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Different hydrogen-bonded chains in the crystal structures of three alkyl N-[(E)-1-(2-benzyl­­idene-1-methyl­hydrazin­yl)-3-hy­dr­oxy-1-oxopropan-2-yl]carbamates

Authors: Nogueira, T.C.M.; Pinheiro, A.C.; Wardell, J.L.; De Souza, M.V.N.; Abberley, J.P.; Harrison, W.T.A. Source: Acta Crystallographica Section E Crystallographic Communications, v. 71, p. 752-756, 2015 Publisher: International Union of Crystallography Abstract The crystal structures of three methyl­ated hydrazine carbamate derivatives prepared by multi-step syntheses from L-serine are presented, namely benzyl N-{(E)-1-[2-(4-cyanobenzylidene)-1-methylhydrazinyl]-3-hydroxy-1-oxopro­pan-2-yl}carbamate, C20H20N4O4, tert-butyl N-{(E)-1-[2-(4-cyanobenzylidene)-1-methylhydrazinyl]-3-hydroxy-1-oxopropan-2-yl}carbamate, C17H22N4O4, and […]

An Environmentally Friendly, Scalable and Highly Efficient Synthesis of (S,S)-Ethambutol, a First Line Drug against Tuberculosis

Authors: Gonçalves, R.S.B.; Da Silva, E.T.; De Souza, M.V.N. Source: Letters in Organic Chemistry, v. 12, p. 478-481, 2015 Publisher: Bentham science Abstract Two efficient synthetic routes to (S,S)-ethambutol, a first line drug used for tuberculosis treatment, based on the chiral pool approach viewing L-methionine as a starting material are reported. Several advantages over the traditional […]

Structures of three methoxy-substituted benzaldehyde 7-chloro-1-methyl-4H-quinolinyl-4-ylidene-hydrazones: variations in π···π interactions

Authors: Bispo, M.L.F.; Alcântara, C.C.; Wardell, S.M.S.V.; De Souza, M.V.N.; Wardell, J.L. Source: Zeitschrift für Kristallographie, v. 230, p. 519-530, 2015 Publisher: De Gruyter Abstract Three crystal structures are reported here: (E,E)-arenecarbaldehyde 7-chloro-1-methyl-4H-quinolinyl-4-ylidene-hydrazones, 3, [arenecarbaldehyde = 3-MeOC6H4CHO (3a), 3,4-(MeO)2C6H3CHO (3b) and 2,3-(MeO)2C6H3CHO (3c)]. While in each compound π···π stacking and other intermolecular interactions make contributions to […]

Crystal structures of three isomeric 4-[3-(dichlorophenyl)-hexahydro[1,3]oxazolo[3,4-a]pyridin-1-yl]-2,8-bis(trifluoromethyl)quinolines: importance of cage-type and π(quinoline)-π(quinoline) dimeric motifs

Authors: De Souza, M.V.N.; Gonçalves, R.S.B.; Wardell, S.M.S.V.; Wardell, J.L. Source: Zeitschrift für Kristallographie, v. 230, p. 467-478, 2015. Publisher: De Gruyter Company Abstract The crystal structures of three isomeric 4-[3-(dichlorophenyl)-hexahydro[1,3]oxazolo[3,4-a]pyridin-1-yl]-2,8-bis(trifluoromethyl)quinolines, (5: X2 = 2,3-, 2,4- and 2,5-Cl2) have been determined and have been compared to those of related compounds. The crystallographic asymmetric unit of each […]

Highlights on the Synthesis and Biological Activity of 1,3-Selenazoles

Authors: Facchinetti, V.; Nery, A.C.S.; Avellar, M.M.; Gomes, C.R.B.; De Souza, M.V.N.; Vasconcelos, T.R.A. Source: Current Organic Synthesis, v. 12, p. 140-149, 2015 Publisher: Bentham Science Abstract Organoselenium compounds have attracted special attention over the last years mainly because of their diversified biological activity. In particular, 1,3-selenazoles are interesting five-membered heterocycles that are being reported for […]

Optimization of an Electrolyte System for the Simultaneous Separation of Nelfinavir Mesylate and Two Impurities by Micellar Electrokinetic Chromatography

Authors: Bastos, C.A.; Gomes, C.R.B.; De Souza, M.V.N.; Oliveira, M.A.L. Source:  Journal of the Brazilian Chemical Society (Impresso), v. 26, p. 887-898, 2015 Publisher: Brazilian Chemical Society Abstract A methodology for the simultaneous determination of nelfinavir mesylate and the impurities 3-hydroxy-2-methylbenzoic acid and (2R,3R)-4-((3S,4aS,8aS)-3-(tert-butylcarbamoyl)octahydroisoquinolin-2(1H)-yl)-3-hydroxy-1-(phenylthio)butan-2-aminium benzoate by micellar electrokinetic chromatography, with an analysis time of 25 […]

Evaluation of (2S,3R)-2-(amino)-[4-(N-benzylarenesulfonamido)-3-hydroxy-1-phenylbutane derivatives: a promising class of anticancer agents

Authors: Facchinetti, V.; Moreth, M.; Gomes, C.R.B.; Pessoa, C.O.; Rodrigues, F.A.R.; Cavalcanti, B.C.; Oliveira, A.C.A.; Carneiro, T.R.; Gama, I.L.; De Souza, M.V.N. Source: Medicinal Chemistry Research (Print), v. 24, p. 533-542, 2015 Publisher: Springer International Publishing AG Abstract Twenty-two hydroxyethylamine derivatives ((2S,3R)-2-(Amino)-[4-(N-benzylarenesulfonamido)-3-hydroxy-1-phenylbutane derivatives) containing aromatic sulfonamides were evaluated for their cytotoxic potential against three cancer cell […]

Oral effectiveness of PMIC4, a novel hydroxyethylpiperazine analogue, in Leishmania amazonensis.

Authors: Vasconcelos, M.F.; Cunha Jr.; E.F.; Andrade Neto, V.V.; Siqueira, L.M.; D’avila-Levy, C.M.; Moreth, M.; Cunico, W.; De Souza, M.V.N.; Gomes, C.R.B.; Torres-Santos, E.C. Source: Journal for Parasitology: Drugs and Drug Resistance, v. 4, p. 210-213, 2014. Publisher: Elsevier Abstract Pentavalent antimonials have saved the lives of thousands of Leishmania-infected patients more than seventy years but, […]

First Dose Combination Studies of Anti-Tuberculosis Drugs With Piperic Acid.

Authors: Resende, G.O.; Cotrim, B.A.; Silva, E.T.; Lourenço, M.C.; Rito, B.V.A.; De Souza, M.V.N. Source: Journal of Pharmaceutical Sciences & Emerging Drugs, v. 2, p. 1000103-1000106, 2014. Publisher: SciTechnol Abstract The combinatorial effect of piperic acid with various anti-tuberculosis (anti-TB) drugs was evaluated in vitro against Mycobacterium tuberculosis. The present study has demonstrated for the first […]

Solvates of Two Ethyl 6-(2-(aryl)-4-oxothiazolidin-3-yl)-1-ethyl-4-oxo-1,4-dihydroquinoline-3-carboxylates

Authors: Facchinetti, V.; Gomes, C.R.B.; De Souza, M.V.N.; Vasconcelos, T.R.A.; Wardell, S.M.S.V.; Wardell, J.L. Source: Journal of Chemical Crystallography, v. 44, p. 471-479, 2014. Publisher: Springer International Publishing AG Abstract The crystal structures of solvates of ethyl 6-(2-(RC6H4)-4-oxothiazolidin-3-yl)-1-ethyl-4-oxo-1,4-dihydroquinoline-3-carboxylate derivatives, (1a; R = 3-Br) and (1b: R = H), namely [1a·(H2O)] and [(1b) 2·(H2O)2·(EtOH)], are reported. The solvate molecules in [(1b) […]

Crystal structures of (E)-2-(2-benzylidenehydrazinyl)quinoxalines: persistent N-H•••N intermolecular hydrogen bonds but variable π•••π interactions.

Authors: De Souza, M.V.N.; Nogueira, T.C.M.; Wardell, S.M.S.V.; Wardell, J.L Source: Zeitschrift für Kristallographie, v. 229, p. 587-594, 2014. Publisher: De Gruyter Abstract The crystal structures of two (E)-2-(2-benzylidenehydrazin-1-yl)quinoxaline derivatives, (E)-2-(XYC6 H3-CH=N-NH)-quinoxalines, 1, namely (1: X=H; Y=4-MeO or 4-O2 N) have been determined. In both cases, the major intermolecular interactions are N–H···N(pyrazine) hydrogen bonds. While in […]

Antibacterial Activity of Thioetherhydroxyethylsulfonamide Derivatives

Authors: Vellasco Jr.; W.; Guedes, G.; Facchinetti, V.; Vasconcelos, T.R.A.; Vaz, M.; Cunico, W.; De Souza, M.V.N.; De Paula, G.; Fleming, M.; Gomes, C.R.B. Source: Medicinal Chemistry (Hilversum), v. 10, p. 271-276, 2014. Publisher: Bentham Science   Abstract Thioetherhydroxyethylsulfonamide derivatives were synthesized and evaluated for their in vitro antibacterial activity against Escherichia coli (ATCC 25922), Pseudomonas […]