8'-acetylene ABA: An irreversible inhibitor of aba 8'-hydroxylase

被引：45

作者：

Rose, PA

Cutler, AJ

Irvine, NM

Shaw, AC

Squires, TM

Loewen, MK

Abrams, SR

机构：

[1] Plant Biotechnology Institute, National Research Council of Canada, Saskatoon, Sask. S7N 0W9

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1997年 / 7卷 / 19期

关键词：

D O I：

10.1016/S0960-894X(97)10015-4

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

(+)-8'-Acetylenic ABA has been synthesized through the ligand assisted nucleophilic addition of a Grignard reagent to quinol 6 and is shown to be the first known irreversible inhibitor of ABA 8'-hydroxylase. A series of ABA analogues has been prepared using this procedure. (C) 1997 Elsevier Science Ltd.

引用

收藏

页码：2543 / 2546

页数：4

相关论文

共 20 条

[1] 8'-methylene abscisic acid - An effective and persistent analog of abscisic acid [J].

Abrams, SR ;

Rose, PA ;

Cutler, AJ ;

Balsevich, JJ ;

Lei, B ;

WalkerSimmons, MK .

PLANT PHYSIOLOGY, 1997, 114 (01) :89-97

[2] RESPONSE OF CULTURED MAIZE CELLS TO (+)-ABSCISIC ACID, (-)-ABSCISIC ACID, AND THEIR METABOLITES [J].

BALSEVICH, JJ ;

CUTLER, AJ ;

LAMB, N ;

FRIESEN, LJ ;

KURZ, EU ;

PERRAS, MR ;

ABRAMS, SR .

PLANT PHYSIOLOGY, 1994, 106 (01) :135-142

[3]

CARRENO MC, 1996, J ORG CHEM, P6758

[4]

CASTRO B, 1967, B SOC CHIM FR, P1533

[5]

CUTLER AJ, 1997, IN PRESS J EXP BOT

[6]

Davies W, 1991, ABSCISIC ACID PHYSL

[7]

DEMONTELLANO PRO, 1995, CYTOCHROME P450 STRU, P312

[8] IMPROVED METHODOLOGY FOR LIQUID-CHROMATOGRAPHY CONTINUOUS-FLOW SECONDARY-ION MASS-SPECTROMETRY - QUANTITATION OF ABSCISIC-ACID GLUCOSE ESTER USING REACTION MONITORING [J].

HOGGE, LR ;

BALSEVICH, JJ ;

OLSON, DJH ;

ABRAMS, GD ;

JACQUES, SL .

RAPID COMMUNICATIONS IN MASS SPECTROMETRY, 1993, 7 (01) :6-11

[9] SYNTHESIS AND BIOLOGICAL-ACTIVITIES OF NEW FLUORINATED ABSCISIC-ACID [J].

KIM, BT ;

MIN, YK ;

ASAMI, T ;

PARK, NK ;

JEONG, IH ;

CHO, KY ;

YOSHIDA, S .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1995, 5 (03) :275-278

[10] Synthesis, metabolism and biological activity of a deuterated analogue of the plant hormone S-(+)-abscisic acid [J].

Lamb, N ;

Wahab, N ;

Rose, PA ;

Shaw, AC ;

Abrams, SR ;

Cutler, AJ ;

Smith, PJ ;

Gusta, LV ;

Ewan, B .

PHYTOCHEMISTRY, 1996, 41 (01) :23-28