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Although essential for every living cell, this protein target seems \u201cdrugable\u201d since DMDA\u2010Pat A has previously been shown to exhibit remarkable in vivo activity against two different melanoma mouse models. The novel entry into this promising compound presented herein is shorter and significantly more productive than the literature route. Key to success was the masking of the signature Z,E\u2010configured dienoate subunit of DMDA\u2010Pat A in the form of a 2\u2010pyrone ring, which was best crafted by a gold\u2010catalyzed cyclization. While the robustness of the heterocycle facilitated the entire assembly stage, the highly isomerization\u2010prone seco\u2010Z,E\u2010dienoic acid could be unlocked in due time for macrolactonization by an unconventional iron\u2010catalyzed ring opening\/cross coupling. Moreover, the crystal structure analysis of an advanced intermediate gave first insights into the conformation of the macrodilactone framework of the pateamine family, which is thought to be critical for eliciting the desired biological response.<\/jats:p>","DOI":"10.1002\/anie.201602125","type":"journal-article","created":{"date-parts":[[2016,4,10]],"date-time":"2016-04-10T17:57:57Z","timestamp":1460311077000},"page":"6051-6056","source":"Crossref","is-referenced-by-count":38,"title":["Concise Synthesis of a Pateamine\u2005A Analogue with In Vivo Anticancer Activity Based on an Iron\u2010Catalyzed Pyrone Ring Opening\/Cross\u2010Coupling"],"prefix":"10.1002","volume":"55","author":[{"given":"Chun\u2010Xiang","family":"Zhuo","sequence":"first","affiliation":[{"name":"Max-Planck-Institut f\u00fcr Kohlenforschung  45470 M\u00fclheim\/Ruhr Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Alois","family":"F\u00fcrstner","sequence":"additional","affiliation":[{"name":"Max-Planck-Institut f\u00fcr Kohlenforschung  45470 M\u00fclheim\/Ruhr Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2016,4,8]]},"reference":[{"key":"e_1_2_2_1_1","doi-asserted-by":"publisher","DOI":"10.1002\/cncr.24601"},{"key":"e_1_2_2_2_1","doi-asserted-by":"publisher","DOI":"10.2174\/138161211795049778"},{"key":"e_1_2_2_3_1","unstructured":"\u00a0"},{"key":"e_1_2_2_4_2","doi-asserted-by":"publisher","DOI":"10.1038\/nrd4505"},{"key":"e_1_2_2_5_2","doi-asserted-by":"publisher","DOI":"10.1038\/nchembio.326"},{"key":"e_1_2_2_6_1","unstructured":"For previous work on translation inhibitors from this laboratory see:"},{"key":"e_1_2_2_7_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja107141p"},{"key":"e_1_2_2_8_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201300393"},{"key":"e_1_2_2_9_1","doi-asserted-by":"publisher","DOI":"10.1016\/0040-4039(91)80182-6"},{"key":"e_1_2_2_10_1","doi-asserted-by":"publisher","DOI":"10.1023\/A:1011340827558"},{"key":"e_1_2_2_11_1","unstructured":"\u00a0"},{"key":"e_1_2_2_12_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja981846u"},{"key":"e_1_2_2_13_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja973549f"},{"key":"e_1_2_2_14_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja040065s"},{"key":"e_1_2_2_15_1","unstructured":"\u00a0"},{"key":"e_1_2_2_16_2","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.0504249102"},{"key":"e_1_2_2_17_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.chembiol.2006.10.005"},{"key":"e_1_2_2_18_1","unstructured":"\u00a0"},{"key":"e_1_2_2_19_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.molcel.2005.10.008"},{"key":"e_1_2_2_20_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.chembiol.2007.05.012"},{"key":"e_1_2_2_21_2","doi-asserted-by":"publisher","DOI":"10.1074\/jbc.M109.009985"},{"key":"e_1_2_2_22_1","doi-asserted-by":"publisher","DOI":"10.1158\/0008-5472.CAN-14-2789"},{"key":"e_1_2_2_23_1","unstructured":"One of the isoforms of eIF4A is involved in viral replication; therefore it has been proposed that pateamine is also a potential anti-viral agent see:"},{"key":"e_1_2_2_24_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.virol.2015.12.009"},{"key":"e_1_2_2_25_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.virol.2015.05.002"},{"key":"e_1_2_2_26_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmc.2013.11.046"},{"key":"e_1_2_2_27_1","doi-asserted-by":"publisher","DOI":"10.1158\/1535-7163.MCT-08-1026"},{"key":"e_1_2_2_28_1","doi-asserted-by":"publisher","DOI":"10.1074\/jbc.M606149200"},{"key":"e_1_2_2_29_1","doi-asserted-by":"publisher","DOI":"10.5560\/ZNC.2013.68c0406"},{"key":"e_1_2_2_30_1","doi-asserted-by":"publisher","DOI":"10.1038\/ncomms1899"},{"key":"e_1_2_2_31_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.aquaculture.2005.04.069"},{"key":"e_1_2_2_32_1","unstructured":"For previous synthetic work see Refs.\u2005[7 8 13] and the following:"},{"key":"e_1_2_2_33_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(00)01241-7"},{"key":"e_1_2_2_34_2","doi-asserted-by":"publisher","DOI":"10.1139\/v03-199"},{"key":"e_1_2_2_35_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201307028"},{"key":"e_1_2_2_35_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201307028"},{"key":"e_1_2_2_36_1","unstructured":"For reviews on iron cross coupling see:"},{"key":"e_1_2_2_37_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar800039x"},{"key":"e_1_2_2_38_2","doi-asserted-by":"publisher","DOI":"10.1246\/cl.2005.624"},{"key":"e_1_2_2_39_2","doi-asserted-by":"publisher","DOI":"10.1002\/cssc.200900055"},{"key":"e_1_2_2_40_2","first-page":"1","volume":"83","author":"Nakamura E.","year":"2014","journal-title":"Org. 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