Lyngbyaloside B, a new glycoside macrolide from a Palauan marine cyanobacterium, Lyngbya sp.

Lyngbyaloside B, a new glycoside macrolide from a Palauan marine cyanobacterium, Lyngbya sp.
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DOI:
10.1021/np0202879
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发表时间:
2002-12-01
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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帕劳的海洋蓝细菌 Lyngbya sp. 已经提供了多种基于肽的细胞毒素,也产生了一种新的糖苷大环内酯,表现出轻微的细胞毒性。由于其结构与之前分离的 lyngbyaloside (2) 类似,该化合物被称为 lyngbyaloside B (1)。 Lyngbyaloside B (1) 似乎是来自海洋蓝细菌的第三种糖苷大环内酯和第二种溴化化合物。其总体结构是通过核磁共振波谱和质谱技术的结合确定的。基于质子-质子自旋耦合常数和 ROESY 数据提出了 12 个立体中心的相对立体化学。
A Palauan collection of the marine cyanobacterium Lyngbya sp., which had already afforded diverse peptide-based cytotoxins, also yielded a new glycoside macrolide exhibiting slight cytotoxicity. The compound was termed lyngbyaloside B (1) due to its structural analogy to the previously isolated lyngbyaloside (2). Lyngbyaloside B (1) appears to be only the third glycoside macrolide and second brominated compound of its kind from a marine cyanobacterium. Its gross structure was determined by a combination of NMR spectroscopy and mass spectrometric techniques. The relative stereochemistry for the 12 stereocenters is proposed on the basis of proton-proton spin-coupling constants and ROESY data.