Stellettadine A: A new acylated bisguanidinium alkaloid which induces larval metamorphosis in ascidians from a marine sponge Stelletta sp

被引：33

作者：

Tsukamoto, S ^{[1
]}

Kato, H ^{[1
]}

Hirota, H ^{[1
]}

Fusetani, N ^{[1
]}

机构：

[1] RES DEV CORP JAPAN,ERATO,FUSETANI BIOFOULING PROJECT,NIIGATA ENGN CO LTD,ISOGU KU,YOKOHAMA,KANAGAWA 235,JAPAN

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 31期

关键词：

D O I：

10.1016/0040-4039(96)01154-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new bisguanidinium alkaloid, stellettadine A (1), containing a norsesquiterpene unit has been isolated from a marine sponge Stelletta sp, as a metamorphosis-inducing compound. Its structure including the absolute stereochemistry was elucidated on the basis of spectral data and chemical degradation. Compound 1 induced metamorphosis of the ascidian Halocynthia roretzi larvae with an ED(100) value of 50 mu M. Copyright (C) 1996 Elsevier Science Ltd

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页码：5555 / 5556

页数：2

相关论文

共 18 条

[1] 2 NEW GUANIDINE ALKALOIDS FROM THE MEDITERRANEAN SPONGE CRAMBE-CRAMBE [J].

BERLINCK, RGS ;

BRAEKMAN, JC ;

DALOZE, D ;

HALLENGA, K ;

OTTINGER, R ;

BRUNO, I ;

RICCIO, R .

TETRAHEDRON LETTERS, 1990, 31 (45) :6531-6534

[2] TERPENOID CHEMISTRY .19. DEHYDRO-MYODESMONE AND DEHYDROISO-MYODESMONE, TOXIC FURANOID SESQUITERPENE KETONES FROM MYOPORUM-DESERTI [J].

BLACKBURNE, ID ;

SUTHERLAND, MD .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1972, 25 (08) :1779-+

[3] ZOANTHOXANTHINS OF A NEW STRUCTURAL TYPE FROM EPIZOANTHUS-ARENACEUS (ZOANTHARIA) [J].

CARIELLO, L ;

CRESCENZI, S ;

PROTA, G ;

ZANETTI, L .

TETRAHEDRON, 1974, 30 (23-2) :4191-4196

[4] A GREATLY IMPROVED PROCEDURE FOR RUTHENIUM TETRAOXIDE CATALYZED OXIDATIONS OF ORGANIC-COMPOUNDS [J].

CARLSEN, PHJ ;

KATSUKI, T ;

MARTIN, VS ;

SHARPLESS, KB .

JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (19) :3936-3938

[5] ISOLATION AND STRUCTURE OF 2 NOVEL MUSCARINIC RECEPTOR ANTAGONISTS [J].

HEGDE, VR ;

SILVER, JE ;

PATEL, MG ;

GULLO, VP ;

DAS, PR ;

PUAR, MS .

JOURNAL OF NATURAL PRODUCTS-LLOYDIA, 1995, 58 (06) :843-847

[6]

HEGDE VR, 1995, J NAT PRODUCTS, V58, P1470

[7] BIOACTIVE MARINE METABOLITES .32. STELLETTAMIDE-A, AN ANTIFUNGAL ALKALOID FROM A MARINE SPONGE OF THE GENUS STELLETTA [J].

HIROTA, H ;

MATSUNAGA, S ;

FUSETANI, N .

TETRAHEDRON LETTERS, 1990, 31 (29) :4163-4164

[8] PHLOEODICTINE-A AND PHLOEODICTINE-B - NEW ANTIBACTERIAL AND CYTOTOXIC BICYCLIC AMIDINIUM SALTS FROM THE NEW CALEDONIAN SPONGE, PHLOEODICTYON SP [J].

KOURANYLEFOLL, E ;

PAIS, M ;

SEVENET, T ;

GUITTET, E ;

MONTAGNAC, A ;

FONTAINE, C ;

GUENARD, D ;

ADELINE, MT ;

DEBITUS, C .

JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (14) :3832-3835

[9] The arcain, a previously unknown animal base. [J].

Kutscher, F ;

Ackermann, D ;

Flossner, O .

HOPPE-SEYLERS ZEITSCHRIFT FUR PHYSIOLOGISCHE CHEMIE, 1931, 199 :273-276

[10]

ROBIN Y, 1956, CR SOC BIOL, V150, P1892