Furanodictine A and B:: Amino sugar analogues produced by cellular slime mold Dictyostelium discoideum showing neuronal differentiation activity

被引：60
作者：
Kikuchi, H
Saito, Y
Komiya, J
Takaya, Y
Honma, S
Nakahata, N
Ito, A
Oshima, Y [1 ]
机构：
[1] Tohoku Univ, Grad Sch Pharmaceut Sci, Aoba Ku, Sendai, Miyagi 9808578, Japan
[2] Kyorin Pharmaceut Co Ltd, Chiyoda Ku, Tokyo 1010062, Japan
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2001年 / 66卷 / 21期
关键词：
D O I：
10.1021/jo015657x
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We investigated the constituents of Dictyostelium discoideum to clarify the diversity of secondary metabolites of Dictyostelium cellular slime molds and to explore biologically active substances that could be useful in the development of novel drugs. From a methanol extract of the multicellular fruit body of D. discoideum, we isolated two novel amino sugar analogues, furanodictine A (1) and B (2). They are the first 3,6-anhydrosugars to be isolated from natural sources. Their relative structures were elucidated by spectral means, and the absolute configurations were confirmed by asymmetric syntheses of 1 and 2. These furanodictines potently induce neuronal differentiation of rat pheochromocytoma (PC-12) cells.
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页码：6982 / 6987
页数：6
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