Carriebowmide, a New Cyclodepsipeptide from the Marine Cyanobacterium Lyngbya polychroa
Carriebowmide, a New Cyclodepsipeptide from the Marine Cyanobacterium Lyngbya polychroa
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DOI：
10.1021/np800453t
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发表时间：
2008-12-01
影响因子：
5.1
通讯作者：
Paul, Valerie J.
中科院分区：
文献类型：
--
作者：
Gunasekera, Sarath P.;Ritson-Williams, Raphael;Paul, Valerie J.
新的环缩肽carriebowmide（1）含有两种稀有氨基酸，3-氨基-2-甲基己酸和甲硫氨酸亚砜，从海洋蓝藻Lyngbya polychroa的亲脂性提取物中分离得到，该提取物收集自伯利兹Carrie Bow Cay的Smithsonian野外站附近的前礁。通过核磁共振波谱技术确定了其平面结构。通过对酸水解产物进行手性HPLC分析，确定了羟基酸和所有α-氨基酸衍生单元的绝对立体化学。通过对酸水解产物进行Marquisite分析，确定了β-氨基酸部分3-氨基-2-甲基己酸的立体化学。
The new cyclodepsipeptide carriebowmide (1), which contains two rare amino acids, 3-amino-2-methylhexanoic acid and methionine sulfoxide, was isolated from the fish-deterrent lipophilic extract of the marine cyanobacterium Lyngbya polychroa, collected from the fore reef near the Smithsonian field station at Carrie Bow Cay, Belize. Its planar structure was determined by NMR spectroscopic techniques. The absolute stereochemistry of the hydroxy acid and all alpha-amino acid-derived units was ascertained by chiral HPLC analysis of the acid hydrolysate. The stereochemistry of the beta-amino acid moiety, 3-amino-2-methylhexanoic acid, was established by Marfey analysis of the acid hydrolysate.