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Recent investigations indicate that cardiotoxicity\u2010free anthracyclines may be achieved through uncoupling DNA damage from chromatin damage. However, semi\u2010synthetic derivatization is complicated by anthracycline structural complexity. Here, we report a modular synthetic biology platform for the complete refactoring and combinatorial biosynthesis of anthracyclines in\n                    <jats:italic>Streptomyces coelicolor<\/jats:italic>\n                    M1152\u0394\n                    <jats:italic>matAB<\/jats:italic>\n                    . Using standardized synthetic DNA parts, we refactored three full biosynthetic pathways of nogalamycin (38 genes), doxorubicin (31 genes), and aclacinomycin (31 genes). The pathways were organized into four functional modules (aglycone biosynthesis, TDP\u2010carbohydrate formation, glycosylation, and tailoring reactions) to facilitate efficient reconstruction. The modular design facilitated streamlined combinatorial biosynthesis yielding 16 derivatives, including 13 novel analogs. Bioactivity profiling across human cancer cell lines identified six potent congeners. Their cytotoxicity correlated with in vitro DNA binding affinities. Two hit molecules harbored desired bioactivity profiles promoting histone eviction at a faster rate than doxorubicin, without causing DNA double strand breaks. Our approach highlights the power of synthetic biology in rational natural product engineering and provides a scalable strategy for exploring new and improved anthracycline anti\u2010cancer agents.\n                  <\/jats:p>","DOI":"10.1002\/anie.1050964","type":"journal-article","created":{"date-parts":[[2026,9,23]],"date-time":"2026-09-23T08:50:46Z","timestamp":1790153446000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Complete Pathway Refactoring and Combinatorial Biosynthesis of Anthracyclines for Modulation of Histone Eviction and DNA Damage Bioactivities"],"prefix":"10.1002","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-6428-2586","authenticated-orcid":false,"given":"Rongbin","family":"Wang","sequence":"first","affiliation":[{"name":"Department of Life Technologies University of Turku  Turku Finland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Heli","family":"Tirkkonen","sequence":"additional","affiliation":[{"name":"Department of Life Technologies University of Turku  Turku Finland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Sabina Y.","family":"van der Zanden","sequence":"additional","affiliation":[{"name":"Department of Cell and Chemical Biology (CCB) and Oncode Institute Leiden University Medical Center (LUMC)  Leiden the Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Larissa","family":"Ponomareva","sequence":"additional","affiliation":[{"name":"Center for Pharmaceutical Research and Innovation College of Pharmacy University of Kentucky  Lexington Kentucky USA"},{"name":"Department of Pharmaceutical Sciences College of Pharmacy University of Kentucky  Lexington Kentucky USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Isaline","family":"Fagon","sequence":"additional","affiliation":[{"name":"Chemistry and Chemical Engineering Department SIGMA Clermont  Aubi\u00e8re France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Leslie","family":"F\u00e8ve","sequence":"additional","affiliation":[{"name":"Chemistry and Chemical Engineering Department SIGMA Clermont  Aubi\u00e8re France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Kendall","family":"Paige","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Sciences College of Pharmacy Ferris State University  Big Rapids Michigan USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Courtney L.","family":"Brown","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Sciences College of Pharmacy Ferris State University  Big Rapids Michigan USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Nora","family":"Schwartz","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Sciences College of Pharmacy Ferris State University  Big Rapids Michigan USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jacob","family":"Hecht","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Sciences College of Pharmacy Ferris State University  Big Rapids Michigan USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jennifer","family":"Nguyen","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Sciences College of Pharmacy Ferris State University  Big Rapids Michigan USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7148-0721","authenticated-orcid":false,"given":"Jon S.","family":"Thorson","sequence":"additional","affiliation":[{"name":"Center for Pharmaceutical Research and Innovation College of Pharmacy University of Kentucky  Lexington Kentucky USA"},{"name":"Department of Pharmaceutical Sciences College of Pharmacy University of Kentucky  Lexington Kentucky USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6763-2211","authenticated-orcid":false,"given":"Jacques","family":"Neefjes","sequence":"additional","affiliation":[{"name":"Department of Cell and Chemical Biology (CCB) and Oncode Institute Leiden University Medical Center (LUMC)  Leiden the Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7884-7787","authenticated-orcid":false,"given":"S. Eric","family":"Nybo","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Sciences College of Pharmacy Ferris State University  Big Rapids Michigan USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7638-4942","authenticated-orcid":false,"given":"Khaled A.","family":"Shaaban","sequence":"additional","affiliation":[{"name":"Center for Pharmaceutical Research and Innovation College of Pharmacy University of Kentucky  Lexington Kentucky USA"},{"name":"Department of Pharmaceutical Sciences College of Pharmacy University of Kentucky  Lexington Kentucky USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3176-2908","authenticated-orcid":false,"given":"Mikko","family":"Mets\u00e4\u2010Ketel\u00e4","sequence":"additional","affiliation":[{"name":"Department of Life Technologies University of Turku  Turku Finland"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2026,9,23]]},"reference":[{"key":"e_1_2_7_2_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jnatprod.9b01285"},{"key":"e_1_2_7_3_1","doi-asserted-by":"publisher","DOI":"10.1002\/bit.260110607"},{"key":"e_1_2_7_4_1","doi-asserted-by":"publisher","DOI":"10.1007\/s00280\u2010024\u201004693\u20101"},{"key":"e_1_2_7_5_1","doi-asserted-by":"publisher","DOI":"10.1039\/D1NP00059D"},{"key":"e_1_2_7_6_1","doi-asserted-by":"crossref","first-page":"2213","DOI":"10.1002\/ejhf.3395","article-title":"Rationale and Design of RESILIENCE\u00a0: A Prospective Randomized Clinical Trial Evaluating Remote Ischaemic Conditioning for the Prevention of Anthracycline Cardiotoxicity","volume":"26","author":"Moreno\u2010Arciniegas A.","year":"2024","journal-title":"European J of Heart Fail"},{"key":"e_1_2_7_7_1","doi-asserted-by":"publisher","DOI":"10.1038\/nm.2919"},{"key":"e_1_2_7_8_1","doi-asserted-by":"publisher","DOI":"10.2174\/157340311799960645"},{"key":"e_1_2_7_9_1","doi-asserted-by":"publisher","DOI":"10.1136\/bmj.b4606"},{"key":"e_1_2_7_10_1","doi-asserted-by":"publisher","DOI":"10.1002\/cncr.11407"},{"key":"e_1_2_7_11_1","doi-asserted-by":"publisher","DOI":"10.1001\/jamanetworkopen.2022.54669"},{"key":"e_1_2_7_12_1","doi-asserted-by":"publisher","DOI":"10.1186\/s12943\u2010024\u201002034\u20107"},{"key":"e_1_2_7_13_1","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.1922072117"},{"key":"e_1_2_7_14_1","unstructured":"G. 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