Agelamadins C-E, Bromopyrrole Alkaloids Comprising Oroidin and 3-Hydroxykynurenine from a Marine Sponge Agelas sp.

被引：18

作者：

Kusama, Taishi ^{[1
]}

Tanaka, Naonobu ^{[1
,2
]}

Sakai, Kanae ^{[3
]}

Gonoi, Tohru ^{[3
]}

Fromont, Jane ^{[4
]}

Kashiwada, Yoshiki ^{[2
]}

Kobayashi, Jun'ichi ^{[1
]}

机构：

[1] Hokkaido Univ, Grad Sch Pharmaceut Sci, Sapporo, Hokkaido 0600812, Japan

[2] Univ Tokushima, Grad Sch Pharmaceut Sci, Tokushima 7708505, Japan

[3] Chiba Univ, Mycol Res Ctr, Chiba 2608673, Japan

[4] Western Australian Museum, Welshpool Dc, WA 6986, Australia

来源：

ORGANIC LETTERS | 2014年 / 16卷 / 19期

关键词：

D O I：

10.1021/ol502528m

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Three structurally unique bromopyrrole alkaloids, agelamadins C-E (1-3) were isolated from a marine spone Agelas sp. Agelamadin C (1) possesses a hybrid structure of oroidin and 3-hydroxykynurenine connected through dihydro-1,4- oxazine moiety. Agelamadins D (2) and E (3) are a C-9/C-10 diasteromer and a 10-epimer of 1, respectively. The structures of 1-3 were elucidated on the basis of spectroscopic analysis as well as application of a PGME method and a TDDFT ECD calculation. Antimicrobial activity of 1-3 was evaluated.

引用

页码：5176 / 5179

页数：4