Chichibabin/isoChichibabin pyridinium synthesis of ma'edamines C and D

被引:4
作者
Hirose, Mika [1 ]
Tanaka, Nao [1 ]
Usuki, Toyonobu [1 ]
机构
[1] Sophia Univ, Fac Sci & Technol, Dept Mat & Life Sci, Chiyoda Ku, 7-1 Kioicho, Tokyo 1028554, Japan
关键词
Ma'edamine; Chichibabin pyridinium synthesis; Total synthesis; BROMOTYROSINE ALKALOIDS; CROSS-LINKAGES;
D O I
10.1016/j.bmcl.2021.128165
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Ma'edamines C and D were isolated from an Okinawan marine sponge and exhibited a unique tetrasubstituted pyridinium skeleton. The proposed biosynthetic pathway is similar to that of desmosine and isodesmosine, which are elastin-crosslinking amino acids. In this study, first total synthesis of ma'edamines C and D was achieved via Pr(OTf)3-promoted Chichibabin/isoChichibabin pyridinium synthesis starting from the corresponding aldehydes and amine.
引用
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页数:4
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