Synthesis and antiparasitic evaluation of bis-2,5-[4-guanidinophenyl]thiophenes.
A series of bis-2,5-[4-guanidinophenyl]thiophenes were prepared in a five step process starting from 2,5-bis[trimethylstannyl]thiophene. The compounds were evaluated in vitro against Trypanosoma brucei rhodesiense (T. b. r.), Plasmodium falciparum (P. f.), Leshmania donovani (L. d.) and Trypanasoma cruzi (T. c.), and in vivo against T. b. r. Certain compounds show promising in vitro activity against T. b. r. and P. f. and have superior in vivo activity against T. b. r. to that of pentamidine and furamidine.
Gonzalez
Jose L
JL
Department of Chemistry and Center for Biotechnology and Drug Design, Georgia State University, University Plaza, Atlanta, GA 30303-3083, USA.
Stephens
Chad E
CE
Wenzler
Tanja
T
Brun
Reto
R
Tanious
Farial A
FA
Wilson
W David
WD
Barszcz
Todd
T
Werbovetz
Karl A
KA
Boykin
David W
DW
D000818:Animals; D000977:Antiparasitic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D004195:Disease Models, Animal; D006146:Guanidines / Q000737:chemistry; D007891:Leishmania / Q000187:drug effects*; D051379:Mice; D015394:Molecular Structure; D021261:Parasitic Sensitivity Tests; D010961:Plasmodium / Q000187:drug effects*; D013876:Thiophenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D014345:Trypanosoma / Q000187:drug effects*
D000977:Antiparasitic Agents; D006146:Guanidines; D013876:Thiophenes