Oleanane-Type Triterpene Glycosides from Camellia phanii and Their α-Glucosidase Inhibitory Activity.

Three new oleanane-type triterpene saponins, named camphanosides A-C (1-3), along with five known compounds, chikusetsusaponin IVa (4), spinasaponin A 28-O-glucoside (5), (-)-epicatechin (6), (-)-epicatechin 3-O-gallate (7), and (-)-epigallocatechin 3-O-gallate (8) were isolated from the leaves Camellia phanii Hakoda & Ninh. Their structures were established by 1D and 2D-NMR and mass spectral analysis and chemical methods. Moreover, compounds 1-5 were also evaluated for α-glucosidase inhibitory activity. Compounds 1-3 exhibited moderate α-glucosidase inhibitory activity with IC50 values of 230.7±18.0, 251.4±22.7, and 421.4±25.6 µM, respectively.

Polypyrrole-based nanocomposites doped with both salicylate/molybdate and graphene oxide for enhanced corrosion resistance on low-carbon steel.

In this work, polypyrrole-based nanocomposites doped with graphene oxide, molybdate, and salicylate (PPy/GO/Mo/Sal) were synthesized via in situ electrochemical polymerization to enhance the anti-corrosion protection performance of polymer coatings. The morphology and structures of the coatings were characterized by SEM, EDX, FTIR, Raman spectroscopy, and XRD. The protection abilities of coatings against corrosion were investigated in 0.1 M NaCl solution with EIS potentiodynamic polarization, salt spray test, and open-circuit potential (OCP) measurements. The results showed that with the presence of both molybdate/salicylate and GO in the PPy matrix, the nanocomposite coating exhibited an excellent protection ability against corrosion for low-carbon steel, better than that with only GO as filler. Compared to the nanocomposites doped with only salicylate or salicylate/GO, the one doped with both molybdate/salicylate and GO exhibited the longest protection plateau (ca. 100 h) on the OCP-time curves with some fluctuation points known as the self-healing action of molybdate dopant. It also resulted in a decrease in the corrosion current (Tafel plots), a higher impedance (Bode plot), and a better protection performance in salt spray tests. In this case, the anti-corrosion ability of the coatings was provided through a barrier and self-healing mechanism.

Achyranbidens A-C: three new compounds from Achyranthes bidentata Blume.

Phytochemical study on the roots of Achyranthes bidentata Blume led to the isolation of sixteen compounds including three new ones (1-3). Their chemical structures were determined as oleanolic acid 28-O-ß-D-glucopyranoside-3-O-[ß-D-glucopyranosyl-(1→3)-ß-D-galactopyranoside) (1), methyl (8Z,11Z)-5,6,7-trihydroxytetradeca-8,11-dienoate (2), methyl (6E,11Z)-5,8,9-trihydroxytetradeca-6,11-dienoate (3), fulgidic acid (4), (9E,11E)-13-oxooctadeca-9,11-dienoic acid (5), (9Z,11E,15Z)-13-hydroxyoctadeca-9,11,15-trienoic acid (6), oleanolic acid 28-O-ß-D-glucopyranoside-3-O-α-L-rhamnopyranosyl-(1→4)-ß-D-glucuronopyranoside (7), oleanolic acid 28-O-ß-D-glucopyranoside-3-O-ß-D-glucopyranosyl-(1→2)-[α-L-rhamnopyranosyl-(1→3)]-ß-D-glucuronopyranoside (8), oleanolic acid 3-O-ß-D-glucopyranosyl-(1→2)-[α-L-rhamnopyranosyl-(1→3)]-ß-D-glucuronopyranoside (9), oleanolic acid 3-O-α-L-rhamnopyranosyl-(1→3)-ß-D-glucuronopyranoside (10), blumenol C glucoside (11), citroside A (12), 6S,9S-roseoside (13), ginsenoside Rg1 (14), 20-hydroxyecdysone (15), and benzyl α-L-rhamnopyranosyl-(1→6)]-ß-D-glucopyranoside (16) by spectroscopic analysis. Compounds 1, 7 and 11-16 inhibited NO production in LPS-activated RAW264.7 cells with IC50 values in the range from 28.03 to 54.23 µM (positive control, L-NMMA: IC50 = 35.52 µM). Compounds 14 and 15 showed anti α-glucosidase activity with IC50 values of 176.24 and 156.92 µM, respectively, compared with the positive control, acarbose, IC50 = 160.99 µM.

Triterpenoid glycosides from the rhizomes of Allium ascalonicum and their anoctamin-1 inhibitory activity.

Ten triterpenoid glycosides including two undescribed compounds (1 and 2) were isolated from the methanol extract of Allium ascalonicum rhizomes. These compounds were structurally elucidated to be 3ß-O-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl-19α-hydroxyolean-12-ene-28-oic acid 28-O-[α-L-rhamnopyranosyl-(1→2)-ß-D-glucopyranosyl] ester (1), 3-O-ß-D-glucopyranosyl-(1→3)-[α-L-rhamnopyranosyl-(1→2)]-α-L-arabinopyranosyl-3ß,19α-dihydroxyoleanane-12-en-28-oic acid (2), lactifoloside C (3), lactifoloside H (4), randiasaponin IV (5), kudinoside G (6), ilexkudinoside W (7), lactifoloside G (8), kudinoside D (9), and ilexkudinoside T (10) by analyzing their HR-ESI-MS, NMR spectral data and by comparison with those reported in the literature. Compounds 1-10 were evaluated for anoctamin-1 (ANO1) inhibitory activity using yellow fluorescent protein reduction assays. At the concentration of 30 µM, compounds 2 and 9 displayed moderate ANO1 inhibitory percentages of 28.9 ± 0.85% and 26.2 ± 0.65%, respectively.