Synthesis and pharmacological evaluation of prenylated and benzylated pterocarpans against snake venom.
Edunol (3), a pterocarpan isolated from Harpalyce brasiliana, a plant used in the northeast of Brazil against snakebites, was obtained by synthesis and showed antimyotoxic, antiproteolytic and PLA2 inhibitor properties. These proprieties could be improved through the synthesis of a bioisoster (5), where the prenyl group was replaced by the benzyl group.
da Silva
Alcides J M
AJ
Laboratório de Química Bioorgânica (LQB), Núcleo de Pesquisas de Produtos Naturais, Centro de Ciências da Saúde, Bloco H, Universidade Federal do Rio de Janeiro, RJ 21941-590, Brazil.
Coelho
Antonio L
AL
Simas
Alessandro B C
AB
Moraes
Raphael A M
RA
Pinheiro
Diogo A
DA
Fernandes
Fabrício F A
FF
Arruda
Emerson Z
EZ
Costa
Paulo R R
PR
Melo
Paulo A
PA
D000818:Animals; D001578:Benzopyrans / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D017837:Bothrops; D002645:Chickens; D003402:Creatine Kinase / Q000378:metabolism; D003435:Crotalid Venoms / Q000008:administration & dosage / Q000037:antagonists & inhibitors* / Q000378:metabolism; D004305:Dose-Response Relationship, Drug; D004353:Drug Evaluation, Preclinical / Q000379:methods; D066298:In Vitro Techniques; D007273:Injections, Intramuscular; D051379:Mice; D018482:Muscle, Skeletal / Q000201:enzymology; D010936:Plant Extracts / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D018517:Plant Roots; D036343:Pterocarpans / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*
D001578:Benzopyrans; D003435:Crotalid Venoms; D010936:Plant Extracts; D036343:Pterocarpans; C089842:edunol; D003402:Creatine Kinase