Foye W O, Tovivich P
J Pharm Sci. 1977 Nov;66(11):1607-11. doi: 10.1002/jps.2600661126.
A series N-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)-5-aralkylidenerhodanines was synthesized, and the acetyl groups were removed to give N-beta-D-glucopyranosyl-5-aralkylidenerhodanies without cleavage of the rhodanine ring by means of acid hydrolysis. Alkaline hydrolysis with ammonia in methanol resulted in cleavage to N-glucosylthiourea, providing evidence for N-glycoside formation. A number of the rhodanine derivatives, especially those with nitro or chloro groups in the aromatic ring, showed antibacterial activity. N-beta-D-Glucopyranosyl-5-(4-nitrobenzylidene) rhodanine showed antiviral activity by inhibition of viral RNA synthesis. Some effect on blood sugar levels also was observed with several rhodanines.
合成了一系列N-(2,3,4,6-四-O-乙酰基-β-D-吡喃葡萄糖基)-5-芳亚甲基绕丹宁，通过酸水解去除乙酰基，得到N-β-D-吡喃葡萄糖基-5-芳亚甲基绕丹宁，且未裂解绕丹宁环。在甲醇中用氨进行碱性水解导致裂解为N-葡萄糖基硫脲，这为N-糖苷的形成提供了证据。许多绕丹宁衍生物，特别是那些在芳环中带有硝基或氯基的衍生物，表现出抗菌活性。N-β-D-吡喃葡萄糖基-5-(4-硝基亚苄基)绕丹宁通过抑制病毒RNA合成表现出抗病毒活性。还观察到几种绕丹宁对血糖水平有一定影响。
