ONCHIDIN - A CYTOTOXIC DEPSIPEPTIDE WITH C-2 SYMMETRY FROM MARINE MOLLUSK
ONCHIDIN - A CYTOTOXIC DEPSIPEPTIDE WITH C-2 SYMMETRY FROM MARINE MOLLUSK
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DOI：
10.1016/0040-4039(94)88477-3
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发表时间：
1994-12-05
影响因子：
1.8
通讯作者：
BOUCHET, P
中科院分区：
文献类型：
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作者：
RODRIGUEZ, J;FERNANDEZ, R;BOUCHET, P
Onchidin(1)是从肺类软体动物Onchidium sp.中分离得到的一种细胞毒性脱脂肽。其结构为环(MeVal-Amo-Val-HIV-HIV-MeVal-Amo-Val-HIV-HIV)，由两个相同的部分(C30H49N3O(7)，MeVal-Amo-ValHIV-HIV)组成。Onchidin含有一种新的β-氨基酸：3-氨基-2-甲基-Oct-7-ynoic酸(Amo)。它具有C-2对称性，这使得一半与另一半同伦，因此在核磁共振谱中只能看到“单体”的信号。通过广谱分析、选择性水解法和手性气相色谱-质谱法确定了熊果素的结构和绝对立体化学(均为S)。
Onchidin (1) is a cytotoxic depsipeptide isolated from the pulmonate mollusc Onchidium sp. Its structure is cyclo (MeVal-Amo-Val-Hiv-Hiv-MeVal-Amo-Val-Hiv-Hiv) made of two identical halves (C30H49N3O(7), MeVal-Amo-Val-Hiv-Hiv). Onchidin contains a new beta-amino acid: 3-amio-2-methyl-oct-7-ynoic acid (Amo). It has C-2-symmetry and this makes one half homotopic to the other so only signals for a ''monomer'' can be seen in the NMR spectra. The structure and absolute stereochemisuy (all S) of onchidin was determined by extensive spectroscopic analysis, selective hydrolysis and chiral GCMS.