Lithocarpins A–D: four tenellone-macrolide conjugated [4 + 2] hetero-adducts from the deep-sea derived fungus Phomopsis lithocarpus FS508

Lithocarpins A–D ( 1–4 ), the first examples of highly oxygenated tenellone-macrolide conjugated dimers, were isolated from the deep-sea derived fungus Phomopsis lithocarpus FS508. Their structures were elucidated by extensive spectroscopic analyses and X-ray diffraction techniques. Their plausible...

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Veröffentlicht in:Organic Chemistry Frontiers 2018-01, Vol.5 (11), p.1792-1797
Hauptverfasser: Xu, Jianlin, Tan, Haibo, Chen, Yuchan, Li, Saini, Huang, Zilei, Guo, Heng, Li, Haohua, Gao, Xiaoxia, Liu, Hongxin, Zhang, Weimin
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Sprache:eng
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Zusammenfassung:Lithocarpins A–D ( 1–4 ), the first examples of highly oxygenated tenellone-macrolide conjugated dimers, were isolated from the deep-sea derived fungus Phomopsis lithocarpus FS508. Their structures were elucidated by extensive spectroscopic analyses and X-ray diffraction techniques. Their plausible biogenetic pathways suggested a very intriguing and unusual [4 + 2] cycloaddition with an isobenzofuran as an electron-donating diene. Lithocarpins C and D exhibited a moderate inhibitory effect against three tumor cell lines with IC 50 values ranging from 17.0 to 21.6 μM.
ISSN:2052-4129
2052-4110
2052-4129
2052-4110
DOI:10.1039/C8QO00095F