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Soluble Synthetic Analogues of Malaria Pigment: Structure of Mesohematin Anhydride and its Interaction with Chloroquine in Solution
Author(s) -
Bohle D. Scott,
Dodd Erin L.,
Kosar Aaron J.,
Sharma Lauren,
Stephens Peter W.,
Suárez Liliana,
Tazoo Dagobert
Publication year - 2011
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201100910
Subject(s) - porphyrin , drug , chemistry , chloroquine , combinatorial chemistry , solubility , malaria , stereochemistry , organic chemistry , pharmacology , medicine , immunology
Where the action is : Changing the vinyl groups of hematin anhydride to either ethyl or hydrogen groups results in increased solubility (see picture; Por=porphyrin). Determination of the weak binding constants of the antimalarial drug chloroquine to dimers of these hematin anhydride analogues suggests that solution‐phase heme/drug interactions alone are unlikely to be the origin of the action of the drug.