Myrigalone A  (Synonyms: MyA)

Myrigalone A (MyA) is a plant ethylene biosynthesis inhibitor and natural herbicide. Myrigalone A possesses antioxidant, antifungal, and antimicrobial activities. Myrigalone A interferes with auxin homeostasis during seed germination. Myrigalone A delays seed germination, inhibits the formation of roots, hypocotyls, and root hairs, and causes developmental delay in specific organisms. Myrigalone A triggers the induction of detoxification programs, alters the metabolism of gibberellins, cis-(+)-12-oxophytodienoic acid, and jasmonic acid, disrupts the antioxidant system and oxidative signaling, and impairs the function of aquaporins and water uptake in imbibed seeds. Myrigalone A can be used in studies related to herbicides and plant growth regulators^[3].

Myrigalone A (0-100 µM; 7 days) potently inhibits the proliferation of Dictyostelium discoideum (Ax3) cells, with an IC₅₀ of 7.1 µM, and induces complete growth inhibition at a concentration of 100 µM. It inhibits the proliferation of Dictyostelium discoideum Aco− mutant cells with lower potency (IC50 = 31.5 µM)^[1].
Myrigalone A (100 µM; 0-48 h) causes a reversible 6-hour delay in multicellular development of wild-type Dictyostelium discoideum (Ax3), blocks its developmental progression to mature fruiting bodies at 20 h, and does not induce lethal effects^[1].
Myrigalone A (500 µM; 36 h) significantly reduces ethylene production in wild-type Dictyostelium discoideum cells, and the reduction level is consistent with that in Aco⁻ mutant cells^[1].
Myrigalone A (0.5 mM; 0-70 h) delays endosperm rupture and inhibits seed germination in Arabidopsis thaliana Col-0, and this effect is reversed by exogenous ethylene or its precursor ACC^[1].
Myrigalone A (0.025-0.35 mM; 6 days) significantly inhibits root and hypocotyl growth of Arabidopsis thaliana Col-0 seedlings in a dose-dependent manner, and completely blocks germination at a concentration of 0.35 mM^[1].
Myrigalone A (25-100 µM; 3 days) inhibits the formation of basal and ethylene-induced root hairs in Arabidopsis thaliana Col-0 seedlings, and blocks the increase in root hair length and number triggered by ACC or CEPA^[1].
Myrigalone A (100 µM; 2 days, with or without 1 µM ACC) significantly reduces ethylene production in Arabidopsis thaliana Col-0 seedlings^[1].
Myrigalone A (0.1-1 mM) dose-dependently inhibits endosperm rupture in Lepidium sativum seeds^[2].
Myrigalone A (0.5 mM; 6-18 h) alters gibberellin and oxylipin metabolism in germinating Lepidium sativum (garden cress) seeds, leading to the accumulation of specific gibberellin precursors and a reduction in OPDA levels, which triggers the phase-specific induction of genes involved in detoxification, auxin transport, oxidative signaling, and aquaporin transporters, while downregulating specific auxin efflux carriers^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

300.35

C₁₈H₂₀O₄

34328-57-9

O=C(CCC=1C=CC=CC1)C2C(=O)C(C(=O)C(C2=O)(C)C)C

Room temperature in continental US; may vary elsewhere.

Please store the product under the recommended conditions in the Certificate of Analysis.

• [1]. Heslop-Harrison G, et al. Functional mechanism study of the allelochemical myrigalone A identifies a group of ultrapotent inhibitors of ethylene biosynthesis in plants. Plant Commun. 2024;5(6):100846.

  [2]. Nakabayashi K, et al. The Phytotoxin Myrigalone A Triggers a Phased Detoxification Programme and Inhibits Lepidium sativum Seed Germination via Multiple Mechanisms including Interference with Auxin Homeostasis. Int J Mol Sci. 2022;23(9):4618. Published 2022 Apr 21.

  [3]. Khaled A, et al. Photodegradation of Myrigalone A, an Allelochemical from Myrica gale: Photoproducts and Effect of Terpenes. J Agric Food Chem. 2019 Jul 3;67(26):7258-7265.