Secoiridoid glycosides and an antifungal anthranilate derivative from Gentiana tibetica

• Published in: Phytochemistry (Oxford) 1998-04, Vol.47 (7), p.1223-1226
• Main Authors: Tan, R.X., Kong, L.D., Wei, H.X.
• Format: Article
• Language: English
• Subjects: Antifungal Agents - chemistry; Antifungal Agents - isolation & purification; Antifungal Agents - pharmacology; Aspergillus flavus; Aspergillus flavus - drug effects; Biological and medical sciences; Candida albicans; Candida albicans - drug effects; Carbohydrate Conformation; Chemical constitution; Chromatography, Gel; Chromatography, Ion Exchange; Fundamental and applied biological sciences. Psychology; General pharmacology; Gentiana tibetica; Glucosides - chemistry; Glucosides - isolation & purification; Glucosides - pharmacology; Iridoid Glucosides; Iridoids; Magnetic Resonance Spectroscopy; Medical sciences; Medicine, Chinese Traditional; ortho-Aminobenzoates - chemistry; ortho-Aminobenzoates - isolation & purification; ortho-Aminobenzoates - pharmacology; Pharmacognosy. Homeopathy. Health food; Pharmacology. Drug treatments; Plant physiology and development; Plant Roots - chemistry; Plants, Medicinal - chemistry; Pyrans - chemistry; Pyrans - isolation & purification; Pyrans - pharmacology
• ISSN: 0031-9422; 1873-3700
• DOI: 10.1016/S0031-9422(97)00698-5

Two new ( 1 and 8-hydroxy-10-hydrosweroside) secoiridoid glycosides and a novel antifungal anthranilic acid derivative ethyl N-docosanoylanthranilate were isolated from the roots of Gentiana tibetica. Repetitive chromatography of the methanol extract of the roots of Gentiana tibetica afforded two new secoiridoid glycosides and a novel antifungal anthranilic acid derivative, together with β-sitosterol, daucosterol, oleanolic acid, loganic acid, gentiopicroside, sweroside, 2′-(2,3-dihydroxybenzoyl)sweroside, trifloroside, rindoside and macrophylloside A. The structures of the new products were determined mainly by spectroscopic methods as 8-hydroxy-10-hydrosweroside, isomacrophylloside and ethyl N-docosanoylanthranilate. Ethyl N-docosanoylanthranilate inhibited the growth of the human pathogenic fungi Candida albicans and Aspergillus flavus. The taxonomic significance of the constituent is discussed briefly.