scholarly journals Synthesis of N-Heterocyclic Analogues of 28-O-Methyl Betulinate, and Their Antibacterial and Antifungal Properties

Molbank ◽  
10.3390/m1100 ◽  
2019 ◽  
Vol 2020 (1) ◽  
pp. M1100
Author(s):  
Elvira R. Shakurova ◽  
Lyudmila V. Parfenova
Keyword(s):  
Nmr Spectroscopy ◽  
Minimum Inhibitory Concentration ◽  
Methyl Ester ◽  
Inhibitory Concentration ◽  
2D Nmr ◽  
2D Nmr Spectroscopy ◽  
One Pot ◽  
The One ◽  
Antibacterial And Antifungal ◽  
New Compounds

The paper presents the results on the one-pot pyridine quaternization using betulinic 28-O-methyl ester (1) and Tempo+Br3− cation followed by reduction of the resulting salt (2) to 1,2,5,6-tetrahydropyridine derivative (3). The structures of new compounds are confirmed by means of 1D and 2D-NMR spectroscopy, as well as MALDI TOF/TOF spectrometry. The derivatives 2 and 3 are active against S. aureus at the minimum inhibitory concentration (MIC) of 4 μg/mL and 16 μg/mL, correspondingly.

scholarly journals Three New Iridoid Glucoside Salts from Hedyotis tenelliflora Growing in Vietnam

2013 ◽  
Vol 8 (11) ◽  
pp. 1934578X1300801
Author(s):  
Luu H. Van Long ◽  
Vo Thi Nga ◽  
Nguyen Phuc Dam ◽  
Mai Anh Hung ◽  
Tu Duc Dung ◽  
...  
Keyword(s):  
Nmr Spectroscopy ◽  
Methyl Ester ◽  
Acid Methyl Ester ◽  
2D Nmr ◽  
Iridoid Glucoside ◽  
2D Nmr Spectroscopy ◽  
Sodium Salts ◽  
Chemical Structures ◽  
Acid Methyl ◽  
Acid Sodium Salt

Three new sodium salts of iridoid acids, deacetylasperulosidic acid sodium salt (1), teneoside D (2), and teneoside E (3) were isolated from the leaves of Hedyotis tenelliflora Blume (Rubiaceae), together with seven known iridoids, 6α-hydroxygeniposide (4), 6β-hydroxygeniposide (5), 6- O-methyldeacetylasperulosidic acid methyl ester (6), 6- O-methylscandoside methyl ester (7), 6α-methoxygeniposidic acid (8), daphylloside (9), and mollugoside methyl ester (10). Their chemical structures were elucidated by 1D and 2D NMR spectroscopy, as well as HR-ESI-MS analysis.

scholarly journals Characterization of the Structure of 2-(4-methyl-2 Phenyl-4, 5-dihydrooxazol-4-ylmethyl)-isoindole-1, 3-dione by 1D, COSY and HSQC 2D NMR Spectroscopy

2021 ◽  
pp. 30-37
Author(s):  
Khadim Dioukhane ◽  
Younas Aouine ◽  
Asmae Nakkabi ◽  
Salaheddine Boukhssas ◽  
Hassane Faraj ◽  
...  
Keyword(s):  
Nmr Spectroscopy ◽  
2D Nmr ◽  
The Other ◽  
Two Dimensional ◽  
Hsqc Spectrum ◽  
2D Nmr Spectroscopy ◽  
Perfect Correlation ◽  
Dione Derivative ◽  
The One

The identity of the 2-(4-Methyl-2-phenyl-4,5-dihydrooxazol-4-ylmethyl)-isoindole-1,3-dione, previously synthesized in our laboratory, was proven without doubt by means of 1D and 2D NMR spectroscopy. Two-dimensional NMR spectroscopy played a major role. The analysis of the 2D-COSY spectrum of isoindoline-1,3-dione derivative shows a perfect correlation between neighboring protons. Thus, a correlation was noted between the protons of the phthalimide, H(8) and H(9) on the one hand and H(8') and H(9') on the other hand. The analysis of the 2D-HSQC spectrum of the studied compound indicates a faultless correlation between protons and adjacent carbons, and no correlation in the case of all quaternary carbons.

scholarly journals SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF SOME AMIDE DERIVATIVES

2010 ◽  
Vol 18 (18) ◽  
pp. 29-36
Author(s):  
Asif Husain ◽  
Mohd Rashid
Keyword(s):  
Antimicrobial Activity ◽  
Candida Albicans ◽  
Minimum Inhibitory Concentration ◽  
Inhibitory Concentration ◽  
Acid Moiety ◽  
One Pot ◽  
Amide Derivatives ◽  
The One

A series of amide derivates have been synthesized through the one-pot method by condensing appropriate 4-oxo-4-(4-substituted phenyl_butanoic acid moiety with isoniazid. The amides have been evaluated for their antimicrobial activity (Minimum Inhibitory Concentration - MIC) against Bacillus Sbtilis, Klebsiella pneumonie, and Candida albicans. Once compound, 2b, was found to have significant antimicrobial activity.

scholarly journals Genome-Inspired Chemical Exploration of Marine Fungus Aspergillus fumigatus MF071

Marine Drugs ◽  
2020 ◽  
Vol 18 (7) ◽  
pp. 352
Author(s):  
Jianying Han ◽  
Miaomiao Liu ◽  
Ian D. Jenkins ◽  
Xueting Liu ◽  
Lixin Zhang ◽  
...  
Keyword(s):  
Minimum Inhibitory Concentration ◽  
Aspergillus Fumigatus ◽  
Inhibitory Concentration ◽  
Gene Clusters ◽  
2D Nmr ◽  
Biosynthetic Gene ◽  
Biosynthetic Gene Clusters ◽  
Strong Activity ◽  
Chemical Structures ◽  
New Compounds

The marine-derived fungus Aspergillus fumigatus MF071, isolated from sediment collected from the Bohai Sea, China, yielded two new compounds 19S,20-epoxy-18-oxotryprostatin A (1) and 20-hydroxy-18-oxotryprostatin A (2), in addition to 28 known compounds (3–30). The chemical structures were established on the basis of 1D, 2D NMR and HRESIMS spectroscopic data. This is the first report on NMR data of monomethylsulochrin-4-sulphate (4) and pseurotin H (10) as naturally occurring compounds. Compounds 15, 16, 20, 23, and 30 displayed weak antibacterial activity (minimum inhibitory concentration: 100 μg/mL). Compounds 18 and 19 exhibited strong activity against S. aureus (minimum inhibitory concentration: 6.25 and 3.13 μg/mL, respectively) and E. coli (minimum inhibitory concentration: 6.25 and 3.13 μg/mL, respectively). A genomic data analysis revealed the putative biosynthetic gene clusters ftm for fumitremorgins, pso for pseurotins, fga for fumigaclavines, and hel for helvolinic acid. These putative biosynthetic gene clusters fundamentally underpinned the enzymatic and mechanistic function study for the biosynthesis of these compounds. The current study reported two new compounds and biosynthetic gene clusters of fumitremorgins, pseurotins, fumigaclavines and helvolinic acid from Aspergillus fumigatus MF071.

scholarly journals Aporphine Alkaloids from the Chinese Tree Neolitsea Aurata Var. Paraciculata

2007 ◽  
Vol 2 (3) ◽  
pp. 1934578X0700200
Author(s):  
Malcolm S. Buchanan ◽  
Anthony R. Carroll ◽  
David Pass ◽  
Ronald J. Quinn
Keyword(s):  
Nmr Spectroscopy ◽  
Chemical Constituents ◽  
2D Nmr ◽  
2D Nmr Spectroscopy ◽  
First Report ◽  
New Compounds

Three new oxygenated noraporphine alkaloids were isolated from the bark of the Chinese tree Neolitsea aurata var. paraciculata. The new compounds, (+)-11-methoxynorcassythicine, (+)-11-methoxynorneolitsine, (+)-11-methoxynorboldine, were isolated along with eight known aporphine alkaloids, hernovine, ovigerine, N-methylovigerine, 10-O-methylhernovine, lindcarpine, N,O-dimethylhernovine, laurolitsine and nandigerine. Their structures were determined by 1D and 2D NMR spectroscopy. This is the first report of chemical constituents from N. aurata var. paraciculata.

scholarly journals New Compounds from the Roots of Corsican Calicotome Villosa (Poir.) Link.: Two Pterocarpans and a Dihydrobenzofuran

Molecules ◽  
2020 ◽  
Vol 25 (15) ◽  
pp. 3467
Author(s):  
Doreen Stacy Palu ◽  
Mathieu Paoli ◽  
Hervé Casabianca ◽  
Joseph Casanova ◽  
Ange Bighelli
Keyword(s):  
Nmr Spectroscopy ◽  
2D Nmr ◽  
Root Extract ◽  
2D Nmr Spectroscopy ◽  
New Compounds

Three new compounds, a dihydrobenzofuran (coumaran) derivative (compound 1) and two pterocarpans (compounds 2 and 3) were isolated from a root extract of Calicotome villosa growing wild in Corsica. Their structures were elucidated using 1D and 2D NMR spectroscopy and MS/MS as 2-(1-methylethenyl)-5-hydroxy-6-carbomethoxy-2,3-dihydro-benzofuran, 4,9-dihydroxy-3-methoxy-2-dimethylallylpterocarpan, and 4,9-dihydroxy-3′,3′-dimethyl-2,3-pyranopterocarpan.

Two New Bis-styryl Compounds from Miliusa balansae

2008 ◽  
Vol 63 (3) ◽  
pp. 335-338 ◽  
Author(s):  
Do Thu Huong ◽  
Nguyen Thi Hong Van ◽  
Christine Kamperdick ◽  
Christine Kamperdick ◽  
Nguyen Thi Hoang Anh ◽  
...  
Keyword(s):  
Nmr Spectroscopy ◽  
2D Nmr ◽  
Spectroscopic Methods ◽  
2D Nmr Spectroscopy ◽  
New Compounds

Two new compounds named miliubisstyryl A and miliubisstyryl B were isolated from leaves and branches of Miliusa balansae Fin. & Gagn. (Annonaceae) in addition to octacosanoic acid. Their structures were elucidated by spectroscopic methods, especially 2D NMR spectroscopy. The rare cyclobutane skeletons of these compounds are derived from a styryl compound which is also present in this plant.

scholarly journals Synthesis and Antimicrobial Properties of Naphthylamine Derivatives Having a Thiazolidinone Moiety

Medicina ◽  
2011 ◽  
Vol 47 (6) ◽  
pp. 47
Author(s):  
Vilma Petrikaitė ◽  
Eduardas Tarasevičius ◽  
Alvydas Pavilonis
Keyword(s):  
Antibacterial Activity ◽  
Minimum Inhibitory Concentration ◽  
Antifungal Activity ◽  
Inhibitory Concentration ◽  
Antimicrobial Properties ◽  
Microbiological Analysis ◽  
Antibacterial And Antifungal Activity ◽  
Antibacterial And Antifungal ◽  
New Compounds

Objective. The aim of this study was to evaluate the influence of pharmacophores having naphthylamine and nitro groups on the antimicrobial (antibacterial and antifungal) activity of thiazolidinone derivatives. Materials and Methods. The initial 5-substituted-2-methylmercaptothiazolidin-4-ones were subjected to S-demethylation to yield 2-amino-substituted thiazolidinones. 4-Nitro-1-naphthylamine, nitrofuran aldehydes, and nitrobenzene aldehydes were used as pharmacophoric compounds having amino or aldehyde groups. Antimicrobial (antibacterial and antifungal) activity of the new compounds was tested in vitro against bacterial cultures – Staphylococcus aureus, Escherichia coli, Bacillus subtilis, Klebsiella pneumoniae – and fungal cultures – Candida albicans, Candida glabrata, Candida krusei, Candida kefyr, Candida tropicalis, and Candida parapsilosis. Results. Microbiological analysis showed that all new thiazolidinone derivatives with nitronaphthylamine substituent possessed antibacterial and antifungal properties. New compounds 2a-b showed similar antibacterial activity in vitro against S. aureus and B. subtilis as aminopenicillins. The lowest antibacterial activity of all newly synthesized compounds was against capsule-forming bacteria K. pneumoniae and against gram-negative bacteria E. coli (minimum inhibitory concentration range, 500–1000 μg/mL). Conclusions. The minimum inhibitory concentration of naphthylamine derivatives varied in the range of 0.4–1000 μg/mL, and activity of some newly synthesized compounds was similar to the activity of aminopenicillins and fluconazole, an antifungal preparation. Based on the results, it is possible to separate the perspective group of potential antimicrobial compounds.

Demonstration of 2D NMR Spectroscopy in a Powered Magnet at 25 T Using Cascade Field Regulation

2019 ◽  
Author(s):  
Benjamin D. McPheron ◽  
Jeffrey L. Schiano ◽  
Brian F. Thomson ◽  
Kiran K. Shetty ◽  
William W. Brey
Keyword(s):  
Nmr Spectroscopy ◽  
2D Nmr ◽  
2D Nmr Spectroscopy

scholarly journals (2S,3R,6R)-2-[(R)-1-Hydroxyallyl]-4,4-dimethoxy-6-methyltetrahydro-2H-pyran-3-ol

Molbank ◽  
10.3390/m1140 ◽  
2020 ◽  
Vol 2020 (2) ◽  
pp. M1140
Author(s):  
Jack Bennett ◽  
Paul Murphy
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
Ir Spectroscopy ◽  
13C Nmr ◽  
Conjugate Addition ◽  
13C Nmr Spectroscopy ◽  
One Pot ◽  
1H And 13C Nmr ◽  
Esi Mass Spectrometry ◽  
The One

(2S,3R,6R)-2-[(R)-1-Hydroxyallyl]-4,4-dimethoxy-6-methyltetrahydro-2H-pyran-3-ol was isolated in 18% after treating the glucose derived (5R,6S,7R)-5,6,7-tris[(triethylsilyl)oxy]nona-1,8-dien-4-one with (1S)-(+)-10-camphorsulfonic acid (CSA). The one-pot formation of the title compound involved triethylsilyl (TES) removal, alkene isomerization, intramolecular conjugate addition and ketal formation. The compound was characterized by 1H and 13C NMR spectroscopy, ESI mass spectrometry and IR spectroscopy. NMR spectroscopy was used to establish the product structure, including the conformation of its tetrahydropyran ring.

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