Cytotoxic Biscembranes from the Soft Coral Sarcophyton glaucum

被引：21

作者：

Iwagawa, Tetsuo ^{[1
]}

Hashimoto, Kanta ^{[1
]}

Yokogawa, Yukiko ^{[1
]}

Okamura, Hiroaki ^{[1
]}

Nakatani, Munehiro ^{[1
]}

Doe, Matsumi ^{[2
]}

Morimoto, Yoshiki ^{[2
]}

Takemura, Kaoru ^{[3
]}

机构：

[1] Kagoshima Univ, Fac Sci, Dept Chem & Biosci, Kagoshima 8900065, Japan

[2] Osaka City Univ, Grad Sch Sci, Dept Chem, Osaka 5588585, Japan

[3] Sankei Kagaku Co Ltd, Kagoshima 8910122, Japan

来源：

JOURNAL OF NATURAL PRODUCTS | 2009年 / 72卷 / 05期

关键词：

PROBABLE BIOGENETIC PRECURSOR; TORTUOSUM; CEMBRANOIDS; SKELETON;

D O I：

10.1021/np8003485

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

Seven new tetracyclic biscembranes (1-7) have been isolated from the soft coral Sarcophyton glaucum. Four (1-4) may be formed biogenetically by a Diels-Alder reaction of Delta(4(5)) and Delta(8(9)) geometrical isomers of methyl sarcoate and Delta(21(34),) (35(36)) dienes, including two with a tetrahydrofuran ring between C-27 and C-30 (3, 4), and three biscembranes (5-7) are probably derived from methyl sarcoate isomers with Delta(1(14),) (4(5), 8(9)) and a cembrane diene. Their structures were established on the basis of spectroscopic methods. Six of them (1-5, 7) exhibited weak cytotoxic activity against proliferation of human promyelocytic leukemia cells (HL-60).

引用

页码：946 / 949

页数：4

共 12 条

[1] 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

[2] Isoprenoids of the soft coral Sarcophyton glaucum:: Nyalolide, a new biscembranoid, and other terpenoids [J].

Feller, M ;

Rudi, A ;

Berer, N ;

Goldberg, I ;

Stein, Z ;

Benayahu, Y ;

Schleyer, M ;

Kashman, Y .

JOURNAL OF NATURAL PRODUCTS, 2004, 67 (08) :1303-1308

[3] DIFFERENCE CD SPECTRUM - THE ABSOLUTE-CONFIGURATION OF METHYL SARCOPHYTOATE [J].

ISHITSUKA, MO ;

KUSUMI, T ;

KAKISAWA, H .

TETRAHEDRON LETTERS, 1991, 32 (45) :6595-6596

[4] Ichthyotoxic cembranoids from the soft coral, Sarcophyton sp [J].

Iwagawa, T ;

Nakamura, S ;

Okamura, H ;

Nakatani, M .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1996, 69 (12) :3543-3549

[5] IRREGULAR CEMBRANOIDS CONTAINING A 13-MEMBERED CARBOCYCLIC SKELETON ISOLATED FROM A SOFT CORAL, SARCOPHYTON SPECIES [J].

IWAGAWA, T ;

NAKAMURA, S ;

MASUDA, T ;

OKAMURA, H ;

NAKATANI, M ;

SIRO, M .

TETRAHEDRON, 1995, 51 (18) :5291-5298

[6] Biscembranes from the soft coral Sarcophyton glaucum [J].

Iwagawa, Tetsuo ;

Hashimoto, Kanta ;

Okamura, Hiroaki ;

Kurawaki, Jun-ichi ;

Nakatani, Munehiro ;

Hou, De-Xing ;

Fujii, Makoto ;

Doe, Matsumi ;

Morimoto, Yoshiki ;

Takemura, Kaoru .

JOURNAL OF NATURAL PRODUCTS, 2006, 69 (08) :1130-1133

[7] Biscembranoids and their probable biogenetic precursor from the hainan soft coral Sarcophyton tortuosum [J].

Jia, Rui ;

Guo, Yue-Wei ;

Chen, Ping ;

Yang, Yi-Ming ;

Mollo, Ernesto ;

Gavagnin, Margherita ;

Cimino, Guido .

JOURNAL OF NATURAL PRODUCTS, 2007, 70 (07) :1158-1166

[8] STUDIES OF AUSTRALIAN SOFT CORALS .49. A NEW BISCEMBRANOID AND ITS PROBABLE BIOSYNTHETIC PRECURSORS FROM THE SOFT CORAL SARCOPHYTON-TORTUOSUM [J].

LEONE, PA ;

BOWDEN, BF ;

CARROLL, AR ;

COLL, JC ;

MEEHAN, GV .

JOURNAL OF NATURAL PRODUCTS, 1993, 56 (04) :521-526

[9]

SU JY, 1988, SCI SIN B-CHEM B A M, V31, P1172

[10]

SUE J, 1986, J AM CHEM SOC, V108, P177

← 1 2 →