Total structure and biological properties of laxaphycins A and B, cyclic lipopeptides from the marine cyanobacterium Lyngbya majuscula

被引：5

作者：

Bonnard, I ^{[1
]}

Rolland, M ^{[1
]}

Francisco, C ^{[1
]}

Banaigs, B ^{[1
]}

机构：

[1] Univ Perpignan, Ctr Phytopharm, F-66860 Perpignan, France

来源：

LETTERS IN PEPTIDE SCIENCE | 1997年 / 4卷 / 4-6期

关键词：

antifungal; cytotoxic; synergism; Marfey's reagent; E-didehydroaminobutyric acid; beta-aminodeca(octa)noic acids;

D O I：

10.1023/A:1008884402484

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The tropical marine cyanobacterium Lyngbya majuscula produces a series of cytotoxic and antimicrobial cyclic peptides. The total structure of the two major components, laxaphycins A and B, was determined by interpretation of physical data, principally high field NMR, FAB MS and MS/MS, in combination with chemical derivatization and degradation schemes. Absolute stereochemistries of the natural and 'exotic' amino acids were determined. The two cyclic peptides exhibited an unusual biological synergism when tested for antifungal or cytotoxic effects.

引用

页码：289 / 292

页数：4

共 11 条

[1]

BECK WT, 1979, CANCER RES, V39, P2070

[2]

DANKS MK, 1987, CANCER RES, V47, P1297

[3] ANTIFUNGAL CYCLIC-PEPTIDES FROM THE TERRESTRIAL BLUE-GREEN-ALGA ANABAENA-LAXA .2. STRUCTURES OF LAXAPHYCIN-A LAXAPHYCIN-B, LAXAPHYCIN-D AND LAXAPHYCIN-E [J].

FRANKMOLLE, WP ;

KNUBEL, G ;

MOORE, RE ;

PATTERSON, GML .

JOURNAL OF ANTIBIOTICS, 1992, 45 (09) :1458-1466

[4] ANTIFUNGAL CYCLIC-PEPTIDES FROM THE TERRESTRIAL BLUE-GREEN-ALGA ANABAENA-LAXA .1. ISOLATION AND BIOLOGICAL PROPERTIES [J].

FRANKMOLLE, WP ;

LARSEN, LK ;

CAPLAN, FR ;

PATTERSON, GML ;

KNUBEL, G ;

LEVINE, IA ;

MOORE, RE .

JOURNAL OF ANTIBIOTICS, 1992, 45 (09) :1451-1457

[5] SYNTHESIS OF 9-FLUORENYLMETHYLOXYCARBONYL-PROTECTED N-ALKYL AMINO-ACIDS BY REDUCTION OF OXAZOLIDINONES [J].

FREIDINGER, RM ;

HINKLE, JS ;

PERLOW, DS ;

ARISON, BH .

JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (01) :77-81

[6] TOTAL STRUCTURE OF HORMOTHAMNIN-A, A TOXIC CYCLIC UNDECAPEPTIDE FROM THE TROPICAL MARINE CYANOBACTERIUM HORMOTHAMNION-ENTEROMORPHOIDES [J].

GERWICK, WH ;

JIANG, ZD ;

AGARWAL, SK ;

FARMER, BT .

TETRAHEDRON, 1992, 48 (12) :2313-2324

[7] NOVEL CYTO-TOXIC PEPTIDES FROM THE TROPICAL MARINE CYANOBACTERIUM HORMOTHAMNION-ENTEROMORPHOIDES .1. DISCOVERY, ISOLATION AND INITIAL CHEMICAL AND BIOLOGICAL CHARACTERIZATION OF THE HORMOTHAMNINS FROM WILD AND CULTURED MATERIAL [J].

GERWICK, WH ;

MROZEK, C ;

MOGHADDAM, MF ;

AGARWAL, SK .

EXPERIENTIA, 1989, 45 (02) :115-121

[8] THE STRUCTURES OF KATANOSIN-A AND KATANOSIN-B [J].

KATO, T ;

HINOO, H ;

TERUI, Y ;

KIKUCHI, JK ;

SHOJI, J .

JOURNAL OF ANTIBIOTICS, 1988, 41 (06) :719-725

[9] SURFACTIN ITURIN-A INTERACTIONS MAY EXPLAIN THE SYNERGISTIC EFFECT OF SURFACTIN ON THE BIOLOGICAL PROPERTIES OF ITURIN-A [J].

MAGETDANA, R ;

THIMON, L ;

PEYPOUX, F ;

PTAK, M .

BIOCHIMIE, 1992, 74 (12) :1047-1051

[10] DETERMINATION OF D-AMINO ACIDS .2. USE OF A BIFUNCTIONAL REAGENT, 1,5-DIFLUORO-2,4-DINITROBENZENE [J].

MARFEY, P .

CARLSBERG RESEARCH COMMUNICATIONS, 1984, 49 (06) :591-596

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