Inhibitory nitric oxide production and cytotoxic activities of phenolic compounds from Gnetum montanum Markgr.

One new compound, styrene dimer-type listeanol-4-O-α-ʟ-rhamnopyranosyl-(1→4)-ß-ᴅ-glucopyranoside (1), and four known compounds namely listeanol (2), isorhapotigenin (3), genetifolin E (4), gnetifolin K (5) were isolated from the methanolic extract from the aerial part of the Gnetum montanum Markgr. in Viet Nam. Their chemical structures were determined by modern spectroscopic methods (NMR and HR-ESI-MS) and comparison with those of published data. These compounds were evaluated for their anti-inflammatory and cytotoxic activities. Among them, compound 3 exhibited the NO inhibitory production on the RAW264.7 cell line, and inhibited the HepG2 cell line with respective IC50 values of 79.88 ± 5.51 (µg/mL) (L-NMMA 7.90 ± 0.63 µg/mL), and 63.48 ± 3.63 (µg/mL) (Ellipticine 0.40 ± 0.01 µg/mL).

Withaperuvin O, a new withanolide from Physalis peruviana L.

Physalis peruviana L. (Solanaceae) has been used in tropical and subtropical countries of the world as medicinal and fruit trees. In this study, a new withanolide named withaperuvin O (1) and seven known ones, including physalolactone B-3-O-ß-D-glucopyranoside (2), withanolide J (3), physapruin A (4), physaperuvin G (5), withaperuvin (6), withaperuvin C (7) and 28-hydroxywithaperuvin C (8), were isolated from the whole plants of P. peruviana. Their structures were elucidated based on extensive spectroscopic analyses including NMR and HR-ESI-MS. The bioactivities of these compounds against lipopolysaccharide (LPS)-induced NO production in RAW264.7 cells and cytotoxicity against HepG2 were tested. Compound 3 showed strong anti-inflammatory activities with IC50 3.55 ± 0.12 µM (compared to positive control L-NMMA 7.72 ± 0.46 µM). Compounds 3 and 4 inhibited HepG2 cell line with the IC50 values of 2.01 ± 0.12 µM, 0.96 ± 0.05 µM, respectively (Ellipticine, 0.32 ± 0.02 µM). Our study indicated that compounds 3 and 4 could be new potential natural products for the development of anti-inflammatory and anti-cancer agents.

Isolation, structural elucidation and molecular docking studies against SARS-CoV-2 main protease of new stigmastane-type steroidal glucosides isolated from the whole plants of Vernonia gratiosa.

Phytochemical investigation of the whole plants of Vernonia gratiosa Hance. led in the isolation and identification of two new stigmastane-type steroidal glucosides (1-2), namely vernogratiosides A (1), and B (2). Their chemical structures were fully elucidated based on 1 D/2D NMR spectroscopic, HR-ESI-MS data analyses, and by producing derivatives by chemical reactions. The binding potential of the isolated compounds to replicase protein - main protease of SARS-CoV-2 were examined using the molecular docking simulations. Our results show that the isolated steroidal glucosides (1-2) bind to the substrate-binding site of SARS-CoV-2 main protease with binding affinities of -7.2 and -7.6 kcal/mol, respectively, as well as binding abilities equivalent to N3 inhibitor that has already been reported (-7.5 kcal/mol).