链霉菌属中的氯儿茶螯合素A和B：含氯化儿茶酚基团及酰基胍结构的新型铁载体
Chlorocatechelins A and B from Streptomyces sp.: new siderophores containing chlorinated catecholate groups and an acylguanidine structure.
作者信息
Kishimoto Shinji, Nishimura Shinichi, Hattori Akira, Tsujimoto Masafumi, Hatano Masaki, Igarashi Masayuki, Kakeya Hideaki
机构信息
†Department of System Chemotherapy and Molecular Sciences, Division of Bioinformatics and Chemical Genomics, Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan.
‡Faculty of Pharmaceutical Sciences, Teikyo-Heisei University, Nakano-ku, Tokyo 164-8530, Japan.
出版信息
Org Lett. 2014 Dec 5;16(23):6108-11. doi: 10.1021/ol502964s. Epub 2014 Nov 19.
Two novel siderophores, chlorocatechelins A and B, were isolated from a culture broth of Streptomyces sp. Their structures were determined by spectroscopic analysis and degradation study. They contain chloro-substituted catecholate that has not been reported in natural products, whereas this group was conjugated to guanidine to form acylguanidine in chlorocatechelin A. This acylguanidine decomposed in weakly acidic solutions to furnish a less potent siderophore chlorocatechelin B. Chemical and biological insights into acylguanidine are also discussed.
从链霉菌属的一种培养液中分离出了两种新型铁载体，即氯儿茶螯合素A和B。通过光谱分析和降解研究确定了它们的结构。它们含有在天然产物中尚未报道的氯取代儿茶酚盐，而在氯儿茶螯合素A中，该基团与胍共轭形成酰基胍。这种酰基胍在弱酸性溶液中分解，生成活性较低的铁载体氯儿茶螯合素B。还讨论了对酰基胍的化学和生物学见解。
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