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

作者：Fukuhara Kazuya; Takada Kentaro^*; Okada Shigeru; Matsunaga Shigeki^*

来源：Journal of Natural Products, 2016, 79(6): 1694-1697.

DOI：10.1021/acs.jnatprod.6b00261

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.

• 出版日期2016-6