start-ver=1.4 cd-journal=joma no-vol=83 cd-vols= no-issue=18 article-no= start-page=11028 end-page=11056 dt-received= dt-revised= dt-accepted= dt-pub-year=2018 dt-pub=20180809 dt-online= en-article= kn-article= en-subject= kn-subject= en-title= kn-title=Unified Total Synthesis, Stereostructural Elucidation, and Biological Evaluation of Sarcophytonolides en-subtitle= kn-subtitle= en-abstract= kn-abstract= 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. en-copyright= kn-copyright= en-aut-name=TakamuraHiroyoshi en-aut-sei=Takamura en-aut-mei=Hiroyoshi kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=1 ORCID= en-aut-name=KikuchiTakahiro en-aut-sei=Kikuchi en-aut-mei=Takahiro kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=2 ORCID= en-aut-name=IwamotoKohei en-aut-sei=Iwamoto en-aut-mei=Kohei kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=3 ORCID= en-aut-name=NakaoEiji en-aut-sei=Nakao en-aut-mei=Eiji kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=4 ORCID= en-aut-name=HaradaNaoki en-aut-sei=Harada en-aut-mei=Naoki kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=5 ORCID= en-aut-name=OtsuTaichi en-aut-sei=Otsu en-aut-mei=Taichi kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=6 ORCID= en-aut-name=EndoNoriyuki en-aut-sei=Endo en-aut-mei=Noriyuki kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=7 ORCID= en-aut-name=FukudaYuji en-aut-sei=Fukuda en-aut-mei=Yuji kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=8 ORCID= en-aut-name=OhnoOsamu en-aut-sei=Ohno en-aut-mei=Osamu kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=9 ORCID= en-aut-name=SuenagaKiyotake en-aut-sei=Suenaga en-aut-mei=Kiyotake kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=10 ORCID= en-aut-name=GuoYue-Wei en-aut-sei=Guo en-aut-mei=Yue-Wei kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=11 ORCID= en-aut-name=KadotaIsao en-aut-sei=Kadota en-aut-mei=Isao kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=12 ORCID= affil-num=1 en-affil=Department of Chemistry, Graduate School of Natural Science and Technology , Okayama University kn-affil= affil-num=2 en-affil=Department of Chemistry, Graduate School of Natural Science and Technology , Okayama University kn-affil= affil-num=3 en-affil=Department of Chemistry, Graduate School of Natural Science and Technology , Okayama University kn-affil= affil-num=4 en-affil=Department of Chemistry, Graduate School of Natural Science and Technology , Okayama University kn-affil= affil-num=5 en-affil=Department of Chemistry, Graduate School of Natural Science and Technology , Okayama University kn-affil= affil-num=6 en-affil=Department of Chemistry, Graduate School of Natural Science and Technology , Okayama University kn-affil= affil-num=7 en-affil=Himeji EcoTech Co., Ltd. kn-affil= affil-num=8 en-affil=Himeji EcoTech Co., Ltd. kn-affil= affil-num=9 en-affil= Department of Chemistry and Life Science, School of Advanced Engineering , Kogakuin University kn-affil= affil-num=10 en-affil= Department of Chemistry, Faculty of Science and Technology , Keio University kn-affil= affil-num=11 en-affil=Shanghai Institute of Materia Medica , Chinese Academy of Sciences kn-affil= affil-num=12 en-affil=Department of Chemistry, Graduate School of Natural Science and Technology , Okayama University kn-affil= END