New bromotyrosine alkaloids from the marine sponge Psammaplysilla purpurea

被引:54
作者
Tilvi, S [1 ]
Rodrigues, C [1 ]
Naik, CG [1 ]
Parameswaran, PS [1 ]
Wahidhulla, S [1 ]
机构
[1] Natl Inst Oceanog, Panaji, Goa, India
关键词
antimicrobial activity; bromotyrosine alkaloids; marine sponge; Psammaplysilla purpurea; purpurealidin;
D O I
10.1016/j.tet.2004.09.009
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Seven new bromotyrosine alkaloids Purpurealidin A, B, C, D, F, G, H and the known compounds Purealidin Q, Purpurealidin E, 16-Debromoaplysamine-4 and Purpuramine I have been isolated from the marine sponge Psammaplysilla purpurea. Their structure was elucidated on the basis of detailed 1D, 2D NMR and MS spectroscopic data. Purpurealidin B, 16-Debromoaplysamine-4 and Purpuramine I exhibited in vitro antimicrobial activities against E. coli, S. aureus, and V. cholerae. In addition, Purpurealidin B and 16-Debromoaplysamine-4 were also active against Shigella flexineri and Salmonella typhi while Purealidin Q was bactericidal only against Salmonella typhi. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:10207 / 10215
页数:9
相关论文
共 21 条
[1]   A NEW BASTADIN FROM THE SPONGE PSAMMAPLYSILLA-PURPUREA [J].
CARNEY, JR ;
SCHEUER, PJ ;
KELLYBORGES, M .
JOURNAL OF NATURAL PRODUCTS, 1993, 56 (01) :153-157
[2]   PUREALIDIN-A, A NEW CYTOTOXIC BROMOTYROSINE-DERIVED ALKALOID FROM THE OKINAWAN MARINE SPONGE PSAMMAPLYSILLA-PUREA [J].
ISHIBASHI, M ;
TSUDA, M ;
OHIZUMI, Y ;
SASAKI, T ;
KOBAYASHI, J .
EXPERIENTIA, 1991, 47 (03) :299-300
[3]   2 NEW BROMINATED TYROSINE DERIVATIVES FROM THE SPONGE DRUINELLA (=PSAMMAPLYSILLA) PURPUREA [J].
JAMES, DM ;
KUNZE, HB ;
FAULKNER, DJ .
JOURNAL OF NATURAL PRODUCTS, 1991, 54 (04) :1137-1140
[4]   3 NEW BROMOTYROSINE-DERIVED METABOLITES OF THE SPONGE PSAMMAPLYSILLA-PURPUREA [J].
JUREK, J ;
YOSHIDA, WY ;
SCHEUER, PJ ;
KELLYBORGES, M .
JOURNAL OF NATURAL PRODUCTS, 1993, 56 (09) :1609-1612
[5]   LIPOPUREALIN-D AND LIPOPUREALIN-E AND PUREALIDIN-H, NEW BROMOTYROSINE ALKALOIDS FROM THE OKINAWAN MARINE SPONGE PSAMMAPLYSILLA-PUREA [J].
KOBAYASHI, J ;
HONMA, K ;
TSUDA, M ;
KOSAKA, T .
JOURNAL OF NATURAL PRODUCTS-LLOYDIA, 1995, 58 (03) :467-470
[6]  
KOBAYASHI J, 1995, CHEM PHARM BULL, V43, P403
[7]   ARAPLYSILLIN-I AND ARAPLYSILLIN-II - BIOLOGICALLY-ACTIVE DIBROMOTYROSINE DERIVATIVES FROM THE SPONGE PSAMMAPLYSILLA-ARABICA [J].
LONGEON, A ;
GUYOT, M ;
VACELET, J .
EXPERIENTIA, 1990, 46 (05) :548-550
[8]   PUREALIN, A NOVEL ENZYME ACTIVATOR FROM THE OKINAWAN MARINE SPONGE PSAMMAPLYSILLA-PUREA [J].
NAKAMURA, H ;
WU, HM ;
KOBAYASHI, J ;
NAKAMURA, Y ;
OHIZUMI, Y ;
HIRATA, Y .
TETRAHEDRON LETTERS, 1985, 26 (37) :4517-4520
[9]   PUREALIN, A NOVEL ACTIVATOR OF SKELETAL-MUSCLE ACTOMYOSIN ATPASE AND MYOSIN EDTA-ATPASE THAT ENHANCED THE SUPERPRECIPITATION OF ACTOMYOSIN [J].
NAKAMURA, Y ;
KOBAYASHI, M ;
NAKAMURA, H ;
WU, H ;
KOBAYASHI, J ;
OHIZUMI, Y .
EUROPEAN JOURNAL OF BIOCHEMISTRY, 1987, 167 (01) :1-6
[10]   TOTAL SYNTHESES OF (+/-)-AEROTHIONIN, (+/-)-HOMOAEROTHIONIN, AND ( + - )-AEROPHOBIN-1 [J].
NISHIYAMA, S ;
YAMAMURA, S .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1985, 58 (12) :3453-3456