西华师范大学学报:自然科学版
西華師範大學學報:自然科學版
서화사범대학학보:자연과학판
Journal of China West Normal University:Natural Science Edition
2011年
3期
241-245
,共5页
杨金凤%曹红%边丽%刘红%高敬芝
楊金鳳%曹紅%邊麗%劉紅%高敬芝
양금봉%조홍%변려%류홍%고경지
半乳糖基异硫氰酸酯%半乳糖基硫脲%胍基半乳糖苷
半乳糖基異硫氰痠酯%半乳糖基硫脲%胍基半乳糖苷
반유당기이류청산지%반유당기류뇨%고기반유당감
Galactosyl isothiocyanate%benzothiazole%guanidinogalactoside
利用半乳糖基异硫氰酸酯1与2-氨基-4/6-取代苯并噻唑2a-2d在无水苯中回流得到半乳糖基硫脲3a-3d,在HgCl2作用下,与二乙胺发生亲核加成反应,合成半乳糖基胍(4a-4d).甲醇/甲醇钠的体系中,4a-4d脱去保护基团,得到游离羟基的半乳糖基胍(5a-5d).结构均经IR,^1HNMR,MS和元素分析确证,所有新化合物均为口-构型.
利用半乳糖基異硫氰痠酯1與2-氨基-4/6-取代苯併噻唑2a-2d在無水苯中迴流得到半乳糖基硫脲3a-3d,在HgCl2作用下,與二乙胺髮生親覈加成反應,閤成半乳糖基胍(4a-4d).甲醇/甲醇鈉的體繫中,4a-4d脫去保護基糰,得到遊離羥基的半乳糖基胍(5a-5d).結構均經IR,^1HNMR,MS和元素分析確證,所有新化閤物均為口-構型.
이용반유당기이류청산지1여2-안기-4/6-취대분병새서2a-2d재무수분중회류득도반유당기류뇨3a-3d,재HgCl2작용하,여이을알발생친핵가성반응,합성반유당기고(4a-4d).갑순/갑순납적체계중,4a-4d탈거보호기단,득도유리간기적반유당기고(5a-5d).결구균경IR,^1HNMR,MS화원소분석학증,소유신화합물균위구-구형.
Per - O - acetylated galactosyl isothiocyanate 1 was used as the starting material to react with 2 - amino- benzothiazole derivatives 2a- 2d in dry benzene to give galactosylthioureas 3a -3d, then a series of guanidinogalactoside 4a- 4d were obtained by nucleophilic addition reaction of diethylamine to 3 in the presence of HgC12. Finally, these adducts were subjected to deacetylation in MeOH/NaOMe to generate the corresponding unprotected guanidinogalactoside 5a -5d. The structures of all new compounds were established by IR, ^1H NMR, MS and elemental analysis, and their HIV PR inhibitory and anti - inflluenza activity have been also evaluated, but some of which did not display obvious biological activity. The structures of all newly synthesized compounds were established by IR,^1H NMR, MS and elemental analysis.