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Koshikamide B, a Cytotoxic Peptide Lactone from a Marine Sponge Theonella sp.

  作者 Araki, Takahiro;Matsunaga, Shigeki;Nakao, Yoichi;Furihata, Kazuo;West, Lyndon;Faulkner, D. John;Fusetani, Nobuhiro;  
  选自 期刊  Journal of Organic Chemistry;  卷期  2008年73-20;  页码  7889-7894  
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[摘要]Koshikamide B (I) has been isolated from two sep. collections of the marine sponge Theonella sp. as the major cytotoxic constituent. I is a 17-residue peptide lactone composed of six proteinogenic amino acids, two D-isomers of proteinogenic amino acids, seven N-methylated amino acids, and two unusual amino acid residues. The unusual amino acids are Nd-carbamoylasparagine and 2-(3-amino-2-hydroxy-5-oxopyrrolidin-2-yl)propionic acid (AHPP); the former is first found as the constituent of peptides, whereas the latter is a new amino acid residue. The N-terminus of koshikamide B is blocked by a methoxyacetyl group. The structure of I has been detd. by interpretation of spectral data and anal. of chem. degrdn. products. I exhibits cytotoxicity against P388 murine leukemia cells and the human colon tumor (HCT-116) cell line with an IC50 value of 0.45 and 7.5 mg/mL, resp.

 
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