Bioactive Lignans from Peperomia duclouxii

• Published in: Journal of natural products (Washington, D.C.) D.C.), 2007-04, Vol.70 (4), p.544-548
• Main Authors: Li, Na, Wu, Jian-lin, Hasegawa, Toshiaki, Sakai, Jun-ichi, Bai, Li-ming, Wang, Li-yan, Kakuta, Saori, Furuya, Yumiko, Ogura, Hirotsugu, Kataoka, Takao, Tomida, Akihiro, Tsuruo, Takashi, Ando, Masayoshi
• Format: Article
• Language: English
• Subjects: 1-(4-hydroxy-3,5-dimethoxyphenyl)-6,7-methylenedioxy-8-methoxy-1,2,3,4-tetrahydronaphthalene-2,3-dimethanol diacetate; 2,6-bis(5-methoxy-3,4-methylenedioxyphenyl)-3,7-dioxabicyclo[3.3.0]octane; 2-(3,4-methylenedioxyphenyl)-6-(4-hydroxy-3,5-dimethoxyphenyl)-3,7-dioxabicyclo[3.3.0]octane; 2-(5-methoxy-3,4-methylenedioxyphenyl)-4-(5-methoxy-3,4-methylenedioxybenzyl)-3-furanmethanol; 2-(5-methoxy-3,4-methylenedioxyphenyl)-6-(3,4-dihydroxy-5-methoxyphenyl)-3,7-dioxabicyclo[3.3.0]octane; 2-(5-methoxy-3,4-methylenedioxyphenyl)-6-(4-hydroxy-3,5-dimethoxyphenyl)-3,7-dioxabicyclo[3.3.0]octane; anti-inflammatory activity; Anti-Inflammatory Agents, Non-Steroidal - chemistry; Anti-Inflammatory Agents, Non-Steroidal - pharmacology; anticarcinogenic activity; Antineoplastic Agents, Phytogenic - chemistry; Antineoplastic Agents, Phytogenic - isolation & purification; Antineoplastic Agents, Phytogenic - pharmacology; bioactive properties; Biological and medical sciences; chemical structure; cultured cells; cytotoxicity; Drug Screening Assays, Antitumor; Drugs, Chinese Herbal - chemistry; Drugs, Chinese Herbal - isolation & purification; Drugs, Chinese Herbal - pharmacology; excelsin; Female; General pharmacology; Humans; Intercellular Adhesion Molecule-1 - drug effects; Interleukin-1alpha - pharmacology; lignans; Lignans - chemistry; Lignans - isolation & purification; Lignans - pharmacology; Medical sciences; medicinal plants; multiple drug resistance; Oriental traditional medicine; Peperomia; Peperomia - chemistry; Peperomia duclouxii; Pharmacognosy. Homeopathy. Health food; Pharmacology. Drug treatments; phytochemicals; Piperaceae; Plants, Medicinal - chemistry; spectral analysis; Tumor Cells, Cultured; Tumor Necrosis Factor-alpha - pharmacology
• ISSN: 0163-3864; 1520-6025
• DOI: 10.1021/np0604533

Six new lignans (1−6), along with 14 known compounds, were obtained from Peperomia duclouxii. The new structures were elucidated mainly by the analysis of their NMR and MS data. The absolute configurations of 1−6 were determined by comparing their optical rotations or CD spectra with those of known compounds. In cytotoxic and MDR reversal cell activity assays, compound 3 showed cancer cell growth inhibitory activity against VA-13 and HepG2 cells, with IC50 values of 5.3 and 13.2 μg/mL, and more potent effects on calcein accumulation in MDR 2780AD cells than verapamil, a positive control. Compound 6 showed anti-inflammatory activity using an ICAM-1 assay (induction of the intercellular adhesion molecule-1), stimulated by IL-1α and TNF-α.