Isolation and Synthetic Diversification of Jadomycin 4-Amino-l-phenylalanine

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• 作者：Camilo F. Martinez-Farina ; Andrew W. Robertson ; Huimin Yin ; Susan Monro ; Sherri A. McFarland ; Raymond T. Syvitski ; David L. Jakeman
• 刊名：Journal of Natural Products
• 出版年：2015
• 出版时间：June 26, 2015
• 年：2015
• 卷：78
• 期：6
• 页码：1208-1214
• 全文大小：311K
• ISSN：1520-6025

文摘

Streptomyces venezuelae ISP5230 was grown in the presence of phenylalanine analogues to observe whether they could be incorporated into novel jadomycin structures. It was found that the bacteria successfully produced jadomycins incorporating 4-aminophenylalanine enantiomers. Upon isolation and characterization of jadomycin 4-amino-lass="smallcaps">l-phenylalanine (1), it was synthetically derivatized, using activated succinimidyl esters, to yield a small jadomycin amide library. These are the first examples of oxazolone-ring-containing jadomycins that have incorporated an amino functionality subsequently used for derivatization.