ANTINEOPLASTIC AGENTS .323. ISOLATION AND STRUCTURE OF PHAKELLISTATIN 6 FROM A CHUUK ARCHIPELAGO MARINE SPONGE

被引：23

作者：

PETTIT, GR

XU, JP

CICHACZ, ZA

WILLIAMS, MD

CHAPUIS, JC

CERNY, RL

机构：

[1] ARIZONA STATE UNIV,DEPT CHEM,TEMPE,AZ 85287

[2] UNIV NEBRASKA,MIDWEST CTR MASS SPECTROMETRY,LINCOLN,NE 68588

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1994年 / 4卷 / 22期

关键词：

D O I：

10.1016/S0960-894X(01)80695-8

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Phakellistatin 6 (7), a trace (7.5 x 10(-7)% yield) constituent of the marine sponge Phakellia costata located in the Federated States of Micronesia has been found to significantly inhibit growth of certain human cancer cell lines (GI(50) 0.1 to 0.01 mu g/ml). The structure of phakellistatin 6 (7) was deduced as cycle (Pro-Trp-Leu-Pro-Ile-Pro-Phe) employing a combination of MS/MS and high field (500 MHz) 2D-NMR procedures followed by chiral (all S amino acids) assignments using hydrolysis --> derivatisation --> chiral chromatographic techniques.

引用

收藏

页码：2677 / 2682

页数：6

相关论文

共 17 条

[1]

CERNY RL, 1990, MASS SPECTROMETRY PE, P289

[2] STEREOSTRUCTURES OF GEODIAMOLIDE-A AND GEODIAMOLIDE-B, NOVEL CYCLODEPSIPEPTIDES FROM THE MARINE SPONGE GEODIA SP [J].

CHAN, WR ;

TINTO, WF ;

MANCHAND, PS ;

TODARO, LJ .

JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (14) :3091-3093

[3] GEODIAMOLIDE-C TO GEODIAMOLIDE-F, NEW CYTOTOXIC CYCLODEPSIPEPTIDES FROM THE MARINE SPONGE PSEUDAXINYSSA SP [J].

DESILVA, ED ;

ANDERSEN, RJ ;

ALLEN, TM .

TETRAHEDRON LETTERS, 1990, 31 (04) :489-492

[4] RAPID GAS-CHROMATOGRAPHIC SEPARATION OF AMINO-ACID ENANTIOMERS WITH A NOVEL CHIRAL STATIONARY PHASE [J].

FRANK, H ;

NICHOLSON, GJ ;

BAYER, E .

JOURNAL OF CHROMATOGRAPHIC SCIENCE, 1977, 15 (05) :174-176

[5] BIOACTIVE MARINE METABOLISM .56. POLYTHEONAMIDES, UNPRECEDENTED HIGHLY CYTOTOXIC POLYPEPTIDES FROM THE MARINE SPONGE THEONELLA-SWINHOEI .2. STRUCTURE ELUCIDATION [J].

HAMADA, T ;

SUGAWARA, T ;

MATSUNAGA, S ;

FUSETANI, N .

TETRAHEDRON LETTERS, 1994, 35 (04) :609-612

[6] EFFICIENT SYNTHESES OF GEODIAMOLIDE-A AND JASPAMIDE, CYTOTOXIC AND ANTIFUNGAL CYCLIC DEPSIPEPTIDES OF MARINE SPONGE ORIGIN [J].

IMAEDA, T ;

HAMADA, Y ;

SHIOIRI, T .

TETRAHEDRON LETTERS, 1994, 35 (04) :591-594

[7] HYMENAMIDE-A AND HYMENAMIDE-B, NEW PROLINE-RICH CYCLIC HEPTAPEPTIDES FROM THE OKINAWAN MARINE SPONGE HYMENIACIDON-SP [J].

KOBAYASHI, J ;

TSUDA, M ;

NAKAMURA, T ;

MIKAMI, Y ;

SHIGEMORI, H .

TETRAHEDRON, 1993, 49 (12) :2391-2402

[8] ANTINEOPLASTIC AGENTS .219. ISOLATION AND STRUCTURE OF THE CELL-GROWTH INHIBITORY CONSTITUENTS FROM THE WESTERN PACIFIC MARINE SPONGE AXINELLA SP [J].

PETTIT, GR ;

HERALD, CL ;

BOYD, MR ;

LEET, JE ;

DUFRESNE, C ;

DOUBEK, DL ;

SCHMIDT, JM ;

CERNY, RL ;

HOOPER, JNA ;

RUTZLER, KC .

JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (11) :3339-3340

[9] ANTINEOPLASTIC AGENTS .277. ISOLATION AND STRUCTURE OF PHAKELLISTATIN-3 AND ISOPHAKELLISTATIN-3 FROM A REPUBLIC-OF-COMOROS MARINE SPONGE [J].

PETTIT, GR ;

TAN, R ;

HERALD, DL ;

CERNY, RL ;

WILLIAMS, MD .

JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (07) :1593-1595

[10] ANTINEOPLASTIC AGENTS .249. ISOLATION AND STRUCTURE OF THE MARINE SPONGE CELL-GROWTH INHIBITORY CYCLIC PEPTIDE PHAKELLISTATIN 1 [J].

PETTIT, GR ;

CICHACZ, Z ;

BARKOCZY, J ;

DORSAZ, AC ;

HERALD, DL ;

WILLIAMS, MD ;

DOUBEK, DL ;

SCHMIDT, JM ;

TACKETT, LP ;

BRUNE, DC ;

CERNY, RL ;

HOOPER, JNA ;

BAKUS, GJ .

JOURNAL OF NATURAL PRODUCTS, 1993, 56 (02) :260-267