模拟天然植物激素。26-羟基胆甾烷-22-酮衍生物作为植物生长促进剂。

Mimicking natural phytohormones. 26-Hydroxycholestan-22-one derivatives as plant growth promoters.

作者信息

Zeferino-Diaz Reyna, Hilario-Martinez J Ciciolil, Rodriguez-Acosta Maricela, Carrasco-Carballo Alan, Hernandez-Linares Maria Guadalupe, Sandoval-Ramirez Jesus, Fernandez-Herrera Maria A

机构信息

Departamento de Fisica Aplicada, Centro de Investigacion y de Estudios Avanzados, Unidad Merida, km 6 Antigua Carretera a Progreso, Apdo. Postal 73, Cordemex, 97310 Merida, Yuc., Mexico; Facultad de Ciencias Quimicas, Benemerita Universidad Autonoma de Puebla, Ciudad Universitaria, 72570 Puebla, Pue., Mexico.

Herbario y Jardin Botanico, Benemerita Universidad Autonoma de Puebla, Ciudad Universitaria, 72570 Puebla, Pue., Mexico.

出版信息

Steroids. 2017 Sep;125:20-26. doi: 10.1016/j.steroids.2017.06.004. Epub 2017 Jun 19.

DOI:10.1016/j.steroids.2017.06.004

PMID:28636873

Abstract

26-Hydroxycholestan-22-one derivatives with oxygenated functions in the rings A and/or B were successfully synthesized from diosgenin. After the modifications of rings A and B, the spiroketal side chain was selectively opened through a Lewis acid mediated acetolysis to afford the cholestane derivatives. These compounds incorporate pharmacophores, which mimic the activity of natural phytohormones and show high growth promoting activity in Mexican rice cultivars using the rice lamina inclination test.

摘要

从薯蓣皂苷元成功合成了在A环和/或B环带有氧化官能团的26-羟基胆甾烷-22-酮衍生物。在对A环和B环进行修饰后，通过路易斯酸介导的乙酰解反应选择性地打开螺缩酮侧链，得到胆甾烷衍生物。这些化合物包含药效基团，其模拟天然植物激素的活性，并通过水稻叶片倾斜试验在墨西哥水稻品种中显示出高生长促进活性。