(E)-5-Benzyl-7-(3,4-dimethoxybenzylidene)-3-(3,4-dimethoxyphenyl)-2-phenyl-3,3a,4,5,6,7-hexahydro-2H-pyrazolo[4,3c] Pyridine

A new pyrazolo-pyridine analogue (title compound) was synthesized in two steps. The first stage was synthesis of monoketone curcumin analogue through Claisen–Schmidt reaction. The second stage was synthesis of the title compound through intermolecular cyclization under reflux condition. The structure of the title compound has been confirmed by spectroscopic analysis including UV, FT-IR, HRMS, 1D NMR (1H-NMR, 13C-NMR, 1D-TOCSY), and 2D NMR (COSY, HSQC, HMBC). Based on the DPPH assay, the compound has moderate antioxidant activity, with an IC50 value of 194.06 ± 7.88 µg/mL (0.337 mM).

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A New Chlorine-containing Glucosyl-fused Compound from Curculigo glabrescens

Zeitschrift für Naturforschung B ◽

10.1515/znb-2009-0914 ◽

2009 ◽

Vol 64 (9) ◽

pp. 1077-1080 ◽

Cited By ~ 8

Author(s):

Cui-Cui Zhu ◽

Tian-Ming Wang ◽

Kai-Jin Wang ◽

Ning Li

Keyword(s):

Spectroscopic Analysis ◽

Radical Scavenging Activity ◽

Radical Scavenging ◽

2D Nmr ◽

Free Radical Scavenging ◽

Scavenging Activity ◽

Dpph Assay ◽

Etoh Extract ◽

Structure Activity ◽

First Time

A new chlorine-containing glucosyl-fused compound, crassifoside H (1), was isolated from the EtOH extract of the rhizomes of Curculigo glabrescens. The structure was established on the basis of MS, IR, 1D and 2D NMR experiments. In addition, seven known compounds (2 - 8) were isolated and identified by spectroscopic analysis and comparison of their spectral data with those reported previously. All the compounds were isolated from this plant for the first time. The free radical scavenging activity of the isolated compounds was evaluated by the 1,1-diphenyl-2-picrylhydrazyl (DPPH) assay. Compounds 1 and 2 showed strong radical scavenging activities. The primary structure-activity relationship is also discussed.

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5-(4-Fluorophenyl)-3-(naphthalen-1-yl)-1-phenyl-1H-pyrazole

Molbank ◽

10.3390/m1197 ◽

2021 ◽

Vol 2021 (1) ◽

pp. M1197

Author(s):

Jasril Jasril ◽

Neni Frimayanti ◽

Yuana Nurulita ◽

Adel Zamri ◽

Ihsan Ikhtiarudin ◽

...

Keyword(s):

Spectroscopic Analysis ◽

Docking Study ◽

2D Nmr ◽

Conventional Heating ◽

Molecular Docking Study ◽

One Pot ◽

Three Component Reaction ◽

Oxidative Aromatization ◽

Ft Ir ◽

Native Ligand

A new fluorinated pyrazole, 5-(4-fluorophenyl)-3-(naphthalen-1-yl)-1-phenyl-1H-pyrazole was successfully synthesized via a two-step reaction. Firstly, the synthesis of pyrazoline was performed via one-pot three-component reaction under microwave irradiation. Secondly, the synthesis of pyrazole was performed via oxidative aromatization of pyrazoline under conventional heating. The structure of the synthesized compound was confirmed by spectroscopic analysis, including FT-IR, HR-MS, 1D and 2D NMR analysis. Then, molecular docking study showed that the binding affinity of the synthesized compound to human estrogen alpha receptor (ERα) was close to 4-OHT as a native ligand.

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Microwave Assisted Synthesis and Evaluation of Toxicity and Antioxidant Activity of Pyrazoline Derivatives

Indonesian Journal of Chemistry ◽

10.22146/ijc.34285 ◽

2019 ◽

Vol 19 (3) ◽

pp. 583

Author(s):

Jasril Jasril ◽

Hilwan Yuda Teruna ◽

Aisyah Aisyah ◽

Nurlaili Nurlaili ◽

Rudi Hendra

Keyword(s):

Antioxidant Activity ◽

Second Step ◽

Microwave Assisted Synthesis ◽

Schmidt Reaction ◽

Hydrazine Derivatives ◽

Microwave Assisted ◽

Intermolecular Cyclization ◽

Ic50 Value ◽

Toxicity Analysis ◽

High Antioxidant Activity

Four pyrazoline analogues, 3-(4-methoxyphenyl)-5-naphthalene-1-yl-1-phenyl-4,5-dihydro-pyrazole (3), 3-(4-methoxyphenyl)-5-naphthalene-1-yl-4,5-dihydro-1H-pyrazole (4), 3-(2-methoxyphenyl)-5-naphthalene-1-yl-1-phenyl-4,5-dihydro-pyrazole (5) and 3-(2-methoxyphenyl)-5-naphthalene-1-yl-4,5-dihydro-1H-pyrazole (6) were synthesized via intermolecular cyclization between substituted chalcones and hydrazine derivatives. The compounds were synthesized in two steps. In the first step, the chalcones were synthesized by Claisen-Schmidt reaction. In the second step, they were cyclized with some hydrazine derivatives to form pyrazolines by using glacial acetic acid as a catalyst and assisted by microwave irradiation. The toxicity analysis showed that compound 1 and 2 were toxic with LC50 values of 11.47 and 0.97 μg/mL, respectively. Furthermore, only compound 6 showed high antioxidant activity by using DPPH with an IC50 value of 4.47 μg/mL.

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Cytotoxic Polyketide Metabolites from a Marine Mesophotic Zone Chalinidae Sponge-Associated Fungus Pleosporales sp. NBUF144

Marine Drugs ◽

10.3390/md19040186 ◽

2021 ◽

Vol 19 (4) ◽

pp. 186

Author(s):

Jing Zhou ◽

Hairong Zhang ◽

Jing Ye ◽

Xingxin Wu ◽

Weiyi Wang ◽

...

Keyword(s):

Mass Spectra ◽

Spectroscopic Analysis ◽

2D Nmr ◽

Leukemia Cells ◽

Ionization Mass ◽

X Ray Diffraction ◽

X Ray ◽

Lymphatic Leukemia ◽

Ic50 Value ◽

Lymphatic Leukemia Cells

Two new polyketide natural products, globosuxanthone F (1), and 2′-hydroxy bisdechlorogeodin (2), were isolated from the fungus Pleosporales sp. NBUF144, which was derived from a 62 m deep Chalinidae family sponge together with four known metabolites, 3,4-dihydroglobosuxanthone A (3), 8-hydroxy-3-methylxanthone-1-carboxylate (4), crosphaeropsone C (5), and 4-megastigmen-3,9-dione (6). The structures of these compounds were elucidated on the basis of extensive spectroscopic analysis, including 1D and 2D NMR and high-resolution electrospray ionization mass spectra (HRESIMS) data. The absolute configuration of 1 was further established by single-crystal X-ray diffraction studies. Compounds 1-5 were evaluated for cytotoxicity towards CCRF-CEM human acute lymphatic leukemia cells, and it was found that 1 had an IC50 value of 0.46 µM.

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Isolation of New Glycosides from Anemarrhena Asphodeloides Rhizome and Screening of their Anticancer Activity

Letters in Organic Chemistry ◽

10.2174/1570178615666181102125553 ◽

2019 ◽

Vol 16 (6) ◽

pp. 474-477 ◽

Cited By ~ 1

Author(s):

Pham Van Khang ◽

Nguyen Thi Hien Lan ◽

Le Quang Truong ◽

Mai Thi Minh Chau ◽

Mai Xuan Truong ◽

...

Keyword(s):

Anticancer Activity ◽

Spectral Data ◽

Cell Lines ◽

Cancer Cell ◽

Spectroscopic Analysis ◽

2D Nmr ◽

Ic50 Values ◽

Nmr Techniques ◽

Inhibitory Activities ◽

Anemarrhena Asphodeloides

In this report, two new steroidal glycosides were isolated and determined from n-butanol fraction of A.asphodeloides. The structures were confirmed in comparison with the spectral data of known compounds by using different spectroscopic analysis approaches including 1D & 2D-NMR techniques and HRMS. The anti-proliferation screening against cancer cell lines A549 and HeLa indicated that compound 1 exhibited good inhibitory activities with IC50 values of 0.79 and 0.55 µg/mL, respectively.

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Polyacrylic Acid Modified Cerium Oxide Nanoparticles: Synthesis and Characterization as a Peroxidase Mimic for Non-Enzymatic H2O2 Sensor

Current Nanoscience ◽

10.2174/1573413715666191204124329 ◽

2020 ◽

Vol 16 (5) ◽

pp. 816-828

Author(s):

Gurdeep Rattu ◽

Nishtha Khansili ◽

Prayaga M. Krishna

Keyword(s):

Hydrogen Peroxide ◽

Cerium Oxide ◽

Polyacrylic Acid ◽

Spectroscopic Analysis ◽

Cerium Oxide Nanoparticles ◽

Oxide Nanoparticles ◽

Peroxidase Mimic ◽

Ft Ir ◽

H2o2 Sensing ◽

Fluorescence Spectrometer

Background: Cerium oxide nanoparticles (nanoceria) are efficient free-radical scavengers due to their dual valence state and thus exhibit optical and catalytic properties. Therefore, the main purpose of this work was to understand the peroxidase mimic activity of polymer-stabilized nanoceria for enzyme-less H2O2 sensing by fluorescence spectrometer. Objective: This research revealed the development of fluorescence hydrogen peroxide nanosensor based on the peroxidase-like activity of polyacrylic acid stabilized nanoceria (PAA-CeO2 Nps). Methods: PAA-CeO2 Nps were synthesized by simple cross-linking reaction at a low temperature and characterized by XRD, SEM, Zeta potential, TGA, FT-IR and UV-VIS spectroscopic analysis. H2O2 sensing was performed by a fluorescence spectrometer. Results:: The synthesized polymer nanocomposite was characterized by XRD, SEM, TGA, FT-IR and UV-VIS spectroscopic analysis. The XRD diffraction patterns confirmed the polycrystalline nature and SEM micrograph showed nanoparticles having hexagonal symmetry and crystallite size of 32 nm. The broad peak of Ce–O bond appeared at 508 cm-1. UV-VIS measurements revealed a welldefined absorbance peak around 315 nm and an optical band-gap of 3.17 eV. As synthesized PAACeO2 Nps effectively catalysed the decomposition of hydrogen peroxide (H2O2) into hydroxyl radicals. Then terephthalic acid was oxidized by hydroxyl radical to form a highly fluorescent product. Under optimized conditions, the linear range for determination of hydrogen peroxide was 0.01 - 0.2 mM with a limit of detection (LOD) of 1.2 μM. Conclusion: The proposed method is ideally suited for the sensing of H2O2 at a low cost and this detection system enabled the sensing of analytes (sugars), which can enzymatically generate hydrogen peroxide.

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Massiliamide, a cyclic tetrapeptide with potent tyrosinase inhibitory properties from the Gram-negative bacterium Massilia albidiflava DSM 17472T

The Journal of Antibiotics ◽

10.1038/s41429-020-00394-y ◽

2020 ◽

Author(s):

Andri Frediansyah ◽

Jan Straetener ◽

Heike Brötz-Oesterhelt ◽

Harald Gross

Keyword(s):

Absolute Configuration ◽

Inhibitory Activity ◽

Liquid Culture ◽

Spectroscopic Analysis ◽

2D Nmr ◽

Negative Bacterium ◽

Gram Negative ◽

The Absolute ◽

Potent Inhibitory Activity ◽

Cyclic Tetrapeptide

AbstractA cyclic tetrapeptide, designated massiliamide, was isolated from the liquid culture of the Gram-negative bacterium Massilia albidiflava DSM 17472T. The structure was elucidated through extensive spectroscopic analysis, including HR-MS and 1D and 2D NMR experiments. The absolute configuration was determined using the Marfey´s method. Massiliamide showed potent inhibitory activity towards tyrosinase with an IC50 value of 1.15 µM and no cytotoxicity.

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5-((8-Hydroxyquinolin-5-yl)diazenyl)-3-methyl-1H-pyrazole-4-carboxylic Acid

Molbank ◽

10.3390/m1238 ◽

2021 ◽

Vol 2021 (2) ◽

pp. M1238

Author(s):

Ion Burcă ◽

Valentin Badea ◽

Calin Deleanu ◽

Vasile-Nicolae Bercean

Keyword(s):

Chemical Structure ◽

Functional Group ◽

Coupling Reaction ◽

2D Nmr ◽

Azo Coupling ◽

2D Nmr Spectroscopy ◽

Azo Compound ◽

Ft Ir ◽

New Compounds ◽

Carboxylic Functional Group

A new azo compound was prepared via the azo coupling reaction between 4-(ethoxycarbonyl)-3-methyl-1H-pyrazole-5-diazonium chloride and 8-hydroxyquinoline (oxine). The ester functional group of the obtained compound was hydrolyzed and thus a new chemical structure with a carboxylic functional group resulted. The structures of the new compounds were fully characterized by: UV–Vis, FT-IR, 1D and 2D NMR spectroscopy, and HRMS spectrometry.

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Two new defensive constituents from potato tubers (Solanum tuberosum)

Zeitschrift für Naturforschung B ◽

10.1515/znb-2016-0234 ◽

2017 ◽

Vol 72 (6) ◽

pp. 393-396

Author(s):

Liangyan Liu ◽

Jun Han ◽

Yong Shen

Keyword(s):

Solanum Tuberosum ◽

Late Blight ◽

Quantum Chemical ◽

Spectroscopic Analysis ◽

2D Nmr ◽

Moderate Activity ◽

Potato Tubers ◽

Mycelia Growth ◽

Late Blight Disease ◽

Blight Disease

AbstractTwo new defensive constituents, solatuberenol A (1) and 3-O-β-d-glucopyranosyl stigmasta-5(6),24(28)-diene (2), were isolated from the potato tubers (Solanum tuberosum) infected with late blight disease. Their structures were identified by extensive spectroscopic analysis, including HRMS, IR, UV, 1D/2D NMR, ECD and quantum chemical calculations. Compounds 1 and 2 showed moderate activity against Phytophthora infestans with mycelia-growth inhibition of 30.1% and 52.4%, respectively, at the concentration of 500 ppm.

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Chemical Constituents of Cordyceps cicadae

Natural Product Communications ◽

10.1177/1934578x1501001233 ◽

2015 ◽

Vol 10 (12) ◽

pp. 1934578X1501001 ◽

Cited By ~ 3

Author(s):

Zhi-Bo Chu ◽

Jun Chang ◽

Ying Zhu ◽

Xun Sun

Keyword(s):

Amino Acids ◽

Spectroscopic Analysis ◽

Chemical Constituents ◽

2D Nmr ◽

Cordyceps Cicadae ◽

Nmr Techniques ◽

Dopamine Analogues

One new bifuran derivative (1), together with fourteen known compounds, were isolated from Cordyceps cicadae X. Q. Shing. The known compounds included nine nucleosides, uracil (2), uridine (3), 2′-deoxyuridine (4), 2′-deoxyinosine (5), guanosine (6), 2′-deoxyguanosine (7), thymidine (8), adenosine (9), and 2′-deoxyadenosine (10); three amino acids tryptophan (11), phenylalanine (12), and tyrosine (13); and two dopamine analogues N-acetylnoradrenaline (14) and its dimer, trans–2-(3′,4′-dihydroxyphenyl)-3-acetylamino-7-( N-acetyl-2″-amino-ethylene)-1,4-benzodioxane (15). Their structures were decisively elucidated by spectroscopic analysis, including 1D and 2D NMR techniques.

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