Pseudaboydins A and B: Novel Isobenzofuranone Derivatives from Marine Fungus Pseudallescheria boydii Associated with Starfish Acanthaster planci |
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Authors: | Wen-Jian Lan Wei Liu Wan-Ling Liang Zeng Xu Xiu Le Jun Xu Chi-Keung Lam De-Po Yang Hou-Jin Li Lai-You Wang |
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Affiliation: | 1.School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, China; E-Mails: (W.-J.L.); (W.L.); (W.-L.L.); (X.L.); (J.X.); (D.-P.Y.);2.Guangdong Technology Research Center for Advanced Chinese Medicine, Guangzhou 510006, China;3.Institute of Chinese Medical Sciences, Guangdong Pharmaceutical University, Guangzhou 510006, China;4.School of Chemistry and Chemical Engineering, Sun Yat-sen University, Guangzhou 510275, China; E-Mails: (Z.X.); (C.-K.L.) |
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Abstract: | Two novel isobenzofuranone derivatives, pseudaboydins A (1) and B (2), along with five known compounds, including (R)-2-(2-hydroxypropan-2-yl)-2,3-dihydro-5-hydroxybenzofuran (3), (R)-2-(2-hydroxypropan-2-yl)-2,3-dihydro-5-methoxybenzofuran (4), 3,3′-dihydroxy-5,5′-dimethyldiphenyl ether (5), 3-(3-methoxy-5-methylphenoxy)-5-methylphenol (6) and (−)-regiolone (7), were isolated from the culture broth of the marine fungus, Pseudallescheria boydii, associated with the starfish, Acanthaster planci. Their structures were elucidated primarily based on NMR and MS data. The absolute configurations of 1–4 were determined by CD spectroscopy and single-crystal X-ray diffraction studies. The cytotoxic and antibacterial activities of 1–4 were evaluated. Pseudaboydin A (1) showed moderate cytotoxic activity against human nasopharyngeal carcinoma cell line HONE1, human nasopharyngeal carcinoma cell line SUNE1 and human glandular lung cancer cell line GLC82 with IC50 values of 37.1, 46.5 and 87.2 μM, respectively. |
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Keywords: | marine fungus Pseudallescheria boydii isobenzofuranone pseudaboydins cytotoxicity |
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