Glabranine
(Synonyms: 光甘草宁;欧亚甘草宁;裸禾蕨黄素) 目录号 : GC36143Glabranine 是从 Tephrosia s.p 中分离出一种类黄酮,在体外对登革病毒发挥抑制作用。Glabranine 与 DENV 2 型 (DENV2) E 蛋白的可溶性胞外域形成相互作用。
Cas No.:41983-91-9
Sample solution is provided at 25 µL, 10mM.
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Glabranine, an flavonoid, is isolated from Tephrosia s.p, exerts a inhibitory effect in vitro on the dengue virus[1].Glabranine forms interaction with the soluble ectodomain of DENV type 2 (DENV2) E protein[2].
[1]. SÁnchez I, et al. Antiviral effect of flavonoids on the dengue virus. Phytother Res. 2000 Mar;14(2):89-92. [2]. Ismail NA, et al. Molecular Docking and Molecular Dynamics Simulation Studies to Predict Flavonoid Binding on the Surface of DENV2 E Protein. Interdiscip Sci. 2017 Dec;9(4):499-511.
Cas No. | 41983-91-9 | SDF | |
别名 | 光甘草宁;欧亚甘草宁;裸禾蕨黄素 | ||
Canonical SMILES | O=C1C2=C(O)C=C(O)C(C/C=C(C)\C)=C2O[C@H](C3=CC=CC=C3)C1 | ||
分子式 | C20H20O4 | 分子量 | 324.37 |
溶解度 | DMSO : 100 mg/mL (308.29 mM; Need ultrasonic) | 储存条件 | Store at -20°C |
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1 mg | 5 mg | 10 mg | |
1 mM | 3.0829 mL | 15.4145 mL | 30.829 mL |
5 mM | 0.6166 mL | 3.0829 mL | 6.1658 mL |
10 mM | 0.3083 mL | 1.5414 mL | 3.0829 mL |
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Antiviral effect of flavonoids on the dengue virus
Phytother Res 2000 Mar;14(2):89-92.PMID:10685103DOI:10.1002/(sici)1099-1573(200003)14:2<89::aid-ptr569>3.0.co;2-c.
In the present study we analysed the possible antiviral effect on dengue viruses of different flavonoids extracted and identified at the Chemistry Institute, UNAM, from the Mexican plants Tephrosia madrensis, Tephrosia viridiflora and Tephrosia crassifolia. The flavonoids Glabranine and 7-O-methyl-glabranine presented 70% inhibition on the dengue virus at a concentration of 25 microM, while methyl-hildgardtol A, hildgardtol A and elongatine had no effect on viral growth. Our results show that Glabranine and 7-O-methyl-glabranine isolated from Tephrosia s.p. exert a dose-dependent inhibitory effect in vitro on the dengue virus.
Molecular Docking and Molecular Dynamics Simulation Studies to Predict Flavonoid Binding on the Surface of DENV2 E Protein
Interdiscip Sci 2017 Dec;9(4):499-511.PMID:26969331DOI:10.1007/s12539-016-0157-8.
Dengue infections are currently estimated to be 390 million cases annually. Yet, there is no vaccine or specific therapy available. Envelope glycoprotein E (E protein) of DENV mediates viral attachment and entry into the host cells. Several flavonoids have been shown to inhibit HIV-1 and hepatitis C virus entry during the virus-host membrane fusion. In this work, molecular docking method was employed to predict the binding of nine flavonoids (baicalin, baicalein, EGCG, fisetin, Glabranine, hyperoside, ladanein, quercetin and flavone) to the soluble ectodomain of DENV type 2 (DENV2) E protein. Interestingly, eight flavonoids were found to dock into the same binding pocket located between the domain I and domain II of different subunits of E protein. Consistent docking results were observed not only for the E protein structures of the DENV2-Thai and DENV2-Malaysia (a homology model) but also for the E protein structures of tick-borne encephalitis virus and Japanese encephalitis virus. In addition, molecular dynamics simulations were performed to further evaluate the interaction profile of the docked E protein-flavonoid complexes. Ile4, Gly5, Asp98, Gly100 and Val151 residues of the DENV2-My E protein that aligned to the same residues in the DENV2-Thai E protein form consistent hydrogen bond interactions with baicalein, quercetin and EGCG during the simulations. This study demonstrates flavonoids potentially form interactions with the E protein of DENV2.