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

被引：18

作者：

Fukuhara, Kazuya ^{[1
]}

Takada, Kentaro ^{[1
]}

Okada, Shigeru ^{[1
]}

Matsunaga, Shigeki ^{[1
]}

机构：

[1] Univ Tokyo, Grad Sch Agr & Life Sci, Lab Aquat Nat Prod Chem, Bunkyo Ku, Tokyo 1138657, Japan

来源：

JOURNAL OF NATURAL PRODUCTS | 2016年 / 79卷 / 06期

关键词：

METABOLOMICS; METABOLITES; DISCOVERY;

D O I：

10.1021/acs.jnatprod.6b00261

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

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 alpha-keto-L-norvaline (L-Knv) {or alpha-keto-D-leucine (L-Kle)}, L-alanyloxazole (L-Aox), D-Abu (or D-Ser), N-alpha-CHO-beta-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 alpha-keto-beta-amino acid to the alpha-amino acid by oxidation. Nazumazoles D-F are not cytotoxic against P388 cells at 50 mu M, but inhibit chymotrypsin.

引用

页码：1694 / 1697

页数：4

共 10 条

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