{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,20]],"date-time":"2026-09-20T14:41:54Z","timestamp":1789915314869,"version":"4.0.1"},"reference-count":24,"publisher":"Elsevier BV","issue":"5","license":[{"start":{"date-parts":[[2017,3,1]],"date-time":"2017-03-01T00:00:00Z","timestamp":1488326400000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/tdm\/userlicense\/1.0\/"},{"start":{"date-parts":[[2017,3,1]],"date-time":"2017-03-01T00:00:00Z","timestamp":1488326400000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/legal\/tdmrep-license"}],"content-domain":{"domain":["elsevier.com","sciencedirect.com"],"crossmark-restriction":true},"short-container-title":["Bioorganic &amp; Medicinal Chemistry Letters"],"published-print":{"date-parts":[[2017,3]]},"DOI":"10.1016\/j.bmcl.2017.01.074","type":"journal-article","created":{"date-parts":[[2017,1,30]],"date-time":"2017-01-30T16:16:40Z","timestamp":1485793000000},"page":"1154-1158","update-policy":"https:\/\/doi.org\/10.1016\/elsevier_cm_policy","source":"Crossref","is-referenced-by-count":20,"title":["Synthesis and in vitro evaluation of SG3227, a pyrrolobenzodiazepine dimer antibody-drug conjugate payload based on sibiromycin"],"prefix":"10.1016","volume":"27","author":[{"given":"Gary C.","family":"Kemp","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Arnaud C.","family":"Tiberghien","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Neki V.","family":"Patel","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Francois","family":"D'Hooge","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Sanjay M.","family":"Nilapwar","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Lauren R.","family":"Adams","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Simon","family":"Corbett","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"David G.","family":"Williams","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"John A.","family":"Hartley","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Philip W.","family":"Howard","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"78","reference":[{"key":"10.1016\/j.bmcl.2017.01.074_b0005","doi-asserted-by":"crossref","first-page":"52","DOI":"10.1023\/A:1016395113085","article-title":"Pyrrolo(l,4)benzodiazepine antitumor antibiotics: chemistry, interaction with DNA, and biological implications","volume":"1","author":"Hurley","year":"1984","journal-title":"Pharm Res"},{"key":"10.1016\/j.bmcl.2017.01.074_b0010","doi-asserted-by":"crossref","first-page":"258","DOI":"10.1021\/tx00005a002","article-title":"Pyrrolo[1,4]benzodiazepine antitumor antibiotics: relationship of DNA alkylation and sequence specificity to the biological activity of natural and synthetic compounds","volume":"1","author":"Hurley","year":"1988","journal-title":"Chem Res Toxicol"},{"key":"10.1016\/j.bmcl.2017.01.074_b0015","doi-asserted-by":"crossref","first-page":"349","DOI":"10.7164\/antibiotics.30.349","article-title":"Pyrrolo(1,4)benzodiazepine antitumor antibiotics. Comparative aspects of anthramycin, tomaymycin and sibiromycin","volume":"30","author":"Hurley","year":"1977","journal-title":"J Antibiot"},{"key":"10.1016\/j.bmcl.2017.01.074_b0020","doi-asserted-by":"crossref","first-page":"4939","DOI":"10.1021\/ja00038a089","article-title":"Rational design of a highly efficient irreversible DNA interstrand cross-linking agent based on the pyrrolobenzodiazepine ring system","volume":"114","author":"Bose","year":"1992","journal-title":"J Am Chem Soc"},{"key":"10.1016\/j.bmcl.2017.01.074_b0025","doi-asserted-by":"crossref","first-page":"8141","DOI":"10.1021\/jo951631s","article-title":"Synthesis of sequence-selective C8-linked pyrrolo[2,1-c][1,4]benzodiazepine DNA interstrand cross-linking agents","volume":"61","author":"Thurston","year":"1996","journal-title":"J Org Chem"},{"key":"10.1016\/j.bmcl.2017.01.074_b0030","doi-asserted-by":"crossref","first-page":"6693","DOI":"10.1158\/0008-5472.CAN-03-2941","article-title":"SJG-136 (NSC 694501), a novel rationally designed DNA minor groove interstrand cross-linking agent with potent and broad spectrum antitumor activity: part 1: cellular pharmacology, in vitro and initial in vivo antitumor activity","volume":"64","author":"Hartley","year":"2004","journal-title":"Cancer Res"},{"key":"10.1016\/j.bmcl.2017.01.074_b0035","doi-asserted-by":"crossref","first-page":"302ra136","DOI":"10.1126\/scitranslmed.aac9459","article-title":"A DLL3-targeted antibody-drug conjugate eradicates high-grade pulmonary neuroendocrine tumor-initiating cells in vivo","volume":"7","author":"Saunders","year":"2015","journal-title":"Sci Trans Med"},{"key":"10.1016\/j.bmcl.2017.01.074_b0040","doi-asserted-by":"crossref","first-page":"1256","DOI":"10.1021\/bc400217g","article-title":"A potent anti-CD70 antibody drug conjugate combining a dimeric pyrrolobenzodiazepine drug with site-specific conjugation technology","volume":"24","author":"Jeffrey","year":"2013","journal-title":"Bioconjugate Chem"},{"key":"10.1016\/j.bmcl.2017.01.074_b0045","doi-asserted-by":"crossref","first-page":"623","DOI":"10.1182\/blood.V124.21.623.623","article-title":"Interim analysis of a phase 1 trial of SGN-CD33A in patients with CD33-positive acute myeloid leukemia (AML)","volume":"124","author":"Stein","year":"2014","journal-title":"Blood"},{"key":"10.1016\/j.bmcl.2017.01.074_b0050","unstructured":"ADCT. Study of ADCT-301 in Patients with Relapsed or Refractory Hodgkin and Non-Hodgkin Lymphoma. Clinicaltrials.gov [Internet]. Bethesda (MD): National Library of Medicine (US)."},{"key":"10.1016\/j.bmcl.2017.01.074_b0055","unstructured":"Stemcentrx. SC16LD6.5 in Recurrent Small Cell Lung Cancer. Clinicaltrials.gov [Internet]. Bethesda (MD): National Library of Medicine (US)."},{"key":"10.1016\/j.bmcl.2017.01.074_b0060","doi-asserted-by":"crossref","first-page":"254","DOI":"10.1002\/med.20212","article-title":"Biosynthesis, synthesis, and biological activities of pyrrolobenzodiazepines","volume":"32","author":"Gerratana","year":"2010","journal-title":"Med Res Rev"},{"key":"10.1016\/j.bmcl.2017.01.074_b0065","unstructured":"Howard PW, Gregson SJ. Preparation of Pyrrolobenzodiazepinone Derivatives as Antitumor Agents. WO2005085251A1; 2005."},{"key":"10.1016\/j.bmcl.2017.01.074_b0070","doi-asserted-by":"crossref","first-page":"983","DOI":"10.1021\/acsmedchemlett.6b00062","article-title":"Design and synthesis of tesirine, a clinical antibody-drug conjugate pyrrolobenzodiazepine dimer payload","volume":"7","author":"Tiberghien","year":"2016","journal-title":"ACS Med Chem Lett"},{"key":"10.1016\/j.bmcl.2017.01.074_b0075","unstructured":"Howard PW, Masterson L, Tiberghien A, et al. Preparation of Pyrrolobenzodiazepine Dimers and Conjugates, Especially Pyrrolobenzodiazepine Dimer Drug Linker Conjugates Containing Peptide Linkers, and Their Use for Treating Proliferative Diseases Including Cancer. WO2011130598A1."},{"key":"10.1016\/j.bmcl.2017.01.074_b0080","doi-asserted-by":"crossref","first-page":"855","DOI":"10.1021\/bc025536j","article-title":"Cathepsin B-labile dipeptide linkers for lysosomal release of doxorubicin from internalizing immunoconjugates: model studies of enzymatic drug release and antigen-specific in vitro anticancer activity","volume":"13","author":"Dubowchik","year":"2002","journal-title":"Bioconjugate Chem"},{"key":"10.1016\/j.bmcl.2017.01.074_b0085","doi-asserted-by":"crossref","first-page":"3041","DOI":"10.1016\/j.bmc.2007.01.054","article-title":"Synthesis of a novel C2-aryl pyrrolo[2,1-c][1,4]benzodiazepine-5,11-dione library: effect of C2-aryl substitution on cytotoxicity and non-covalent DNA binding","volume":"15","author":"Antonow","year":"2007","journal-title":"Bioorg Med Chem"},{"key":"10.1016\/j.bmcl.2017.01.074_b0090","doi-asserted-by":"crossref","first-page":"5417","DOI":"10.1021\/ja00196a055","article-title":"A total synthesis of anthramycin. Application of palladium-catalyzed coupling reactions for the attachment of the acrylic side chain","volume":"111","author":"Pena","year":"1989","journal-title":"J Am Chem Soc"},{"key":"10.1016\/j.bmcl.2017.01.074_b0095","unstructured":"Howard PW, Tiberghien A. Process for the Preparation of Intermediates Useful for the Synthesis of Pyrrolobenzodiazepine Dimers. WO2013053872A1."},{"key":"10.1016\/j.bmcl.2017.01.074_b0100","doi-asserted-by":"crossref","first-page":"845","DOI":"10.1039\/B316026B","article-title":"From a spin-off to the advantageous use in Diels-Alder reactions: a combined synthetic, spectroscopic and computational approach to N-(dienyl)acylamines","volume":"2","author":"Gordes","year":"2004","journal-title":"Org Biomol Chem"},{"key":"10.1016\/j.bmcl.2017.01.074_b0105","doi-asserted-by":"crossref","first-page":"4371","DOI":"10.1016\/S0040-4039(00)96512-2","article-title":"Mild palladium (O)-catalyzed deprotection of allyl esters. A useful application in the synthesis of carbapenems and other B-lactam derivatives","volume":"28","author":"Deziel","year":"1987","journal-title":"Tetrahedron Lett"},{"key":"10.1016\/j.bmcl.2017.01.074_b0110","doi-asserted-by":"crossref","first-page":"759","DOI":"10.1021\/bc7004329","article-title":"Contribution of linker stability to the activities of anticancer immunoconjugates","volume":"19","author":"Alley","year":"2008","journal-title":"Bioconjugate Chem"},{"key":"10.1016\/j.bmcl.2017.01.074_b0115","doi-asserted-by":"crossref","first-page":"1880","DOI":"10.1021\/acs.bioconjchem.6b00291","article-title":"Natural product splicing inhibitors: a new class of antibody-drug conjugate (ADC) payloads","volume":"27","author":"Puthenveetil","year":"2016","journal-title":"Bioconjugate Chem"},{"key":"10.1016\/j.bmcl.2017.01.074_b0120","doi-asserted-by":"crossref","first-page":"184","DOI":"10.1038\/nbt.2108","article-title":"Conjugation site modulates the in vivo stability and therapeutic activity of antibody-drug conjugates","volume":"30","author":"Shen","year":"2012","journal-title":"Nat Biotech"}],"container-title":["Bioorganic &amp; Medicinal Chemistry Letters"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0960894X17300860?httpAccept=text\/plain","content-type":"text\/plain","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0960894X17300860?httpAccept=text\/xml","content-type":"text\/xml","content-version":"vor","intended-application":"text-mining"}],"deposited":{"date-parts":[[2025,10,18]],"date-time":"2025-10-18T07:14:42Z","timestamp":1760771682000},"score":1,"resource":{"primary":{"URL":"https:\/\/linkinghub.elsevier.com\/retrieve\/pii\/S0960894X17300860"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2017,3]]},"references-count":24,"journal-issue":{"issue":"5","published-print":{"date-parts":[[2017,3]]}},"alternative-id":["S0960894X17300860"],"URL":"https:\/\/doi.org\/10.1016\/j.bmcl.2017.01.074","relation":{},"ISSN":["0960-894X"],"issn-type":[{"value":"0960-894X","type":"print"}],"subject":[],"published":{"date-parts":[[2017,3]]},"assertion":[{"value":"Elsevier","name":"publisher","label":"This article is maintained by"},{"value":"Synthesis and in vitro evaluation of SG3227, a pyrrolobenzodiazepine dimer antibody-drug conjugate payload based on sibiromycin","name":"articletitle","label":"Article Title"},{"value":"Bioorganic & Medicinal Chemistry Letters","name":"journaltitle","label":"Journal Title"},{"value":"https:\/\/doi.org\/10.1016\/j.bmcl.2017.01.074","name":"articlelink","label":"CrossRef DOI link to publisher maintained version"},{"value":"article","name":"content_type","label":"Content Type"},{"value":"\u00a9 2017 Elsevier Ltd. All rights reserved.","name":"copyright","label":"Copyright"}]}}