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

页码：1575 / 1583

页数：9

共 35 条

[1] Manzamine alkaloids as antileishmanial agents: A review [J].

Ashok, Penta ;

Lathiya, Hiren ;

Murugesan, Sankaranarayanan .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2015, 97 :928-936

[2] Manzamine alkalodis: isolation, cytotoxicity, antimalarial activity and SAR studies [J].

Ashok, Penta ;

Ganguly, Swastika ;

Murugesan, Sankaranarayanan .

DRUG DISCOVERY TODAY, 2014, 19 (11) :1781-1791

[3] Marine natural products [J].

Blunt, John W. ;

Copp, Brent R. ;

Keyzers, Robert A. ;

Munro, Murray H. G. ;

Prinsep, Michele R. .

NATURAL PRODUCT REPORTS, 2016, 33 (03) :382-431

[4] Four new bioactive manzamine-type alkaloids from the Philippine marine sponge Xestospongia ashmorica [J].

Edrada, RA ;

Proksch, P ;

Wray, V ;

Witte, L ;

Muller, WEG ;

VanSoest, RWM .

JOURNAL OF NATURAL PRODUCTS, 1996, 59 (11) :1056-1060

[5] New manzamine alkaloids with potent activity against infectious diseases [J].

El Sayed, KA ;

Kelly, M ;

Kara, UAK ;

Ang, KKH ;

Katsuyama, I ;

Dunbar, DC ;

Khan, AA ;

Hamann, MT .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (09) :1804-1808

[6] Acantholactam and Pre-neo-kauluamine, Manzamine-Related Alkaloids from the Indonesian Marine Sponge Acanthostrongylophora ingens [J].

El-Desoky, Ahmed H. ;

Kato, Hikaru ;

Eguchi, Keisuke ;

Kawabata, Tetsuro ;

Fujiwara, Yukio ;

Losung, Fitje ;

Mangindaan, Remy E. P. ;

de Voogd, Nicole J. ;

Takeya, Motohiro ;

Yokosawa, Hideyoshi ;

Tsukamoto, Sachiko .

JOURNAL OF NATURAL PRODUCTS, 2014, 77 (06) :1536-1540

[7] Acanthomanzamines A-E with New Manzamine Frameworks from the Marine Sponge Acanthostrongylophora ingens [J].

Furusato, Akane ;

Kato, Hikaru ;

Nehira, Tatsuo ;

Eguchi, Keisuke ;

Kawabata, Tetsuro ;

Fujiwara, Yukio ;

Losung, Fitje ;

Mangindaan, Remy E. P. ;

de Voogd, Nicole J. ;

Takeya, Motohiro ;

Yokosawa, Hideyoshi ;

Tsukamoto, Sachiko .

ORGANIC LETTERS, 2014, 16 (15) :3888-3891

[8] A novel activity from an old compound: Manzamine A reduces the metastatic potential of AsPC-1 pancreatic cancer cells and sensitizes them to TRAIL-induced apoptosis [J].

Guzman, Esther A. ;

Johnson, Jacob D. ;

Linley, Patricia A. ;

Gunasekera, Sarath E. ;

Wright, Amy E. .

INVESTIGATIONAL NEW DRUGS, 2011, 29 (05) :777-785

[9] Total Synthesis of Manzamine A and Related Alkaloids [J].

Jakubec, Pavol ;

Hawkins, Alison ;

Felzmann, Wolfgang ;

Dixon, Darren J. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (42) :17482-17485

[10] Activity and protein expression of Na+/K+ ATPase are reduced in microvillous syncytiotrophoblast plasma membranes isolated from pregnancies complicated by intrauterine growth restriction [J].

Johansson, M ;

Karlsson, L ;

Wennergren, M ;

Jansson, T ;

Powell, TL .

JOURNAL OF CLINICAL ENDOCRINOLOGY & METABOLISM, 2003, 88 (06) :2831-2837

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