Kato Atsushi, Kato Noriko, Adachi Isao, Hollinshead Jackie, Fleet George W J, Kuriyama Chinami, Ikeda Kyoko, Asano Naoki, Nash Robert J
Department of Hospital Pharmacy, University of Toyama, Toyama 930-0194, Japan.
J Nat Prod. 2007 Jun;70(6):993-7. doi: 10.1021/np0700826. Epub 2007 May 31.
An examination of the bulbs of Scilla socialis has resulted in the isolation of 11 hyacinthacines, two pyrrolidines, and three piperidines. The structures of the new alkaloids were elucidated by spectroscopic methods as beta-1-C-ethyldeoxymannojirimycin (5), hyacinthacines B7 (10), C2 (11), C3 (12), C4 (13), and C5 (14), and alpha-5-C-(3-hydroxybutyl)hyacinthacine A2 (15). Although, beta-l-homofuconojirimycin (3) and alpha-7-deoxyhomonojirimycin (alpha-7-deoxy-HNJ, 4) are previously known alkaloids, this is the first report of their occurrence in the plant family Hyacinthaceae. Alkaloid 11 was found to be a good inhibitor of bacterial beta-glucosidase and human placenta alpha-l-fucosidase, with IC50 values of 13 and 17 microM, respectively, while alkaloid 12 showed no inhibitory activity toward alpha-l-fucosidase but was a more potent inhibitor of bovine liver beta-galactosidase (IC50 = 52 microM) than 11. Alkaloids 13 and 14 were shown to be inhibitory toward mammalian alpha-glucosidase (IC50 = 45 and 77 microM, respectively), and alkaloid 14 was demonstrated as a moderate inhibitor of bacterial beta-glucosidase (IC50 = 48 microM).
对绵枣儿（Scilla socialis）的鳞茎进行研究后，分离出了11种海葱碱、两种吡咯烷和三种哌啶。通过光谱方法阐明了这些新生物碱的结构，分别为β-1-C-乙基脱氧甘露基杰里霉素（5）、海葱碱B7（10）、C2（11）、C3（12）、C4（13）和C5（14），以及α-5-C-（3-羟基丁基）海葱碱A2（15）。尽管β-1-高岩藻糖基杰里霉素（3）和α-7-脱氧高杰里霉素（α-7-脱氧-HNJ，4）是先前已知的生物碱，但这是它们在风信子科植物中出现的首次报道。发现生物碱11是细菌β-葡萄糖苷酶和人胎盘α-1-岩藻糖苷酶的良好抑制剂，IC50值分别为13和17微摩尔，而生物碱12对α-1-岩藻糖苷酶没有抑制活性，但对牛肝β-半乳糖苷酶是比11更有效的抑制剂（IC50 = 52微摩尔）。生物碱13和14对哺乳动物α-葡萄糖苷酶有抑制作用（IC50分别为45和77微摩尔），生物碱14被证明是细菌β-葡萄糖苷酶的中度抑制剂（IC50 = 48微摩尔）。
