau, Amanda Louise ^{[1
,2
]}

机构：

[1] Univ Witwatersrand, Sch Chem, Mol Sci Inst, Private Bag 3,PO WITS, ZA-2050 Johannesburg, South Africa

[2] Univ Witwatersrand, WITS Res Inst Malaria WRIM, Fac Hlth Sci, Johannesburg, South Africa

[3] Univ Witwatersrand, Fac Hlth Sci, Dept Pharm & Pharmacol, Pharmacol Div, Johannesburg, South Africa

[4] Rhodes Univ, Dept Biochem & Microbiol, Grahamstown, South Africa

来源：

CHEMICAL BIOLOGY & DRUG DESIGN | 2019年 / 94卷 / 04期

基金：

新加坡国家研究基金会; 英国医学研究理事会;

关键词：

antiplasmodial activity; povarov reaction; spiroindolone; POVAROV REACTION; TRANSMISSION;

D O I：

10.1111/cbdd.13598

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A series of 3',4'-dihydro-1'H-spiro(indoline-3,2'-quinolin)-2-ones were prepared by the inverse-electron-demand aza-Diels-Alder reaction (Povarov reaction) of imines derived from isatin and substituted anilines, and the electron-rich alkenes trans-isoeugenol and 3,4-dihydro-2H-pyran. These compounds were assessed for in vitro antiplasmodial activity against drug-sensitive and drug-resistant forms of the P. falciparum parasite. Three compounds derived from 3,4-dihydro-2H-pyran and four compounds derived from trans-isoeugenol showed antiplasmodial activity in the low micromolar range against the drug-resistant FCR-3 strain (1.52-4.20 mu M). Only compounds derived from trans-isoeugenol showed antiplasmodial activity against the drug-sensitive 3D7 strain (1.31-1.80 mu M).

引用

页码：1849 / 1858

页数：10

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