Dichotellides A–E, five new iodine-containing briarane type diterpenoids from Dichotella gemmacea

Five new briarane type diterpenoids, dichotellides A−E ( 1− 5), were isolated from the South China Sea gorgonian Dichotella gemmacea together with four known analogues ( 6− 9). Compounds 1− 5 represent the first examples of iodine-containing briarane type diterpenoids from nature. The structures of...

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Veröffentlicht in:Tetrahedron 2011-02, Vol.67 (6), p.1245-1250
Hauptverfasser: Sun, Jian-Fan, Huang, Hui, Chai, Xing-Yun, Yang, Xian-Wen, Meng, Li, Huang, Cai-Guo, Zhou, Xue-Feng, Yang, Bin, Hu, Jing, Chen, Xian-Qiang, Lei, Hui, Wang, Lishu, Liu, Yonghong
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Sprache:eng
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Zusammenfassung:Five new briarane type diterpenoids, dichotellides A−E ( 1− 5), were isolated from the South China Sea gorgonian Dichotella gemmacea together with four known analogues ( 6− 9). Compounds 1− 5 represent the first examples of iodine-containing briarane type diterpenoids from nature. The structures of these diterpenoids were elucidated by spectroscopic analysis, including 1D, 2D-NMR, and HRESIMS, and the absolute configuration of 1 was further confirmed by single crystal X-ray diffraction analysis. All the isolates were evaluated for cytotoxicity activity against four human tumor cell lines, and only 3 exhibited marginal activity against SW1990 (human pancreatic cancer). [Display omitted] Five new briarane type diterpenoids, dichotellides A−E ( 1− 5), were isolated from the South China Sea gorgonian Dichotella gemmacea together with four known analogues ( 6− 9). Compounds 1− 5 represent the first examples of iodine-containing briarane type diterpenoids from nature. The structures of these diterpenoids were elucidated by spectroscopic analysis, including 1D, 2D-NMR, and HRESIMS, and the absolute configuration of 1 was further confirmed by single crystal X-ray diffraction analysis. All the isolates were evaluated for cytotoxicity activity against four human tumor cell lines, and only 3 exhibited marginal activity against SW1990 (human pancreatic cancer).
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2010.11.087