Callyazepin and (3R)-Methylazacyclodecane, Nitrogenous Macrocycles from a Callyspongia sp Sponge

被引：13

作者：

Kim, Chang-Kwon ^{[1
]}

Woo, Jung-Kyun ^{[1
]}

Lee, Yeon-Ju ^{[2
]}

Lee, Hyi-Seung ^{[2
]}

Sim, Chung J. ^{[3
]}

Oh, Dong-Chan ^{[1
]}

Oh, Ki-Bong ^{[4
]}

Shin, Jongheon ^{[1
]}

机构：

[1] Seoul Natl Univ, Coll Pharm, Inst Nat Prod Res, San 56-1, Seoul 151742, South Korea

[2] Korea Inst Ocean Sci & Technol, Marine Nat Prod Lab, POB 29, Seoul 425600, South Korea

[3] Hannam Univ, Coll Life Sci & Nano Technol, Dept Biol Sci, 461-6 Jeonmin, Daejeon 305811, South Korea

[4] Seoul Natl Univ, Coll Agr & Life Sci, Dept Agr Biotechnol, San 56-1, Seoul 151921, South Korea

来源：

JOURNAL OF NATURAL PRODUCTS | 2016年 / 79卷 / 04期

基金：

新加坡国家研究基金会;

关键词：

MARINE NATURAL-PRODUCTS; ABSOLUTE-CONFIGURATION; HALICLONA-TULEARENSIS; CIRCULAR-DICHROISM; DNP DERIVATIVES; RENIERA-SARAI; AMINO-ACIDS; HALICLORENSIN; METABOLITES; HALITULIN;

D O I：

10.1021/acs.jnatprod.5b01078

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

Callyazepin (1) and (3R)-methylazacyclodecane (2), nitrogenous macrocycles, were isolated from a tropical Callyspongia sp. sponge. The combined spectroscopic analyses revealed that the structure of 1 is a bicyclic azepane ammonium salt of a novel structural class derived from mixed biogenetic origins. The configuration of the whole molecule and the conformation of the formamide group were assigned by proton-proton coupling constants, a NOESY analysis, and the application of the phenylglycine methyl ester method. The structure of 2 was identified using combined spectroscopic analyses and ECD measurements. These compounds exhibited moderate cytotoxic activities against the K562 and A549 cell lines.

引用

页码：1179 / 1183

页数：5

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