Bioactive tetrahydrofuran lignans from Peperomia dindygulensis

Five new tetrahydrofuran lignans (1-5), accompanied by four known compounds, were isolated from the ethyl acetate extract of Peperomia dindygulensis. Structures were elucidated mainly using 1D NMR, 2D NMR, and mass spectroscopic studies. The relative configurations of 1-5 were determined by NOE corr...

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Veröffentlicht in:	Journal of natural products (Washington, D.C.) D.C.), 2005-11, Vol.68 (11), p.1656-1660
Hauptverfasser:	Wu, J, Li, N, Hasegawa, T, Sakai, J, Kakuta, S, Tang, W, Oka, S, Kiuchi, M, Ogura, H, Kataoka, T
Format:	Artikel
Sprache:	eng
Schlagworte:	anti-inflammatory activity Anti-Inflammatory Agents, Non-Steroidal - chemistry Anti-Inflammatory Agents, Non-Steroidal - isolation & purification Anti-Inflammatory Agents, Non-Steroidal - pharmacology Antineoplastic Agents, Phytogenic - chemistry Antineoplastic Agents, Phytogenic - isolation & purification Antineoplastic Agents, Phytogenic - pharmacology Biological and medical sciences cell growth chemical structure cultured cells Drug Screening Assays, Antitumor Drugs, Chinese Herbal - chemistry Drugs, Chinese Herbal - isolation & purification Drugs, Chinese Herbal - pharmacology furans Furans - chemistry Furans - isolation & purification Furans - pharmacology General pharmacology human health Humans intercellular adhesion molecular-1 Intercellular Adhesion Molecule-1 - biosynthesis Intercellular Adhesion Molecule-1 - drug effects lignans Lignans - chemistry Lignans - isolation & purification Lignans - pharmacology Medical sciences medicinal plants Molecular Structure Nuclear Magnetic Resonance, Biomolecular Peperomia Peperomia - chemistry Peperomia dindygulensis Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments phytochemicals Piperaceae plant biochemistry plant extracts Plants, Medicinal - chemistry spectral analysis tetrahydrofuran traditional medicine Tumor Cells, Cultured
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Beschreibung
Zusammenfassung:	Five new tetrahydrofuran lignans (1-5), accompanied by four known compounds, were isolated from the ethyl acetate extract of Peperomia dindygulensis. Structures were elucidated mainly using 1D NMR, 2D NMR, and mass spectroscopic studies. The relative configurations of 1-5 were determined by NOE correlations. Several of the compounds showed weak growth inhibitory activity against three cell lines (WI-38, VA-13, and HepG2). Compound 5 exhibited stronger MDR (multidrug resistance) reversal activity than verapamil at 2.5 microg/mL in a cellular calcein accumulation assay. Compounds 4 and 5 showed weak inhibitory activity against induction of the intercellular adhesion molecule-1 (ICAM-1) in anti-inflammatory activity experiments.
ISSN:	0163-3864 1520-6025
DOI:	10.1021/np050283e