Durumolides A-E, anti-inflammatory and antibacterial cembranolides from the soft coral Lobophytum durum

被引：59

作者：

Cheng, Shi-Yie ^{[1
]}

Wen, Zhi-Hong ^{[1
]}

Chiou, Shu-Fen ^{[1
]}

Hsu, Chi-Hsin ^{[1
,5
]}

Wang, Shang-Kewi ^{[2
]}

Dai, Chang-Feng ^{[3
]}

Chiang, Michael Y. ^{[4
]}

Duh, Chang-Yih ^{[1
,5
]}

机构：

[1] Natl Sun Yat Sen Univ, Dept Marine Biotechnol & Resources, Kaohsiung 804, Taiwan

[2] Kaohsiung Med Univ, Dept Microbiol, Kaohsiung 807, Taiwan

[3] Natl Taiwan Univ, Inst Oceanog, Taipei 10764, Taiwan

[4] Natl Sun Yat Sen Univ, Dept Chem, Kaohsiung 804, Taiwan

[5] Natl Sun Yat Sen Univ, Ctr Asia Pacific Marine Res, Kaohsiung 804, Taiwan

来源：

TETRAHEDRON | 2008年 / 64卷 / 41期

关键词：

Lobophytum durum; cembranoid; alpha-methylene-gamma-lactone; anti-inflammatory effects; antibacterial activities; HCMV endonuclease activity;

D O I：

10.1016/j.tet.2008.07.104

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chemical investigations on the acetone extract of the soft coral Lobophytum durum have afforded five new cembranoids with a trans-fused alpha-methylene-gamma-lactone, durumolides A-E (1, 6, and 8-10), and five previously characterized cembrane-based diterpenoids (2-5 and 7). The Structures of the isolated metabolites were elucidated through extensive spectroscopic analyses, while the relative stereochemistry of 4 was confirmed by X-ray diffraction analyses. Moreover, the absolute configurations of 3-5 and 8 were established by application of modified Mosher's method. The anti-inflammatory effects, antibacterial activities, and inhibition assay of HCMV (Human cytomegalovirus) endonuclease activity of these isolated metabolites 1-10 were evaluated in Vitro. (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：9698 / 9704

页数：7

共 26 条

[1] Antibacterial activity of ethanolic and aqueous extracts of Acacia aroma Gill. ex Hook et Arn [J].

Arias, ME ;

Gomez, JD ;

Cudmani, NM ;

Vattuone, MA ;

Isla, MI .

LIFE SCIENCES, 2004, 75 (02) :191-202

[2] Marine natural products [J].

Blunt, John W. ;

Copp, Brent R. ;

Hu, Wan-Ping ;

Munro, Murray H. G. ;

Northcote, Peter T. ;

Prinsep, Michele R. .

NATURAL PRODUCT REPORTS, 2008, 25 (01) :35-94

[3]

Bowden B.F., 1984, AUST J CHEM, V34, P545

[4] STUDIES OF AUSTRALIAN SOFT CORALS .33. NEW CEMBRANOID DITERPENES FROM A LOBOPHYTUM SPECIES [J].

BOWDEN, BF ;

COLL, JC ;

TAPIOLAS, DM .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1983, 36 (11) :2289-2295

[5] A cembranolide diterpene farnesyl protein transferase inhibitor from the marine soft coral Lobophytum cristagalli [J].

Coval, SJ ;

Patton, RW ;

Petrin, JM ;

James, L ;

Rothofsky, ML ;

Lin, SL ;

Patel, M ;

Reed, JK ;

McPhail, AT ;

Bishop, WR .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1996, 6 (07) :909-912

[6] Minor sesquiterpene lactones from Centaurea pullata and their antimicrobial activity [J].

Djeddi, Samah ;

Karioti, Anastasia ;

Sokovic, Marina ;

Stojkovic, Dejan ;

Seridi, Ratiba ;

Skaltsa, Helen .

JOURNAL OF NATURAL PRODUCTS, 2007, 70 (11) :1796-1799

[7] Cytotoxic cembrenolide diterpenes from the formosan soft coral Lobophytum crassum [J].

Duh, CY ;

Wang, SK ;

Huang, BT ;

Dai, CF .

JOURNAL OF NATURAL PRODUCTS, 2000, 63 (06) :884-885

[8] Cytotoxic and ichthyotoxic compounds from marine opisthobranchia and soft coral [J].

Higuchi, R ;

Miyamoto, T ;

Yamada, K ;

Komori, T .

TOXICON, 1998, 36 (11) :1703-1705

[9] The anti-inflammatory carbazole, LCY-2-CHO, inhibits lipopolysaccharide-induced inflammatory mediator expression through inhibition of the p38 mitogen-activated protein kinase signaling pathway in macrophages [J].

Ho, FM ;

Lai, CC ;

Huang, LJ ;

Kuo, TC ;

Chao, CM ;

Lin, WW .

BRITISH JOURNAL OF PHARMACOLOGY, 2004, 141 (06) :1037-1047

[10] Antibacterial activity and in vitro anti-tumor activity of the extract of the larvae of the housefly (Musca domestica) [J].

Hou, Lixia ;

Shi, Yonghui ;

Zhai, Pei ;

Le, Guowei .

JOURNAL OF ETHNOPHARMACOLOGY, 2007, 111 (02) :227-231

← 1 2 3 →