Organic Chemistry Center Cdnenitescu

Bucharest, Romania

Organic Chemistry Center Cdnenitescu

Bucharest, Romania
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Tanase C.,Romanian National Institute for Chemical Pharmaceutical Research and Development | Negut C.C.,Romanian National Institute for Chemical Pharmaceutical Research and Development | Negut C.C.,Polytechnic University of Bucharest | Udeanu D.I.,Carol Davila University of Medicine and Pharmacy | And 6 more authors.
Revista de Chimie | Year: 2014

This paper presents the synthesis, physico-chemical characterization and preliminary pharmacological study of some oleamide analogues. Their synthesis was realized by basic amidation of methyl oleate with phenylalaninol and phenethylamine and by direct amidation of oleic acid with 1-naphthylamine and cyclohexylamine in the presence of I, V-carbonildiimidazole. The oleamide analogues were fully characterized by IR, MS, 1H-and 13C-NMR spectra. The compounds were investigated for the influence on bodyweight and food intake effects.


Tnase C.I.,Romanian National Institute for Chemical Pharmaceutical Research and Development | Drghici C.,Organic Chemistry Center Cdnenitescu | Cojocaru A.,Romanian National Institute for Chemical Pharmaceutical Research and Development | Galochkina A.V.,Influenza Research Institute | And 5 more authors.
Bioorganic and Medicinal Chemistry | Year: 2015

New nucleoside analogues with an optically active bicyclo[2.2.1]heptane skeleton as sugar moiety and 6-substituted adenine were synthesized by alkylation of 6-chloropurine intermediate. Thymine and uracil analogs were synthesized by building the pyrimidine ring on amine 1. X-ray crystallography confirmed an exo-coupling of the thymine to the ring and an L configuration of the nucleoside analogue. The library of compounds was tested for their inhibitory activity against influenza virus A\-California/07/09 (H1N1)pdm09 and coxsackievirus B4 in cell culture. Compounds 13a and 13d are the most promising for their antiviral activity against influenza, and compound 3c against coxsackievirus B4. Compounds 3b and 3g were tested for anticancer activity. © 2015 Elsevier Ltd.


PubMed | Petru Poni Institute of Macromolecular Chemistry, Organic Chemistry Center Cdnenitescu, Influenza Research Institute, Romanian National Institute for Chemical Pharmaceutical Research and Development and Central Laboratory for Phytosanitary Quarantine
Type: Journal Article | Journal: Bioorganic & medicinal chemistry | Year: 2015

New nucleoside analogues with an optically active bicyclo[2.2.1]heptane skeleton as sugar moiety and 6-substituted adenine were synthesized by alkylation of 6-chloropurine intermediate. Thymine and uracil analogs were synthesized by building the pyrimidine ring on amine 1. X-ray crystallography confirmed an exo-coupling of the thymine to the ring and an L configuration of the nucleoside analogue. The library of compounds was tested for their inhibitory activity against influenza virus ACalifornia/07/09 (H1N1)pdm09 and coxsackievirus B4 in cell culture. Compounds 13a and 13d are the most promising for their antiviral activity against influenza, and compound 3c against coxsackievirus B4. Compounds 3b and 3g were tested for anticancer activity.


Tanase C.I.,Romanian National Institute for Chemical Pharmaceutical Research and Development | Draghici C.,Organic Chemistry Center Cdnenitescu | Caproiu M.T.,Organic Chemistry Center Cdnenitescu | Shova S.,Petru Poni Institute of Macromolecular Chemistry | And 4 more authors.
Bioorganic and Medicinal Chemistry | Year: 2014

An amine group was synthesized starting from an optically active bicyclo[2.2.1]heptane compound, which was then used to build the 5 atoms ring of a key 6-chloropurine intermediate. This was then reacted with ammonia and selected amines obtaining new adenine- and 6-substituted adenine conformationally constrained carbocyclic nucleoside analogues with a bicyclo[2.2.1]heptane skeleton in the sugar moiety. X-ray crystallography confirmed an exo-coupling of base to the ring and a L configuration of the nucleoside analogues. The compounds were tested for anticancer activity. © 2013 Published by Elsevier Ltd. All rights reserved.


Tnase C.I.,Romanian National Institute for Chemical Pharmaceutical Research and Development | Drghici C.,Organic Chemistry Center Cdnenitescu | Cproiu M.T.,Organic Chemistry Center Cdnenitescu | Shova S.,Petru Poni Institute of Macromolecular Chemistry | And 2 more authors.
Tetrahedron | Year: 2015

Abstract The treatment of hexahydro-1.3-pentalenedimethanol 1 with MCPB acid gave a pentalenofurane compound 7 instead of an epoxide, in >90% yield by participation of the closer hydroxymethyl group in epoxidation. Acyl-protected derivatives 1a-1e gave a mixture of exo- and endo-epoxides 5/6 as expected, with exo-epoxides representing the major compound in all cases. The best yield for exo-epoxide was obtained for diacetate 1a. Basic hydrolysis of exo-epoxides gave the pentalenofurane compound 7, while that of the endo-epoxide 6c gave the unsubstituted endo-epoxide 6. The structure of the compounds was confirmed by IR, MS, 1H and 13C NMR spectra and also by extensive X-ray crystallography of compounds 7c, 7d, 5a, 6c and 7. © 2015 Elsevier Ltd.


Tnase C.I.,Romanian National Institute for Chemical Pharmaceutical Research and Development | Drghici C.,Organic Chemistry Center Cdnenitescu | Shova S.,Petru Poni Institute of Macromolecular Chemistry | Cojocaru A.,Romanian National Institute for Chemical Pharmaceutical Research and Development | And 3 more authors.
Tetrahedron | Year: 2015

Iodo-, bromo-, chloro-etherification and oxymercuration-demercuration of hexahydropentalene 1,3-dimethanol were regioselectively realized with formation of pentalenofurane compounds in good yields. The corresponding hexahydropentaleno diacid and its monoester react regioselectively with MCPBA to give two γ-lactones. Haloetherification of the diacid also regioselectively gives halogenolactones in good yield. A new method for synthesis of a bislactone was developed in better yield (79%) than that presented in the literature (58%). © 2015 Elsevier Ltd. All rights reserved.


PubMed | Central Laboratory for Phytosanitary Quarantine, Organic Chemistry Center Cdnenitescu, Petru Poni Institute of Macromolecular Chemistry, Romanian National Institute for Chemical Pharmaceutical Research and Development and Montpellier University
Type: Journal Article | Journal: Bioorganic & medicinal chemistry | Year: 2013

An amine group was synthesized starting from an optically active bicyclo[2.2.1]heptane compound, which was then used to build the 5 atoms ring of a key 6-chloropurine intermediate. This was then reacted with ammonia and selected amines obtaining new adenine- and 6-substituted adenine conformationally constrained carbocyclic nucleoside analogues with a bicyclo[2.2.1]heptane skeleton in the sugar moiety. X-ray crystallography confirmed an exo-coupling of base to the ring and a L configuration of the nucleoside analogues. The compounds were tested for anticancer activity.


Pintilie L.,Romanian National Institute for Chemical Pharmaceutical Research and Development | Deaconu M.,Romanian National Institute for Chemical Pharmaceutical Research and Development | Stefaniu A.,Romanian National Institute for Chemical Pharmaceutical Research and Development | Tanase C.,Romanian National Institute for Chemical Pharmaceutical Research and Development | Caproiu M.T.,Organic Chemistry Center Cdnenitescu
Revista de Chimie | Year: 2016

Chlorquinaldol (5,7-dichloro-2-methyl-quinolin-8-ol) presents a significant attention due to its antibacterial activity, antifungal activity, trichomonal and keratoplastic effect and due to the fact it is an important intermediate for the preparation of some biologically active compounds. In the process of the preparation of the chlorquinaldol, by chlorination of 8-hydroxyquinaldine using as chlorinating agent, chlorine gas, have been obtained 5-chloro-8-hydroxyquinaldine and 5,6,7- Trichloro-8-hydroxyquinaldine, by-products which contaminate the final compound. This paper presents experimental data regarding the synthesis of byproducts of chlorquinaldol. The quinoline compounds have been analyzed through physico-chemical techniques (1H-NMR, 13C-NMR, FT IR, UV-Vis). Molecular, topological, conformational characteristics and quantitative structure- Activity/property relationships on 3D quinolones optimized structure have been calculated using Spartan 14 Software. For each structure of the analyzed class, the 3D structure used for calculations was generated and its geometry has been optimized by energy minimization, in order to obtain the most stable conformer. NMR and IR spectra of the quinoline compounds have been calculated with Spartan 14 software. After analyzing the experimental and calculated spectra (1H-NMR, 13C-NMR, IR) the correlation between experimental and calculated data has been observed.


Pintilie L.,Romanian National Institute for Chemical Pharmaceutical Research and Development | Stefaniu A.,Romanian National Institute for Chemical Pharmaceutical Research and Development | Nicu A.I.,Romanian National Institute for Chemical Pharmaceutical Research and Development | Caproiu M.T.,Organic Chemistry Center Cdnenitescu | Maganu M.,Organic Chemistry Center Cdnenitescu
Revista de Chimie | Year: 2016

This paper presents experimental data regarding the synthesis of several quinolone derivatives. These compounds have been analyzed through physico-chemical techniques (elemental analysis, 1H-NMR, 13CNMR, FT IR). The quinolone compounds were evaluated for "in vitro" activity by determination minimum inhibitory concentration against a varia of microorganisms. Molecular, topological, conformational characteristics on 3D quinolones optimized structure were calculated using Spartan 14 Software. Molecular docking approach, using CLC Drug Discovery Workbench Software was conducted in order to achieve accurate predictions on optimized conformation for both, the quinolone (as ligand) and their target receptor protein to form a stable complex, which is potentially able to improve quinolone biological activity.


Pintilie L.,Romanian National Institute for Chemical Pharmaceutical Research and Development | Nita S.,Romanian National Institute for Chemical Pharmaceutical Research and Development | Caproiu M.T.,Organic Chemistry Center Cdnenitescu
Revista de Chimie | Year: 2010

This paper presents experimental data regarding the synthesis of several 7-chloro-8-substituted-l,4-dihydro-4-oxo-quinolin-3-carboxylic acids, without a fluorine atom in 6-position by Gould-Jacobs cyclization. These novel compounds have been analised by physico - chemical technics (elemental analisys, 1H-NMR, 13C-NMR,FTIR, thin layer chromatography).

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