57749-43-6
Chemical Structure
Equisetin
- CAS No.: 57749-43-6
- Formula:C22H31NO4
- Molecular Weight:373.49
IUPAC Name: (S,E)-3-(((1S,2R,4aS,6R,8aR)-1,6-dimethyl-2-((E)-prop-1-en-1-yl)-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)(hydroxy)methylene)-5-(hydroxymethyl)-1-methylpyrrolidine-2,4-dione
InChIKey: QNQBPPQLRODXET-AIMHRHHOSA-N
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
Biological Activity: 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].
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Equisetin | 99.40% | 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. | ||||||||||||||||||||
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- [1]. Burmeister HR, et al. Antibiotic produced by Fusarium equiseti NRRL 5537. Antimicrob Agents Chemother. 1974 Jun;5(6):634-9. [Content Brief]
- [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. [Content Brief]
- [3]. Lee J, et al. The hierarchy quorum sensing network in Pseudomonas aeruginosa. Protein Cell. 2015 Jan;6(1):26-41. [Content Brief]
- [4]. Zhang M, et al. Equisetin as potential quorum sensing inhibitor of Pseudomonas aeruginosa. Biotechnol Lett. 2018 May;40(5):865-870. [Content Brief]
- [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. [Content Brief]
- [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. [Content Brief]
- [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. [Content Brief]
- [8]. Tian J, et al. Equisetin Targets Intracellular Staphylococcus aureus through a Host Acting Strategy. Mar Drugs. 2022 Oct 22;20(11):656. [Content Brief]
- [9]. Zhong Q, et al.Equisetin inhibits adiposity through AMPK-dependent regulation of brown adipocyte differentiation. Heliyon. 2024 Feb 1;10(3):e25458. [Content Brief]
- [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. [Content Brief]
- [11]. Zhang Q, et al. Equisetin Restores Colistin Sensitivity against Multi-Drug Resistant Gram-Negative Bacteria. Antibiotics (Basel). 2021 Oct 18;10(10):1263. [Content Brief]
Keywords
