New amidino-benzimidazolyl derivatives of tylosin and desmycosin.
New amidino-benzimidazolyl derivatives of antibiotics tylosin and desmycosin are prepared in the reaction of corresponding amidino-substituted o-phenylendiamine with tylosin respectively desmyicosin on the 20-C aldehyde group. The reaction was carried out in absolute ethanol in the presence ofp-benzoquinone. On this way are prepared: 20-[5-(N-isopropylamidino)-2-benzimidazolyl]tylosin hydrochloride 9, 20-[5-(2-imidazolinyl)-2-benzimidazolyl]tylosin hydrochloride 10, 20-[5-(N-morpholinylamidino)-2-benzimidazolyl]tylosin hydrochloride 11, 20-[5-(N-isopropylamidino)-2-benzimidazolyl]desmycosin hydrochloride 12, 20-[5-(2-imidazolinyl)-2-benzimidazolyl]desmycosin hydrochloride 13, 20-[5-(N-morpholinylamidino)-2-benzimidazolyl]desmycosin hydrochloride 14. Their antimicrobial activity was tested on a series of microorganisms.
Hranjec
Marijana
M
Department of Organic Chemistry, Faculty of Chemical Engineering and Technology, University of Zagreb, Croatia.
Starcević
Kristina
K
Zamola
Branimir
B
Mutak
Stjepan
S
Derek
Marko
M
Karminski-Zamola
Grace
G
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects; D018942:Macrolides; D008826:Microbial Sensitivity Tests; D015645:Tylosin / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology
C456039:20-(5-(2-imidazolinyl)-2-benzimidazolyl)tylosin; C456041:20-(5-(N-isopropylamidino)-2-benzimidazolyl)desmycosin; C456038:20-(5-(N-isopropylamidino)-2-benzimidazolyl)tylosin; C456040:20-(5-(N-morpholinylamidino)-2-benzimidazolyl)tylosin; C456042:20-(5-(imidazolinyl)-2-benzimidazolyl)desmycosin; D000900:Anti-Bacterial Agents; D018942:Macrolides; C052318:tylosin B; D015645:Tylosin