SYNTHESIS, RESOLUTION AND BIOLOGICAL-ACTIVITY OF 7',7'-DIFLUOROABSCISIC ACID

被引：11

作者：

ROSE, PA

ABRAMS, SR

GUSTA, LV

机构：

[1] NATL RES COUNCIL CANADA,INST PLANT BIOTECHNOL,SASKATOON S7N 0W9,SASKATCHEWAN,CANADA

[2] UNIV SASKATCHEWAN,CTR CROP DEV,SASKATOON S7N 0W0,SASKATCHEWAN,CANADA

来源：

PHYTOCHEMISTRY | 1992年 / 31卷 / 04期

基金：

加拿大自然科学与工程研究理事会;

关键词：

BROMUS-INERMIS; GRAMINEAE; BROMEGRASS; LEPIDIUM-SATIVUM; CRESS GERMINATION INHIBITION; FREEZING TOLERANCE; ABSCISIC ACID ANALOGS; ABSCISIC ACID; 7'; 7'-DIFLUOROABSCISIC ACID;

D O I：

10.1016/0031-9422(92)80242-7

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

7',7'-Difluoroabscisic acid was synthesized in seven steps from the known ketoaldehyde 4,4-ethylenedioxy-2-formal-6,6-dimethylcyclohex-2-en-1-one. Fluorination with diethylaminosulphur trifluoride afforded the key intermediate 2-difluoromethyl-4,4-ethylenedioxy-6,6-dimethylcyclohex-2-en-1-one which was further transformed to 7',7'-difluoroabscisic acid. The racemic mixture and the individual optical isomers, obtained by resolution of the methyl esters by HPLC, displayed activity similar to the optical isomers of ABA in assays for germination in cress and freezing tolerance in bromegrass cell suspension culture.

引用

页码：1105 / 1110

页数：6

共 16 条

[1]

ADDICOTT FT, 1983, ABSCISIC ACID, pCH1

[2] PROSTAGLANDIN CHEMISTRY .20. SYNTHESIS OF CHEMICALLY STABLE PROSTACYCLIN ANALOGS [J].