78821-43-9

Epibrassinolide is a brassinosteroid that can be isolated from various plants and has been shown to decrease toxicity and stimulate healthy plant growth in plants under stress. Epibrassinolide is also reported to be a potential apoptotic inducer in various cancer cells without affecting the non-tumor cell growth. It has also been shown to protect neuronal PC12 cells from 1-methyl-4-phenylpyridinium-induced oxidative stress and consequent apoptosis in dopaminergic neurons.

White Solid

A plant growth stimulant

ChEBI: 24-epi-brassinolide is a 2alpha-hydroxy steroid, a 3alpha-hydroxy steroid, a 22-hydroxy steroid, a 23-hydroxy steroid and a brassinosteroid.

An elicitor of the plant’s self-defence mechanisms against fungal diseases

2.06 g (3.70 mmol) of 2α,3α-dipropionyloxy-24S-ethyl-5α-cholest-22-en-6-one (V) was dissolved in 100 ml of dichloromethane, 8.0 g (31.08 mmol) of m-chloroperoxybenzoic acid was added and the mixture was stirred at room temperature for 15 days. Then 8.0 g

Two isomeric metabolites, 25-b- and 26-b-D- glucopyranosyloxy-24-epi-brassinolides, are formed in tomato cell suspension cultures with endogenously applied 24-epi-brassinolide. The two-step metabolic process involves hydroxylation of the side chain at C25 and C26, respectively, followed by glucosidation of the newly formed hydroxyl groups. The ratio between both metabolites is altered by in vivo treatment of the cell cultures with various cytochrome P-450-specific inhibitors, indicating the involvement of two different enzyme systems. Biosynthetically prepared 25-hydroxy-24-epi-brassinolide, reapplied to the cell cultures, is exclusively glucosylated at the 25- hydroxyl group, strongly suggesting regiospecificity of the corresponding glucosyltransferase.

[1] N. SONDHI. Isolation of 24-epibrassinolide from leaves of Aegle marmelos and evaluation of its antigenotoxicity employing Allium cepa chromosomal aberration assay[J]. Plant Growth Regulation, 2008, 15 1: 217-224. DOI: 10.1007/s10725-007-9242-7
[2] PINAR OBAKAN. SILAC-Based Mass Spectrometry Analysis Reveals That Epibrassinolide Induces Apoptosis via Activating Endoplasmic Reticulum Stress in Prostate Cancer Cells.[J]. PLoS ONE, 2015: e0135788. DOI: 10.1371/journal.pone.0135788
[3] JULIE CARANGE. 24-Epibrassinolide, a Phytosterol from the Brassinosteroid Family, Protects Dopaminergic Cells against MPP-Induced Oxidative Stress and Apoptosis.[J]. Journal of Toxicology, 2011, 2011: 392859. DOI: 10.1155/2011/392859

Fungicide