NEW SYNTHESIS OF THE CYCLIC TETRAPEPTIDE TENTOXIN EMPLOYING AN AZLACTONE AS KEY INTERMEDIATE

被引：55

作者：

CAVELIER, F

VERDUCCI, J

机构：

[1] Laboratoire d'aminoacides et peptides, URA 468, Université Montpellier II

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 25期

关键词：

D O I：

10.1016/0040-4039(95)00762-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An improved preparation of the cyclic tetrapeptide Tentoxin is reported employing an azlactone as key intermediate. This new synthetic route offers the advantage over existing methodologies that the dehydro amino acid would easily be varied, thus allowing the simple preparation of analogues.

引用

页码：4425 / 4428

页数：4

共 16 条

[1]

Fulton, Bollenbacher, Templeton, Phytopathol., 55, pp. 3802-3809, (1965)

[2]

Steele, Uchytil, Durbin, Bhatnagar, Rich, Chloroplast coupling factor 1: A species-specific receptor for tentoxin, Proceedings of the National Academy of Sciences, pp. 2245-2248, (1976)

[3]

Vaughn, Duke, Tentoxin stops the processing of polyphenol oxidase into an active protein, Physiologia Plantarum, 60, pp. 257-261, (1984)

[4]

Cavelier-Frontin, Pepe, Verducci, Siri, Jacquier, J. Am. Chem. Soc., 114, pp. 8885-8890, (1992)

[5]

Schmidt, Hausler, Ohler, Poisel, Progress in the Chemistry of Natural Products, 37, pp. 251-327, (1979)

[6]

Schmidt, Lieberknecht, Wild, Synthesis, pp. 159-172, (1988)

[7]

Moriya, Yoneda, Miyoshi, Matsumoto, J. Org. Chem., 47, pp. 94-98, (1982)

[8]

Shin, Yonezawa, Yamada, Chem. Pharm. Bull., 32, pp. 2825-2831, (1984)

[9]

Rich, Mathiaparanam, Tetrahedron Lett., 46, pp. 4037-4040, (1974)

[10]

Rich, Bhatnagar, Mathiaparanam, Grant, Tam, J. Org. Chem., 43, pp. 296-302, (1978)

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