Microcyclamide, a cytotoxic cyclic hexapeptide from the cyanobacterium Microcystis aeruginosa

被引:67
作者
Ishida, K [1 ]
Nakagawa, H [1 ]
Murakami, M [1 ]
机构
[1] Univ Tokyo, Grad Sch Agr & Life Sci, Marine Biochem Lab, Bunkyo Ku, Tokyo 1138657, Japan
来源
JOURNAL OF NATURAL PRODUCTS | 2000年 / 63卷 / 09期
关键词
D O I
10.1021/np000159p
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Microcyclamide (1), a cytotoxic cyclic hexapeptide, was isolated from the cultured cyanobacterium Microcystis aeruginosa (NIES-298). Its structure was elucidated to be 1 on the basis of two-dimensional H-1-H-1, H-1-C-13, and H-1-N-15 NMR correlation experiments and the HRFABMS measurement. The absolute stereochemistry of the; asymmetric centers was determined by the Marfey's method. This peptide showed a moderate cytotoxicity against P388 murine leukemia cells.
引用
收藏
页码:1315 / 1317
页数:3
相关论文
共 26 条
[1]   Raocyclamides A and B, novel cyclic hexapeptides isolated from the cyanobacterium Oscillatoria raoi [J].
Admi, V ;
Afek, U ;
Carmeli, S .
JOURNAL OF NATURAL PRODUCTS, 1996, 59 (04) :396-399
[2]   Tenuecyclamides A-D, cyclic hexapeptides from the cyanobacterium Nostoc spongiaeforme var. tenue [J].
Banker, R ;
Carmeli, S .
JOURNAL OF NATURAL PRODUCTS, 1998, 61 (10) :1248-1251
[3]   CYANOBACTERIA SECONDARY METABOLITES - THE CYANOTOXINS [J].
CARMICHAEL, WW .
JOURNAL OF APPLIED BACTERIOLOGY, 1992, 72 (06) :445-459
[4]   TOXINS OF CYANOBACTERIA [J].
CARMICHAEL, WW .
SCIENTIFIC AMERICAN, 1994, 270 (01) :78-86
[5]   Microginins 299-A and -B, leucine aminopeptidase inhibitors from the Cyanobacterium Microcystis aeruginosa (NIES-299) [J].
Ishida, K ;
Matsuda, H ;
Murakami, M ;
Yamaguchi, K .
TETRAHEDRON, 1997, 53 (30) :10281-10288
[6]   Four new microginins, linear peptides from the cyanobacterium Microcystis aeruginosa [J].
Ishida, K ;
Matsuda, H ;
Murakami, M .
TETRAHEDRON, 1998, 54 (44) :13475-13484
[7]   Kawaguchipeptin A, a novel cyclic undecapeptide from cyanobacterium Microcystis aeruginosa (NIES-88) [J].
Ishida, K ;
Matsuda, H ;
Murakami, M ;
Yamaguchi, K .
TETRAHEDRON, 1996, 52 (27) :9025-9030
[8]   Aeruginosins, protease inhibitors from the cyanobacterium Microcystis aeruginosa [J].
Ishida, K ;
Okita, Y ;
Matsuda, H ;
Okino, T ;
Murakami, M .
TETRAHEDRON, 1999, 55 (36) :10971-10988
[9]   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
[10]   Kawaguchipeptin B, an antibacterial cyclic undecapeptide from the cyanobacterium Microcystis aeruginosa [J].
Ishida, K ;
Matsuda, H ;
Murakami, M ;
Yamaguchi, K .
JOURNAL OF NATURAL PRODUCTS, 1997, 60 (07) :724-726