New bromotyrosine derivatives from an association of two sponges, Jaspis wondoensis and Poecillastra wondoensis

被引:61
作者
Park, Y
Liu, Y
Hong, J
Lee, CO
Cho, H
Kim, DK
Im, KS
Jung, JH [1 ]
机构
[1] Pusan Natl Univ, Coll Pharm, Pusan 609735, South Korea
[2] Korea Basic Sci Inst, Seoul, South Korea
[3] Korea Res Inst Chem Technol, Pharmaceut Screening Ctr, Taejon, South Korea
[4] Inje Univ, Dept Chem, Gimhae, South Korea
来源
JOURNAL OF NATURAL PRODUCTS | 2003年 / 66卷 / 11期
关键词
D O I
10.1021/np030162j
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Three new bromotyrosine derivatives (4-6) were isolated from an association of two sponges, Jaspis wondoensis and Poecillastra wondoensis, along with the previously described (EE)-psammaplin A (1), (E,Z)-psammaplin A (2), psammaplin D (3), bisaprasin (7), and (3-bromo-4-hydroxyphenyl)acetonitrile (8). The structures of the new compounds were established on the basis of NMR and MS spectroscopic analysis. The compounds 1, 3, and 5-7 displayed significant cytotoxicity against human lung (A549), ovarian (SK-OV-3), skin (SK-MEL-2), CNS (YF498), and colon (HCT15) cancer cell lines. Compounds 3-7 were further evaluated for antibacterial activity against methicillin- or ofloxacin-resistant Staphylococcus strains. Compound 4 exhibited more potent antibacterial activity than meropenem. against several strains.
引用
收藏
页码:1495 / 1498
页数:4
相关论文
共 18 条
[1]   BROMINATED TYROSINE METABOLITES FROM AN UNIDENTIFIED SPONGE [J].
ARABSHAHI, L ;
SCHMITZ, FJ .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (16) :3584-3586
[2]   Bastadin 21, a novel isobastarane metabolite from the Great Barrier Reef marine sponge Ianthella quadrangulata [J].
Coll, JC ;
Kearns, PS ;
Rideout, JA ;
Sankar, V .
JOURNAL OF NATURAL PRODUCTS, 2002, 65 (05) :753-756
[3]   AEROPLYSININ-1, AN ANTIBACTERIAL BROMO-COMPOUND FROM SPONGE VERONGIA-AEROPHOBA [J].
FATTORUSSO, E ;
SODANO, G ;
MINALE, L .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1972, (01) :16-+
[4]  
JOMENEZ C, 1991, TETRAHEDRON, V47, P2097
[5]   Cytotoxic compounds from a two-sponge association [J].
Jung, JH ;
Sim, CJ ;
Lee, CO .
JOURNAL OF NATURAL PRODUCTS, 1995, 58 (11) :1722-1726
[6]   BROMINATED TYROSINE-DERIVED METABOLITES FROM THE SPONGE IANTHELLA-BASTA [J].
KAZLAUSKAS, R ;
LIDGARD, RO ;
MURPHY, PT ;
WELLS, RJ .
TETRAHEDRON LETTERS, 1980, 21 (23) :2277-2280
[7]  
Kijjoa A, 2001, Z NATURFORSCH C, V56, P1116
[8]  
Kim D, 1999, ANTICANCER RES, V19, P4085
[9]   Psammaplin A, a natural bromotyrosine derivative from a sponge, possesses the antibacterial activity against methicillin-resistant Staphylococcus aureus and the DNA gyrase-inhibitory activity [J].
Kim, DY ;
Lee, IS ;
Jung, JH ;
Yang, SI .
ARCHIVES OF PHARMACAL RESEARCH, 1999, 22 (01) :25-29
[10]   Novel bromotyrosine alkaloids: Inhibitors of mycothiol S-conjugate amidase [J].
Nicholas, GM ;
Newton, GL ;
Fahey, RC ;
Bewley, CA .
ORGANIC LETTERS, 2001, 3 (10) :1543-1545