Oxygenated Hexylitaconates from a Marine Sponge-Derived Fungus Penicillium sp.

被引：19

作者：

Li, Jian Lin ^{[1
]}

Zhang, Ping

Lee, Yoon Mi ^{[1
]}

Hong, Jongki ^{[2
]}

Yoo, Eun Sook ^{[3
]}

Bae, Kyung Sook ^{[4
]}

Jung, Jee H. ^{[1
]}

机构：

[1] Pusan Natl Univ, Coll Pharm, Pusan 609735, South Korea

[2] Kyung Hee Univ, Coll Pharm, Seoul 130701, South Korea

[3] Cheju Natl Univ, Coll Med, Cheju 690756, South Korea

[4] Korea Res Inst Biosci & Biotechnol, Taejon 305333, South Korea

来源：

CHEMICAL & PHARMACEUTICAL BULLETIN | 2011年 / 59卷 / 01期

关键词：

sponge derived fungus; Penicillium sp; dicarboxylic acid; hexylitaconate; cytotoxicity; anti inflammatory; FARNESYL-PROTEIN TRANSFERASE; CERIPORIOPSIS-SUBVERMISPORA; CHAETOMELLIC ACIDS; METABOLITES; USTILAGO;

D O I：

10.1248/cpb.59.120

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

In the course of our search for bioactive metabolites from marine organisms, new hexylitaconic acid derivatives (1-4), along with (3S)-hexylitaconic acid (5), were Isolated from a sponge-derived fungus Penicillium sp Based on the NMR and MS data, the structures of compounds 1-4 were defined as alpha,beta-dicarboxylic acid derivatives, such as hexylitaconic acid and tensyuic acids which were previously reported as metabolite of Aspergillus niger, Penicillium striatisporum, or Apiospora montagner The isolated compounds were evaluated for cytotoxicity against a panel of five human solid tumor cell lines, and for anti-inflammatory activity gauged by their inhibitory effects on the production of major pro-inflammatory mediators (nitric oxide (NO), interleukin (IL)-6, tumor necrosis factor (TNF)-alpha, and IL-1 beta) in murine macrophage cells Compounds 1 and 4 showed weak inhibition of IL-1 beta production at the concentration of 200 mu M

引用

页码：120 / 123

页数：4

共 21 条

[1] Ceriporic acid C, a hexadecenylitaconate produced by a lignin-degrading fungus, Ceriporiopsis subvermispora [J].

Amirta, R ;

Fujimori, K ;

Shirai, N ;

Honda, Y ;

Watanabe, T .

CHEMISTRY AND PHYSICS OF LIPIDS, 2003, 126 (02) :121-131

[2]

ARAKI TAKAO, 1957, BULL NATL INST AGRIC SCI [JAPAN] SER C PLANT PATHOL, V8, P53

[3] ITACONATE BIOSYNTHESIS IN ASPERGILLUS-TERREUS [J].

BONNARME, P ;

GILLET, B ;

SEPULCHRE, AM ;

ROLE, C ;

BELOEIL, JC ;

DUCROCQ, C .

JOURNAL OF BACTERIOLOGY, 1995, 177 (12) :3573-3578

[4] In vitro anti-inflammatory effects of cynaropicrin, a sesquiterpene lactone, from Saussurea lappa [J].

Cho, JY ;

Baik, KU ;

Jung, JH ;

Park, MH .

EUROPEAN JOURNAL OF PHARMACOLOGY, 2000, 398 (03) :399-407

[5] Chemical synthesis, iron redox interactions and charge transfer complex formation of alkylitaconic acids from Ceriporiopsis subvermispora [J].

Enoki, M ;

Honda, Y ;

Kuwahara, M ;

Watanabe, T .

CHEMISTRY AND PHYSICS OF LIPIDS, 2002, 120 (1-2) :9-20

[6] ACCUMULATION OF ITACONIC, 2-HYDROXYPARACONIC, ITATARTARIC, AND MALIC-ACIDS BY STRAINS OF THE GENUS USTILAGO [J].

GUEVARRA, ED ;

TABUCHI, T .

AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1990, 54 (09) :2353-2358

[7]

Gunther H, 1986, EUR J BIOCHEM, V156, P301

[8] BIOCHEMISTRY OF THE USTILAGINALES .11. METABOLIC PRODUCTS OF USTILAGO-ZEAE IN SUBMERGED CULTURE [J].

HASKINS, RH ;

THORN, JA ;

BOOTHROYD, B .

CANADIAN JOURNAL OF MICROBIOLOGY, 1955, 1 (09) :749-&

[9]

ISOGAI A, 1984, AGR BIOL CHEM TOKYO, V48, P2607

[10] New secondary metabolites from the marine endophytic fungus Apiospora montagnei [J].

Klemke, C ;

Kehraus, S ;

Wright, AD ;

König, GM .

JOURNAL OF NATURAL PRODUCTS, 2004, 67 (06) :1058-1063

← 1 2 3 →