Species differences of Baishouwu based on characteristic chromatogram and content determination of acetophenones / 药学实践与服务

Objectives To provide scientific basis for the quality control of different species of Baishouwu by establishing the HPLC fingerprint of domestic of Baishouwu and determining the main active components of acetophenones. Methods HPLC-DAD method was used to determine the HPLC fingerprints of domestic of Baishouwu. Then, the content of 4 kinds of acetophenones in Baishouwu was determined. The column was Diamonsil C18（250mm×4.6mm, 5μm）with the mobile phase of methanol and 0.1% phosphoric acid at a flow rate of 1.0 ml/min. The detection wavelength of p-Hydroxyl acetophenone, baishouwu benzophenone, 2',4'-Dihydroxy acetophenone was set at 260 nm and 2',5'-Dihydroxy acetophenone at 280 nm respectively. Results The similarity and cluster analysis in HPLC fingerprint showed that the constituents were significantly different among C. bungei, C. auriculatum and C. wilfordii. The content of total acetophenones in C. wilfordii was significantly higher than that in other localities of C. auriculatum and C. bungei. Conclusions Acetophenone could be used as the evaluation index to evaluate the quality of Baishouwu in different origins. The content of total acetophenone in C. wilfordii is the highest, which could be used as the best quality resource of Baishouwu.

Design, synthesis, characterization, and cytotoxicity activity evaluation of mono-chalcones and new pyrazolines derivatives

The development of resistance and side effects of chemotherapeutic drugs are common obstacles in the treatmentof cancer. With the expansion of health problems nowadays, there is a need to continuously develop new drugs thatare more efficient in targeting tumor cells and safe to normal cells. This study designed a series of new chalconesand pyrazoline derivatives based on their binding energy from the molecular docking study. The synthesis involvedClaisen–Schmidt condensation to form two chalcones, 1 and 2, which are then cyclized at room temperature to formeight new pyrazoline derivatives, 3–10. A one-pot reaction of acetophenone, 2-ethoxybenzaldehyde, and hydrazidederivatives (thiosemicarbazide and phenyl hydrazide) under reflux formed two new pyrazoline derivatives, 11 and12, without the isolation of chalcones. All the synthesized chalcones and pyrazolines were characterized using theFourier transform infrared spectroscopy–attenuated total reflectance and nuclear magnetic resonance (1D and 2D).The cytotoxicity activity of the chalcones and new pyrazoline compounds were investigated against breast cancercell lines (MCF-7 and MD-MB-231) and normal breast cell lines (MCF-10A). The results show that only compound7 showed the minimum inhibition against MCF-7 with IC50 6.50µM when exposed to the cell line for 24 hourscompared to the reference Gefitinib anticancer drug

Phytochemical study of Harrisia adscendens

ABSTRACT Harrisia adscendens (Gürke) Britton & Rose is a species of the family Cactaceae found in the northeastern semi-arid and popularly known as foxtail. In folk medicine, the roots of this species are used for the treatment of toothache and heartburn. The objective of this study was to perform the isolation and identification of the secondary metabolites obtained from the vegetal drug by chromatographic and spectroscopic techniques and to evaluate the antimicrobial activity of the extract. The qualitative phytochemical analysis of the extract showed suggestive results for the presence of alkaloids. Two compounds were isolated and identified: 2-methyl-9H-β-carboline-2-ion, a β-carboline alkaloid obtained for the first time as a natural product and 2',6'-dihydroxy-4'-methoxyacetophenone-2'-O-β-glucoside. In the antimicrobial tests, it was possible to observe activity against Pseudomonas aeruginosa. The results obtained by spectroscopic techniques allowed to characterize the phytochemical properties of the vegetal drug and may be useful in future studies for production of herbal medicines.

Acronyculatin P, A New Isoprenylated Acetophenone from the Stem Bark of Acronychia pedunculata

A new isoprenylated acetophenone, acronyculatin P (1) as well as two known compounds, 3′,5′-diisoprenyl-2′,4′-dihydroxy-6′-methoxyphenylethanone (2) and 3′-isoprenyl-2′,4′,6′-trihydroxyphenylethanone (3) were isolated from the stem bark of Acronychia pedunculata (L.) Miq. The structures were determined by HRESIMS, 1D and 2D NMR. The inhibitory activity of the isoprenylated acetophenone derivatives against murine leukemia P-388 cells showed compound 1 moderate activity with IC₅₀ 15.42 µM.

Synthesis of barbituric acid derivatives using microwave irradiation method and in vitro evaluation of antimicrobial and cytotoxic activity.

The research work was involved in rapid and efficient procedure for the attachment of barbituric acid with arylidene acetophenone under microwave irradiation (MWI) and conventional heating. The result showed that the time was reduced from the conventional 24 hours to 5-10 minutes. In conventional heating, the yield of the compounds 2a-2e were very poor (75-81%), but in MW methods the yields were observed 96.48-98% which was comparatively too high. The structures of the compounds were characterized by FT-IR, 1H-NMR spectral data. The antimicrobial and cytotoxic activities of the synthesized compounds were also investigated. Staphylococcus aureus, Bacillus megaterium, Escherichia coli and Pseudomonas aeruginosa revealed the zone of inhibition were 6-12 mm where sample concentration was 100 μg/disc. However, cytotoxic analysis, the mortality 47-95% were appeared when sample concentration were 0.78-25 (μg/ml) and more than 50 (μg/ml) concentration showed 100% mortality. The presence of a reactive and unsaturated ketone function in synthesized compounds was found to be responsible for their potential antimicrobial and cytotoxic activity.

Chemical constituents of Oxytropis myriophy / 中草药

Objective: To study the chemical constituents of CHCl3 and EtOAc extracts from Oxytropis myriophy. Methods: The CHCl3 and EtOAc extracts of O. myriophy were isolated and purified by silica gel chromatography, Sephadex LH-20, and PTLC chromatography. The structures were identified by spectral methods. Results: Eleven compounds were obtained and identified from the CHCl3 and EtOAc extracts from O. myriophy, namely 5-hydroxyl-7,4'-dimethoxyflavone (1), 4-hydroxylacetophenone (2), 5,4'-dihydroxyl-7,3'-dimethoxyflavone (3), 5,7-dihydroxyl-6,4'-dimethoxyflavone (4), isorhamnetin (5), kaempferol (6), acetophenone- 4-O-β-D-glucoside (7), 2-hydroxyl-6-methoxyacetophenone-4-O-β-D-glucoside (8), 6-methoxycoumarin-7-O-β-D-glucoside (9), isorhamnetin-3-O-β-D-glucoside (10), and kaempferol-3-O-β-D-glucoside (11). Conclusion: All of the compounds are isolated from this plant for the first time and compound 1, 7, and 8 are isolated from the plants of Oxytropis DC. for the first time.

Chemical constituents of Artemisa sacrorum ledeb / 中国药学杂志

OBJECTIVE: To study the chemical constituents of the chloroform extract from the aerial parts of Artemisa sacrorum. METHODS: The chemical constituents were isolated and purified by silica gel and LH-20 column chromatography and preparation HPLC. Their structures were identified by spectral analysis methods. RESULTS: Thirteen compounds were obtained and identified as 5-hydroxyl-7, 4'-dimethoxyflavone(1), 4-hydroxylacetophenone(2), 5, 4'-dihydroxyl-7, 3'-dimethoxyflavone(3), 5, 7-dihydroxyl-6, 4'-dimethoxyflavone(4), 5, 7-dihydroxyl-6, 4'-methoxyflavone(5), 5, 4'-dihydroxyl-7-methoxyflavone(6), caffeic acid(7), 8-hydroxyl-6, 7-dimethoxycoumarin(8), 3, 4-dihydroxylbenzoic acid (9), acetophenone-4-O-β-D-glucoside(10), 6-methoxycoumarin-7-O-β-D-glucoside(11), 6, 8-dimethoxycoumarin-7-O-β-D-glucoside(12), and 2-hydroxyl-6-methoxyacetophenone-4-O-β-D-glueoside(13). CONCLUSION: Compounds 3, 4, 5, 9, 10 and 12 are isolated from this plant for the first time.

Chemical constituents in Swertia davidi / 中草药

Objective: To study the chemical constituents from the whole plant of Swertia davidi. Methods: The chemical constituents were isolated and purified with silica gel column chromatography, silica gel chromatography, etc. The structures of the compounds were identified by physicochemical properties and various spectroscopic methods. Results: Sixteen compounds were isolated as uvaol (1), oleanolic acid (2), 5-carboxyl-3, 4-dihydrogen-1H - 2-benzopyran-1-one (3), 3β, 12β-pregnane-16-12-ene-20 (4), swertisin (5), 6-C-β-glucopyranosyl-7-O-methylluteolinidin (6), isoscoparin (7), 6-demethoxy-7-methylcapillarisin (8), 3-acetoxy-28-hydro-xyl-12-eneurs (9), gentiopicroside (10), N-pentacosy-2-carboxy-benzoylamide (11), 4-O-glycosyloxy-2-hydroxy-6-methoxy-acetophenone (12), quercetin-3-O-β-D-xylopyranosyl-(1→2) - β-D-galactopyranoside (13), 8-epikingiside (14), 3, 5-dicaffeoylquinicacid (15), and 2-methylphenyl-1-O-β-D-glucopyranoside (16). Conclusion: All the compounds are isolated from S. davidi for the first time.