I3-naringenin-II8--4'OMe-eriodictyol: a new potential analgesic agent isolated from Rheedia gardneriana leaves.
This paper describes the isolation, identification and analgesic activity of a new biflavonoid from Rheedia gardneriana leaves, which correspond to I3-naringenin-II8-4'-OMe-eriodictyol (GB-2a-II-4'-OMe) (1), with a methoxyl group in position 4 of ring-II. Its structure was determined by spectroscopic data and confirmed by an alkaline hydrolysis. Its analgesic effect was evaluated in a writhing test and a formalin test in mice. It was found that this compound exhibits potent and dose-related analgesic action in both experimental models, with ID50's values of 4.5 micromol/kg against the writhing test and 8.2 and 6.8 micromol/kg against the first and second phase of the formalin test, respectively. It was several times more potent than some well-known analgesic drugs used as reference.
Cechinel Filho
V
V
Núcleo de Investigações Químico-Farmacêuticas, SC, Brazil. cechinel@mbox1.univali.br
da Silva
K L
KL
de Souza
M M
MM
Oliveira
A E
AE
Yunes
R A
RA
Guimarães
C L
CL
Verdi
L G
LG
Simionatto
E L
EL
Delle Monache
F
F
D000082:Acetaminophen / Q000494:pharmacology; D019342:Acetic Acid; D000700:Analgesics / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D000818:Animals; D001241:Aspirin / Q000494:pharmacology; D044946:Biflavonoids; D004177:Dipyrone / Q000494:pharmacology; D044950:Flavanones; D005419:Flavonoids / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D005557:Formaldehyde; D007213:Indomethacin / Q000494:pharmacology; D008297:Male; D051379:Mice; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D010146:Pain / Q000139:chemically induced / Q000188:drug therapy* / Q000503:physiopathology; D018515:Plant Leaves; D010946:Plants, Medicinal / Q000737:chemistry*
D000700:Analgesics; D044946:Biflavonoids; D044950:Flavanones; D005419:Flavonoids; C420975:I3-naringenin-II8-4'-O-methyleriodictyol; D005557:Formaldehyde; D000082:Acetaminophen; D004177:Dipyrone; D019342:Acetic Acid; D001241:Aspirin; D007213:Indomethacin