Manzamine Alkaloids from an Acanthostrongylophora sp Sponge

被引:32
作者
Kim, Chang-Kwon [1 ]
Riswanto, Riswanto [1 ]
Won, Tae Hyung [1 ]
Kim, Heegyu [2 ]
Elya, Berna [3 ]
Sim, Chung J. [4 ]
Oh, Dong-Chan [1 ]
Oh, Ki-Bong [2 ]
Shin, Jongheon [1 ]
机构
[1] Seoul Natl Univ, Coll Pharm, Nat Prod Res Inst, San 56-1, Seoul 151742, South Korea
[2] Seoul Natl Univ, Dept Agr Biotechnol, Coll Agr & Life Sci, San 56-1, Seoul 151921, South Korea
[3] Univ Indonesia, Fac Pharm, Kampus UI Depok, Java 16424, Indonesia
[4] Hannam Univ, Coll Life Sci & Nano Technol, Dept Biol Sci, 461-6 Jeonmin, Yuseong 305811, Daejeon, South Korea
来源
JOURNAL OF NATURAL PRODUCTS | 2017年 / 80卷 / 05期
基金
新加坡国家研究基金会;
关键词
MARINE NATURAL-PRODUCTS; ANTIMALARIAL ACTIVITY; POTENT ACTIVITY; HALICLONA SP; DISEASES; GROWTH; INGENS; INFECTIONS; INHIBITORS; ANALOGS;
D O I
10.1021/acs.jnatprod.7b00121
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Five new manzamine alkaloids (1 S) and new salt forms of two known manzamines (6 and 7), along with sven known compounds (8-14) of the same structural class, were isolated from an Indonesian Acanthostrongylophora sp. sponge. On the basis of the results of combined spectroscopic analyses, the structure of kepulauamine A (1) was determined to possess an unprecedented pyrrolizine moiety, while others were functional group variants of known maillamines, These compounds exhibited weak cytotoxicity, moderate antibacterial activity, and mild inhibition against the enzyme isocitrate lyase.
引用
收藏
页码:1575 / 1583
页数:9
相关论文
共 35 条
[31]   Three new manzamine congeners from Amphimedon sponge [J].
Watanabe, D ;
Tsuda, M ;
Kobayashi, J .
JOURNAL OF NATURAL PRODUCTS, 1998, 61 (05) :689-692
[32]   The first total syntheses of ircinol A, ircinal A, and manzamines A and D [J].
Winkler, JD ;
Axten, JM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (25) :6425-6426
[33]  
Winkler JD, 2006, ORG LETT, V8, P2591, DOI [10.1021/ol060848d, 10.1021/01060848d]
[34]   Zamamidine C, 3,4-dihydro-6-hydroxy-10,11-epoxymanzamine A, and 3,4-dihydromanzamine J N-oxide, new manzamine alkaloids from sponge Amphimedon sp. [J].
Yamada, Mika ;
Takahashi, Yohei ;
Kubota, Takaaki ;
Fromont, Jane ;
Ishiyama, Aki ;
Otoguro, Kazuhiko ;
Yamada, Haruki ;
Omura, Satoshi ;
Kobayashi, Jun'ichi .
TETRAHEDRON, 2009, 65 (11) :2313-2317
[35]   New manzamine alkaloids from an indo-pacific sponge. Pharmacokinetics, oral availability, and the significant activity of several manzamines against HIV-I, AIDS opportunistic infections, and inflammatory diseases [J].
Yousaf, M ;
Hammond, NL ;
Peng, JN ;
Wahyuono, S ;
McIntosh, KA ;
Charman, WN ;
Mayer, AMS ;
Hamann, MT .
JOURNAL OF MEDICINAL CHEMISTRY, 2004, 47 (14) :3512-3517