{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,15]],"date-time":"2025-10-15T17:32:27Z","timestamp":1760549547865,"version":"build-2065373602"},"reference-count":52,"publisher":"Wiley","issue":"10","license":[{"start":{"date-parts":[[2014,6,11]],"date-time":"2014-06-11T00:00:00Z","timestamp":1402444800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["ChemBioChem"],"published-print":{"date-parts":[[2014,7,7]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>An efficient and scalable synthesis of a key acyclic intermediate used for the preparation of migrastatin and its macroketone analogue is described; Brown alkoxyallylation is the key step for this synthesis. The macroketone was prepared on 100 mg scale by this route. Treatment of invasive pancreatic cancer cells grown on a cell\u2010derived matrix or as subcutaneous tumours in nude mice with the macroketone inhibited E\u2010cadherin dynamics in a manner consistent with increased cell adhesion and reduced invasive potential.<\/jats:p>","DOI":"10.1002\/cbic.201402061","type":"journal-article","created":{"date-parts":[[2014,6,11]],"date-time":"2014-06-11T12:24:51Z","timestamp":1402489491000},"page":"1459-1464","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":12,"title":["Synthesis of Migrastatin and its Macroketone Analogue and In Vivo FRAP Analysis of the Macroketone on E\u2010Cadherin Dynamics"],"prefix":"10.1002","volume":"15","author":[{"given":"Daniele","family":"Lo Re","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Ying","family":"Zhou","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Max","family":"Nobis","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Kurt I.","family":"Anderson","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Paul V.","family":"Murphy","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2014,6,11]]},"reference":[{"key":"e_1_2_6_1_2","doi-asserted-by":"publisher","DOI":"10.1158\/0008-5472.CAN-08-4308"},{"key":"e_1_2_6_2_2","doi-asserted-by":"publisher","DOI":"10.1517\/14728222.8.6.527"},{"key":"e_1_2_6_3_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja048779q"},{"key":"e_1_2_6_4_2","unstructured":"\u00a0"},{"key":"e_1_2_6_5_2","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.0500658102"},{"key":"e_1_2_6_6_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja9101503"},{"key":"e_1_2_6_7_2","doi-asserted-by":"publisher","DOI":"10.1371\/journal.pone.0076789"},{"key":"e_1_2_6_8_2","doi-asserted-by":"publisher","DOI":"10.1038\/nature08978"},{"key":"e_1_2_6_9_2","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.1015247108"},{"key":"e_1_2_6_10_2","unstructured":"\u00a0"},{"key":"e_1_2_6_11_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja0349103"},{"key":"e_1_2_6_12_2","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.200600760"},{"key":"e_1_2_6_13_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2007.02.107"},{"key":"e_1_2_6_14_2","unstructured":"\u00a0"},{"key":"e_1_2_6_15_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2006.06.082"},{"key":"e_1_2_6_16_2","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.201001097"},{"key":"e_1_2_6_17_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja808462p"},{"key":"e_1_2_6_18_2","unstructured":"\u00a0"},{"key":"e_1_2_6_19_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo981337a"},{"key":"e_1_2_6_20_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo000068x"},{"key":"e_1_2_6_21_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja00213a029"},{"key":"e_1_2_6_22_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.200800623"},{"key":"e_1_2_6_23_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200604053"},{"key":"e_1_2_6_23_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200604053"},{"key":"e_1_2_6_24_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo971176v"},{"key":"e_1_2_6_25_2","unstructured":"\u00a0"},{"key":"e_1_2_6_26_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.cell.2009.11.007"},{"key":"e_1_2_6_27_2","doi-asserted-by":"publisher","DOI":"10.1038\/emboj.2010.92"},{"key":"e_1_2_6_28_2","doi-asserted-by":"publisher","DOI":"10.1158\/0008-5472.CAN-11-3498"},{"key":"e_1_2_6_29_2","doi-asserted-by":"publisher","DOI":"10.1101\/cshperspect.a003129"},{"key":"e_1_2_6_30_2","unstructured":"\u00a0"},{"key":"e_1_2_6_31_2","doi-asserted-by":"publisher","DOI":"10.1016\/0304-419X(94)90003-5"},{"key":"e_1_2_6_32_2","doi-asserted-by":"publisher","DOI":"10.1038\/ng0594-98"},{"key":"e_1_2_6_33_2","doi-asserted-by":"publisher","DOI":"10.1002\/j.1460-2075.1995.tb00301.x"},{"key":"e_1_2_6_34_2","doi-asserted-by":"publisher","DOI":"10.1007\/978-3-642-61107-0_9"},{"key":"e_1_2_6_35_2","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.96.5.2316"},{"key":"e_1_2_6_36_2","doi-asserted-by":"publisher","DOI":"10.1002\/(SICI)1097-0215(19970822)74:4<374::AID-IJC2>3.0.CO;2-S"},{"key":"e_1_2_6_37_2","doi-asserted-by":"publisher","DOI":"10.1002\/(SICI)1098-1004(1998)12:4<226::AID-HUMU2>3.0.CO;2-D"},{"key":"e_1_2_6_38_2","first-page":"459","volume":"79","author":"Machado J. C.","year":"1999","journal-title":"Lab. Invest."},{"key":"e_1_2_6_39_2","doi-asserted-by":"publisher","DOI":"10.4161\/cam.3.4.9460"},{"key":"e_1_2_6_40_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tcb.2004.12.001"},{"key":"e_1_2_6_41_2","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.0908428107"},{"key":"e_1_2_6_42_2","doi-asserted-by":"publisher","DOI":"10.1242\/jcs.085191"},{"key":"e_1_2_6_43_2","unstructured":"For previous synthetic work from our laboratory on this topic see:"},{"key":"e_1_2_6_44_2","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.200701192"},{"key":"e_1_2_6_45_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.200701033"},{"key":"e_1_2_6_46_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2010.07.141"},{"key":"e_1_2_6_47_2","doi-asserted-by":"publisher","DOI":"10.1053\/j.gastro.2010.03.034"},{"key":"e_1_2_6_48_2","doi-asserted-by":"publisher","DOI":"10.1083\/jcb.200610076"},{"key":"e_1_2_6_49_2","doi-asserted-by":"publisher","DOI":"10.1126\/science.1064829"},{"key":"e_1_2_6_50_2","doi-asserted-by":"publisher","DOI":"10.1038\/sj.onc.1204460"},{"key":"e_1_2_6_51_2","doi-asserted-by":"publisher","DOI":"10.1158\/0008-5472.CAN-12-4545"}],"container-title":["ChemBioChem"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.wiley.com\/onlinelibrary\/tdm\/v1\/articles\/10.1002%2Fcbic.201402061","content-type":"unspecified","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/cbic.201402061","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,12]],"date-time":"2025-10-12T16:28:50Z","timestamp":1760286530000},"score":1,"resource":{"primary":{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/10.1002\/cbic.201402061"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2014,6,11]]},"references-count":52,"journal-issue":{"issue":"10","published-print":{"date-parts":[[2014,7,7]]}},"alternative-id":["10.1002\/cbic.201402061"],"URL":"https:\/\/doi.org\/10.1002\/cbic.201402061","archive":["Portico"],"relation":{},"ISSN":["1439-4227","1439-7633"],"issn-type":[{"type":"print","value":"1439-4227"},{"type":"electronic","value":"1439-7633"}],"subject":[],"published":{"date-parts":[[2014,6,11]]},"assertion":[{"value":"2014-02-27","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2014-06-11","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}]}}