{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,3,27]],"date-time":"2026-03-27T09:42:00Z","timestamp":1774604520026,"version":"3.50.1"},"reference-count":38,"publisher":"Wiley","issue":"6","license":[{"start":{"date-parts":[[2016,5,17]],"date-time":"2016-05-17T00:00:00Z","timestamp":1463443200000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["J. Mass Spectrom."],"published-print":{"date-parts":[[2016,6]]},"abstract":"<jats:p>Anthracyclines are a well\u2010known chemical class produced by actinobacteria used effectively in cancer treatment; however, these compounds are usually produced in few amounts because of being toxic against their producers. In this work, we successfully explored the mass spectrometry versatility to detect 18 anthracyclines in microbial crude extract. From collision\u2010induced dissociation and nuclear magnetic resonance spectra, we proposed structures for five new and identified three more anthracyclines already described in the literature, nocardicyclins A and B and nothramicin. One new compound 8 (4\u2010[4\u2010(dimethylamino)\u20105\u2010hydroxy\u20104,6\u2010dimethyloxan\u20102\u2010yl]oxy\u20102,5,7,12\u2010tetrahydroxy\u20103,10\u2010dimethoxy\u20102\u2010methyl\u20103,4\u2010dihydrotetracene\u20101,6,11\u2010trione) was isolated and had its structure confirmed by <jats:sup>1<\/jats:sup>H nuclear magnetic resonance. The anthracyclines identified in this work show an interesting aminoglycoside, poorly found in natural products, 3\u2010methyl\u2010rhodosamine and derivatives. This fact encouraged to develop a focused method to identify compounds with aminoglycosides (rhodosamine, <jats:italic>m<\/jats:italic>\/<jats:italic>z<\/jats:italic> 158; 3\u2010methyl\u2010rhodosamine, <jats:italic>m<\/jats:italic>\/<jats:italic>z<\/jats:italic> 172; 4\u2032\u2010<jats:italic>O<\/jats:italic>\u2010acethyl\u20103\u2010C\u2010methyl\u2010rhodosamine, <jats:italic>m<\/jats:italic>\/<jats:italic>z<\/jats:italic> 214). This method allowed the detection of four more anthracyclines. This focused method can also be applied in the search of these aminoglycosides in other microbial crude extracts. Additionally, it was observed that nocardicyclin A, nothramicin and compound 8 were able to interact to DNA through a DNA\u2010binding study by mass spectrometry, showing its potential as anticancer drugs. Copyright \u00a9 2016 John Wiley &amp; Sons, Ltd.<\/jats:p>","DOI":"10.1002\/jms.3772","type":"journal-article","created":{"date-parts":[[2016,6,7]],"date-time":"2016-06-07T11:27:48Z","timestamp":1465298868000},"page":"437-445","source":"Crossref","is-referenced-by-count":14,"title":["Mass spectrometric approaches for the identification of anthracycline analogs produced by actinobacteria"],"prefix":"10.1002","volume":"51","author":[{"given":"Anelize","family":"Bauermeister","sequence":"first","affiliation":[{"name":"Mass Spectrometry Applied to Natural Products Laboratory, Departamento de Qu\u00edmica, Faculdade de Filosofia, Ci\u00eancias e Letras de Ribeir\u00e3o Preto Universidade de S\u00e3o Paulo  CEP: 14040\u2010901 Ribeir\u00e3o Preto SP Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Tiago Domingues","family":"Zucchi","sequence":"additional","affiliation":[{"name":"Laborat\u00f3rio de Microbiologia Ambiental  Rod SP 340\u2010Km 127, 5, Caixa Postal 69, EMBRAPA Meio Ambiente 13820\u2010000 Jaguari\u00fana Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Luiz Alberto Beraldo","family":"Moraes","sequence":"additional","affiliation":[{"name":"Mass Spectrometry Applied to Natural Products Laboratory, Departamento de Qu\u00edmica, Faculdade de Filosofia, Ci\u00eancias e Letras de Ribeir\u00e3o Preto Universidade de S\u00e3o Paulo  CEP: 14040\u2010901 Ribeir\u00e3o Preto SP Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2016,5,17]]},"reference":[{"key":"e_1_2_6_2_1","first-page":"1280","article-title":"Microbial antitumor drugs: natural products of microbial origin as anticancer agents","volume":"10","author":"Newman D. 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