Isotsaokoin, an antifungal agent from Amomum tsao-ko

• Published in: Journal of natural products (Washington, D.C.) Vol. 67; no. 5; pp. 889 - 891
• Main Authors: Moon, S.S, Lee, J.Y, Cho, S.C
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 01.05.2004; Amer Chemical Soc; American Society of Pharmacognosy
• Subjects: Amomum - chemistry; Antifungal Agents - chemistry; Antifungal Agents - isolation & purification; Antifungal Agents - pharmacology; Biological and medical sciences; Borohydrides; Bridged Bicyclo Compounds - chemistry; Bridged Bicyclo Compounds - isolation & purification; Bridged Bicyclo Compounds - pharmacology; Chemistry, Medicinal; General pharmacology; Korea; Life Sciences & Biomedicine; Medical sciences; Molecular Structure; Nuclear Magnetic Resonance, Biomolecular; Oxidation-Reduction; Pharmacognosy. Homeopathy. Health food; Pharmacology & Pharmacy; Pharmacology. Drug treatments; Plant Sciences; Plants, Medicinal - chemistry; Science & Technology; Stereoisomerism; Trichophyton - drug effects; Asia; Korea; Monocotyledones; Fruit; Pharmacognosy; Trichophyton mentagrophytes; Enaldehyde; In vitro; Biological activity; Medicinal plant; Fungi; Antifungal agent; Folk medicine; Angiospermae; Plant origin; Bicyclic compound; Isolation; Spermatophyta; Fungi Imperfecti; Secondary alcohol; Thallophyta; Structural analysis; Zingiberaceae
• ISSN: 0163-3864; 1520-6025
• DOI: 10.1021/np030464l

Bioassay-guided purification of a methanol extract from Amomum tsao-ko led to the isolation of the bicyclic nonane isotsaokoin (1) as the major active principle, an isomer of the previously reported tsaokoin (2). The stereochemical relationship of 1 and 2 was investigated by NOE experiments and Mosher ester derivatization. Compound 1 showed antifungal activity against Trycophyton mentagrophytes.