Isolation and structure of the cytotoxin lyngbyabellin B and absolute configuration of lyngbyapeptin A from the marine cyanobacterium Lyngbya majuscula

Isolation and structure of the cytotoxin lyngbyabellin B and absolute configuration of lyngbyapeptin A from the marine cyanobacterium Lyngbya majuscula
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DOI:
10.1021/np000104n
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发表时间:
2000-10-01
影响因子:
5.1
通讯作者:
Paul, VJ
Paul, VJ
中科院分区:
生物学2区
文献类型:
--
作者:
Luesch, H;Yoshida, WY;Paul, VJ

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从关岛阿普拉港采集的海洋蓝细菌巨大鞘丝藻中分离出一种类似物,即强力微丝分裂剂lyngbyabellin A(1)。其细胞毒性略弱于1,被命名为lyngbyabellin B(2)。用核磁共振谱确定其结构。通过对降解产物的手性HPLC分析并与lyngbyabellin A(1)进行比较,确定了2的绝对构型。已知的修饰的四肽lyngbyapeptin A(3)也在同一提取物中被发现,并且其绝对立体化学可以首次被确定。
An analogue of the potent microfilament;disrupter lyngbyabellin A (1) has been isolated as a minor metabolite from the marine cyanobacterium Lyngbya majuscula collected at Apra Harbor, Guam. It possesses slightly weaker cytotoxicity than 1 and has been named lyngbyabellin B (2). Primarily NMR spectroscopy was used to determine its structure. The absolute configuration of 2 has been ascertained by chiral HPLC analysis of degradation products and by comparison with lyngbyabellin A (1). The known modified tetrapeptide lyngbyapeptin A (3) has also been found in the same extract, and its absolute stereochemistry could be determined for the first time.