A new lead compound for abscisic acid biosynthesis inhibitors targeting 9- cis-epoxycarotenoid dioxygenase

9- cis-Epoxycarotenoid dioxygenase (NCED), a key enzyme in abscisic acid (ABA) biosynthesis, cleaves the olefinic double bond of 9- cis-epoxycarotenoid. Several analogues of nordihydroguaiaretic acid (NDGA) were designed and synthesized, and their efficacy as inhibitors of NCED was examined. One of...

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Bibliographic Details
Published in:Bioorganic & medicinal chemistry letters 2004-06, Vol.14 (12), p.3033-3036
Main Authors: Han, Sun-young, Kitahata, Nobutaka, Saito, Tamio, Kobayashi, Masatomo, Shinozaki, Kazuo, Yoshida, Shigeo, Asami, Tadao
Format: Article
Language:English
Subjects:
Abscisic acid
Abscisic Acid - biosynthesis
Bioconversions. Hemisynthesis
Biological and medical sciences
Biosynthesis
Biotechnology
Carotenoid
Dioxygenase
Dioxygenases
Drug Delivery Systems - methods
Enzyme Inhibitors - administration & dosage
Enzyme Inhibitors - chemistry
Fundamental and applied biological sciences. Psychology
Inhibitor
Medical sciences
Methods. Procedures. Technologies
Miscellaneous
Oxygenases - antagonists & inhibitors
Oxygenases - metabolism
Pharmacology. Drug treatments
Plant hormone
Plant Leaves - enzymology
Plant Proteins
Spinacia oleracea - drug effects
Spinacia oleracea - enzymology
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Summary:9- cis-Epoxycarotenoid dioxygenase (NCED), a key enzyme in abscisic acid (ABA) biosynthesis, cleaves the olefinic double bond of 9- cis-epoxycarotenoid. Several analogues of nordihydroguaiaretic acid (NDGA) were designed and synthesized, and their efficacy as inhibitors of NCED was examined. One of the synthesized compounds ( 20) was found to be an inhibitor of this enzyme, and inhibited ABA accumulation and stomatal closing, suggesting that 20 should be ABA biosynthesis inhibitor. 9- cis-Epoxycarotenoid dioxygenase (NCED), a key enzyme in abscisic acid (ABA) biosynthesis, cleaves the olefinic double bond of 9- cis-epoxycarotenoid. Several analogues of nordihydroguaiaretic acid (NDGA) were designed and synthesized, and their efficacy as inhibitors of NCED was examined. One of the synthesized compounds ( 20) was found to be an inhibitor of this enzyme, and inhibited ABA accumulation and stomatal closing, suggesting that 20 should be ABA biosynthesis inhibitor.
ISSN:0960-894X
1464-3405
DOI:10.1016/j.bmcl.2004.04.035