Antinociceptive activity of a new benzofuranone derived from a chalcone.
Chalcones represent an important group of natural or synthetic compounds with a variety of biological activities including antinociceptive and anti-inflammatory ones. The aim of this work was the synthesis of a new benzofuranone compound and evaluation of its antinociceptive potential in mice. The new benzofuranone 4 was synthesized from chalcone 3. The antinociceptive activity of 4 was determined by writhing, formalin, capsaicin, and glutamate and hot-plate tests. Compound 4 caused potent and dose-related inhibition against the writhing test with ID₅₀ 6.1 (5.1-7.6) μmol/kg, i.p., being about 15 times more active than the reference drugs, acetyl salicylic acid and acetaminophen. It was also effective in a dose-dependent manner in significantly reducing the painful stimulus in both phases of formalin, in the capsaicin and in the glutamate test with ID₅₀ values of 27.3 (24.5-30.6) and 18.9 (18.5-19.4) μmol/kg (first and second phase), 12.6 (9.8-16.2) and 24.5 (20.4-29.6) μmol/kg respectively. The results showed that the studied compound exhibits both central and peripheral antinociceptive activities and might be further used as a model to obtain new and more potent analgesic drugs.
Padaratz
Pâmela
P
Chemical-Pharmaceutical Investigations Center-NIQFAR/CCS, University of Itajaí Valley, Itajaí-SC, Brazil.
Fracasso
Mauricio
M
de Campos-Buzzi
Fátima
F
Corrêa
Rogério
R
Niero
Rivaldo
R
Delle Monache
Franco
F
Cechinel-Filho
Valdir
V
D000082:Acetaminophen / Q000494:pharmacology; D000700:Analgesics / Q000494:pharmacology*; D000818:Animals; D000893:Anti-Inflammatory Agents / Q000494:pharmacology; D001241:Aspirin / Q000494:pharmacology; D001572:Benzofurans / Q000138:chemical synthesis / Q000494:pharmacology*; D002211:Capsaicin / Q000378:metabolism; D002599:Chalcone / Q000138:chemical synthesis / Q000494:pharmacology*; D004305:Dose-Response Relationship, Drug; D005557:Formaldehyde / Q000378:metabolism; D018698:Glutamic Acid / Q000378:metabolism; D016014:Linear Models; D008297:Male; D051379:Mice; D059225:Nociception / Q000187:drug effects; D010146:Pain / Q000188:drug therapy; D010147:Pain Measurement
D000700:Analgesics; D000893:Anti-Inflammatory Agents; D001572:Benzofurans; D005557:Formaldehyde; D000082:Acetaminophen; D018698:Glutamic Acid; D002599:Chalcone; D001241:Aspirin; D002211:Capsaicin