IB-01212, a new cytotoxic cyclodepsipeptide isolated from the marine fungus Clonostachys sp ESNA-A009

IB-01212, a new cytotoxic cyclodepsipeptide isolated from the marine fungus Clonostachys sp ESNA-A009
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DOI:
10.1021/jo051600p
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发表时间:
2006-04-28
影响因子:
3.6
通讯作者:
Cañedo, LM
Cañedo, LM
中科院分区:
化学2区
文献类型:
--
作者:
Cruz, LJ;Insua, MM;Cañedo, LM

文献摘要

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IB-01212是从Clonostachys sp. ESNA-A009的菌丝体提取物中分离得到的一种新的具有C-2对称性的细胞毒性环缩酚酸肽。通过光谱技术确定化合物的氨基酸序列。氨基酸的绝对构型由马氏链和薄荷醇方法的组合确定。通过将天然产物的分析数据与通过固相肽合成获得的样品进行比较来确认的结构显示为由两条L-N链形成的环状二聚体,N-Me(2)Leu-L-Ser-L-N-MeLeu-L-N-MePhe,由L-N-MePhe的羧酸和L-Ser的羟基官能团之间形成的两个酯结合。01212对不同的肿瘤细胞系具有高细胞毒性。
IB-01212, a new cytotoxic cyclodepsipeptide featuring C-2 symmetry, was isolated from the mycelium extract of Clonostachys sp. ESNA-A009. The amino acid sequence of the compound was determined by spectroscopy techniques. The absolute configuration of the amino acids was determined by a combination of the Marfey and menthol methods. The structure, which was confirmed by comparison of the analytical data for the natural product with a sample obtained by solid-phase peptide synthesis, was revealed to be a cyclic dimer formed by two chains of L-N,N-Me(2)Leu-L-Ser-L-N-MeLeu-L-N-MePhe bound by the two esters formed between the carboxylic acid of the L-N-MePhe and the hydroxyl function of the L-Ser. IB-01212 is highly cytotoxic to different tumor cell lines.