Design of nonsteroidal durassinosteroids

非甾体杜拉斯素类固醇的设计

• 批准号: 09660117
• 负责人: NAKAGAWA Yoshiaki
• 金额: $ 2.18万
• 依托单位: KYOTO UNIVERSITY
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Scientific Research (C)
• 财政年份: 1997
• 资助国家: 日本
• 起止时间: 1997 至 1998
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-09660117/
• 关键词: brassinolide; brassinosteroids; castasterone; epibrassinolide; homobrassinolide; rice lamina inclination test; ecdysones; oxime compounds; 脱皮ホルモン

The rice lamina inclination test was used to detect the brassinosteroid activity. After treating the rice cultivar with various concentration of compounds according to the standard bioassay system, the magnitude of the angle induced between the leaf and sheath was measured using semicircular protractor. The angles induced after treatments with various concentration of compounds were plotted against the concentrations. In each assay, both treatments with a solvent (DMSO) and a high concentration of brassinolide (10^<-6> M) were included as the negative and positive control, respectively. From each concentration-response curve, the 50% effective concentration EC_<50> (M) was determined for each compound, and the reciprocal logarithm of EC_<50> was used as the activity index. Using this method, we evaluated reproducible EC_<50> values for brassinolide, castasterone, and epibrassinolide to be 9.14, 8.08, and 8.28, respectively. The order of the activity of brassinosteroids is consistent wi … More th the previously reported results. The advantage of this evaluation system in which the concentration-response curve is adopted to estimate the 50% effective concentration is that 1) the standard error of averaged value is small, 2) the constant activity is able to be determined regardless of the experimental conditions, 3) the activity of weak compounds for which the angle exceeding the standard angle (usually 140 degree) is not observed in the measurement is able to be evaluated. With this bioassay system, insect molting hormone agonists such as ecdysone and dibenzoylhydrazines, mammalian hormones such as diethylstilbestrol and glucocorticoids, and other newly synthesized compounds such as oxime and phenyl benzyl ether compounds were screened, although none of compounds tested was not active. Three-dimensional (3-D) structures of 20-hydroxyecdysone and brassinolide were constructed and compared between them, which were different with respect to the torsion angle between alkyl chain at C- 17 position and D-ring of steroid skelton. Less

采用水稻叶片倾斜试验检测油菜素内酯活性。按标准生物测定体系对水稻品种进行不同浓度化合物处理后，用半圆量角器测定叶片与叶鞘间诱导角度的大小。用不同浓度的化合物处理后产生的角度与浓度成正比。在每个实验中，溶剂（DMSO）处理和高浓度油菜素内酯（10^<-6> M）处理分别作为阴性和阳性对照。从各浓度-反应曲线中确定各化合物的50%有效浓度EC_<50> (M)，并以EC_<50>的倒数对数作为活性指数。利用该方法，油菜素内酯、castasterone和表油菜素内酯的EC_<50>值分别为9.14、8.08和8.28。油菜素内酯的活性顺序与先前报道的结果一致。采用浓度-响应曲线估计50%有效浓度的评价体系的优点是：1)平均值的标准误差小；2)在任何实验条件下都能确定恒定的活度；3)对测量中未观察到超过标准角（通常为140度）的弱化合物的活度进行评价。在这个生物测定系统中，昆虫蜕皮激素激动剂如蜕皮激素和二苯甲酰肼，哺乳动物激素如己烯雌酚和糖皮质激素，以及其他新合成的化合物如肟和苯基苯醚化合物被筛选出来，尽管测试的化合物都没有活性。构建了20-羟基蜕皮酮和油菜素内酯的三维结构，比较了它们在C- 17位烷基链与甾体骨架d环之间的扭角不同。少

项目成果

Nakagawa, Y.: "Quantiative structure-activity studies of insect growth regulators XIV. Three-dimensional quantitative structure-activity relationship of ecdysone agonists including dibenzoylhydrazine analogs." Pestic Sci.53. 267-277 (1998)

Nakakawa, Y.：“昆虫生长调节剂的定量结构-活性研究 XIV。包括二苯甲酰肼类似物在内的蜕皮激素激动剂的三维定量结构-活性关系。”

Y.Nakagawa, K.Hattori, B.Shimizu, M.Akamatsu, H.Miyagawa, and T.Ueno: "Quantitative structure-activity studies of insect growth regulators XIV.Three-dimensional quantitative structure-activity relationship of ecdysone agonists including dibenzoylhydrazine

Y.Nakakawa、K.Hattori、B.Shimizu、M.Akamatsu、H.Miyakawa 和 T.Ueno：“昆虫生长调节剂的定量结构-活性研究 XIV.包括二苯甲酰肼在内的蜕皮激素激动剂的三维定量结构-活性关系

Nakagawa, Y.: "Quantitative structure-activity studies of insect growth regulators XIV. Three-dimensional quantitative structure-activity relationship of ecdysone agonists including dibenzoylhydrazine analogs." Pestic Sci.53. 267-277 (1998)

Nakakawa, Y.：“昆虫生长调节剂的定量结构-活性研究 XIV。包括二苯甲酰肼类似物在内的蜕皮激素激动剂的三维定量结构-活性关系。”