{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,17]],"date-time":"2026-08-17T14:37:16Z","timestamp":1786977436924,"version":"build-2736575974"},"reference-count":32,"publisher":"Wiley","issue":"20","license":[{"start":{"date-parts":[[2022,3,9]],"date-time":"2022-03-09T00:00:00Z","timestamp":1646784000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by-nc-nd\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100001659","name":"Deutsche Forschungsgemeinschaft","doi-asserted-by":"publisher","award":["Project ID 239748522"],"award-info":[{"award-number":["Project ID 239748522"]}],"id":[{"id":"10.13039\/501100001659","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001659","name":"Deutsche Forschungsgemeinschaft","doi-asserted-by":"publisher","award":["Project-ID 390713860"],"award-info":[{"award-number":["Project-ID 390713860"]}],"id":[{"id":"10.13039\/501100001659","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chemistry A European J"],"published-print":{"date-parts":[[2022,4,6]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>\n                    A total synthesis of the cyclic lipodepsipeptide natural product orfamide A was achieved. By developing a synthesis format using an aminoacid ester building block and SPPS protocol adaptation, a focused library of target compounds was obtained, in high yield and purity. Spectral and LC\u2010HRMS data of all library members with the isolated natural product identified the\n                    <jats:sup>5<\/jats:sup>\n                    Leu residue to be\n                    <jats:sc>d<\/jats:sc>\n                    \u2010 and the 3\u2019\u2010OH group to be\n                    <jats:italic>R<\/jats:italic>\n                    \u2010configured. The structural correction of orfamide A by chemical synthesis and analysis was confirmed by biological activity comparison in\n                    <jats:italic>Chlamydomonas reinhardtii<\/jats:italic>\n                    , which indicated compound configuration to be important for bioactivity. Acute toxicity was also found against\n                    <jats:italic>Trypanosoma brucei<\/jats:italic>\n                    , the parasite causing African sleeping sickness.\n                  <\/jats:p>","DOI":"10.1002\/chem.202104417","type":"journal-article","created":{"date-parts":[[2022,2,23]],"date-time":"2022-02-23T06:16:37Z","timestamp":1645596997000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":16,"title":["Total Synthesis and Structure Correction of the Cyclic Lipodepsipeptide Orfamide A"],"prefix":"10.1002","volume":"28","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-3911-9688","authenticated-orcid":false,"given":"Yuko","family":"Bando","sequence":"first","affiliation":[{"name":"Friedrich Schiller University Jena Institute for Organic Chemistry and Macromolecular Chemistry  Humboldtstr. 10 07743 Jena Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8897-2730","authenticated-orcid":false,"given":"Yu","family":"Hou","sequence":"additional","affiliation":[{"name":"Friedrich Schiller University Jena Matthias Schleiden Institute of Genetics, Bioinformatics and Molecular Botany  Am Planetarium 1 07743 Jena Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Lydia","family":"Seyfarth","sequence":"additional","affiliation":[{"name":"Friedrich Schiller University Jena Institute for Organic Chemistry and Macromolecular Chemistry  Humboldtstr. 10 07743 Jena Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jannik","family":"Probst","sequence":"additional","affiliation":[{"name":"Friedrich Schiller University Jena Institute for Organic Chemistry and Macromolecular Chemistry  Humboldtstr. 10 07743 Jena Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4087-0225","authenticated-orcid":false,"given":"Sebastian","family":"G\u00f6tze","sequence":"additional","affiliation":[{"name":"Leibniz Institute for Natural Product Research and Infection Biology Hans Kn\u00f6ll Institute Department of Paleobiotechnology  Beutenbergstra\u00dfe 11a 07745 Jena Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Marta","family":"Bogacz","sequence":"additional","affiliation":[{"name":"Friedrich Schiller University Jena Institute for Organic Chemistry and Macromolecular Chemistry  Humboldtstr. 10 07743 Jena Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7162-285X","authenticated-orcid":false,"given":"Ute A.","family":"Hellmich","sequence":"additional","affiliation":[{"name":"Friedrich Schiller University Jena Institute for Organic Chemistry and Macromolecular Chemistry  Humboldtstr. 10 07743 Jena Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7260-9921","authenticated-orcid":false,"given":"Pierre","family":"Stallforth","sequence":"additional","affiliation":[{"name":"Friedrich Schiller University Jena Institute for Organic Chemistry and Macromolecular Chemistry  Humboldtstr. 10 07743 Jena Germany"},{"name":"Leibniz Institute for Natural Product Research and Infection Biology Hans Kn\u00f6ll Institute Department of Paleobiotechnology  Beutenbergstra\u00dfe 11a 07745 Jena Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3414-9850","authenticated-orcid":false,"given":"Maria","family":"Mittag","sequence":"additional","affiliation":[{"name":"Friedrich Schiller University Jena Matthias Schleiden Institute of Genetics, Bioinformatics and Molecular Botany  Am Planetarium 1 07743 Jena Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0792-1422","authenticated-orcid":false,"given":"Hans\u2010Dieter","family":"Arndt","sequence":"additional","affiliation":[{"name":"Friedrich Schiller University Jena Institute for Organic Chemistry and Macromolecular Chemistry  Humboldtstr. 10 07743 Jena Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2022,3,9]]},"reference":[{"key":"e_1_2_7_1_1","first-page":"17","volume":"39","author":"Sampedro I.","year":"2015","journal-title":"FEMS Microbiol. 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