Two acyclic kahalalides from the sacoglossan mollusk Elysia rufescens

Two acyclic kahalalides from the sacoglossan mollusk Elysia rufescens
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DOI:
10.1021/np970045m
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发表时间:
1997-06-01
影响因子:
5.1
通讯作者:
Scheuer, PJ
Scheuer, PJ
中科院分区:
生物学2区
文献类型:
--
作者:
Goetz, G;Nakao, T;Scheuer, PJ

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sacoglosan软体动物Elysia rufescens阐述了六种环状缩酚肽,kahalalides A-F。其绿色藻类食物(Bryopsis sp.)含有kahalalide G,其为kahalalide F的无环类似物。对软体动物提取物的进一步分析揭示了两种新的无环肽,kahalalide H(1)和kahalalide J(2),它们与kahalalide F仅共享四种氨基酸(亮氨酸、苯丙氨酸、丝氨酸和缬氨酸)。两者都含有天冬氨酸和4-羟脯氨酸残基,kahalalide J(2)还含有赖氨酸。它们具有共同的β-羟基脂肪酸,3-羟基-9-甲基癸酸,以前在kahalalide E中发现。对于kahalalide II(1),我们成功地确定了对映体D-和L-苯丙氨酸的顺序位置。在共同的无环成分的阿托伐他汀,kahalalide G,新的化合物缺乏显着的细胞毒性。
The sacoglossan mollusk Elysia rufescens elaborates six cyclic depsipeptides, kahalalides A-F. Its green algal diet (Bryopsis sp.) contains kahalalide G, which is an acyclic analogue of kahalalide F. Further analysis of the molluskan extract revealed two new acyclic peptides, kahalalide H (1) and kahalalide J (2), which share only four amino acids (leucine, phenylalanine, serine, and valine) with kahalalide F. Both contain aspartic acid and 4-hydroxyproline residues, and kahalalide J (2) also contains lysine. They have in common beta-hydroxy fatty acid, 3-hydroxy-9-methyldecanoic, previously encountered in kahalalide E. For kahalalide Il (1) we succeeded in determining the sequential positions of the antipodal D- and L-phenylalanine. In common with the acyclic constituent of the alga, kahalalide G, the new compounds lack significant cytotoxicity.