TOTAL SYNTHESIS AND TREHALASE-INHIBITORY ACTIVITY OF TREHALOSTATIN AND ITS DIASTEREOISOMER

被引：12

作者：

UCHIDA, C ^{[1
]}

YAMAGISHI, T ^{[1
]}

OGAWA, S ^{[1
]}

机构：

[1] KEIO UNIV, FAC SCI & TECHNOL, DEPT APPL CHEM, YOKOHAMA, KANAGAWA 223, JAPAN

来源：

CHEMISTRY LETTERS | 1993年 / 06期

关键词：

D O I：

10.1246/cl.1993.971

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Complete synthesis of both diastereoisomeric structures, initially proposed for the trehalase inhibitor trehalostatin, and their biological assay have been carried out. The synthetic compounds were found to lack an inhibitory activity against trehalase, suggesting that the inhibitor would possess convincingly its 4'-epimeric structure later assigned for trehazolin.

引用

页码：971 / 974

页数：4

共 11 条

[1] TREHAZOLIN, A NEW TREHALASE INHIBITOR [J].

ANDO, O ;

SATAKE, H ;

ITOI, K ;

SATO, A ;

NAKAJIMA, M ;

TAKAHASHI, S ;

HARUYAMA, H ;

OHKUMA, Y ;

KINOSHITA, T ;

ENOKITA, R .

JOURNAL OF ANTIBIOTICS, 1991, 44 (10) :1165-1168

[2]

CANARASA MJ, 1984, SYNTHESIS-STUTTGART, P509

[3] SYNTHESES AND ABSOLUTE-CONFIGURATIONS OF TREHAZOLIN AND ITS AGLYCON [J].

KOBAYASHI, Y ;

MIYAZAKI, H ;

SHIOZAKI, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (25) :10065-10066

[4] A NOVEL TREHALASE INHIBITOR, TREHALOSTATIN, PRODUCED BY AMYCOLATOPSIS-TREHALOSTATICA HG-25 [J].

MURAO, S ;

SAKAI, T ;

GIBO, H ;

NAKAYAMA, T ;

SHIN, T .

AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1991, 55 (03) :895-897

[5] STRUCTURE OF TREHALOSTATIN - A POTENT AND SPECIFIC INHIBITOR OF TREHALASE [J].

NAKAYAMA, T ;

AMACHI, T ;

MURAO, S ;

SAKAI, T ;

SHIN, T ;

KENNY, PTM ;

IWASHITA, T ;

ZAGORSKI, M ;

KOMURA, H ;

NOMOTO, K .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (14) :919-921

[6]

NAKAYAMA T, 1991, MAR ANN M AGR CHEM S, P183

[7] SYNTHESIS OF AMINOCYCLITOL MOIETIES OF TREHALASE INHIBITORS, TREHALOSTATIN AND TREHAZOLIN - CORRECT STRUCTURE OF THE INHIBITOR [J].

OGAWA, S ;

UCHIDA, C ;

YU, YM .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (12) :886-888

[8] SYNTHESIS OF AMINOCYCLITOL MOIETIES OF TREHALASE INHIBITORS, TREHALOSTATIN AND TREHAZOLIN - CONFIRMATION OF THE CORRECT STRUCTURE OF THE INHIBITOR [J].

OGAWA, S ;

UCHIDA, C .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1992, (15) :1939-1942

[9] TOTAL SYNTHESIS OF TREHALASE INHIBITOR, TREHAZOLIN [J].

OGAWA, S ;

UCHIDA, C .

CHEMISTRY LETTERS, 1993, (01) :173-176

[10]

TAKAHASHI S, COMMUNICATION

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