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The planar structures of leptolyngbyolides were determined by extensive NMR studies, although complete assignment of the absolute configuration awaited the catalytic asymmetric total synthesis of leptolyngbyolide\u2005C. The synthesis took advantage of the catalytic asymmetric thioamide\u2010aldol reaction using copper(I) complexed with a chiral bidentate phosphine ligand to regulate two key stereochemistries of the molecule at the outset. The present total synthesis demonstrates the utility of this reaction for the construction of complex chemical entities. In addition to the total synthesis, this work reports that leptolyngbyolides depolymerize filamentous actin (F\u2010actin) both in vitro and in cells. Detailed biological studies suggest the probable order of F\u2010actin depolymerization and apoptosis caused by leptolyngbyolides.<\/jats:p>","DOI":"10.1002\/chem.201701183","type":"journal-article","created":{"date-parts":[[2017,4,19]],"date-time":"2017-04-19T07:25:22Z","timestamp":1492586722000},"page":"8500-8509","source":"Crossref","is-referenced-by-count":30,"title":["Leptolyngbyolides, Cytotoxic Macrolides from the Marine Cyanobacterium <i>Leptolyngbya<\/i> sp.: Isolation, Biological Activity, and Catalytic Asymmetric Total Synthesis"],"prefix":"10.1002","volume":"23","author":[{"given":"Jin","family":"Cui","sequence":"first","affiliation":[{"name":"Institute of Microbial Chemistry (BIKAKEN), Tokyo  3-14-23 Kamiosaki, Shinagawa-ku Tokyo 141-0021 Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Maho","family":"Morita","sequence":"additional","affiliation":[{"name":"Department of Chemistry Keio University  3-14-1 Hiyoshi Kohoku-ku, Yokohama Kanagawa 223-8522 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