{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,21]],"date-time":"2025-10-21T00:34:27Z","timestamp":1761006867695,"version":"build-2065373602"},"reference-count":24,"publisher":"Wiley","issue":"1-2","license":[{"start":{"date-parts":[[2013,11,6]],"date-time":"2013-11-06T00:00:00Z","timestamp":1383696000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"name":"Polish National Science Center","award":["DEC-2011\/03\/B\/ST5\/01014"],"award-info":[{"award-number":["DEC-2011\/03\/B\/ST5\/01014"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Magnetic Reson in Chemistry"],"published-print":{"date-parts":[[2014,1]]},"abstract":"<jats:p><jats:sup>13<\/jats:sup>C, <jats:sup>15<\/jats:sup>N CP\/MAS, including <jats:sup>1<\/jats:sup>H\u2013<jats:sup>13<\/jats:sup>C and <jats:sup>1<\/jats:sup>H\u2013<jats:sup>15<\/jats:sup>N short contact time CP\/MAS experiments, and FTIR methods were applied for detailed structural characterization of <jats:italic>ansa<\/jats:italic>\u2010macrolides as 3\u2010formylrifamycin SV (1) and its derivatives (2\u20136) in crystal and in powder forms. Although HPLC chromatograms for 2\/CH<jats:sub>3<\/jats:sub>OH and 2\/CH<jats:sub>3<\/jats:sub>CCl<jats:sub>3<\/jats:sub> were the same for rifampicin crystals dissolved in respective solvents, the UV\u2013vis data recorded for them were different in 300\u2013375\u2009nm region. Detailed solid state <jats:sup>13<\/jats:sup>C and <jats:sup>15<\/jats:sup>N CP\/MAS NMR and FTIR studies revealed that rifampicin (2), in contrast to 3\u2010formylrifamycin SV (1) and its amino derivatives (3\u20136), can occur in pure non\u2010ionic or zwitterionic forms in crystal and in pure these forms or a mixture of them in a powder. Multinuclear CP\/MAS and FTIR studies demonstrated also that 3\u20136 derivatives were present exclusively in pure zwitterionic forms, both in powder and in crystal. On the basis of the solid state NMR and FTIR studies, two conformers of 3\u2010formylrifamycin SV were detected in powder form due to the different orientations of carbonyl group of amide moiety. The PM6 molecular modeling at the semi\u2010empirical level of theory, allowed visualization the most energetically favorable non\u2010ionic and zwitterionic forms of 1\u20136 antibiotics, strongly stabilized via intramolecular H\u2010bonds. FTIR studies indicated that the originally adopted forms of these type antibiotics in crystal or in powder are stable in standard laboratory conditions in time. The results presented point to the fact that because of a possible presence of two forms of rifampicin (compound 2), quantification of the content of this antibiotic in relevant pharmaceuticals needs caution. Copyright \u00a9 2013 John Wiley &amp; Sons, Ltd.<\/jats:p>","DOI":"10.1002\/mrc.4028","type":"journal-article","created":{"date-parts":[[2013,11,6]],"date-time":"2013-11-06T19:50:40Z","timestamp":1383767440000},"page":"10-21","source":"Crossref","is-referenced-by-count":8,"title":["<sup>13<\/sup>C and <sup>15<\/sup>N CP\/MAS, <sup>1<\/sup>H\u2013<sup>15<\/sup>N SCT CP\/MAS and FTIR spectroscopy as tools for qualitative detection of the presence of zwitterionic and non\u2010ionic forms of <i>ansa<\/i>\u2010macrolide 3\u2010formylrifamycin SV and its derivatives in solid state"],"prefix":"10.1002","volume":"52","author":[{"given":"Piotr","family":"Przybylski","sequence":"first","affiliation":[{"name":"Faculty of Chemistry Adam Mickiewicz University  Umultowska 89b 61\u2010614 Poznan Poland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Krystian","family":"Pyta","sequence":"additional","affiliation":[{"name":"Faculty of Chemistry Adam Mickiewicz University  Umultowska 89b 61\u2010614 Poznan Poland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Katarzyna","family":"Klich","sequence":"additional","affiliation":[{"name":"Faculty of Chemistry Adam Mickiewicz University  Umultowska 89b 61\u2010614 Poznan Poland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Wojciech","family":"Schilf","sequence":"additional","affiliation":[{"name":"Institute of Organic Chemistry Polish Academy of Science  Kasprzaka 44\/52 01\u2010224 Warsaw Poland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Bohdan","family":"Kamie\u0144ski","sequence":"additional","affiliation":[{"name":"Institute of Organic Chemistry Polish Academy of Science  Kasprzaka 44\/52 01\u2010224 Warsaw Poland"},{"name":"Institute of Physical Chemistry Polish Academy of Science  Kasprzaka 44\/52 01\u2010224 Warsaw Poland"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2013,11,6]]},"reference":[{"key":"e_1_2_5_2_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr030112j"},{"key":"e_1_2_5_3_1","first-page":"1317","volume":"46","author":"Shi N.\u2010N.","year":"2011","journal-title":"Chin. 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