泰乐菌素和去甲基泰乐菌素的新型脒基苯并咪唑基衍生物。

New amidino-benzimidazolyl derivatives of tylosin and desmycosin.

作者信息

Hranjec Marijana, Starcević Kristina, Zamola Branimir, Mutak Stjepan, Derek Marko, Karminski-Zamola Grace

机构信息

Department of Organic Chemistry, Faculty of Chemical Engineering and Technology, University of Zagreb, Croatia.

出版信息

J Antibiot (Tokyo). 2002 Mar;55(3):308-14. doi: 10.7164/antibiotics.55.308.

DOI:10.7164/antibiotics.55.308

PMID:12014447

Abstract

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.

摘要

抗生素泰乐菌素和去甲基泰乐菌素的新型脒基 - 苯并咪唑基衍生物是通过相应的脒基取代的邻苯二胺分别与泰乐菌素或去甲基泰乐菌素在20 - C醛基上反应制备的。该反应在对苯醌存在下于无水乙醇中进行。通过这种方法制备了：20 - [5 - (N - 异丙基脒基) - 2 - 苯并咪唑基]泰乐菌素盐酸盐9、20 - [5 - (2 - 咪唑啉基) - 2 - 苯并咪唑基]泰乐菌素盐酸盐10、20 - [5 - (N - 吗啉基脒基) - 2 - 苯并咪唑基]泰乐菌素盐酸盐11、20 - [5 - (N - 异丙基脒基) - 2 - 苯并咪唑基]去甲基泰乐菌素盐酸盐12、20 - [5 - (2 - 咪唑啉基) - 2 - 苯并咪唑基]去甲基泰乐菌素盐酸盐13、20 - [5 - (N - 吗啉基脒基) - 2 - 苯并咪唑基]去甲基泰乐菌素盐酸盐14。对一系列微生物测试了它们的抗菌活性。