Analgesic activity of affinin, an alkamide from Heliopsis longipes (Compositae)

• Published in: Journal of ethnopharmacology Vol. 110; no. 2; pp. 364 - 367
• Main Authors: Rios, María Yolanda, Aguilar-Guadarrama, A. Berenice, Gutiérrez, María del Carmen
• Format: Journal Article
• Language: English
• Published: Shannon Elsevier Ireland Ltd 21.03.2007; Elsevier
• Subjects: 4-Butyrolactone - analogs & derivatives; 4-Butyrolactone - isolation & purification; Affinin; Alkamides; Alkenes - isolation & purification; Alkenes - pharmacology; amides; Amides - isolation & purification; Amides - pharmacology; Analgesic activity; analgesic effect; Analgesics - isolation & purification; Analgesics - pharmacology; Animals; Asteraceae - chemistry; Benzodioxoles; bioassays; Biological and medical sciences; Brain - drug effects; Brain - metabolism; chemical constituents of plants; Compositae; Dioxoles - isolation & purification; ethnobotany; Female; GABA; gamma-Aminobutyric Acid - drug effects; gamma-Aminobutyric Acid - metabolism; General pharmacology; Heliopsis; Heliopsis longipes; herbal medicines; In Vitro Techniques; Lignanes; Lignans - isolation & purification; Medical sciences; medicinal plants; medicinal properties; Medicine, Traditional; Methylene Chloride; Mexico; Mice; Pain - drug therapy; Pharmacognosy. Homeopathy. Health food; Pharmacology. Drug treatments; plant extracts; Plant Extracts - pharmacology; Plants, Medicinal; Polyunsaturated Alkamides - isolation & purification; Polyunsaturated Alkamides - pharmacology; traditional medicine; Triterpenes; Mexico; UV; Triterpenes; Alkamides; CONACyT; FEZA; MS; 1H NMR; IR; TLC; 13C NMR; Compositae; SIL G; S.E.M; AOA; Heliopsis longipes; GABA; Affinin; Lignanes; HPLC; Analgesic activity; Terpenoid; Pharmacognosy; Medicinal plant; Analgesic; Dicotyledones; Aminoacid; Angiospermae; Plant origin; Triterpene; Neurotransmitter; Spermatophyta
• ISSN: 0378-8741; 1872-7573
• DOI: 10.1016/j.jep.2006.09.041

Heliopsis longipes (Compositae) is a Mexican plant used as analgesic in pain toothache. A solution of 10 μg/ml of dichloromethane extract from this plant showed analgesic activity determined by means of GABA release in mice brain slices. Through a bioassay-directed separation, fractions G-1, G-2, G-4 and G-6 at the same concentration were active. Affinin was the unique and common active compound, and evoke the GABA release 0.5 min after administration at 1 × 10 −4 M concentration. Inactive compound were undeca-2 E-en-8,10-dyinoic acid isobutylamide, hinokinin, 2′-hydroxyhinokinin, 3β- sn-glyceroyl-(1″-palmitoxy)urs-12-ene, 13(18)-ursen-3β-ol, 13(18)-ursen-3β-acetate, β-sitosterol and stigmasterol. The analgesic activity of Heliopsis longipes could be associated to affinin.