Synthesis and evaluation of analogues of the glycinocin family of calcium-dependent antibiotics†,Organic & Biomolecular Chemistry

当前位置： X-MOL 学术 › Org. Biomol. Chem. › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

Synthesis and evaluation of analogues of the glycinocin family of calcium-dependent antibiotics†
Organic & Biomolecular Chemistry ( IF 2.9 ) Pub Date : 2018-07-06 00:00:00 , DOI: 10.1039/c8ob01268g
Leo Corcilius _{1,

2,

3,

4} , Dennis Y. Liu _{5,

6,

7,

8} , Jessica L. Ochoa _{9,

10,

11,

12} , Roger G. Linington _{5,

6,

7,

8,

9} , Richard J. Payne _{1,

2,

3,

4}

Affiliation

The glycinocins are a class of calcium-dependent, acidic cyclolipopeptide antibiotics that are structurally related to the clinically approved antibiotic daptomycin. In this article, we describe the synthesis of a small library of glycinocin analogues that differ by variation in the exocyclic fatty acyl substituent. The glycinocin analogues were screened against a panel of Gram-positive bacteria (as well as Gram-negative P. aeruginosa). These analogues exhibited similar calcium-dependent activity to the parent natural products against Gram-positive bacteria but showed no activity against P. aeruginosa. The length of the fatty acid was shown to be important for optimal biological activity, while the hybridisation at the α,β position and branching within the fatty acyl chain had only subtle effects on activity.

中文翻译：

钙依赖抗生素甘氨酸家族类似物的合成和评估†

甘氨酸霉素是一类钙依赖性酸性环脂肽抗生素，其结构与临床批准的抗生素达托霉素有关。在本文中，我们描述了一个小型的甘氨酸霉素类似物文库的合成，该文库因环外脂肪酰基取代基的变化而不同。针对一组革兰氏阳性细菌（以及革兰氏阴性铜绿假单胞菌）筛选了甘氨霉素类似物。这些类似物对母体天然产物对革兰氏阳性细菌表现出相似的钙依赖性活性，但对铜绿假单胞菌则无活性。。脂肪酸的长度显示出对于最佳的生物学活性很重要，而α，β位置的杂交和脂肪酰基链内的分支对活性仅具有微妙的影响。

更新日期：2018-07-06

点击分享查看原文

点击收藏

公开下载

阅读更多本刊最新论文本刊介绍/投稿指南11