Tsuda Masashi, Sasaki Mai, Mugishima Takao, Komatsu Kazusei, Sone Teruo, Tanaka Michiko, Mikami Yuzuru, Kobayashi Jun'ichi
Graduate School of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan.
J Nat Prod. 2005 Feb;68(2):273-6. doi: 10.1021/np049661q.
Three new pyrrolidine alkaloids, scalusamides A-C (1-3), were isolated from the cultured broth of the fungus Penicillium citrinum, which was separated from the gastrointestine of a marine fish, and the structures were elucidated by spectroscopic data. The absolute stereochemistry of C-2 in the pyrrolidine unit was determined by HPLC analysis of a Marfey's derivative of the hydrolysate of 1, while that of 2 and 3 was assigned by comparison of spectroscopic data of 3 and reductive products of 1 and 2. On the other hand, each of 1-3 was found to be a mixture of epimers at C-7. Scalusamide A (1) exhibited antifungal and antibacterial activities.
从一种从海鱼胃肠道分离出的真菌——桔青霉的培养液中，分离得到了三种新的吡咯烷生物碱，即scalusamides A-C（1-3），其结构通过光谱数据得以阐明。通过对1的水解产物的Marfey衍生物进行HPLC分析，确定了吡咯烷单元中C-2的绝对立体化学，而2和3的绝对立体化学则通过比较3以及1和2的还原产物的光谱数据来确定。另一方面，发现1-3各自都是C-7位差向异构体的混合物。Scalusamide A（1）具有抗真菌和抗菌活性。
