Antinociceptive Effects of Synthetic Chalcones Obtained from Xanthoxyline

Abstract

A wide variety of noxious stimuli are known to induce a sensation of pain evoked in a remote region of the body. Here, we show that chalcones can inhibit the pain provoked by the administration of an intraperitoneal acetic acid (AA). This study investigates the effects of 17 synthetic chalcones in the writhing test, a visceral pain model in mice. The majority of these compounds proved more active than some analgesic drugs, such as aspirin and acetaminophen, two reference drugs used here for comparison. Four chalcones, 9, 10, 16, and 17, were selected for more detailed studies, since they exhibited significant antinociceptive activities and chemical structures of interest. They caused dose-related inhibitions, proving about 15-, 10-, 9-, and 8-fold more active than the standard drugs. When administrated orally, only chalcone 9 proved to be effective. These chalcones might be further used as a model to obtain new and more potent analgesic drugs.

Anti-angiogenic activity of the flavonoid precursor 4-hydroxychalcone

“…These compounds could make a great contribution to the total daily intake of natural polyphenolics (Tomas-Barberan and Clifford, 2010), since they appear to possess potentially beneficial effects against various diseases (de Campos-Buzzi et al, 2006;Sharma et al, 2009). Indeed, they are associated with several biologically active properties, including anti-inflammatory (Hsieh et al, 2000;Won et al, 2005), anti-oxidative (Nerya et al, 2004), anti-fungal (Sivakumar et al, 2009a), anti-bacterial (Sivakumar et al, 2009b), chemo-preventive and anti-cancer activities (Ducki, 2007;Chua et al, 2010;Katsori and Hadjipavlou-Litina, 2009;Liu and Go, 2006;Modzelewska et al, 2006).…”

4'-Acetamidochalcone Derivatives as Potential Antinociceptive Agents

“…Previous studies carried out by our research group have revealed that some simple synthetic chalcones, or those derived from the abundant natural product 2-hydroxy-4,6-dimethoxyacetophenone, exhibit pronounced antinociceptive effects in the mice writhing test [5,6]. The present study reports on the antinociceptive effects of some synthetic acetamidochalcones in this test.…”

“…Inspection of the 1 H-NMR spectra suggested that the chalcones were geometrically pure and presented trans configurations (J = 15-16 Hz) [7]. (6); -N(CH 3 ) 2 C 6 H 4 (7); -C 5 H 3 S (8); -C 5 H 3 O (9).…”

Antinociceptive Effects of Alpinia katsumadai via Cyclooxygenase-2 Inhibition

“…It has been reported that flavonoids and chalcone possess antinociceptive activity (Kekesi et al, 2003;de Campos-Buzzi et al, 2006); therefore, these compounds in A. katsumadai may contribute to its antinociceptive activity. In addition, cardamonin, one of the major active constituents of A. katsumadai, was found to inhibit COX-2 and iNOS expression via inhibition of the NF-κB pathway in RAW 264.7 macrophage cells (Lee et al, 2006); therefore, this compound may be involved in the antinociceptive activity of A. katsumadai.…”