Abstract 5-Acetoxy- and 5-hydroxyalkanethioamide analogues showed high antibacterial activity against Staphylococcus aureus. Antibacterial thioamides were prepared from 5-alkyl-δ-lactones by amidation, thionation, and subsequent deacetylation. Optically active thioamides with 99% diastereomeric excesses were prepared by diastereomeric resolution using Cbz-L-proline as the resolving agent. Antibacterial thioamides were slowly lactonized by a lipase catalyst. Therefore, these thioamides are potential sustained-release perfume compounds having antibacterial properties.

中文翻译：

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光学活性5-羟基和5-乙酰氧基链烷硫酰胺类似物的合成、抗菌活性和香味持续释放特性

摘要 5-乙酰氧基-和5-羟基烷硫酰胺类似物对金黄色葡萄球菌显示出高抗菌活性。抗菌硫代酰胺是由 5-烷基-δ-内酯通过酰胺化、硫化和随后的脱乙酰化制备的。使用 Cbz-L-脯氨酸作为拆分剂，通过非对映体拆分来制备具有 99% 非对映体过量的光学活性硫代酰胺。抗菌硫代酰胺被脂肪酶催化剂缓慢内酯化。因此，这些硫代酰胺是具有抗菌性能的潜在缓释香料化合物。