Tenuazonic acid

Tenuazonic acid is a nonhost-selective mycotoxin belonging to the tetramic acids family. Tenuazonic acid inhibits protein biosynthesis on ribosomes by suppressing the release of new protein. Tenuazonic acid is acutely toxic, and oral LD50 is set between 81-186 mg/kg in rats and mice. Tenuazonic acid blocks electron transport beyond the primary quinone receptor (QA) by interacting with the D1 protein and is a photosystem II (PSII) inhibitor. In addition, Tenuazonic acid has antiviral effects on measles virus, enterovirus, respiratory virus and so on. Tenuazonic acid has an inhibitory effect on skin cancer[1][2][3][4][5][6][7].

Product Specifications

CAS Number

[610-88-8]

UNSPSC

12352005

Hazard Statement

H301

Target

Bacterial; Enterovirus; Influenza Virus; Photosystem II

Type

Natural Products

Related Pathways

Anti-infection; Metabolic Enzyme/Protease

Applications

COVID-19-anti-virus

Field of Research

Cancer; Infection

Assay Protocol

https://www.medchemexpress.com/tenuazonic-acid.html

Purity

99.58

Solubility

DMSO : 50 mg/mL (ultrasonic)

Smiles

O=C1N[C@@H]([C@@H](C)CC)C(O)=C1C(C)=O

Molecular Formula

C10H15NO3

Molecular Weight

197.23

Precautions

H301

References & Citations

[1]Zhou B, et al. An evaluation of tenuazonic acid, a potential biobased herbicide in cotton. Pest Manag Sci. 2019 Mar 7.|[2]Chen S, et al. Recent advances in tenuazonic acid as a potential herbicide. Pestic Biochem Physiol. 2017 Nov;143:252-257.|[3]MILLER FA, et al. ANTIVIRAL ACTIVITY OF TENUAZONIC ACID. Nature. 1963 Dec 28;200:1338-9. |[4]Kumari A, et al. Tenuazonic acid-induced mycotoxicosis in an immunosuppressed mouse model and its prophylaxis with cinnamaldehyde. Chemosphere. 2024 Sep;363:142812. |[5]Antony M, et al. Inhibition of mouse skin tumor promotion by tenuazonic acid. Cancer Lett. 1991 Dec 9;61 (1) :21-5.|[6]Yun CS, Motoyama T, Osada H. Biosynthesis of the mycotoxin tenuazonic acid by a fungal NRPS-PKS hybrid enzyme. Nat Commun. 2015 Oct 27;6:8758.|[7]Gil-Serna J., et al. Encyclopedia of Food Microbiology. MYCOTOXINS | Toxicology. 2014 887–892.