Abscinazole-F1, a conformationally restricted analogue of the plant growth retardant uniconazole and an inhibitor of ABA 8′-hydroxylase CYP707A with no growth-retardant effect

Abscinazole-F1, a conformationally restricted analogue of the plant growth retardant uniconazole and an inhibitor of ABA 8′-hydroxylase CYP707A with no growth-retardant effect
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DOI:
10.1016/j.bmc.2009.07.070
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发表时间:
2009-09-15
影响因子:
3.5
通讯作者:
Hirai, Nobuhiro
Hirai, Nobuhiro
中科院分区:
医学3区
文献类型:
--
作者:
Todoroki, Yasushi;Kobayashi, Kyotaro;Hirai, Nobuhiro

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脱落酸(ABA)8‘-羟基酶是脱落酸(ABA)分解代谢的关键酶,而脱落酸(ABA)8’-羟基酶是一种参与抗逆性、种子休眠等多种生理事件的植物激素。为了开发一种特异的脱落酸(ABA)8‘-羟基酶抑制剂,我们设计并合成了构象受限的烯效唑(UNI)类似物。虽然大多数类似物对ABA 8‘-羟基酶和水稻幼苗生长的抑制效果不如UNI,但我们发现含咪唑的乳糖醇桥联类似物对ABA 8’-羟基酶有很强的抑制作用,但对植物生长没有抑制作用。这种名为阿西西唑-F1的化合物,在10亩M溶液喷雾处理后,能诱导苹果幼苗耐旱。(C)2009爱思唯尔有限公司。保留所有权利。
To develop a specific inhibitor of abscisic acid (ABA) 8'-hydroxylase, a key enzyme in the catabolism of ABA, a plant hormone involved in stress tolerance, seed dormancy, and other various physiological events, we designed and synthesized conformationally restricted analogues of uniconazole (UNI), a well-known plant growth retardant, which inhibits a biosynthetic enzyme (ent-kaurene oxidase) of gibberellin as well as ABA 8'-hydroxylase. Although most of these analogues were less effective than UNI in inhibition of ABA 8'-hydroxylase and rice seedling growth, we found that a lactol-bridged analogue with an imidazole is a potent inhibitor of ABA 8'-hydroxylase but not of plant growth. This compound, abscinazole-F1, induced drought tolerance in apple seedlings upon spray treatment with a 10 mu M solution. (C) 2009 Elsevier Ltd. All rights reserved.