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One unusual stilbene trimer-flavonoid hybrid, paeonilactiflobenoid (1), together with six known stilbenes (2–7) were isolated from the seeds of Paeonia lactiflora. The structure of 1 was elucidated with the aid of HRESIMS, 1D and 2D NMR, [ α ] D spectroscopic data and ECD calculation. Compounds 2 – 7 showed stimulative effects on GLP-1 secretion with promoting rates of 79.8%–880.4% (25 μM) and 217.6%–1089.4% (50 μM), more potent than the positive control, oleoylethanolamide (250.2% at 50 μ M). Moreover, compounds 4 and 6 exhibited agonistic activity on the G protein-coupled receptor (GPCR) TGR5 with stimulative ratios of 40.2% and 40.5% at 50 μM, and 54.2% and 49.1% at 100 μM, respectively. Docking study manifested that 6 well located in the catalytic pocket of TGR5 by hydrogen-bond and hydrophobic interactions. The GLP-1 promotion of 6 could be attenuated by IP 3 , Ca2+/CaMKII and MEK/ERK pathway inhibitors, suggesting that these pathways played important roles in GLP-1 secretion. Thus, stilbenes in peony seeds maybe regarded as potential GLP-1 secretagogues through TGR5-IP 3 -Ca2+/CaMKII-MEK/ERK pathways. [Display omitted] • One usual stilbene trimer-flavonoid hybrid was isolated from peony seeds. • Six stilbenes showed stimulative effects on GLP-1 secretion. • Compounds 4 and 6 exhibited agonistic activity on TGR5 receptor. • The GLP-1 promotion of 6 was attenuated by IP 3 , Ca2+/CaMKII and MEK/ERK inhibitors. [ABSTRACT FROM AUTHOR]

Artemdubosides A-E (1–5), the first examples of natural polyacetylenes substituted by 6'- O -crotonyl β- glucopyranoside, and artemdubosides F-G (6–7) that were two unusual polyacetylenes featuring a 6'- O -acetyl β- glucopyranoside moiety, were isolated from Artemisia dubia var. subdigitata. Their structures were elucidated based on the spectral data including HRESIMS, UV, IR, 1D and 2D NMR, and ECD calculations. Antihepatoma assay suggested that compound 1 exhibited activity against HepG2, Huh7, and SK-Hep-1 cells with inhibitory ratios of 77.1%, 90.8%, and 73.1% at 200.0 μM, respectively. [Display omitted] • Artemdubosides A-G (1 – 7) were isolated from Artemisia dubia var. subdigitata. • Compounds 1 – 5 represented the first examples of natural polyacetylenes substituted by 6′-O-crotonyl β-glucopyranoside. • Compounds 6 – 7 represented the first examples of natural polyacetylenes substituted by 6′- O -acetyl β-glucopyranoside. • Compound 1 showed activity against HepG2, Huh7, and SK-Hep-1 cells at 200.0 μM. [ABSTRACT FROM AUTHOR]

Artemeriosides A–F (1 – 6), six novel sesquiterpenoids containing a 6′- O -crontonyl β -glucopyranoside, were isolated from Artemisia annua L. Their structures were determined by spectral data including HRESIMS, IR, UV, 1D and 2D NMR, and ECD calculations. Compounds 1 – 6 represented the first examples of natural sesquiterpenoid substituted by 6′- O -crontonyl β -glucopyranoside. By antihepatoma assay, compounds 1 and 2 demonstrated inhibitory effect against both HepG2 and SK-Hep-1 cells with inhibitory ratios of 77.0%, 88.8%, and 86.8%, 83.9% at 200.0 μM, and compound 1 showed inhibitory activity against Huh7 cells with inhibitory ratio of 56.8%. [Display omitted] • Artemeriosides A–F (1–6) were isolated from A. annua. • Their structures contained 6′- O -crontonyl β -glucopyranoside. • Compounds 1–6 represented the first examples of natural sesquiterpenoid. • Compounds 1 and 2 showed activity against HepG2 and SK-Hep-1 cells at 200.0 μM. • Compound 1 showed inhibitory activity against Huh7 cells. [ABSTRACT FROM AUTHOR]

Paeoveitols A–E ( 1 – 5 ), involving three monoterpenes and two benzofuran constituents, were isolated from Paeonia veitchii . Their structures were determined based on extensive spectral analyses (IR, UV, MS, 1D and 2D NMR), and the absolute configuration of compound 1 was confirmed by single-crystal X-ray diffraction. By the agitating human melatonin receptor 1 (MT1) assay on HEK293 cell line in vitro, compound 4 showed weak activity with the agitation rate of 22.52% at the concentration of 1.79 mM. [ABSTRACT FROM AUTHOR]

Three new secoiridoid aglycones of (−)-swermusic acid A ( 1 ) and B ( 3 ), and (−)-swerimuslatone A ( 2 ), and four new secoiridoid glycosides of 6′- O -formylsweroside ( 4 ), 6′- O -formylgentiopicroside ( 5 ), 6′- O -acetylamarogentin ( 6 ) and 6′- O -acetylamaronitidin ( 7 ), along with 40 known compounds ( 8 – 47 ) were isolated from Swertia mussotii . Their structures were elucidated on the basis of extensive spectroscopic analyses including MS, IR, UV, 1D- and 2D-NMR. Forty-five compounds from S. mussotii were evaluated for their anti-HBV activity on the HepG 2.2.15 cell line in vitro inhibiting the secretions of HBsAg and HBeAg, as well as HBV DNA replication. Six of the nine phenols 26 – 29 , 31 and 32 exhibited activities inhibiting HBsAg and HBeAg secretion with IC 50 values from 0.23 to 5.18 mM, and HBV DNA replication with IC 50 values from < 0.06 to 2.62 mM. Moreover, isooriention ( 45 ) displayed significant anti-HBV activities against secretions of HBsAg and HBeAg with IC 50 value of 0.79 and 1.12 mM, as well as HBV DNA replication with IC 50 value of 0.02 mM. [ABSTRACT FROM AUTHOR]

Five new secoiridoid glycosides, swericinctosides A and B ( 1 – 2 ), 9- epi swertiamarin ( 3 ), 2′- O - m -hydroxybenzoyl swertiamarin ( 4 ), 4″- O -acetyl swertianoside E ( 5 ), and one unusual lactonic enol ketone, 3-(hydroxymethyl ene) dihydro- 2H -pyran-2, 4( 3H )-dione ( 6 ), together with three known compounds, swertiaside ( 7 ), swertianoside C ( 8 ) and decentapicrin B ( 9 ) were isolated from Swertia cincta . The structures of the new compounds were determined by extensive spectroscopic analyses including 1D and 2D NMR, HRESIMS, UV, IR and [α] D spectra. Anti-HBV assay on HepG 2.2.15 cell line in vitro demonstrated that compounds 1 – 9 possessed inhibitory activity on HBV DNA replication with IC 50 values from 0.05 to 1.83 mM, and compounds 1 , 3 , 5 , 7 and 8 could inhibit the secretion of HBsAg with IC 50 values from 0.24 to 1.06 mM. [ABSTRACT FROM AUTHOR]

Four new compounds swertiachiralatone A (1), swertiachoside A (2), swertiachirdiol A (3) and swertiachoside B (4), together with twenty-six known ones were isolated from the ethanol extract of Swertia chirayita . Their structures were elucidated by extensive spectroscopic analyses (1D- and 2D-NMR, HRESIMS, UV, IR and [ α ] D ). All compounds were evaluated for anti-hepatitis B virus (anti-HBV) activities on HepG 2.2.15 cells line in vitro , of which compounds 14 and 19 showed inhibitory activity on hepatitis B surface antigen (HBsAg) secretion with IC 50 values of 0.31 ± 0.045 and 1.49 ± 0.033 mM; compounds 14 and 28 exhibited activity against hepatitis B e antigen (HBeAg) secretion with IC 50 values of 0.77 ± 0.076 and 5.92 ± 1.02 mM; and eight compounds (8,9,13,14,24–26,29) possessed activity against HBV DNA replication with IC 50 values of 0.07–0.33 mM. In particular (+)-cycloolivil-4′- O - β - d -glucopyranoside (14) exhibited inhibition not only on the secretions of HBsAg and HBeAg with IC 50 values of 0.31 ± 0.045 mM (SI = 4.29) and 0.77 ± 0.076 mM (SI = 1.75), respectively, but also on HBV DNA replication with an IC 50 value of 0.29 ± 0.034 mM (SI = 4.66). [ABSTRACT FROM AUTHOR]

Abstract: Six new 14-noreudesmane sesquiterpenoids, nicotabacosides A–F (1–6), along with five known sesquiterpenoids (7–11), were isolated from the leaves of Nicotiana tabacum. The structures of compounds 1–6 were elucidated as isorishitin 3-O-β-d-glucopyranoside (1), rishitin 3-O-β-d-glucopyranoside (2), rishitin 2-O-β- d-glucopyranoside (3), 1, 6-dehydro-rishitin 3-O-β-d-glucopyranoside (4), 2-hydroxyl-ligudentatol 3-O-β-d-glucopyranoside (5) and oxyglutinosone 3-O-β-d-glucopyranoside (6) based on extensive spectroscopic analyses (HRESIMS, UV, IR, 1D and 2D NMR). Their absolute configurations were determined by X-ray single-crystal diffraction and comparison of their electronic circular dichroism (ECD) spectra. [Copyright &y& Elsevier]

Abstract: Three new polyacetylenes, 8-(Z)-decene-4, 6-diyne-1, 3, 10-triol (1), 1, 3S, 8S-trihydroxydec-9-en-4, 6-yne (2), 3S, 8S-dihydroxydec-9-en-4, 6-yne 1-O-β -D-glucopyranoside (3), and one new glucosyl caffeoate, 1-O-ethyl-6-O-caffeoyl-β -D-glucopyranose (4), together with 34 known compounds were isolated from Artemisia capillaris. The structures of the new compounds were determined by extensive spectroscopic analyses including 1D and 2D NMR, HRESIMS, [α]D and CD experiments. Among them, 19 compounds showed activity inhibiting HBsAg secretion; 20 compounds showed activity inhibiting HBeAg secretion; and 25 compounds possessed inhibitory activity against HBV DNA replication according to our anti-HBV assay on HepG 2.2.15 cell line in vitro. The most active compound 12 could inhibit not only the secretions of HBsAg and HBeAg, but also HBV DNA replication with IC50 values of 15.02μM (SI=111.3), 9.00μM (SI=185.9) and 12.01μM (SI=139.2). [Copyright &y& Elsevier]

Abstract: Four new C18-diterpenoid alkaloids, weisaconitines A–D (1–4), were isolated from Aconitum weixiense. Based on extensive UV, IR, MS, 1D and 2D NMR analyses, their structures were elucidated as 8-O-ethyldolaconine (1), 4-demethylgenicunine B (2), 14-oxoaconosine (3), and 8-O-ethylaconosine (4). The analgesic activity of compound 4 was studied with CH3COOH-induced writhing model in mice. Compound 4 showed writhing inhibitions of 24% (50mg/kg), 26% (100mg/kg) and 34% (200mg/kg), respectively, as compared to the reference drug aspirin (63%) at a dose of 200mg/kg. [Copyright &y& Elsevier]

Abstract: Three new secoiridoids, swermacrolactones A–C (1–3), together with fourteen known compounds were isolated from Swertia macrosperma. Their structures were elucidated based on extensive spectroscopic analyses (IR, UV, MS, 1D and 2D NMR). By anti-HBV assay on the Hep G 2.2.15 cell line in vitro, the most active compound, luteolin (9), inhibited the secretion of hepatitis B virus surface antigen (HBsAg) and hepatitis B virus e antigen (HBeAg) with IC50 values of 0.02 and 0.02mM, respectively. [Copyright &y& Elsevier]

Abstract: Four new triterpenoids, sweriyunnangenin A (1), sweriyunnanosides A (2), B (3) and C (4), along with nineteen known compounds (5–23) were isolated from Swertia yunnanensis. Based on extensive spectroscopic analyses (1D- and 2D-NMR, HRESIMS, UV, IR, [α]D), the structures of sweriyunnangenin A (1), sweriyunnanosides A (2), B (3) and C (4) were elucidated as taraxer-14-ene-3α,6β-diol, oleanolic acid 28-O-β-d-glucopyranosyl-(1→2)-O-β-d-glucopyranoside, 2α,3β-di-hydroxyolean-12-en-28-oic acid 28-O-β-d-glucopyranosyl(1→6)-β-d-glucopyranosyl (1→6)-β-d-glucopyranosyl(1→2)-β-d-glucopyranoside and hederagenin 28-O-β-d-glucopyranosyl(1→6)-β-d-glucopyranosyl(1→6)-β-d-glucopyranosyl(1→2)-β-d-glucopyranoside, respectively. Twenty-two compounds were evaluated for their anti-HBV activities on the HepG 2.2.15 cell line in vitro, of which nine compounds showed potent anti-HBV activities. Compounds 1, 5–6, 14–16 and 19 showed activities against the secretion of HBsAg (IC50 values from 0.10 to 1.76mM) and HBeAg (IC50 values from 0.04 to 1.41mM), and compounds 11 and 13–16 exhibited significant inhibition on HBV DNA replication (IC50 values from 0.01 to 0.09mM). [Copyright &y& Elsevier]