Faculty of Pharmaceutical Sciences, Hokkaido University.
Department of Emerging Infectious Diseases, Institute of Tropical Medicine (NEKKEN), Nagasaki University.
Chem Pharm Bull (Tokyo). 2024;72(9):826-830. doi: 10.1248/cpb.c24-00533.
Surugamides are a group of non-ribosomal peptides produced by Streptomyces spp. Several derivatives possess acyl groups, which are proposed to be attached to a lysine side chain after backbone-macrocyclization during biosynthesis. To date, five different acyl groups have been identified in nature, yet their impacts on biological activity remain underexplored. Here we synthesized surugamide B derivatives with varied acyl moieties. Biological evaluations revealed that larger hydrophobic acyl groups on lysine ε-NH enhance cytotoxicity.
苏拉明是由链霉菌属产生的一组非核糖体肽。几种衍生物具有酰基，据推测这些酰基在生物合成中主链大环化后连接到赖氨酸侧链上。迄今为止，在自然界中已经鉴定出五种不同的酰基，但它们对生物活性的影响仍未得到充分探索。在这里，我们合成了具有不同酰基部分的苏拉明 B 衍生物。生物评价表明赖氨酸 ε-NH 上较大的疏水性酰基增强了细胞毒性。
