Botrylactone: new interest in an old molecule-review of its absolute configuration and related compounds

被引:17
作者
Moraga, Javier [1 ]
Pinedo, Cristina [1 ]
Duran-Patron, Rosa [1 ]
Collado, Isidro G. [1 ]
Hernandez-Galan, Rosario [1 ]
机构
[1] UCA, Fac Ciencias, Dept Quim Organ, Cadiz 11510, Spain
关键词
ASYMMETRIC TOTAL-SYNTHESIS; BOTRYTIS-CINEREA; BOTCININ-C; BOTCINOLIDE; METABOLITES; REVISION; ACID;
D O I
10.1016/j.tet.2010.11.022
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The absolute configuration of botrylactone, a unique compound with an interesting polyketide lactone skeleton with two oxirane bridges previously isolated from Botrytis cinerea and described as a powerful antibiotic, has been reviewed on the basis of sign of the optical rotation, NOE experiments and NMR method. The isolation of 7-deoxybotrylactone and 5-hydroxy-7-(4-hydroxydec-2(3)-enoyl) botrylactone enables us to characterize an intriguing new family of compounds with this interesting polyketide skeleton. A common biosynthetic origin with botcinin derivatives is proposed. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:417 / 420
页数:4
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