Immunosuppressive activity of cyclosporine metabolites compared and characterized by mass spectroscopy and nuclear magnetic resonance

1990 ◽  
Vol 36 (2) ◽  
pp. 225-229 ◽  
Author(s):  
K R Copeland ◽  
R W Yatscoff ◽  
R M McKenna
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Mass Spectroscopy ◽  
Proton Nuclear Magnetic Resonance ◽  
Therapeutic Monitoring ◽  
Potency Ratio ◽  
Transplant Patients ◽  
In Vitro Systems ◽  
Nuclear Magnetic

Abstract Eight cyclosporine (CsA) metabolites were isolated from the urine of renal-transplant patients by high-pressure liquid chromatography. Structure and purity of the metabolites were assessed by fast atomic bombardment/mass spectroscopy, by proton nuclear magnetic resonance (NMR), and, when the quantity of metabolites permitted, by 13C-NMR. The immunosuppressive activities (I) of the metabolites were tested in three separate in vitro systems: primary and secondary mixed lymphocyte reactions as well as by a mitogen-stimulated system. The I, as measured by comparing the concentration of each metabolite required for 50% inhibition of incorporation of [3H] thymidine, varied among the assay systems, as did the ranking of I among the test systems. In general, the I of most metabolites in all assay systems were less than 10% of that for CsA. Metabolites with single modifications exhibited the greatest I; e.g., that of M-17 was congruent to 16% of that of CsA (potency ratio 0.16) in a secondary mixed lymphocyte reaction. The significance of these findings in relation to therapeutic monitoring of CsA is discussed.

scholarly journals N-[7-Chloro-4-[4-(phenoxymethyl)-1H-1,2,3-triazol-1-yl] quinoline]-acetamide

Molbank ◽  
10.3390/m1213 ◽  
2021 ◽  
Vol 2021 (2) ◽  
pp. M1213
Author(s):  
Paolo Coghi ◽  
Jerome P. L. Ng ◽  
Ali Adnan Nasim ◽  
Vincent Kam Wai Wong
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Quantum Coherence ◽  
Biologically Active ◽  
Proton Nuclear Magnetic Resonance ◽  
Dipolar Cycloaddition ◽  
Heteronuclear Single Quantum Coherence ◽  
Pharmacokinetic Properties ◽  
Nuclear Magnetic

The 1,2,3-triazole is a well-known biologically active pharmacophore constructed by the copper-catalyzed azide–alkyne cycloaddition. We herein reported the synthesis of 4-amino-7-chloro-based [1,2,3]-triazole hybrids via Cu(I)-catalyzed Huisgen 1,3-dipolar cycloaddition of 4-azido-7-chloroquinoline with an alkyne derivative of acetaminophen. The compound was fully characterized by Fourier-transform infrared (FTIR), proton nuclear magnetic resonance (1H-NMR), carbon-13 nuclear magnetic resonance (13C-NMR), heteronuclear single quantum coherence (HSQC), ultraviolet (UV) and high-resolution mass spectroscopies (HRMS). This compound was screened in vitro with different normal and cancer cell lines. The drug likeness of the compound was also investigated by predicting its pharmacokinetic properties.

In vitro detection of fatty liver infiltration in protein-depleted rats using proton nuclear magnetic resonance

1985 ◽  
Vol 39 (1) ◽  
pp. 25-30 ◽  
Author(s):  
Danny O. Jacobs ◽  
Scott O. Trerotola ◽  
R.Gregg Settle ◽  
Rolando H. Rolandelli ◽  
Gerald L. Wolf ◽  
...  
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Fatty Liver ◽  
Proton Nuclear Magnetic Resonance ◽  
Nuclear Magnetic

scholarly journals Synthesis, characterization, and antimicrobial activity of 4-imidazolecarboxaldehyde thiosemicarbazone and its Pt(II) and Pd(II) complexes

2021 ◽  
Vol 12 (1) ◽  
pp. 56-59
Author(s):  
Mohammed Bahreldin Hussein ◽  
Muna Mahdi Mohammed ◽  
Abdalla Gobara ◽  
Asha Fadllallah Wady ◽  
Awad Salim Ibrahim Holy
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Antimicrobial Activity ◽  
Magnetic Resonance ◽  
Free Ligand ◽  
Proton Nuclear Magnetic Resonance ◽  
Azomethine Nitrogen ◽  
Primary Amines ◽  
Complexing Agent ◽  
Nuclear Magnetic

Schiff bases are versatile ligands, synthesized via condensation of primary amines with carbonyl compounds. In this study, equimolar amounts of 4-imidazolecarboxaldehyde and thiosemicarbazide were combined and the Schiff base 4-imidazolecarboxaldehyde thiosemicarbazone was prepared as a new bidentate complexing agent. The synthesized ligand was reacted with palladium (II) and platinum (II) ions yielding air-stable complexes. For characterization purpose, infrared spectra, mass spectra, electronic spectra, thermal analysis, proton nuclear magnetic resonance and 13-carbon nuclear magnetic resonance spectra studies were carried out on the obtained complexes and ligand. The characterization data showed that the ligand acts as a bidentate coordinate to the metal ions through azomethine nitrogen and sulfur atoms. An in vitro antimicrobial investigation was also carried out for the free ligand and its metal complexes against four bacteria; Bacillus cereus, Staphylococcus aureus (Gram-positive), Escherichia coli and Salmonella typhimurium (Gram-negative) and one Fungi; Candida albicans, to assess their antimicrobial properties by disc diffusion technique. Antimicrobial activity of the prepared complexes showed higher activity than the free ligand.

scholarly journals SYNTHESIS OF SAFRYL KETONE FROM SAFROLE

2010 ◽  
Vol 4 (1) ◽  
pp. 58-61
Author(s):  
Hanoch J Sohilait ◽  
Hardjono Sastrohamidjojo ◽  
Sabirin Matsjeh ◽  
J Stuart Grossert
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
1H Nmr ◽  
Mass Spectroscopy ◽  
Structure Elucidation ◽  
Secondary Alcohol ◽  
Proton Nuclear Magnetic Resonance ◽  
Infra Red ◽  
Nuclear Magnetic

Synthesis of safryl ketone from safrole has been achieved through conversion of allyl group to secondary alcohol, followed by oxidation with PCC-Al2O3. The oxymecuration-demercuration reaction of safrole with HgSO4-NaBH4 yields safryl alcohol (66.38%) and the oxidation of safryl alcohol with PCC-Al2O3 yields safryl ketone (62.92%). The structure elucidation of these products was conducted using Fourier Transformed Infra Red Spectroscopy (FTIR), Proton-Nuclear Magnetic Resonance (1H-NMR) and Mass Spectroscopy (MS).   Keywords: safryl ketone, safrole

scholarly journals Synthesis of (2Z)-4,6-Diphenyl-N-((2-(Piperidin-1-yl)Ethyl]-2H-1,3-Thiazin-2-Imino Hydrochloride and its Antimicrobial Activities

2019 ◽  
pp. 1-9
Author(s):  
Oluwaseyi Bukky Ovonramwen ◽  
Bodunde Joseph Owolabi ◽  
Amowie Philip Oviawe
Keyword(s):  
Staphylococcus Aureus ◽  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Antimicrobial Activities ◽  
Proton Nuclear Magnetic Resonance ◽  
Methicillin Resistant ◽  
Golden Yellow ◽  
Ft Ir ◽  
Nuclear Magnetic

Aim: The study aims to synthesize, characterize, and screen (2Z)-4,6-diphenyl-N-((2-(piperidin-1-yl)ethyl]-2H-1,3-thiazin-2-imino hydrochloride for microbial activities. Methodology: A (2Z)-4,6-diphenyl-N-((2-(piperidin-1-yl)ethyl]-2H-1,3-thiazin-2-imino hydrochloride was synthesized via two-steps reaction from chalcone using acetophenone and benzaldehyde, further cyclized with thiourea and later N-alkylated with 1-(2-chloroethyl)piperidine hydrochloride, its purity was tested by thin-layer chromatography (TLC) and characterized by Fourier transform infrared spectroscopy (FT-IR), proton nuclear magnetic resonance (NMR) and nuclear magnetic resonance (13C-NMR) and screened against Pseudomonas aeruginosa, Escherichia coli, Bacillus subtilis, methicillin-susceptible Staphylococcus aureus, methicillin-resistant Staphylococcus aureus, and Candida albicans using the standard microbiological method. Results: A golden yellow needle-like crystals (2Z)-4,6-diphenyl-N-((2-(piperidin-1-yl)ethyl]-2H-1,3-thiazin-2-imininium hydrochloride with Rf, 7 EtOAc: 3 Pet (0.75) and MP, 285-287oC was synthesized and the in vitro antimicrobial study of the compound exhibited moderate activities in comparison with standard ciprofloxacin and itraconazole. Conclusion: A new (2Z)-4,6-Diphenyl-N-((2-(piperidin-1-yl)ethyl]-2H-1,3-thiazin-2-imininium hydrochloride was synthesized using Claisen-Schmidt condensation, Michael addition and N-alkylation shows moderate antimicrobial activities against E. coli, B. subtilis, methicillin-susceptible S. aureus, methicillin-resistant S. aureus and C. albicans.

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