Equisetin

Equisetin is an N-methylserine-derived acyl tetramic acid, quorum sensing inhibitor (QSI), herbicides and antibiotics. Equisetin specifically inhibits the anionic carriers of substrates in the inner mitochondrial membrane. Equisetin inhibits the activity of HIV-1 integrase, 11β-HSD1, and 2,4-dinitrophenol (Dnp) -stimulated ATPase (IC50 = ~8 nmol per mg of protein) . Equisetin exhibits growth inhibition of bacteria, anti-inflammatory, amelioration of lipid-associated disorders, and cytotoxic effects[1][2][3][4][5][6][7][8][9][10][11].

Product Specifications

CAS Number

[57749-43-6]

UNSPSC

12352005

Hazard Statement

H302

Target

11β-HSD; AMPK; Antibiotic; Bacterial; HIV Integrase; Reactive Oxygen Species (ROS) ; STAT

Type

Natural Products

Related Pathways

Anti-infection; Epigenetics; Immunology/Inflammation; JAK/STAT Signaling; Metabolic Enzyme/Protease; NF-κB; PI3K/Akt/mTOR; Stem Cell/Wnt

Applications

COVID-19-anti-virus

Field of Research

Infection; Metabolic Disease

Assay Protocol

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

Purity

99.40

Solubility

DMSO : 1 mg/mL (ultrasonic; warming)

Smiles

O=C(/C1=C(O)\[C@]2(C)[C@H](/C=C/C)C=C[C@]3([H])C[C@H](C)CC[C@@]23[H])N(C)[C@@H](CO)C1=O

Molecular Formula

C22H31NO4

Molecular Weight

373.49

Precautions

H302

References & Citations

[1]Burmeister HR, et al. Antibiotic produced by Fusarium equiseti NRRL 5537. Antimicrob Agents Chemother. 1974 Jun;5 (6) :634-9. |[2]Vesonder RF, et al. Equisetin, an antibiotic from Fusarium equiseti NRRL 5537, identified as a derivative of N-methyl-2, 4-pyrollidone. J Antibiot (Tokyo) . 1979 Jul;32 (7) :759-61. |[3]Lee J, et al. The hierarchy quorum sensing network in Pseudomonas aeruginosa. Protein Cell. 2015 Jan;6 (1) :26-41.|[4]Zhang M, et al. Equisetin as potential quorum sensing inhibitor of Pseudomonas aeruginosa. Biotechnol Lett. 2018 May;40 (5) :865-870.|[5]Xu Z, et al. Equisetin is an anti-obesity candidate through targeting 11β-HSD1[J]. Acta Pharmaceutica Sinica B, 2022, 12 (5) : 2358-2373. |[6] König T, Kapus A, Sarkadi B. Effects of equisetin on rat liver mitochondria: evidence for inhibition of substrate anion carriers of the inner membrane. J Bioenerg Biomembr. 1993 Oct;25 (5) :537-45. |[7]Whitt J, et al. Tetramic acid analogues produced by coculture of Saccharopolyspora erythraea with Fusarium pallidoroseum. J Nat Prod. 2014 Jan 24;77 (1) :173-7.|[8] Tian J, et al. Equisetin Targets Intracellular Staphylococcus aureus through a Host Acting Strategy. Mar Drugs. 2022 Oct 22;20 (11) :656. |[9]Zhong Q, et al.Equisetin inhibits adiposity through AMPK-dependent regulation of brown adipocyte differentiation. Heliyon. 2024 Feb 1;10 (3) :e25458. |[10]Yang Y, et al. Equisetin protects from atherosclerosis in vivo by binding to STAT3 and inhibiting its activity. Pharmacol Res. 2024 Aug;206:107289.|[11]Zhang Q, et al. Equisetin Restores Colistin Sensitivity against Multi-Drug Resistant Gram-Negative Bacteria. Antibiotics (Basel) . 2021 Oct 18;10 (10) :1263.