Sesquiterpene Coumarins from Ferula fukanensis and Nitric Oxide Production Inhibitory Effects

• Published in: Journal of natural products (Washington, D.C.) D.C.), 2004-03, Vol.67 (3), p.432-436
• Main Authors: Motai, Tsunetake, Daikonya, Akihiro, Kitanaka, Susumu
• Format: Article
• Language: English
• Subjects: Animals; Biological and medical sciences; China; Coumarins - chemistry; Coumarins - isolation & purification; Coumarins - pharmacology; Enzyme Inhibitors - chemistry; Enzyme Inhibitors - isolation & purification; Enzyme Inhibitors - pharmacology; Ferula - chemistry; General pharmacology; Interferon-gamma - pharmacology; Lipopolysaccharides - pharmacology; Macrophages - metabolism; Medical sciences; Mice; Nitric Oxide - metabolism; Nitric Oxide Synthase - antagonists & inhibitors; Nitric Oxide Synthase Type II; Nitrites - analysis; Pharmacognosy. Homeopathy. Health food; Pharmacology. Drug treatments; Plant Roots - chemistry; Plants, Medicinal - chemistry; RNA, Messenger - analysis; Sesquiterpenes - chemistry; Sesquiterpenes - isolation & purification; Sesquiterpenes - pharmacology
• ISSN: 0163-3864; 1520-6025
• DOI: 10.1021/np030408k

Six new sesquiterpene coumarin derivatives, 2,3-dihydro-7-hydroxy-2R*,3R*-dimethyl-2-[4,8-dimethyl-3(E),7-nonadien-6-onyl]furo[3,2-c]coumarin (4), fukanefuromarin A (5), fukanefuromarin B (6), fukanefuromarin C (7), fukanefuromarin D (8), and fukanemarin A (9), were isolated from a 80% aqueous methanol extract of the roots of Ferula fukanensis. The structures were elucidated on the basis of spectral evidence, especially heteronuclear multiple-bond connectivity (HMBC), nuclear Overhauser exchange spectroscopy (NOESY), and high-resolution MS. An extract of F. fukanensis (FFE) and the sesquiterpene coumarin derivatives inhibited nitric oxide (NO) production and inducible NO synthase (iNOS) gene expression by a murine macrophage-like cell line (RAW 264.7), which was activated by lipopolysaccharide (LPS) and recombinant mouse interferon-γ (IFN-γ).