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Euparin Sale

(Synonyms: 泽兰素) 目录号 : GC65475

Euparin 是苯并呋喃的单体化合物,是一种活性氧 (ROS) 抑制剂。 Euparin 对脊髓灰质炎病毒具有抗病毒活性,并且还具有抗抑郁作用。

Euparin Chemical Structure

Cas No.:532-48-9

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产品描述

Euparin, a monomeric compound of Benzofuran, is a reactive oxygen species (ROS) inhibitor. Euparin shows antiviral activity against poliovirus, and also has antidepressant effects[1][2].

In Vero cells, Euparin shows antiviral activity against poliovirus types 1, 2, and 3 with EC50 values of 0.47 µg/mL, 0.12 µg/mL, and 0.15 µg/mL, respectively[1].

Euparin (8, 16 and 32 mg/kg) reduces depression-like behavior in Chronic Unpredictable Mild Stress (CUMS) model of mice. All doses of Euparin are found to increase the contents of monoamine neurotransmitter and decrease monoamine oxidase and reactive oxygen species (ROS) levels in brain of depression mice. Euparin restores CUMS-induced decrease of Spermidine/Spermine N1-Acetyltransferase 1 (SAT1), N-methyl-D-aspartate receptor subtype 2B (NMDAR2B) and brain derived neurotrophic factor (BDNF) expression[2].

[1]. arÍa Florencia Visintini Jaime, et al. Antipoliovirus Activity of the Organic Extract of Eupatorium buniifolium: Isolation of Euparin as an Active Compound. Evid Based Complement Alternat Med. 2013;2013:402364.
[2]. Xu-Meng Han, et al. Antidepressant Activity of Euparin: Involvement of Monoaminergic Neurotransmitters and SAT1/NMDAR2B/BDNF Signal Pathway. Biol Pharm Bull. 2020 Oct 1;43(10):1490-1500.

Chemical Properties

Cas No. 532-48-9 SDF Download SDF
别名 泽兰素
分子式 C13H12O3 分子量 216.23
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1 mM 4.6247 mL 23.1235 mL 46.2471 mL
5 mM 0.9249 mL 4.6247 mL 9.2494 mL
10 mM 0.4625 mL 2.3124 mL 4.6247 mL
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Research Update

Antidepressant Activity of Euparin: Involvement of Monoaminergic Neurotransmitters and SAT1/NMDAR2B/BDNF Signal Pathway

Biol Pharm Bull 2020 Oct 1;43(10):1490-1500.PMID:32788507DOI:10.1248/bpb.b20-00093.

Depression is the most significant risk factor for suicide, yet the causes are complex and disease mechanism remains unclear. The incidence and disability rate of depression are very high and the efficacy of some traditional antidepressants is not completely satisfactory. Recently, some studies have found that benzofurans have anti-oxidation and anti-monoamine oxidase properties, which are related to depression. Euparin is a monomer compound of benzofuran, previous work by our team found that it improves the behavior of depressed mice. However, additional antidepressant effects and mechanisms of Euparin have not been reported. In this study, the Chronic Unpredictable Mild Stress (CUMS) model of mice was used to further investigate the effect and mechanism of Euparin on depression. Results showed that Euparin (8, 16 and 32 mg/kg) reduced depression-like behavior in mice compared with the model group. Meanwhile, all doses of Euparin were found to increase the contents of monoamine neurotransmitter and decrease monoamine oxidase and reactive oxygen species (ROS) levels in brain of depression mice. Additionally, Euparin restored CUMS-induced decrease of Spermidine/Spermine N1-Acetyltransferase 1 (SAT1), N-methyl-D-aspartate receptor subtype 2B (NMDAR2B) and brain derived neurotrophic factor (BDNF) expression. These findings demonstrate that Euparin has antidepressant properties, and its mechanism involves the SAT1/NMDAR2B/BDNF signaling pathway.

Antiprotozoal Compounds from Urolepis hecatantha (Asteraceae)

Evid Based Complement Alternat Med 2021 Feb 11;2021:6622894.PMID:33628303DOI:10.1155/2021/6622894.

The dewaxed dichloromethane extract of Urolepis hecatantha and the compounds isolated from it were tested for their in vitro activity on Trypanosoma cruzi epimastigotes and Leishmania infantum promastigotes. The extract of U. hecatantha showed activity against both parasites with IC50 values of 7 µg/mL and 31 µg/mL, respectively. Fractionation of the dichloromethane extract led to the isolation of Euparin, jaceidin, santhemoidin C, and eucannabinolide. The sesquiterpene lactones eucannabinolide and santhemoidin C were active on T. cruzi with IC50 values of 10 ± 2 µM (4.2 µg/mL) and 18 ± 3 µM (7.6 µg/mL), respectively. Euparin and santhemoidin C were the most active on L. infantum with IC50 values of 18 ± 4 µM (3.9 µg/mL) and 19 ± 4 µM (8.0 µg/mL), respectively. Eucannabinolide has also shown drug-like pharmacokinetic and toxicity properties.

Green synthesis and antioxidant activity of novel series of benzofurans from Euparin extracted of Petasites hybridus

Nat Prod Res 2019 Jun;33(11):1617-1623.PMID:29376428DOI:10.1080/14786419.2018.1428598.

A novel class of benzofuran derivatives is prepared from the isocyanide-based MCR, Euparin and aldehydes in the presence of ZnO-nanorods as a catalyst in excellent yields at room temperature under solvent-free conditions as a green reaction medium. Also, the antioxidant activities of some synthesised compounds such as 4a, 4b, 10a and 10b were evaluated by DPPH radical scavenging and ferric reduction activity potential (FRAP) assays. Compound 10b, was shown moderate radical scavenging activity and very good reducing activity compared to standards (BHT and TBHQ).

Antipoliovirus Activity of the Organic Extract of Eupatorium buniifolium: Isolation of Euparin as an Active Compound

Evid Based Complement Alternat Med 2013;2013:402364.PMID:23956770DOI:10.1155/2013/402364.

The antiviral activity of the organic extract (OE) of Eupatorium buniifolium against poliovirus type 1 was determined by in vitro assays with an effective concentration 50 (EC50) of 23.3 ± 3.3 µg/mL. Bioassay-guided fractionation of the OE allowed the isolation of an active principle that was identified by spectroscopic methods ((1)H- and (13)C-NMR, EI-MS, UV, and IR spectroscopy) as the benzofuran Euparin. The plaque reduction assay in Vero cells was used to assess the antiviral activity of Euparin against poliovirus types 1, 2, and 3 with EC50 values of 0.47, 0.12, and 0.15 µg/mL, respectively. Moreover, this compound showed high selectivity indexes of 284.9, 1068, and 854.7, respectively. In order to identify the mechanism by which Euparin exerts its antiviral activity, the virucidal effect, the pretreatment of Vero cells, and the time of action on one viral replication cycle were evaluated. Results obtained demonstrated that Euparin exerts its effect during the early events of the replication cycle, from the virus adsorption to cells up to the first twenty minutes after infection. This is the first report on the presence of Euparin in E. buniifolium and its antiviral activity.

Insect Antifeedant Benzofurans from Pericallis Species

Molecules 2023 Jan 18;28(3):975.PMID:36770655DOI:10.3390/molecules28030975.

In this work, we have studied the benzofurans of Pericallis echinata (aerial parts and transformed roots), P. steetzii (aerial parts and transformed roots), P. lanata (aerial parts), and P. murrayi (aerial parts and roots). This work has permitted the isolation of the new benzofurans 10-ethoxy-11-hydroxy-10,11-dihydroeuparin (10), (-)-eupachinin A ethyl ether (12), 11,15-didehydro-eupachinin A (13), 10,12-dihydroxy-11-angelyloxy-10,11-dihydroeuparin (14), 2,4-dihydroxy-5-formyl-acetophenone (15) isolated for the first time as a natural product, 11-angelyloxy-10,11-dihydroeuparin (16), and 12-angelyloxyeuparone (17), along with several known ones (1-9, 11). In addition, the incubation of the abundant component, 6-hydroxytremetone (1), with the fungus Mucor plumbeus has been studied. Benzofurans in the tremetone series (1, 1a, 2-5, 18, 18a), the Euparin series (6, 7, 7a, 8-10, 14, 16), and the eupachinin-type (11, 12) were tested for antifeedant effects against the insect Spodoptera littoralis. The antifeedant compounds (1, 4, 6, 11, 12) were further tested for postingestive effects on S. littoralis larvae. The most antifeedant compounds were among the tremetone series, with 3-ethoxy-hydroxy-tremetone (4) being the strongest antifeedant. Glucosylation of 1 by its biotransformation with Mucor plumbeus gave inactive products. Among the Euparin series, the dihydroxyangelate 14 was the most active, followed by Euparin (6). The eupachinin-type compounds (11, 12) were both antifeedants. Compounds 4, 11, and 12 showed antifeedant effects without postingestive toxicity to orally dosed S. littoralis larvae. Euparin (6) had postingestive toxicity that was enhanced by the synergist piperonyl butoxide.