Anti-oedematous activities of the main triterpendiol esters of marigold (Calendula officinalis L.)

• Published in: Journal of ethnopharmacology Vol. 57; no. 2; pp. 139 - 144
• Main Authors: Zitterl-Eglseer, K, Sosa, S, Jurenitsch, J, Schubert-Zsilavecz, M, Della Loggia, R, Tubaro, A, Bertoldi, M, Franz, C
• Format: Journal Article
• Language: English
• Published: Shannon Elsevier Ireland Ltd 01.07.1997; Elsevier
• Subjects: Animals; Anti-oedematous activity; Biological and medical sciences; Calendula officinalis L; Edema - drug therapy; Esters - chemistry; Faradiol-3-myristic acid ester; Faradiol-3-palmitic acid ester; General pharmacology; Magnetic Resonance Spectroscopy; Male; Marigold; Mass Spectrometry - methods; Medical sciences; Mice; Molecular Structure; Pharmacognosy. Homeopathy. Health food; Pharmacology. Drug treatments; Plants, Medicinal - chemistry; Taraxasterol; Triterpendiol esters; Triterpenes - chemistry; Triterpenes - isolation & purification; Triterpenes - therapeutic use; Faradiol-3-palmitic acid ester; Anti-oedematous activity; Marigold; Taraxasterol; Calendula officinalis L; Faradiol-3-myristic acid ester; Triterpendiol esters; Edema; Terpenoid; Flower; Pharmacognosy; Rodentia; Antiinflammatory agent; Compositae; Biological activity; Medicinal plant; Ester; Vertebrata; Calendula officinalis; Experimental disease; Mammalia; Treatment; Folk medicine; Mouse; Dicotyledones; Animal; Angiospermae; Plant origin; Triterpene; Spermatophyta; Phytotherapy
• ISSN: 0378-8741; 1872-7573
• DOI: 10.1016/S0378-8741(97)00061-5

Separation and isolation of the genuine faradiol esters (1,2) from flower heads of Marigold (Calendula officinalis L., Asteraceae) could be achieved by means of repeated column chromatography (CC) and HPLC for the first time. Structure elucidation of faradiol-3-myristic acid ester 1, faradiol-3-palmitic acid ester 2 and ψ-taraxasterol 3 has been also performed, without any previous degradation by means of MS, 1H-NMR, 13C-NMR and 2D-NMR experiments. The anti-oedematous activities of these three compounds were tested by means of inhibition of Croton oil-induced oedema of the mouse ear. Both faradiol esters showed nearly the same dose dependent anti-oedematous activity and no significant synergism appeared with their mixture. The free monol, ψ-taraxasterol, had a slightly lower effect. Furthermore, faradiol was more active than its esters and than ψ-taraxasterol and showed the same effect as an equimolar dose of indomethacin.