Nazumazoles D–F, Cyclic Pentapeptides That Inhibit Chymotrypsin, from the Marine Sponge Theonella swinhoei

详细信息    查看全文

• 作者：Kazuya Fukuhara ; Kentaro Takada ; Shigeru Okada ; Shigeki Matsunaga
• 刊名：Journal of Natural Products
• 出版年：2016
• 出版时间：June 24, 2016
• 年：2016
• 卷：79
• 期：6
• 页码：1694-1697
• 全文大小：260K
• 年卷期：0
• ISSN：1520-6025

文摘

Nazumazoles D–F (1–3) were isolated from the marine sponge Theonella swinhoei. The compounds gave extremely broad peaks by reversed-phase HPLC using an ODS column. HPLC using a gel permeation column was instrumental for the separation of the three compounds. Their planar structures were determined by interpretation of NMR data to be cyclic pentapeptides. Nazumazoles D–F contained one residue each of α-keto-l-norvaline (l-Knv) {or α-keto-d-leucine (l-Kle)}, l-alanyloxazole (l-Aox), d-Abu (or d-Ser), N-α-CHO-β-l-Dpr, and cis-4-methyl-l-proline. The absolute configuration of each amino acid residue was determined by Marfey’s method in combination with conversion of the α-keto-β-amino acid to the α-amino acid by oxidation. Nazumazoles D–F are not cytotoxic against P388 cells at 50 μM, but inhibit chymotrypsin.