DIMBOA

DIMBOA, an antibiotic, has antibacterial properties and inhibits bacteria such as Staphylococcus aureus and the mycotoxin-producing fungus Fusarium graminearum (which causes scab) . DIMBOA exhibits strong free radical scavenging activity and weak iron (III) ion reducing activity, and has antioxidant activity. DIMBOA inhibits the biosynthesis and accumulation of toxic trichothecenes by affecting the expression of Tri6 and Tri5. DIMBOA reduces plant susceptibility to scab. DIMBOA also exhibits cytotoxicity to plant cells, causing plasmolysis, cell collapse, and cell rupture[1][2][3][4][5].

Product Specifications

CAS Number

[15893-52-4]

UNSPSC

12352005

Hazard Statement

H315, H319, H320

Target

Antibiotic; Bacterial; Fungal

Type

Natural Products

Related Pathways

Anti-infection

Applications

COVID-19-immunoregulation

Field of Research

Infection

Assay Protocol

https://www.medchemexpress.com/dimboa.html

Concentration

10mM

Purity

99.81

Solubility

DMSO : 50 mg/mL (ultrasonic)

Smiles

O=C1C(O)OC2=CC(OC)=CC=C2N1O

Molecular Formula

C9H9NO5

Molecular Weight

211.17

Precautions

H315, H319, H320

References & Citations

[1]Phuong, T.T.T., Yamamoto, M., Fujii, T. et al. Comparison of the ability to catabolize DIMBOA, a maize antibiotic, between Ostrinia furnacalis and Ostrinia scapulalis (Lepidoptera: Crambidae), with reference to their hybrids. Appl Entomol Zool 51, 143–149 (2016) .|[2]Gleńsk M, et al. In vitro evaluation of the antioxidant and antimicrobial activity of DIMBOA [2,4-dihydroxy-7-methoxy-2H-1,4-benzoxazin-3 (4H) -one]. Nat Prod Res. 2016;30 (11) :1305-1308.|[3]Sasai H, et al. Species-specific glucosylation of DIMBOA in larvae of the rice Armyworm. Biosci Biotechnol Biochem. 2009;73 (6) :1333-1338.|[4]Etzerodt T, et al. 2,4-dihydroxy-7-methoxy-2H-1,4-benzoxazin-3 (4H) -one (DIMBOA) inhibits trichothecene production by Fusarium graminearum through suppression of Tri6 expression. Int J Food Microbiol. 2015 Dec 2;214:123-128.|[5]Sahi S V, et al. The corn wound metabolite DIMBOA causes cell death in tobacco and corn[J]. Plant Science, 1995, 108 (1) : 31-40.