ABSTRACT
Seven undescribed compounds, including three flavones (1-3), one phenylpropanoid (19), three monoaromatic hydrocarbons (27-29), were isolated from the twigs of Mosla chinensis Maxim together with twenty-eight known compounds. The structures were characterized by HRESIMS, 1D and 2D NMR, and ECD spectroscopic techniques. Compound 20 displayed the most significant activity against A/WSN/33/2009 (H1N1) virus (IC50 = 20.47 µM) compared to the positive control oseltamivir (IC50 = 6.85 µM). Further research on the anti-influenza mechanism showed that compound 20 could bind to H1N1 virus surface antigen HA1 and inhibit the early attachment stage of the virus. Furthermore, compounds 9, 22, 23, and 25 displayed moderate inhibitory effects on the NO expression in LPS inducing Raw 264.7 cells with IC50 values of 22.78, 20.47, 27.66, and 30.14 µM, respectively.
ABSTRACT
A new prenylated 3-benzoxepin derivative, elsholtzioxin (1), together with fifteen known compounds (2-16) were isolated from the whole parts of Elsholtzia penduliflora. Their structures were elucidated on the basis of various spectroscopic techniques and chemical evidences. The antiviral activities of these compounds were evaluated in vitro. The new compound (1) exhibited potential anti-influenza virus activity against strain A/WSN/33/2009 (H1N1) with inhibition rate of 47.19%. Compounds 2, 9 and 12 exhibited significant inhibitory activities with IC50 value of 26.16, 34.66 and 20.81 µM, respectively.
Subject(s)
Benzoxepins , Influenza A Virus, H1N1 Subtype , Influenza A virus , Lamiaceae , Antiviral Agents/pharmacologyABSTRACT
Investigation of the n-BuOH extract of the aerial parts of Elsholtzia bodinieri led to the isolation of seven new triterpenoid saponins, Bodiniosides S-Y (1-7, resp.). Their strictures were elucidated on the basis of spectroscopic techniques, including HSQC, HSBC, and HSQC-TOCSY experiments, together with acid hydrolysis and GC analysis. The anti-influenza activities of compounds 1-7 were evaluated against A/WSN/33/2009 (H1N1) virus in MDCK cells. The results showed that compounds 2 and 5 exhibited moderate anti-influenza activities against A/WSN/33/2009 (H1N1), with inhibition rates of 35.33% and 24.08%, respectively.
Subject(s)
Antiviral Agents/pharmacology , Influenza A Virus, H1N1 Subtype/drug effects , Lamiaceae/chemistry , Saponins/pharmacology , Triterpenes/pharmacology , Antiviral Agents/chemistry , Antiviral Agents/isolation & purification , Microbial Sensitivity Tests , Molecular Conformation , Plant Components, Aerial , Saponins/chemistry , Saponins/isolation & purification , Triterpenes/chemistry , Triterpenes/isolation & purificationABSTRACT
Two new oleanane triterpenoid saponins, bodiniosides Q (1) and R (2), along with five known saponins, niga-ichigoside F1 (3), 3-O-[ß-D-glucopyranosyl]-28-O-[α-L-rhamnopyranosyl -(1â2)-ß-D-glucopyranosyl] arjunolic acid (4), asiaticoside E (5), sericoside (6), and bodinioside E (7), were isolated from the aerial parts of Elsholtzia bodinieri. The structures of 1 and 2 were characterized by spectroscopic techniques and chemical evidence as 3-O-ß-D- xylopyranosyl-2α, 23-dihydroxy-olean-12-en-28-oic acid 28-O-α-L-rhamnopyranosyl- (1â2)-ß-D-glucopyranoside (1) and 3-O-ß-D-xylopyranosyl-2α, 23-dihydroxy-olean-12-en-28-oic acid 28-O-[ß-D-glucopyranosyl-(1â4)-α-L-rhamnopyranosyl -(1â2)]-ß-D-glucopyranoside (2). Compounds 1, 3, and 5 exhibited weak anti-influenza activity against strain A/WSN/33/2009 (H1N1), with inhibition rate of 11.63%, 17.01%, and 16.98%, respectively.