scholarly journals Tetramethyl 1,1′-(2-[{4,5-bis(Methoxycarbonyl)-1H-1,2,3-triazol-1-yl}methyl]-2-[(4-methylphenyl)sulfonamido]propane-1,3-diyl)bis(1H-1,2,3-triazole-4,5-dicarboxylate)

Molbank ◽  
10.3390/m1186 ◽  
2021 ◽  
Vol 2021 (1) ◽  
pp. M1186
Author(s):  
Serigne Abdou Khadir Fall ◽  
Sara Hajib ◽  
Oumaima Karai ◽  
Younas Aouine ◽  
Salaheddine Boukhssas ◽  
...  
Keyword(s):  
Elemental Analysis ◽  
Chemical Structure ◽  
2D Nmr ◽  
Dimethyl Acetylenedicarboxylate

A new compound tetramethyl 1,1′-(2-[{4,5-bis(methoxycarbonyl)-1H-1,2,3-triazol-1-yl}methyl]-2-[(4-methylphenyl)sulfonamido]propane-1,3-diyl)bis(1H-1,2,3-triazole-4,5-dicarboxylate) (3) was prepared in two steps starting from 2-((4-methylphenyl)sulfonamido)-2-((tosyloxy)methyl)propane-1,3-diylbis(4-methylbenzenesulfonate) (1), with an overall yield of 74%. The key step being the copper-free Huisgen cycloaddition between N-(1,3-diazido-2-(azidomethyl)propan-2-yl)-4-methylbenzenesulfonamide (2) and commercially available dimethyl acetylenedicarboxylate. The chemical structure of compound 3 was determined by IR, 1D and 2D NMR experiments, and elemental analysis.

Synthesis of a New Dioxaspiro[bicyclo[3.3.1]nonane-oxabicyclo[6.2.0]deca- 1(10),8-dien-4-one Derivative Using Some Chemical Strategies

2020 ◽  
Vol 17 (5) ◽  
pp. 393-402
Author(s):  
Figueroa-Valverde Lauro ◽  
Rosas-Nexticapa Marcela ◽  
Lopez-Ramos Maria ◽  
Diaz Cedillo Francisco ◽  
Mateu-Armand Virginia ◽  
...  
Keyword(s):  
Elemental Analysis ◽  
Chemical Structure ◽  
Spectroscopic Techniques ◽  
Easy Method ◽  
Chemical Strategies

There are several protocols for the preparation of bicyclic derivatives; however, some methods use dangerous and require special conditions. The aim of this study was to synthesize a new Dioxaspiro[ bicyclo[3.3.1]nonane-oxabicyclo[6.2.0]-deca-1(10), 8-dien-4-one (compound 8). Compound 8 was prepared using some reactions such as; i) etherification, ii) reduction, iii) amidation, iv) imination and v) 2+2 addition. The chemical structure of 8 and its intermediaries were completely characterized by spectroscopic techniques and elemental analysis. The synthesis showed a yield of 85% for compound 8. In this study, an easy method for the preparation of compound 8 is reported.

scholarly journals 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.

scholarly journals Ambient-Temperature Synthesis of (E)-N-(3-(tert-Butyl)-1-methyl-1H-pyrazol-5-yl)-1-(pyridin-2-yl)methanimine

Molbank ◽  
10.3390/m1250 ◽  
2021 ◽  
Vol 2021 (3) ◽  
pp. M1250
Author(s):  
Diana Becerra ◽  
Justo Cobo ◽  
Juan-Carlos Castillo
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
Ambient Temperature ◽  
Magnesium Sulfate ◽  
Elemental Analysis ◽  
Condensation Reaction ◽  
2D Nmr ◽  
2D Nmr Spectroscopy ◽  
Temperature Synthesis ◽  
Tert Butyl

We report the ambient-temperature synthesis of novel (E)-N-(3-(tert-butyl)-1-methyl-1H-pyrazol-5-yl)-1-(pyridin-2-yl)methanamine 3 in 81% yield by a condensation reaction between 3-(tert-butyl)-1-methyl-1H-pyrazol-5-amine 1 and 2-pyridinecarboxaldehyde 2 in methanol using magnesium sulfate as a drying agent. The N-pyrazolyl imine 3 was full characterized by IR, 1D, and 2D NMR spectroscopy, mass spectrometry, and elemental analysis.

Structural characterization of milled wood lignins from different eucalypt species

Holzforschung ◽  
2008 ◽  
Vol 62 (5) ◽  
Author(s):  
Jorge Rencoret ◽  
Gisela Marques ◽  
Ana Gutiérrez ◽  
David Ibarra ◽  
Jiebing Li ◽  
...  
Keyword(s):  
Eucalyptus Globulus ◽  
Chemical Structure ◽  
2D Nmr ◽  
Analytical Pyrolysis ◽  
Additional Information ◽  
Diaryl Ether ◽  
Heteronuclear Single Quantum Correlation ◽  
Relative Abundances ◽  
Type 3

Abstract The chemical structure of milled-wood lignins from Eucalyptus globulus, E. nitens, E. maidenii, E. grandis, and E. dunnii was investigated. The lignins were characterized by analytical pyrolysis, thioacidolysis, and 2D-NMR that confirmed the predominance of syringyl over guaiacyl units and only showed traces of p-hydroxyphenyl units. E. globulus lignin had the highest syringyl content. The heteronuclear single quantum correlation (HSQC) NMR spectra yielded information about relative abundances of inter-unit linkages in the whole polymer. All the lignins showed a predominance of β-O-4′ ether linkages (66–72% of total side-chains), followed by β-β′ resinol-type linkages (16–19%) and lower amounts of β-5′ phenylcoumaran-type (3–7%) and β-1′ spirodienone-type linkages (1–4%). The analysis of desulfurated thioacidolysis dimers provided additional information on the relative abundances of the various carbon-carbon and diaryl ether bonds, and the type of units (syringyl or guaiacyl) involved in each of the above linkage types. Interestingly, 93–94% of the total β-β′ dimers included two syringyl units indicating that most of the β-β′ substructures identified in the HSQC spectra were of the syringaresinol type. Moreover, three isomers of a major trimeric compound were found which were tentatively identified as arising from a β-β′ syringaresinol substructure attached to a guaiacyl unit through a 4-O-5′ linkage.

scholarly journals Chemical constituents of Chaenomeles sinensis twigs and their biological activity

2020 ◽  
Vol 16 ◽  
pp. 3078-3085
Author(s):  
Joon Min Cha ◽  
Dong Hyun Kim ◽  
Lalita Subedi ◽  
Zahra Khan ◽  
Sang Un Choi ◽  
...  
Keyword(s):  
Biological Activity ◽  
Data Analysis ◽  
Cell Lines ◽  
Chemical Structure ◽  
Biological Effects ◽  
Chemical Constituents ◽  
2D Nmr ◽  
Nmr Data ◽  
Chaenomeles Sinensis ◽  
Modified Mosher’S Method

A new megastigmane-type norsesquiterpenoid glycoside, chaemeloside (1), was isolated from the twigs of Chaenomeles sinensis together with 11 known phytochemicals through chromatographic methods. The chemical structure of the new isolate 1 was determined by conventional 1D and 2D NMR data analysis, ECD experiment, hydrolysis followed by a modified Mosher’s method, and LC–MS analysis. The characterized compounds’ biological effects including cytotoxicity against cancer cell lines, antineuroinflammatory activity, and potential neurotrophic effect were evaluated.

scholarly journals Neuroprotective Metabolites from Vietnamese Marine Derived Fungi of Aspergillus and Penicillium Genera

Marine Drugs ◽  
2020 ◽  
Vol 18 (12) ◽  
pp. 608
Author(s):  
Elena V. Girich ◽  
Anton N. Yurchenko ◽  
Olga F. Smetanina ◽  
Phan Thi Hoai Trinh ◽  
Ngo Thi Duy Ngoc ◽  
...  
Keyword(s):  
Molecular Weight ◽  
Secondary Metabolites ◽  
Cell Viability ◽  
Chemical Structure ◽  
Aspergillus Terreus ◽  
Marine Fungi ◽  
2D Nmr ◽  
Natural Source ◽  
Low Molecular Weight ◽  
First Time

Low molecular weight secondary metabolites of marine fungi Aspergillus flocculosus, Aspergillus terreus and Penicillium sp. from Van Phong and Nha Trang Bays (Vietnam) were studied and a number of polyketides, bis-indole quinones and terpenoids were isolated. The structures of the isolated compounds were determined by 1D and 2D NMR and HR-ESI-MS techniques. Stereochemistry of some compounds was established based on ECD data. A chemical structure of asterriquinone F (6) was thoroughly described for the first time. Anthraquinone (13) was firstly obtained from a natural source. Neuroprotective influences of the isolated compounds against 6-OHDA, paraquat and rotenone toxicity were investigated. 4-Hydroxyscytalone (1), 4-hydroxy-6-dehydroxyscytalone (2) and demethylcitreoviranol (3) have shown significant increasing of paraquat- and rotenone-treated Neuro-2a cell viability and anti-ROS activity.

scholarly journals Functionalized 1,3-Thiazolidin-4-Ones from 2-Oxo-Acenaphthoquinylidene- and [2.2]Paracyclophanylidene-Thiosemicarbazones

Molecules ◽  
2019 ◽  
Vol 24 (17) ◽  
pp. 3069 ◽  
Author(s):  
Ashraf A. Aly ◽  
Nasr K. Mohamed ◽  
Alaa A. Hassan ◽  
Kamal M. El-Shaieb ◽  
Maysa M. Makhlouf ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Elemental Analysis ◽  
13C Nmr ◽  
Spectroscopic Data ◽  
Complex Structure ◽  
2D Nmr ◽  
Efficient Tool ◽  
X Ray ◽  
Dialkyl Acetylenedicarboxylates ◽  
Allyl Derivative

The reactions of dialkyl acetylenedicarboxylates with various 2-oxo-acenaphthoquinylidene- and 4-acetyl[2.2]paracyclophanylidene-thiosemicarbazones were investigated. Using simple experimental procedures, 1,3-Thiazolidin-4-ones derived from acenaphthequinone or [2.2]paracyclophane were obtained as major products in good yields. In the case of allyl derivative of acenaphthoquinylidene-thiosemicarbazones, a complex structure of tetramethyl 5-(2-(((Z,E)-N-allyl-N′-(2-oxoacenaphthylen-1(2H)-ylidene)carbamohydrazonoyl)thio)-1,2,3-tris-(methoxycarbonyl)-cyclopropyl)-4-methoxy-7-oxabicyclo[2.2.1]hepta-2,5-diene-1,2,3,6-tetracarboxylate was formed. Single crystal X-ray analysis was used as an efficient tool to confirm the structure of the synthesized compounds as well as different spectroscopic data (1H-NMR, 13C-NMR, 2D-NMR, mass spectrometry and elemental analysis). The mechanism of the obtained products was discussed.

scholarly journals Four Flavan-3-ol Compounds From The Stembark of Chisocheton balansae C.DC. (MELIACEAE)

Molekul ◽  
2021 ◽  
Vol 16 (1) ◽  
pp. 9
Author(s):  
Unang Supratman ◽  
Mohamad Fajar ◽  
Supriatno Salam ◽  
Rani Maharani ◽  
Desi Harneti ◽  
...  
Keyword(s):  
Ethyl Acetate ◽  
13C Nmr ◽  
Chemical Structure ◽  
Ethyl Acetate Extract ◽  
2D Nmr ◽  
Stem Bark ◽  
Spectroscopic Methods ◽  
Endemic Plants ◽  
North Sulawesi ◽  
First Time

Chisocheton balansae C.DC., is one of the Meliaceae family plants which is the endemic plants from Soputan Mountain, North Sulawesi, Indonesia. This study was aimed to determine the chemical structure of flavan-3-ol compounds from ethyl acetate extract of C. balansae C.DC stembark. Dried powder of C. balansae C.DC stem bark was extracted consecutively with n-hexane, ethyl acetate, and methanol solvents. Four flavan-3-ol compounds, named catechin (1), epicatechin (2), epigallocatechin-3-O-gallate (3), and epicatechin-3-O-gallate (4) were successfully isolated from ethyl acetate extract. The chemical structure of these isolates was determined by spectroscopic methods (1H-NMR, 13C-NMR, DEPT, and 2D-NMR) and comparison with previous reported spectral data. These compounds are first time reported from this plant.

scholarly journals Melicope moluccana Antimalarial Activity of Furoquinoline Alkaloids from the Leaves of Melicope moluccana

2020 ◽  
Vol 5 (2) ◽  
pp. 138-142
Author(s):  
Ryan Ayub Wahjoedi ◽  
Ratih Dewi Saputri ◽  
Tjitjik Srie Tjahjandarie ◽  
Mulyadi Tandjung
Keyword(s):  
Plasmodium Falciparum ◽  
Spectral Data ◽  
Spectroscopic Data ◽  
Chemical Structure ◽  
Antimalarial Activity ◽  
2D Nmr ◽  
Esi Ms ◽  
Ic50 Values

Two furoquinoline alkaloids, leptanoine C (1) and haplopine-3,3´-dimethylallyl ether (2) were isolated from the leaves of Melicope moluccana. The chemical structure of both compounds was determined based on spectroscopic data, including UV, IR, HR-ESI-MS, 1D, and 2D NMR spectral data. The antimalarial activity of compounds 1-2 against Plasmodium falciparum 3D7 showing their IC50 values are 0.18 ppm and 2.28 µg/mL, respectively.

scholarly journals 2618. Determination of the Chemical Structure of a Novel Pneumococcal Serotype, 39X

2019 ◽  
Vol 6 (Supplement_2) ◽  
pp. S911-S911
Author(s):  
Feroze Ganaie ◽  
Jamil Saad ◽  
Lesley McGee ◽  
Andries van Tonder ◽  
Stephen Bentley ◽  
...  
Keyword(s):  
Chemical Structure ◽  
Capsular Polysaccharide ◽  
Vaccine Development ◽  
Pcr Amplification ◽  
2D Nmr ◽  
Exchange Chromatography ◽  
Nmr Studies ◽  
Sequencing Project ◽  
Serotype Replacement ◽  
Pneumococcal Serotype

Abstract Background Streptococcus pneumoniae produces a diverse group of capsular polysaccharides (serotypes) that are important for the virulence of the organism and for the serotype-specific prevention of pneumococcal disease. As a consequence of widespread PCV usage and pneumococcal genome plasticity, the distribution of pneumococcal serotypes is changing with an increase in non-vaccine serotypes post-vaccine introduction, a phenomenon known as serotype replacement. Recently, a potentially novel serotype was described and was provisionally named as serotype 39X. Genetic studies suggest that this novel serotype may be a hybrid of serotypes 6C and 39/10A. Methods Three 39X strains with the distinct serological and genetic description of the cps biosynthetic loci were obtained from the Global Pneumococcal Sequencing project (www.pneumogen.net). Capsular polysaccharide from one (Camb.853/MNZ2334) of the 39X strains was purified by sequential ethanol precipitation followed by ion-exchange chromatography. To detect polysaccharide fractions during purification, an inhibition ELISA assay was developed using factor serum 10d. The chemical structure of the 39X repeating unit was determined using one-dimensional (1D) and 2D nuclear magnetic resonance (NMR). Results All three isolates were confirmed to have the 39X genotype by PCR amplification and sequencing of the 39X specific region (wciN6c-wcrO-wcrC39) of the cps locus. (Figure 1). The 39X capsule PS fractions were detected during purification and pooled for structural studies (Figure 2). 1D-NMR for 39X showed it to be chemically distinct (Figure 3). 2D-NMR studies revealed that five of the sugar residues in 39X PS are identical to those in 39 PS, except the acetylation (Figure 4). The remaining part of the structure is being investigated. Conclusion The 39X capsular PS has a distinct chemical structure in addition to its distinct serologic and genetic properties. Given that serotype 39X is a new serotype, it becomes the 100th pneumococcal serotype. The chemical structure supports the genetic depiction of serotype evolution as a result of recombination between well-characterized and unrelated serotypes. Structural elucidation of the 39X capsule PS will help facilitate our understanding of serotype replacement and vaccine development. Disclosures All authors: No reported disclosures.

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