Natural Products Research Institute, College of Pharmacy, Seoul National University , San 56-1, Sillim, Gwanak, Seoul 151-742, Korea.
Marine Natural Products Laboratory, Korea Institute of Ocean Science & Technology , P.O. Box 29, Seoul 425-600, Korea.
J Nat Prod. 2016 Apr 22;79(4):1179-83. doi: 10.1021/acs.jnatprod.5b01078. Epub 2016 Mar 25.
Callyazepin (1) and (3R)-methylazacyclodecane (2), nitrogenous macrocycles, were isolated from a tropical Callyspongia sp. sponge. The combined spectroscopic analyses revealed that the structure of 1 is a bicyclic azepane ammonium salt of a novel structural class derived from mixed biogenetic origins. The configuration of the whole molecule and the conformation of the formamide group were assigned by proton-proton coupling constants, a NOESY analysis, and the application of the phenylglycine methyl ester method. The structure of 2 was identified using combined spectroscopic analyses and ECD measurements. These compounds exhibited moderate cytotoxic activities against the K562 and A549 cell lines.
从热带 Callyspongia sp. 海绵中分离得到氮杂大环化合物 Callyazepin（1）和（3R）-甲基氮杂环癸烷（2）。综合光谱分析表明，1 的结构为一种新型结构类别双环氮杂环己烷铵盐，来源于混合生物起源。通过质子-质子偶合常数、NOESY 分析和苯甘氨酸甲酯法，确定了整个分子的构型和甲酰胺基团的构象。通过综合光谱分析和 ECD 测量确定了 2 的结构。这些化合物对 K562 和 A549 细胞系表现出中等的细胞毒性活性。
