林格比糖苷B，一种从帕劳海洋蓝藻菌林格比属（Lyngbya sp.）中分离出的新型糖苷大环内酯。

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

作者信息

Luesch Hendrik, Yoshida Wesley Y, Harrigan George G, Doom James P, Moore Richard E, Paul Valerie J

机构信息

Department of Chemistry, University of Hawaii at Manoa, Honolulu, HI 96822, USA.

出版信息

J Nat Prod. 2002 Dec;65(12):1945-8. doi: 10.1021/np0202879.

DOI:10.1021/np0202879

PMID:12502348

Abstract

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.

摘要

帕劳收集的海洋蓝藻丝状鞘丝藻（Lyngbya sp.），此前已从中分离出多种基于肽的细胞毒素，此次还产生了一种具有轻微细胞毒性的新型糖苷大环内酯。该化合物因其结构与先前分离出的鞘丝藻糖苷（2）相似，故而被命名为鞘丝藻糖苷B（1）。鞘丝藻糖苷B（1）似乎是仅有的第三种来自海洋蓝藻的此类糖苷大环内酯以及第二种此类溴化化合物。其总体结构通过核磁共振光谱和质谱技术相结合得以确定。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。