Inhibitors of serine proteases from a waterbloom of the cyanobacterium Microcystis sp.

被引：76

作者：

Banker, R ^{[1
]}

Carmeli, S ^{[1
]}

机构：

[1] Tel Aviv Univ, Raymond & Beverly Sackler Fac Exact Sci, Sch Chem, IL-69978 Tel Aviv, Israel

来源：

TETRAHEDRON | 1999年 / 55卷 / 35期

关键词：

D O I：

10.1016/S0040-4020(99)00597-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Three new protease inhibitors, micropeptins SF909 (1) and SF995 (2) and microcin SF608 (3), were isolated From the hydrophilic extract of a microcystis so. waterbloom. The planar structure of compounds 1-3 was determined by homonuclear and inverse-heteronuclear 2D-NMR techniques as well as high-resolution mass spectrometry. The absolute configuration of the asymmetric centers was studied using Marfey's method for HPLC. Micropeptin SF909 (1) inhibited chymotrypsin with IC50 of 4.0 mu g/mL while micropeptin SF995 (2) and microcin SF608 (3) inhibited trypsin with IC50's of 0.2 and 0.5 mu g/mL, respectively. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：10835 / 10844

页数：10

共 15 条

[1] Microcystin-LR inhibits photosynthesis of Phaseolus vulgaris primary leaves: Implications for current spray irrigation practice [J].

Abe, T ;

Lawson, T ;

Weyers, JDB ;

Codd, GA .

NEW PHYTOLOGIST, 1996, 133 (04) :651-658

[2] RESEARCHES ON ACETYLENIC COMPOUNDS .1. THE PREPARATION OF ACETYLENIC KETONES BY OXIDATION OF ACETYLENIC CARBINOLS AND GLYCOLS [J].

BOWDEN, K ;

HEILBRON, IM ;

JONES, ERH ;

WEEDON, BCL .

JOURNAL OF THE CHEMICAL SOCIETY, 1946, (JAN) :39-45

[3]

CHARMICHAEL WW, 1994, J APPL BACTERIOL, V72, P78

[4]

CHARMICHAEL WW, 1988, TOXICON, V26, P971

[5]

CHARMICHAEL WW, 1993, ALGAL TOXIN SEAFOOD, P187

[6] Micropeptins 478-A and -B, plasmin inhibitors from the cyanobacterium Microcystis aeruginosa [J].

Ishida, K ;

Matsuda, H ;

Murakami, M ;

Yamaguchi, K .

JOURNAL OF NATURAL PRODUCTS, 1997, 60 (02) :184-187

[7] 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

[8] CYANOPEPTOLINS, NEW DEPSIPEPTIDES FROM THE CYANOBACTERIUM MICROCYSTIS SP PCC 7806 [J].

MARTIN, C ;

OBERER, L ;

INO, T ;

KONIG, WA ;

BUSCH, M ;

WECKESSER, J .

JOURNAL OF ANTIBIOTICS, 1993, 46 (10) :1550-1556

[9] AERUGINOSIN 298-A, A THROMBIN AND TRYPSIN-INHIBITOR FROM THE BLUE-GREEN-ALGA MICROCYSTIS-AERUGINOSA (NIES-298) [J].

MURAKAMI, M ;

OKITA, Y ;

MATSUDA, H ;

OKINO, T ;

YAMAGUCHI, K .

TETRAHEDRON LETTERS, 1994, 35 (19) :3129-3132

[10] Micropeptin 103, a chymotrypsin inhibitor from the cyanobacterium Microcystis viridis (NIES-103) [J].

Murakami, M ;

Kodani, S ;

Ishida, K ;

Matsuda, H ;

Yamaguchi, K .

TETRAHEDRON LETTERS, 1997, 38 (17) :3035-3038

← 1 2 →