Globo H四糖衍生物的高效合成  

Highly Efficient Synthesis of Two Globo H Tetrasaccharide Analogues

作　　者：魏国华[1,2] 杜宇国[1] Khushi L.Matta 

机构地区：[1]中国科学院生态环境研究中心,环境化学与生态毒理学国家重点实验室,北京100085 [2]Cancer Biology,Roswell Park Cancer Institute,Buffalo,NY 14263,USA

出　　处：《高等学校化学学报》2012年第1期71-75,共5页Chemical Journal of Chinese Universities

基　　金：国家“重大新药创制”科技重大专项(批准号:2009ZX09501-011)资助

摘　　要：设计合成了2个Globo H四糖衍生物1和2,将其作为标准样品可用于研究β1,3-葡萄糖醛酸(GlcA)转移酶及GlcA-3-O-硫酸化(Sulfo)转移酶在肿瘤组织内的特异性表达.The synthesis of two Globo H tetrasaccharide analogues,allyl O-（β-D-glucopyranosyluronic acid）-（1,3）-O-（β-D-galactopyranosyl）-（1,3）-（2-acetamido-2-deoxy-β-D-galactopyranosyl）-（1,3）-O-α-D-galactopyranoside and allyl O-（3-O-sulfo-β-D-glucopyranosyluronic acid）-（1,3）-O-（β-D-galactopyranosyl）-（1,3）-（2-acetamido-2-deoxy-β-D-galactopyranosyl）-（1,3）-O-α-D-galactopyranoside,were described.Construction of the target molecules was achieved through a key combination of BF3·Et2O and trichloroacetimidate glycosylation methodology.This is the first report on the synthesis of these derivatives,which could be used as potential novel substrates and reference samples for the study of β1,3-glucuronosyltransferase and GlcA-3-O-sulfotransferase in cancer tissues.

关 键 词：Globo H 糖基转移酶 硫酸化转移酶 葡萄糖醛酸 2-萘甲醇 

分 类 号：O629.12[理学—有机化学]