1422375-07-2Relevant academic research and scientific papers
Unified Total Synthesis, Stereostructural Elucidation, and Biological Evaluation of Sarcophytonolides
Takamura, Hiroyoshi,Kikuchi, Takahiro,Iwamoto, Kohei,Nakao, Eiji,Harada, Naoki,Otsu, Taichi,Endo, Noriyuki,Fukuda, Yuji,Ohno, Osamu,Suenaga, Kiyotake,Guo, Yue-Wei,Kadota, Isao
, p. 11028 - 11056 (2018/09/06)
Sarcophytonolides are cembranolide diterpenes isolated from the soft corals of genus Sarcophyton. Unified total synthesis of sarcophytonolides C, E, F, G, H, and J and isosarcophytonolide D was achieved. The synthetic routes feature NaHMDS- or SmI2-mediated fragment coupling, alkoxycarbonylallylation, macrolactonization, and transannular ring-closing metathesis. These total syntheses led to the absolute configurational confirmation of sarcophytonolide H, elucidation of sarcophytonolides C, E, F, and G, and revision of sarcophytonolide J and isosarcophytonolide D. We also evaluated the antifouling activity and toxicity of the synthetic sarcophytonolides H and J and their analogues as well as the cytotoxicity of the synthetic sarcophytonolides and the key synthetic intermediates.
Total synthesis of two possible diastereomers of (+)-sarcophytonolide C and its structural elucidation
Takamura, Hiroyoshi,Iwamoto, Kohei,Nakao, Eiji,Kadota, Isao
, p. 1108 - 1111 (2013/04/10)
Stereoselective and parallel total syntheses of two possible diastereomers of (+)-sarcophytonolide C have been accomplished. Macrolactonization and transannular ring-closing metathesis (RCM) were the key transformations. Detailed comparisons of their sup
