Exploring clotrimazole-based pharmacophore: 3D-QSAR studies and synthesis of novel antiplasmodial agents

被引：12
|
作者：
Brogi, Simone [1 ,2 ,3 ]
Brindisi, Margherita [1 ,2 ,3 ]
Joshi, Bhupendra P. [1 ,2 ]
Coccone, Salvatore Sanna [1 ,2 ]
Parapini, Silvia [1 ,3 ,4 ]
Basilico, Nicoletta [1 ,3 ,5 ]
Novellino, Ettore [1 ,6 ]
Campiani, Giuseppe [1 ,2 ,3 ]
Gemma, Sandra [1 ,2 ,3 ]
Butini, Stefania [1 ,2 ,3 ]
机构：
[1] Univ Siena, European Res Ctr Drug Discovery & Dev NatSynDrugs, I-53100 Siena, Italy
[2] Univ Siena, Dipartimento Biotecnol Chim & Farm, I-53100 Siena, Italy
[3] Univ Perugia, CIRM, I-06100 Perugia, Italy
[4] Univ Milan, Dipartimento Sci Farmacol & Biomol, I-20133 Milan, Italy
[5] Univ Milan, Dipartimento Sci Biomed Chirurg & Odontoiatr, I-20133 Milan, Italy
[6] Univ Naples Federico II, Dipartimento Farm, I-80131 Naples, Italy
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2015年 / 25卷 / 22期
关键词：
Malaria; Plasmodium falciparum; Clotrimazole; 3D-QSAR; Ligand-based; POTENT ANTIMALARIAL AGENTS; PLASMODIUM-FALCIPARUM; INNOVATIVE PHARMACOPHORE; ARTEMISININ RESISTANCE; INHIBITORS; DESIGN; DISCOVERY; SCAFFOLD; PFSUB1;
D O I：
10.1016/j.bmcl.2015.09.007
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
We report herein the generation and validation of a 3D-QSAR model based on a set of antimalarials previously described by us and characterized by a clotrimazole-based pharmacophore. A novel series of derivatives was synthesized and showed activity against Plasmodium falciparum chloroquine-sensitive (CQ-S) and chloroquine-resistant (CQ-R) strains. Gratifyingly, compounds 35a-c showed interesting activity against P. falciparum CQ-R strains with improved predicted physico-chemical properties. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码：5412 / 5418
页数：7
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