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Clemastanin B

Names

[ CAS No. ]:
112747-98-5

[ Name ]:
Clemastanin B

[Synonym ]:
β-D-Glucopyranoside, 4-[(2S,3R,4R)-4-[[4-(β-D-glucopyranosyloxy)-3-methoxyphenyl]methyl]tetrahydro-3-(hydroxymethyl)-2-furanyl]-2-methoxyphenyl
4-[(2S,3R,4R)-4-[4-(β-D-Glucopyranosyloxy)-3-methoxybenzyl]-3-(hydroxymethyl)tetrahydro-2-furanyl]-2-methoxyphenyl β-D-glucopyranoside

Biological Activity

[Description]:

Clemastanin B, a lignin, has potent anti-influenza activities by inhibiting the virus multiplication, prophylaxsis and blocking the virus attachment. Clemastanin B targets viral endocytosis, uncoating or ribonucleoprotein (RNP) export from the nucleus. Clemastanin B has antioxidant and anti-inflammatory activities[1][2][3].

[Related Catalog]:

Signaling Pathways >> Anti-infection >> Influenza Virus
Research Areas >> Infection
Research Areas >> Inflammation/Immunology

[In Vitro]

Clemastanin B inhibits different subtypes of human (H1N1, including swine-origin H1N1; H3N2 and influenza B) and avian influenza viruses (H6N2, H7N3, H9N2) at different magnitudes of activity (IC50 0.087-0.72 mg/ml) while this compound was inactive against respiratory syncytial virus (RSV), adenovirus 3 (ADV3), parainfluenza virus 3 (PIV3), enterovirus 71 (EV71) and human rhinovirus (HRV)[1]. Clemastanin B (0.05, 0.1, 0.2, 0.4 mg/ml; for 8 hours) treatment results in nucleoprotein (NP) distribution in the nuclei in MDCK cells[1]. Clemastanin B (48-72 h) after virus incubation (MOI, 0.01; for 2 h) causes a pronounced titer reduction of progeny virus in MDCK cells[1]. Clemastanin B (pre-incubated for 2 h) has no protective effect on MDCK cell lines with influenza virus[1].

[References]

[1]. Zifeng Yang, et al. Antiviral activity of Isatis indigotica root-derived clemastanin B against human and avian influenza A and B viruses in vitro. Int J Mol Med. 2013 Apr;31(4):867-73.

[2]. Ping Xiao, et al. Antiviral activities against influenza virus (FM1) of bioactive fractions and representative compounds extracted from Banlangen (Radix Isatidis). J Tradit Chin Med. 2016 Jun;36(3):369-76.

[3]. Ping Xiao, et al. In vitro antioxidant and anti-inflammatory activities of Radix Isatidis extract and bioaccessibility of six bioactive compounds after simulated gastro-intestinal digestion. J Ethnopharmacol. 2014 Nov 18;157:55-61.

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
922.6±65.0 °C at 760 mmHg

[ Molecular Formula ]:
C32H44O16

[ Molecular Weight ]:
684.682

[ Flash Point ]:
511.8±34.3 °C

[ Exact Mass ]:
684.262939

[ LogP ]:
-2.82

[ Vapour Pressure ]:
0.0±0.3 mmHg at 25°C

[ Index of Refraction ]:
1.630


Related Compounds

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