Luo Shangwen, Krunic Aleksej, Chlipala George E, Orjala Jimmy
Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, 833 S. Wood Street, Chicago, Illinois 60612, United States.
Phytochem Lett. 2015 Sep 1;13:47-52. doi: 10.1016/j.phytol.2015.05.003.
Microseiramide (1), a cyclic heptapeptide, was isolated from a sample of the freshwater cyanobacterium Microseira sp. UIC 10445 collected in a shallow lake in Northern Indiana. Taxonomic identification of UIC 10445 was performed by a combination of morphological and phylogenetic characterization. Phylogenetic analysis revealed that UIC 10445 was a member of the recently described genus Microseira, which is phylogenetically distinct from the morphologically similar genera. Moorea and Lyngbya. The planar structure of microseiramide (1) was determined by extensive 1D and 2D NMR experiments as well as HRESIMS analysis. The absolute configurations of amino acid residues were determined using acid hydrolysis followed by the advanced Marfey's analysis. microseiramide (1) is the first cyclic peptide reported from a Microseira sp., and the structure of microseiramide (1) is distinct from the previously known metabolites from cyanobacteria of the genera Moorea and Lyngbya.
微丝藻酰胺(1)是一种环状七肽,从采自印第安纳州北部一个浅湖的淡水蓝藻微丝藻属(Microseira sp.)UIC 10445样本中分离得到。通过形态学和系统发育特征相结合的方法对UIC 10445进行了分类鉴定。系统发育分析表明,UIC 10445是最近描述的微丝藻属的成员,在系统发育上与形态相似的莫雷阿藻属(Moorea)和鞘丝藻属(Lyngbya)不同。微丝藻酰胺(1)的平面结构通过广泛的一维和二维核磁共振实验以及高分辨电喷雾电离质谱分析确定。氨基酸残基的绝对构型通过酸水解后进行先进的马尔菲法分析来确定。微丝藻酰胺(1)是从微丝藻属中报道的首个环状肽,其结构与之前已知的莫雷阿藻属和鞘丝藻属蓝藻代谢产物不同。