STUDIES OF AUSTRALIAN ASCIDIANS .4. MOLLAMIDE, A CYTOTOXIC CYCLIC HEPTAPEPTIDE FROM THE COMPOUND ASCIDIAN DIDEMNUM MOLLE

STUDIES OF AUSTRALIAN ASCIDIANS .4. MOLLAMIDE, A CYTOTOXIC CYCLIC HEPTAPEPTIDE FROM THE COMPOUND ASCIDIAN DIDEMNUM MOLLE
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DOI:
10.1071/ch9940061
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发表时间:
1994-01-01
影响因子:
1.1
通讯作者:
WHITE, AH
WHITE, AH
中科院分区:
化学4区
文献类型:
--
作者:
CARROLL, AR;BOWDEN, BF;WHITE, AH

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从海鞘Didemnum molle中分离得到一个新的细胞毒环七肽--mollamide。从一维和二维核磁共振谱初步推断了其结构。300 MHz的实验通过X射线晶体学研究证实了结构,其显示了环肽的相对立体化学。水解mollamide,并通过用N α-(5-氟-2,4-二硝基苯基)-L-丙氨酸(FDAA;马氏试剂)衍生化表征氨基酸,得到绝对立体化学;所有组成氨基酸均为L-异构体。报告了细胞毒性数据。
A new cytotoxic cyclic heptapeptide, mollamide, has been isolated from the compound ascidian Didemnum molle. The structure of mollamide was initially deduced from one-dimensional and two-dimensional n.m.r. experiments at 300 MHz. The structure was confirmed by an X-ray crystallographic study, which showed the relative stereochemistry of the cyclic peptide. Hydrolysis of mollamide, and characterization of the amino acids by derivatization with N alpha-(5-fluoro-2,4-dinitrophenyl)-L-alanina (FDAA; Marfey's reagent) gave the absolute stereochemistry; all constituent amino acids were the L-isomers. Cytotoxicity data are reported.