冬青油的提取糖基化修饰及活性研究制糖工程专业论文.docxVIP

ABSTRACTMetllyl ABSTRACT Metllyl salicylate，a natIJral non．toxic compouIld，、Ⅳas isolated fIrom me leaVes of H01ly． It also haLS good biological actiVit)， in ph锄acology such as aIltibacterial， anti．innaITullatoⅨaIlalgesic，antipyretic a11d so on．MaJly of chemical modification of metllyl salicylate haVe been r印oIrted，butⅡle glycosylation modification hardly been founded．Structure modification of natural products is an importaJlt way to discoVer lead dmgs．The research of this paper are aS foUows： Firstly，the leaVes of Holly were extracted by alcohol solvem witll Soxhlet ex仃action method，renux condenser for 6 hours．The diStillates were collected at 2 l 9 to 224 degrees to obtain t11e methyl salicylate aIld t11e yield、vas 3．1 9％． Secondly，four compounds of glycosylation deriVatiVes、Ⅳere synthesized f-rom starting material methyl salicylate via acylation，bromination，condensation and o昏protecting groups．Four compouIlds Were aS follows：me哪l salic)，late-2-O-(2，3，4，6-tetra-O-benzoyl —p-D—glucopyr觚oside)，methyl salicylate一2一O·(2，3，4，6一tetra-O-benzoyl一p—D。galactopyraIlo side)， methyl salicylate．2一O-p—D—glucopy啪oside and methyl salicylate-2-O。p‘D- galactop脚10side，aIld t11e yield ofthose waS 63．4％，67．7％，73．1％aIld 68．7％respectiVely． The stmctures of tllose new compounds were extensively confi姗ed by TLC，1H-NMR， 13C-NMR aIld mass spe咖】m． Finally，t11e bioactivities of metllyl salicylate and its derivatives were compared．The results of antiIIlicrobial test showed t11at new glycosylation deriVatiVes diSplayed notable 锄timicrobial activities，compared with methyl salicylate．The antimicrobial actiV酊of龇 f．our new compouIlds on Gram positiVe baCteria get stl．onger．The aIltimicrobial actiVity of tlle tllree new compouIlds on Gram negatiVe bacteria also get s仃onger，but me metllyl salicylate一2—0-p-D-galactopyraIloside’s Gr锄negatiVe bacteria alltiIIlicrobial actiV时gets weaker．An of them have no obVious iIlllibition on‰gi．Amioxidant eXperiment showed tllat the scaVengillg c印aCities on sup