Palau'amine and its congeners:: A family of bioactive bisguanidines from the marine sponge Stylotella aurantium

被引：164

作者：

Kinnel, RB

Gehrken, HP

Swali, R

Skoropowski, G

Scheuer, PJ

机构：

[1] Univ Hawaii Manoa, Dept Chem, Honolulu, HI 96822 USA

[2] Hamilton Coll, Dept Chem, Clinton, NY 13323 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1998年 / 63卷 / 10期

关键词：

D O I：

10.1021/jo971987z

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The strongly cytotoxic, antibiotic, and immunosuppressive palau'amine was isolated from the Belau sponge Stylotella aurantium, along with less active I-bromo and 4,5-dibromo derivatives. Three corresponding isomeric compounds, all less active, were also isolated, and full details of the isolation and all structure proofs are provided.

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页码：3281 / 3286

页数：6

相关论文

共 39 条

[1]

AHOND A, 1988, CR ACAD SCI II, V307, P145

[2] SECONDARY ISOTOPE MULTIPLET NMR-SPECTROSCOPY OF PARTIALLY LABELED ENTITIES - C-13 SIMPLE NMR OF CARBOHYDRATES [J].

CHRISTOFIDES, JC ;

DAVIES, DB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (15) :5099-5105

[3] ISOLATION AND X-RAY CRYSTAL-STRUCTURE OF A NOVEL BROMO-COMPOUND FROM 2 MARINE SPONGES [J].

CIMINO, G ;

DEROSA, S ;

DESTEFANO, S ;

MAZZARELLA, L ;

PULITI, R ;

SODANO, G .

TETRAHEDRON LETTERS, 1982, 23 (07) :767-768

[4] A DIASTEREOSELECTIVE SYNTHESIS OF GIROLLINE [J].

COMMERCON, A ;

GUEREMY, C .

TETRAHEDRON LETTERS, 1991, 32 (11) :1419-1422

[5] MARINE-INVERTEBRATES FROM NEO-CALEDONIAN LAGOONS .5. ISOLATION AND IDENTIFICATION OF METABOLITES FROM A NEW SPECIES OF SPONGE, PSEUDAXINYSSA-CANTHARELLA [J].

DENANTEUIL, G ;

AHOND, A ;

GUILHEM, J ;

POUPAT, C ;

DAU, ETH ;

POTIER, P ;

PUSSET, M ;

PUSSET, J ;

LABOUTE, P .

TETRAHEDRON, 1985, 41 (24) :6019-6033

[6] THE STRUCTURE OF DIBROMOISOPHAKELLIN FROM THE MARINE SPONGE ACANTHELLA-CARTERI [J].

FEDOREYEV, SA ;

UTKINA, NK ;

ILYIN, SG ;

RESHETNYAK, MV ;

MAXIMOV, OB .

TETRAHEDRON LETTERS, 1986, 27 (27) :3177-3180

[7] REINVESTIGATION INTO STRUCTURE OF OROIDIN, A BROMOPYRROLE DERIVATIVE FROM MARINE SPONGE [J].

GARCIA, EE ;

BENJAMIN, LE ;

FRYER, RI .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1973, (03) :78-79

[8] AN ACCOUNT ON THE INFRARED ABSORPTION OF GUANIDINIUMS [J].

GOTO, T ;

NAKANISHI, K ;

OHASHI, M .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1957, 30 (07) :723-725

[9] STYLOGUANIDINES, NEW CHITINASE INHIBITORS FROM THE MARINE SPONGE STYLOTELLA-AURANTIUM [J].

KATO, T ;

SHIZURI, Y ;

IZUMIDA, H ;

YOKOYAMA, A ;

ENDO, M .

TETRAHEDRON LETTERS, 1995, 36 (12) :2133-2136

[10] BIOACTIVE BROMOPYRROLE METABOLITES FROM THE CARIBBEAN SPONGE AGELAS-CONIFERA [J].

KEIFER, PA ;

SCHWARTZ, RE ;

KOKER, MES ;

HUGHES, RG ;

RITTSCHOF, D ;

RINEHART, KL .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (09) :2965-2975

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