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Secalonic Acid and Benzoic Acid Analogues Exhibiting Cyto toxicity against Cancer Cells Isolated from Claviceps yanagawaensis

Secalonic Acid and Benzoic Acid Analogues Exhibiting Cyto toxicity against Cancer Cells Isolated from Claviceps yanagawaensis
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摘要 The genus Claviceps (Clavicipitaceae) is noted for producing ergot alkaloids that cause ergotism. Claviceps yanagawaensis, a parasite of Zoysia japonica (family: Poaceae), has been isolated in Japan. Bioactivity screening showed that a methanol extract from a rice culture of C. yanagawaensis was cytotoxic to cancer cells. In our search for active substances, the new secalonic acid analogues (-)-5-epi-F-7 (1) and ergochrysin C (2) and a new benzoic acid analogue, dimethyl bigutol (3), were isolated along with the known compounds 3,4-dihydroxy-5-(3-methyl-2-buten-1-yl)benzoic acid (4) and methyl veratrate (5). The structures of 1 - 3 were elucidated by NMR, MS, and circular dichroism spectroscopy. MTT assays of 1 - 5 using cancer cell lines (HepG2, HL60, HT29, PANC-1, and T98G) showed that 1 - 4 exhibited cytotoxicity against cancer cells. The genus Claviceps (Clavicipitaceae) is noted for producing ergot alkaloids that cause ergotism. Claviceps yanagawaensis, a parasite of Zoysia japonica (family: Poaceae), has been isolated in Japan. Bioactivity screening showed that a methanol extract from a rice culture of C. yanagawaensis was cytotoxic to cancer cells. In our search for active substances, the new secalonic acid analogues (-)-5-epi-F-7 (1) and ergochrysin C (2) and a new benzoic acid analogue, dimethyl bigutol (3), were isolated along with the known compounds 3,4-dihydroxy-5-(3-methyl-2-buten-1-yl)benzoic acid (4) and methyl veratrate (5). The structures of 1 - 3 were elucidated by NMR, MS, and circular dichroism spectroscopy. MTT assays of 1 - 5 using cancer cell lines (HepG2, HL60, HT29, PANC-1, and T98G) showed that 1 - 4 exhibited cytotoxicity against cancer cells.
作者 Yuji Doi Daigo Wakana Satoshi Kitaoka Hisashi Takeda Eiji Tanaka Tomoo Hosoe Yuji Doi;Daigo Wakana;Satoshi Kitaoka;Hisashi Takeda;Eiji Tanaka;Tomoo Hosoe(Faculty of Pharmaceutical Sciences, Hoshi University, Tokyo, Japan;Faculty of Pharmacy and Pharmaceutical Sciences, Josai University, Sakado, Japan;Department of Environmental Science, Ishikawa Prefectural University, Nonoichi, Japan)
出处 《Advances in Microbiology》 CAS 2022年第12期649-670,共22页 微生物学(英文)
关键词 CLAVICEPS Secalonic Acid MTT Assay Claviceps Secalonic Acid MTT Assay
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