Bioactive Lignan Constituents from the Twigs of Lindera glauca

• Published in: Chemical & pharmaceutical bulletin Vol. 62; no. 11; pp. 1136 - 1140
• Main Authors: Kim, Ki Hyun, Moon, Eunjung, Ha, Sang Keun, Suh, Won Se, Kim, Ho Kyung, Kim, Sun Yeou, Choi, Sang Un, Lee, Kang Ro
• Format: Journal Article
• Language: English; Japanese
• Published: TOKYO The Pharmaceutical Society of Japan 01.11.2014; Pharmaceutical Society of Japan; Pharmaceutical Soc Japan; Japan Science and Technology Agency
• Subjects: Animals; anti-inflammation; Anti-Inflammatory Agents - analysis; Anti-Inflammatory Agents - isolation & purification; Anti-Inflammatory Agents - pharmacology; Antineoplastic Agents, Phytogenic - analysis; Antineoplastic Agents, Phytogenic - isolation & purification; Antineoplastic Agents, Phytogenic - pharmacology; Cell Line; Cell Line, Tumor; Cell Proliferation - drug effects; Chemistry; Chemistry, Medicinal; Chemistry, Multidisciplinary; cytotoxicity; Humans; Lauraceae; Life Sciences & Biomedicine; lignan; Lignans - analysis; Lignans - isolation & purification; Lignans - pharmacology; Lindera - chemistry; Lindera glauca; Mice; Microglia - drug effects; Microglia - immunology; Neoplasms - drug therapy; Nitric Oxide - analysis; Nitric Oxide - immunology; Pharmacology & Pharmacy; Physical Sciences; Plant Extracts - chemistry; Science & Technology; lignan; ASSAY; ACID; BLUME; BARK; Lindera glauca; anti-inflammation; Lauraceae; DERIVATIVES; cytotoxicity
• ISSN: 0009-2363; 1347-5223
• DOI: 10.1248/cpb.c14-00381

A bioassay-guided fractionation and chemical investigation of the MeOH extract from the twigs of Lindera glauca (SIEB. et ZUCC.) BLUME resulted in the isolation and identification of six lignans (1–6) including three new lignan derivatives, named linderuca A (1), B (2), and C (3). The structures of the new compounds (1–3) were determined on the basis of spectroscopic analyses, including two dimensional NMR and circular dichroism (CD) spectroscopy studies. The cytotoxic activities of the isolates (1–6) were evaluated by determining their inhibitory effects on human tumor cell lines. Compounds 1–5 showed antiproliferative activities against A549, SK-OV-3, SK-MEL-2, and HCT-15 cell lines with IC50 values of 7.79–29.42 µM. Based on the understanding that inflammation is a crucial cause of tumor progression, we also investigated the anti-inflammatory activities of the isolates (1–6) in the lipopolysaccharide-stimulated murine microglia BV-2 cell line by measuring nitric oxide (NO) levels. The new lignans (1–3) significantly inhibited NO production with IC50 values of 12.10, 9.48, and 9.87 µM, respectively, without cytotoxicity.