Anderson Arnold Aloanis, Tati Herlina, Ari Hardianto, Rani Maharani
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引用次数: 0
摘要
我们首次从塞内加尔艳红和硬皮艳红中分离出一种 Pro-Gly 类型的环肽--环烯丙基肽 A。本研究采用固相和溶相相结合的合成方法合成了环七肽。本研究还比较了 I 型和 II 型β-转化诱导剂对环烯galin A 环化过程的促进作用。环烯galin A 的合成采用了两种不同的线性肽环化序列。第一种序列采用β-转Ⅰ型诱导剂（Ser-Ala-Val-Thr）作为转折点，第二种序列采用β-转Ⅱ型诱导剂（Thr-Pro-Gly-Leu）作为转折点。通过使用 NH2-Ala-Val-Thr-Pro-Gly-Leu-Ser-OH 与 β-转折型 II 的线性序列，成功实现了环化。以 PyBOP/DIEA 作为偶联剂，最终产物的收率为 8.2%。对合成的环烯galin A 进行了 HR-ToFMS、1H NMR、13C NMR、HSQC、HMBC、TOCSY 和 ROESY 表征。还对合成产品的抗菌活性进行了评估。
A Pro-Gly-typed cyclopeptide, cyclosenegalin A, was firstly isolated from Annona senegalensis and Annona scleroderma. In this study, we reported synthesis the cycloheptapeptide with a combination of solid- and solution-phase synthetic methods. This study also compared the effectiveness of β-turn inducer type I and II in cyclosenegalin A to facilitate the cyclization process. The synthesis of cyclosenegalin A were prepared using two different sequences of linear peptides for cyclization. First sequence employed β-turn type I inducer (Ser-Ala-Val-Thr) as turning point and second sequence employed β-turn type II inducer (Thr-Pro-Gly-Leu). The successful cyclization was obtained using the linear sequence of NH2-Ala-Val-Thr-Pro-Gly-Leu-Ser-OH with β-turn type II. The final product was obtained in 8.2 % yield with PyBOP/DIEA act as coupling agent. The synthetic cyclosenegalin A were characterized with HR-ToFMS, 1H NMR, 13C NMR, HSQC, HMBC, TOCSY, and ROESY. The synthetic product was also evaluated for its antimicrobial activity.
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