Iodine-Catalyzed Etherification of Morroniside

被引:14
作者
Sunghwa, Fortunatus [2 ]
Sakurai, Hiroaki [3 ]
Saiki, Ikuo [3 ]
Koketsu, Mamoru [1 ]
机构
[1] Gifu Univ, Life Sci Res Ctr, Div Instrumental Anal, Gifu 5011193, Japan
[2] Univ Dar Es Salaam, Fac Sci, Dept Chem, Dar Es Salaam, Tanzania
[3] Toyama Univ, Inst Nat Med, Div Pathogen Biochem, Toyama 9300194, Japan
关键词
etherification; morroniside; cytotoxicity; CONVERSION; AUCUBIN; ASPERULOSIDE; SYNTHONS; ANALOG;
D O I
10.1248/cpb.57.112
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
In this study, we describe a highly selective etherification procedure of unprotected morroniside catalyzed by molecular iodine in acetone. The etherification reaction furnished 7-O-alkyl ether derivatives in reasonable yields within few hours under neutral conditions. Studies of the obtained products on cytotoxicity activity in colon 26-L5 cell line were examined. Among the tested compounds, 7-O-dodecylmorroniside showed moderate cytotoxie activity, having IC50 values equal to 20.9 mu M.
引用
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页码:112 / 115
页数:4
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