Qinghao Jin

Anti-inflammatory constituents from the fruits of Vitex rotundifolia

Three new diterpenes (7, 15 and 17) and two new neolignans (19 and 20) along with nineteen known compounds have been isolated from the fruits of Vitex rotundifolia. Their structures were elucidated by a combination of 1D and 2D NMR, HRESI-MS, and CD data. All isolates were tested for their inhibitory activities on LPS-induced nitric oxide production in RAW264.7 cells. Of these, compounds 3, 4, 7, 13, 15, 19, and 24 found to inhibit nitric oxide production with the IC50 values ranging from 11.3 to 24.5μM.

Antioxidative oligostilbenes from Caragana sinica

Two new oligostilbenes, caragasinins A (5) and B (10), and eight known compounds, kobophenol A (1), (+)-α-viniferin (2), (+)-ampelopsin F (3), pallidol (4), (+)-isoampelopsin F (6), miyabenol C (7), carasinaurone (8) and caraphenol B (9) were isolated from the ethylacetate-soluble extract of the roots of Caragana sinica. The structures of the isolates were determined on the basis of extensive spectroscopic analysis including 1D, 2D NMR and HRESI-MS. These compounds were assessed for antioxidant activities. Caragasinin A (5), caraphenol B (9), and caragasinin B (10) showed moderate DPPH scavenging activity and lipid peroxidation inhibitory activities with IC(50) values ranging from 34.7±1.0 to 89.1±2.3μM.

Inhibitory constituents of the heartwood of Dalbergia odorifera on nitric oxide production in RAW 264.7 macrophages

Two new isoflavanones (1 and 13), along with 25 known compounds (2-12, 14-27), were isolated from the EtOAc-soluble fraction of the heartwood of Dalbergia odorifera by following their potential to inhibit the LPS-induced nitric oxide production in RAW 264.7 cells. The structures of the isolated compounds were established by spectroscopic data such as (1)D, (2)D NMR and MS spectrometry. Among the isolated compounds, (2S)-pinocembrin (26), showed the most potent inhibitory effect with IC50 value of 18.1μM.

Melanogenesis inhibitory daphnane diterpenoids from the flower buds of Daphne genkwa.

Two new daphnane-type diterpene esters, daphneresiniferins A (1) and B (2), along with seven known diterpenes, yuanhuacine (3), yuanhuadine (4), yuanhuahine (5), genkwadaphnin (6), genkwanine A (7), genkwanine F (8), and genkwanine H (9), were isolated from the methanol extract of the flower buds of Daphne genkwa. Their structures were elucidated on the basis of spectroscopic methods, especially 2D NMR spectra such as HMQC, HMBC, and NOESY. All the isolates were evaluated for their inhibitory effects of the melanogenesis against α-melanocyte stimulating hormone (α-MSH)-activated B16 melanoma cells.

Diterpenoids from the Roots of Euphorbia fischeriana with Inhibitory Effects on Nitric Oxide Production

Bioactivity-guided isolation of a methanolic extract of Euphorbia fischeriana led to the isolation of four new abietane-type diterpenoids, fischeriolides A-D (1-4), together with 11 known diterpenoids. Their structures were elucidated based on the interpretation of 1D and 2D NMR spectroscopic and HRESIMS data. The absolute configuration of compound 3 was determined by single-crystal X-ray diffraction analysis and electronic circular dichroism methods. Compounds 5-9 exhibited inhibitory effects on LPS-induced nitric oxide production in RAW 264.7 macrophages with IC50 values in the range 4.9-12.6 μM.

neo-Clerodane Diterpenoids from Scutellaria barbata and Their Inhibitory Effects on LPS-Induced Nitric Oxide Production

Three new neo-clerodane diterpenoids (1-3) along with 12 known compounds (4-15) were isolated from a methanol extract of the aerial parts of Scutellaria barbata. The structures of 1-3 were determined by interpretation of their 1D and 2D NMR spectroscopic data as well as HRESIMS values. All isolated compounds were tested for their inhibitory effects on LPS-induced nitric oxide production in RAW 264.7 macrophages. Compounds 1-4, 7, and 10-12 were found to inhibit nitric oxide production with IC50 values ranging from 20.2 to 35.6 μM.

2-Phenoxychromones and prenylflavonoids from Epimedium koreanum and their inhibitory effects on LPS-induced nitric oxide and interleukin-1β production.

Two new 2-phenoxychromones 1 and 2 and two prenylflavonoids 3 and 4 along with 12 known compounds (5-16) were isolated from the CH2Cl2-soluble fraction of a methanol extract of Epimedium koreanum. Compounds 1, 4, 6, 7, 9, 10, 12, and 15 exhibit inhibitory effects on nitric oxide production with IC50 values ranging from 16.8 to 49.3 μM. Compounds 1, 4, 7, and 12 also showed inhibitory effects on interleukin-1β production with IC50 values ranging from 8.6 to 38.9 μM in RAW 264.7 macrophages.

Melanogenesis inhibitory bisabolane-type sesquiterpenoids from the roots of Angelica koreana.

Bioactivity-guided isolation of the methanolic extract of the roots of Angelica koreana led to the isolation of four new bisabolane-type sesquiterpenoids, osterivolones A-D (1-4) together with four known compounds, bisabolangelone (5), decursinol angelate (6), psoralen (7), and falcarindiol (8). Their structures were elucidated on the basis of spectroscopic data interpretation, especially 2D NMR spectra such as HMQC, HMBC, and NOESY. All compounds were evaluated for their inhibitory effects of the melanogenesis against α-melanocyte stimulating hormone (α-MSH)-activated B16 melanoma cells.

Sesquiterpenes from Inula japonica with Inhibitory Effects on Nitric Oxide Production in Murine Macrophage RAW 264.7 Cells

Eight new sesquiterpenes (1-8), along with seven known sesquiterpenes (9-15), were isolated from a methanol extract of the flowers of Inula japonica. Their structures were elucidated by a combination of 1D and 2D NMR spectroscopic and HRESIMS data. All of isolates were evaluated for their inhibitory effects on nitric oxide production in LPS-induced RAW 264.7 cells, with their IC50 values ranging from 1.9 to 15.4 μM.

A new abietane diterpenoid from Isodon inflexus

A new ent-abietane diterpenoid, 3α,6β-dihydroxy-7,17-dioxo-ent-abieta-15(16)-ene (1), and three known ent-kaurane diterpenids, kamebacetal A (2), kamebakaurin (3), and excisanin A (4), and a known triterpenoid, ursolic acid (5), were isolated from the aerial parts of Isodon inflexus. Their chemical structures were determined by extensive analysis of spectroscopic data including 1D-and 2D-NMR experiments. All isolates (1–5) were evaluated for their potential to inhibit LPS-induced nitric oxide production in RAW264.7 cells. Of these, compounds 1–4 inhibited the production of NO with IC50 values ranging from 1.0 to 26.5 μM.