Chemical screening and development of novel gibberellin mimics

Kai Jiang; Hiroaki Shimotakahara; Ming Luo; Masato Otani; Hidemitsu Nakamura; Said Salama Moselhy; Khalid Omer Abualnaja; Abdulrahman Labeed Al-Malki; Taha Abduallah Kumosani; Nobutaka Kitahata; Takeshi Nakano; Masatoshi Nakajima; Tadao Asami

doi:10.1016/j.bmcl.2017.07.012

Chemical screening and development of novel gibberellin mimics

Bioorg Med Chem Lett. 2017 Aug 15;27(16):3678-3682. doi: 10.1016/j.bmcl.2017.07.012. Epub 2017 Jul 4.

Affiliations

¹ Department of Applied Biological Chemistry, University of Tokyo, 1-1-1 Yayoi, Bunkyo-ku, Tokyo 113-8657, Japan.
² Key Laboratory of Biotechnology and Crop Quality Improvement of Ministry of Agriculture, Biotechnology Research Center, Southwest University, Chongqing 400716, China.
³ Biochemistry Department, Faculty of Science, King Abdulaziz University, Jeddah, Saudi Arabia; Bioactive Natural Products Research Group, King Abdulaziz University, Jeddah, Saudi Arabia; Experimental Biochemistry Unit, King Fahd Medical Research Center, King Abdulaziz University, Jeddah, Saudi Arabia; Biochemistry Department, Faculty of Science, Ain Shams University, Cairo, Egypt.
⁴ Biochemistry Department, Faculty of Science, King Abdulaziz University, Jeddah, Saudi Arabia; Bioactive Natural Products Research Group, King Abdulaziz University, Jeddah, Saudi Arabia.
⁵ Biochemistry Department, Faculty of Science, King Abdulaziz University, Jeddah, Saudi Arabia; Bioactive Natural Products Research Group, King Abdulaziz University, Jeddah, Saudi Arabia; Experimental Biochemistry Unit, King Fahd Medical Research Center, King Abdulaziz University, Jeddah, Saudi Arabia.
⁶ Biochemistry Department, Faculty of Science, King Abdulaziz University, Jeddah, Saudi Arabia; Experimental Biochemistry Unit, King Fahd Medical Research Center, King Abdulaziz University, Jeddah, Saudi Arabia; Production of Bioproducts for Industrial Applications Research Group, King Abdulaziz University, Jeddah, Saudi Arabia.
⁷ Gene Discovery Research Group, Center for Sustainable Resource Science, RIKEN, Wako, Saitama 351-0198, Japan.
⁸ Department of Applied Biological Chemistry, University of Tokyo, 1-1-1 Yayoi, Bunkyo-ku, Tokyo 113-8657, Japan; Biochemistry Department, Faculty of Science, King Abdulaziz University, Jeddah, Saudi Arabia; Bioactive Natural Products Research Group, King Abdulaziz University, Jeddah, Saudi Arabia. Electronic address: asami@mail.ecc.u-tokyo.ac.jp.

PMID: 28716493
DOI: 10.1016/j.bmcl.2017.07.012

Abstract

Gibberellin (GA) plays versatile roles in the regulation of plant growth and development and therefore is widely used as a regulator in agriculture. We performed a chemical library screening and identified a chemical, named 67D, as a stimulator of seed germination that was suppressed by paclobutrazol (PAC), a GA biosynthesis inhibitor. In vitro binding assays indicated that 67D binds to the GID1 receptor. Further studies on the structure-activity relationship identified a chemical, named chemical 6, that strongly promoted seed germination suppressed by PAC. Chemical 6 was further confirmed to promote the degradation of RGA (for repressor of ga1-3), a DELLA protein, and suppress the expression levels of GA3ox1 in the same manner as GA does. 67D and its analogs are supposed to be agonists of GID1 and are expected to be utilized in agriculture and basic research as an alternative to GA.

Keywords: Chemical screening; Gibberellin mimic; Plant regulator.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Arabidopsis / drug effects
Arabidopsis / growth & development
Arabidopsis Proteins / agonists
Arabidopsis Proteins / genetics
Arabidopsis Proteins / metabolism
Germination / drug effects
Germination / radiation effects
Gibberellins / chemical synthesis
Gibberellins / chemistry*
Gibberellins / pharmacology
Light
Plant Growth Regulators / chemistry
Plant Growth Regulators / pharmacology
Receptors, Cell Surface / agonists
Receptors, Cell Surface / genetics
Receptors, Cell Surface / metabolism
Seeds / drug effects
Seeds / growth & development
Small Molecule Libraries / chemical synthesis
Small Molecule Libraries / chemistry*
Small Molecule Libraries / pharmacology
Structure-Activity Relationship
Triazoles / toxicity

Substances

Arabidopsis Proteins
GAI protein, Arabidopsis
GID1b protein, Arabidopsis
Gibberellins
Plant Growth Regulators
Receptors, Cell Surface
Small Molecule Libraries
Triazoles
paclobutrazol