Pseudaboydins A and B: Novel Isobenzofuranone Derivatives from Marine Fungus Pseudallescheria boydii Associated with Starfish Acanthaster planci
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-...
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| Format: | Article |
| Language: | English |
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MDPI AG
2014-07-01
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| Series: | Marine Drugs |
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| Online Access: | http://www.mdpi.com/1660-3397/12/7/4188 |
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| author | 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 |
| author_facet | 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 |
| author_sort | Wen-Jian Lan |
| collection | DOAJ |
| description | 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. |
| first_indexed | 2024-04-12T19:38:12Z |
| format | Article |
| id | doaj.art-f59c9aaa06df4edaaf334c3a4176974c |
| institution | Directory Open Access Journal |
| issn | 1660-3397 |
| language | English |
| last_indexed | 2024-04-12T19:38:12Z |
| publishDate | 2014-07-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Marine Drugs |
| spelling | doaj.art-f59c9aaa06df4edaaf334c3a4176974c2022-12-22T03:19:10ZengMDPI AGMarine Drugs1660-33972014-07-011274188419910.3390/md12074188md12074188Pseudaboydins A and B: Novel Isobenzofuranone Derivatives from Marine Fungus Pseudallescheria boydii Associated with Starfish Acanthaster planciWen-Jian Lan0Wei Liu1Wan-Ling Liang2Zeng Xu3Xiu Le4Jun Xu5Chi-Keung Lam6De-Po Yang7Hou-Jin Li8Lai-You Wang9School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, ChinaSchool of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, ChinaSchool of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, ChinaSchool of Chemistry and Chemical Engineering, Sun Yat-sen University, Guangzhou 510275, ChinaSchool of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, ChinaSchool of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, ChinaSchool of Chemistry and Chemical Engineering, Sun Yat-sen University, Guangzhou 510275, ChinaSchool of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, ChinaSchool of Chemistry and Chemical Engineering, Sun Yat-sen University, Guangzhou 510275, ChinaInstitute of Chinese Medical Sciences, Guangdong Pharmaceutical University, Guangzhou 510006, ChinaTwo 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.http://www.mdpi.com/1660-3397/12/7/4188marine fungus Pseudallescheria boydiiisobenzofuranonepseudaboydinscytotoxicity |
| spellingShingle | 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 Pseudaboydins A and B: Novel Isobenzofuranone Derivatives from Marine Fungus Pseudallescheria boydii Associated with Starfish Acanthaster planci Marine Drugs marine fungus Pseudallescheria boydii isobenzofuranone pseudaboydins cytotoxicity |
| title | Pseudaboydins A and B: Novel Isobenzofuranone Derivatives from Marine Fungus Pseudallescheria boydii Associated with Starfish Acanthaster planci |
| title_full | Pseudaboydins A and B: Novel Isobenzofuranone Derivatives from Marine Fungus Pseudallescheria boydii Associated with Starfish Acanthaster planci |
| title_fullStr | Pseudaboydins A and B: Novel Isobenzofuranone Derivatives from Marine Fungus Pseudallescheria boydii Associated with Starfish Acanthaster planci |
| title_full_unstemmed | Pseudaboydins A and B: Novel Isobenzofuranone Derivatives from Marine Fungus Pseudallescheria boydii Associated with Starfish Acanthaster planci |
| title_short | Pseudaboydins A and B: Novel Isobenzofuranone Derivatives from Marine Fungus Pseudallescheria boydii Associated with Starfish Acanthaster planci |
| title_sort | pseudaboydins a and b novel isobenzofuranone derivatives from marine fungus pseudallescheria boydii associated with starfish acanthaster planci |
| topic | marine fungus Pseudallescheria boydii isobenzofuranone pseudaboydins cytotoxicity |
| url | http://www.mdpi.com/1660-3397/12/7/4188 |
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