Structure-activity relationships for unsaturated dialdehydes .12. The reactivity of unsaturated dialdehydes towards triacetic acid lactone

被引：28

作者：

Jonassohn, M

Sterner, O

Anke, H

机构：

[1] LUND UNIV,DEPT ORGAN CHEM 2,S-22100 LUND,SWEDEN

[2] UNIV KAISERSLAUTERN,DEPT BIOTECHNOL,D-67663 KAISERSLAUTERN,GERMANY

来源：

TETRAHEDRON | 1996年 / 52卷 / 04期

关键词：

D O I：

10.1016/0040-4020(95)00973-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The fungal antibiotics merulidial (1) and isovelleral (3) react stereoselectively with the natural triketide triacetic acid lactone (5), forming pentacyclic pyranone adducts. In buffered water solutions, the reaction rates of merulidial (1) and its less active isomer 2 are strongly correlated with the antibiotic activity of the two, suggesting that their electrophilicity as Michael accepters is important for this activity. The adduct 7, formed between merulidial and triacetic acid lactone, is identical to a compound that previously was isolated from the culture filtrate of the fungus Merulius tremellosus.

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页码：1473 / 1478

页数：6

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