化学与生物工程
化學與生物工程
화학여생물공정
CHEMISTRY & BIOENGINEERING
2014年
8期
27-30,46
,共5页
胡云霞%李琬聪%周婷婷%郭占勇
鬍雲霞%李琬聰%週婷婷%郭佔勇
호운하%리완총%주정정%곽점용
菊糖衍生物%1,2,3-三氮唑%水杨醛类席夫碱%合成%抑菌活性
菊糖衍生物%1,2,3-三氮唑%水楊醛類席伕堿%閤成%抑菌活性
국당연생물%1,2,3-삼담서%수양철류석부감%합성%억균활성
inulin derivatives%1,2,3-triazole%salicylaldehyde Schiff base%synthesis%antifungal activity
先对菊糖 C-6位的羟基进行溴代激活，形成易离去基团，再用叠氮基亲核置换易离去基团，最后将水杨醛类丙炔胺席夫碱中间体通过 Huisgen-Click 反应与叠氮代菊糖中间体桥连，得到1，2，3-三氮唑桥连水杨醛类席夫碱菊糖衍生物（4a～4c），通过红外光谱对其结构进行了表征，并测定其抑菌活性。结果表明，与菊糖相比，菊糖衍生物的抑菌活性明显提高，当浓度为1000μg·mL-1时，化合物4a 对黄瓜炭疽病菌（Colletotrichum lagenarium ）、西瓜枯萎病菌（Fusar-ium oxysporium ）和芦笋茎枯病菌（Phomopsis asparagi ）的抑制率分别为66.7％、42.0％和58.1％。通过对菊糖进行针对性化学修饰，接入具有抑菌活性的基团，可以在一定程度上提高菊糖的抑菌活性，为进一步开发利用菊糖提供了依据。
先對菊糖 C-6位的羥基進行溴代激活，形成易離去基糰，再用疊氮基親覈置換易離去基糰，最後將水楊醛類丙炔胺席伕堿中間體通過 Huisgen-Click 反應與疊氮代菊糖中間體橋連，得到1，2，3-三氮唑橋連水楊醛類席伕堿菊糖衍生物（4a～4c），通過紅外光譜對其結構進行瞭錶徵，併測定其抑菌活性。結果錶明，與菊糖相比，菊糖衍生物的抑菌活性明顯提高，噹濃度為1000μg·mL-1時，化閤物4a 對黃瓜炭疽病菌（Colletotrichum lagenarium ）、西瓜枯萎病菌（Fusar-ium oxysporium ）和蘆筍莖枯病菌（Phomopsis asparagi ）的抑製率分彆為66.7％、42.0％和58.1％。通過對菊糖進行針對性化學脩飾，接入具有抑菌活性的基糰，可以在一定程度上提高菊糖的抑菌活性，為進一步開髮利用菊糖提供瞭依據。
선대국당 C-6위적간기진행추대격활，형성역리거기단，재용첩담기친핵치환역리거기단，최후장수양철류병결알석부감중간체통과 Huisgen-Click 반응여첩담대국당중간체교련，득도1，2，3-삼담서교련수양철류석부감국당연생물（4a～4c），통과홍외광보대기결구진행료표정，병측정기억균활성。결과표명，여국당상비，국당연생물적억균활성명현제고，당농도위1000μg·mL-1시，화합물4a 대황과탄저병균（Colletotrichum lagenarium ）、서과고위병균（Fusar-ium oxysporium ）화호순경고병균（Phomopsis asparagi ）적억제솔분별위66.7％、42.0％화58.1％。통과대국당진행침대성화학수식，접입구유억균활성적기단，가이재일정정도상제고국당적억균활성，위진일보개발이용국당제공료의거。
To get an appropriate leaving group by activating the primary hydroxyl at C-6 position of inulin with the substitution of bromine,which could be displaced conveniently by azide ion through SN reaction,then the salicylaldehyde Schiff base compounds could be easily bridge-connected by Huisgen-Click reaction,the tar-get compouds 1,2,3-triazole bridge-connected salicylaldehyde Schiff base inulin derivatives(4a~4c)were ob-tained at last.The structures of target compounds were characterized by FTIR,and their antifungal activities were determined.The results showed that the antifungal activities were enhanced remarkably compared to inu-lin.At the concentration of 1 000μg·mL-1 ,the inhibition rates of compound 4a against Colletotrichum lagena-rium ,Fusarium oxysporium and Phomopsis asparagi were 66.7%,42.0%,58.1%,respectively.The antifungal activity could be improved after grafting some groups with antimicrobial effect via pointed chemical modifica-tion,which provided theory basis for the further utilization of inulin.
