Caffeoylquinic acids from antiplasmodial active extract of Xanthium cavanillesii fruits and their molecular modelling studies.
The antiplasmodial active extract of Xanthium cavanillesii contains 3,4-dicaffeoyl quinic acid (3,4-DCQA), 3,5-dicaffeoyl quinic acid (3,5-DCQA) and 1,3,5-tricaffeoyl quinic acid (1,3,5-TCQA). These results inspired us to investigate the interaction of these molecules with a promising validated target of Plasmodium, PfATP6 orthologue of mammalian Ca+2-ATPase. Models of this receptor were obtained through comparative modelling. Afterwards, molecular docking studies were used to identify possible interaction modes of these caffeoyl quinic derivatives on the binding site. The 1,3,5-TCQA had the best energy, but all of these had better energy than thapsigargin, a non-competitive inhibitor of the sarco/endoplasmatic reticulum Ca+2-ATPase (SERCA).
a Laboratório de Química Farmacêutica Medicinal , Universidade Federal de São João del-Rei , Divinópolis , Brazil.
Alex Gutterres
AG
Taranto
b Laboratórios de Fitoquímica e Modelagem Molecular , Universidade Estadual de Feira de Santana , Feira de Santana , Brazil.
Sônia Carine Cova
SC
Costa
b Laboratórios de Fitoquímica e Modelagem Molecular , Universidade Estadual de Feira de Santana , Feira de Santana , Brazil.
Franco Henrique Andrade
FH
Leite
c Centro de Pesquisas Gonçalo Moniz , Fundação Oswaldo Cruz , Salvador , Brasil.
Matheus Santos
MS
de Sá
c Centro de Pesquisas Gonçalo Moniz , Fundação Oswaldo Cruz , Salvador , Brasil.
Milena Botelho Pereira
MB
Soares
d Laboratório de Química Faramcêutica , Universidade Católica de Pelotas , Pelotas , Brasil.
Miriam Moreira
MM
Mussi
b Laboratórios de Fitoquímica e Modelagem Molecular , Universidade Estadual de Feira de Santana , Feira de Santana , Brazil.
Alexsandro
A
Branco
D000818:Animals; D000962:Antimalarials / Q000737:chemistry / Q000494:pharmacology*; D000252:Calcium-Transporting ATPases / Q000037:antagonists & inhibitors; D004791:Enzyme Inhibitors / Q000494:pharmacology; D005638:Fruit / Q000737:chemistry*; D008958:Models, Molecular; D062105:Molecular Docking Simulation; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology*; D010961:Plasmodium / Q000187:drug effects; D011801:Quinic Acid / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology; D019284:Thapsigargin / Q000494:pharmacology; D031210:Xanthium / Q000737:chemistry*
D000962:Antimalarials; D004791:Enzyme Inhibitors; D010936:Plant Extracts; C472707:caffeoylquinic acid; D011801:Quinic Acid; D019284:Thapsigargin; D000252:Calcium-Transporting ATPases
PfATPase; Xanthium cavanillesii; antiplasmodial activity; caffeoyl quinic acid