Correlating the molecular electrostatic potentials of some organic peroxides with their antimalarial activities.
The molecular electrostatic potentials (MEPs) of artemisinin (also known as qinghaosu), yingzhaosu A, and some synthetic analogues have been calculated and studied as a means of distinguishing between high and low antimalarial activity. To facilitate comparison, the dimensionality of the MEP was reduced by Kohonen Neural Network transforms. The reduction revealed that peroxides exhibiting high antimalarial activity are characterized by a continuous strip of negative electric potential surrounding the molecule, whereas peroxides of lesser activity show a broken strip.
Jefford
C W
CW
Department of Organic Chemistry, University of Geneva, Switzerland. jefford@sc2a.unige.ch
Grigorov
M
M
Weber
J
J
Lüthi
H P
HP
Tronchet
J M
JM
D000818:Animals; D000962:Antimalarials / Q000737:chemistry* / Q000494:pharmacology*; D037621:Artemisinins; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000494:pharmacology; D016571:Neural Networks, Computer; D010545:Peroxides / Q000737:chemistry* / Q000494:pharmacology*; D012717:Sesquiterpenes / Q000737:chemistry / Q000494:pharmacology; D012984:Software; D055672:Static Electricity; D013329:Structure-Activity Relationship
D000962:Antimalarials; D037621:Artemisinins; D004365:Drugs, Chinese Herbal; D010545:Peroxides; D012717:Sesquiterpenes; C031327:artemisinin