Cytotoxic, antifouling bromotyramines: A synthetic study on simple marine natural products and their analogues

被引：21

作者：

Schoenfeld, RC

Conova, S

Rittschof, D

Ganem, B ^{[1
]}

机构：

[1] Cornell Univ, Baker Lab, Dept Chem & Biol Chem, Ithaca, NY 14853 USA

[2] Duke Univ, Marine Lab, Nicholas Sch Environm, Beaufort, NC 28516 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2002年 / 12卷 / 05期

关键词：

D O I：

10.1016/S0960-894X(02)00022-7

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Synthesis and biological evaluation of two naturally-occurring bromotyramines. moloka'iamine 1 and 3,5-dibromo-4-methoxy-beta-phenethylamine 2, together with several analogues, have been completed. Bromotyramine 2 is cytotoxic, and was found to be a potent antifoulant. Analogues 15 and 16 also displayed significant cytotoxic and antifouling activities. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

收藏

页码：823 / 825

页数：3

相关论文

共 14 条

[1] PSYCHOPHARMACOLOGICAL ACTIVITY OF RING-SUBSTITUTED AND SIDE CHAIN-SUBSTITUTED BETA-PHENETHYLAMINES [J].

BENINGTON, F ;

MORIN, RD ;

CLARK, LC ;

FOX, RP .

JOURNAL OF ORGANIC CHEMISTRY, 1958, 23 (12) :1979-1984

[2] SOME PRACTICAL CONSIDERATIONS AND APPLICATIONS OF THE NATIONAL-CANCER-INSTITUTE IN-VITRO ANTICANCER DRUG DISCOVERY SCREEN [J].

BOYD, MR ;

PAULI, KD .

DRUG DEVELOPMENT RESEARCH, 1995, 34 (02) :91-109

[3] Marine natural product antifoulants: Status and potential [J].

Clare, AS .

BIOFOULING, 1996, 9 (03) :211-229

[4]

COMIN VJ, 1959, HELV CHIM ACTA, V42, P1730

[5] Marine natural products [J].

Faulkner, DJ .

NATURAL PRODUCT REPORTS, 2000, 17 (01) :7-55

[6] Bioactive marine metabolites series, part 109.: Three new bromotyrosine derivatives lethal to crab from the marine sponge, Pseudoceratina purpurea [J].

Fusetani, N ;

Masuda, Y ;

Nakao, Y ;

Matsunaga, S ;

van Soest, RWM .

TETRAHEDRON, 2001, 57 (35) :7507-7511

[7] BIOGENETICALLY DIVERSE, BIOACTIVE CONSTITUENTS OF A SPONGE, ORDER VERONGIDA - BROMOTYRAMINES AND SESQUITERPENE-SHIKIMATE DERIVED METABOLITES [J].

HAMANN, MT ;

SCHEUER, PJ ;

KELLYBORGES, M .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (24) :6565-6569

[8] Isolation of 2-(3′-bromo-4′-hydroxyphenol)ethanamine from the new Zealand ascidian Cnemidocarpa bicornuta [J].

Lindsay, BS ;

Battershill, CN ;

Copp, BR .

JOURNAL OF NATURAL PRODUCTS, 1998, 61 (06) :857-858

[9] Barnacle in vitro Assays for Biologically Active Substances: Toxicity and Settlement Inhibition Assays Using Mass Cultured Balanus amphitrite amphitrite Darwin [J].

Rittschof, D. ;

Clare, A. S. ;

Gerhart, D. J. ;

Mary, Avelin ;

Bonaventura, J. .

BIOFOULING, 1992, 6 (02) :115-122

[10]

RITTSCHOF D, 2001, MARINE CHEM ECOLOGY, V1, P543