Aeruginosins, protease inhibitors from the cyanobacterium Microcystis aeruginosa

被引：128

作者：

Ishida, K ^{[1
]}

Okita, Y ^{[1
]}

Matsuda, H ^{[1
]}

Okino, T ^{[1
]}

Murakami, M ^{[1
]}

机构：

[1] Univ Tokyo, Grad Sch Agr & Life Sci, Marine Biol Lab, Bunkyo Ku, Tokyo 1138657, Japan

来源：

TETRAHEDRON | 1999年 / 55卷 / 36期

基金：

日本学术振兴会;

关键词：

D O I：

10.1016/S0040-4020(99)00621-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Five new protease inhibitors, related to aeruginosins 298-A (5), 98-A (1) and 98-B (2), were isolated from the cyanobacterium Microcystis aeruginosa. Aeruginosins 98-C (3) and 101 (4) differed from 1 in the Hpla unit. Aeruginosin 298-B (6) lacked the argininol unit in 5. Aeruginosins 89-A (7) and 89-B (8) were observed as the tautomers in HPLC because of the presence of the argininal units. Structures 3, 4 and 6-8 were determined on the basis of spectral data and chromatographic analyses of degradation products. The absolute stereochemistry of 1-8 was deduced by a combination of spectral and chemical studies. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：10971 / 10988

页数：18

共 23 条

[1] BIOLOGICAL ACTIVITIES OF LEUPEPTINS
AOYAGI, T
MIYATA, S
NANBO, M
KOJIMA, F
MATSUZAKI, M
ISHIZUKA, M
TAKEUCHI, T
UMEZAWA, H
[J]. JOURNAL OF ANTIBIOTICS, 1969, 22 (11) : 558 - +
[2] LEUPEPTINS NEW PROTEASE INHIBITORS FROM ACTINOMYCETES
AOYAGI, T
TAKEUCHI, T
MATSUZAKI, A
KAWAMURA, K
KONDO, S
HAMADA, M
MAEDA, K
UMEZAWA, H
[J]. JOURNAL OF ANTIBIOTICS, 1969, 22 (06) : 283 - +
[3] BONJOCH J, 1995, 8 INT S MAR NAT PROD, V8, P119
[4] HAMADA Y, 1982, CHEM PHARM BULL, V30, P1921
[5] KAWAMURA K, 1969, CHEM PHARM BULL, V17, P1902
[6] KONDO S, 1969, CHEM PHARM BULL, V17, P1896
[7] DIRECT HALOGENATION OF SOME AROMATIC AMINES
KOSOLAPOFF, GM
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1953, 75 (14) : 3596 - 3597
[8] TUMOR INHIBITORS .82. BRUCEANTIN, A NEW POTENT ANTILEUKEMIC SIMAROUBOLIDE FROM BRUCEA-ANTIDYSENTERICA
KUPCHAN, SM
BRITTON, RW
ZIEGLER, MF
SIGEL, CW
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (01) : 178 - 179
[9] STRUCTURE AND ACTIVITY OF LEUPEPTINS AND RELATED ANALOGS
MAEDA, K
KAWAMURA, K
KONDO, SI
AOYAGI, T
TAKEUCHI, T
UMEZAWA, H
[J]. JOURNAL OF ANTIBIOTICS, 1971, 24 (06) : 402 - &
[10] Aeruginosins 102-A and B, new thrombin inhibitors from the cyanobacterium Microcystis viridis (NIES-102)
Matsuda, H
Okino, T
Murakami, M
Yamaguchi, K
[J]. TETRAHEDRON, 1996, 52 (46) : 14501 - 14506

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