
Margarita Suarez- Ph.D
- Professor at University of Havana
Margarita Suarez
- Ph.D
- Professor at University of Havana
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Publications (183)
The aggregation of β‐amyloid peptide (Aβ) is associated with neurodegenerative diseases such as Alzheimer's disease (AD). Several therapies aimed at reducing the aggregation of this peptide have emerged as potential strategies for the treatment of AD. This paper describes the design and preparation of new hybrid molecules based on steroids, selenos...
Fullerene derivatives have been used as electron acceptor and transport materials in organic photovoltaics as well as in perovskite solar cells. Among them, [6,6]‐phenyl‐C61‐butyric acid methyl ester (PC61BM) has been one of the most widely used, in combination with poly‐3‐hexylthiophene (P3HT) as an electron donor semiconducting polymer, for the f...
Cysteine‐based perfluoroaromatic (hexafluorobenzene (HFB) and decafluorobiphenyl (DFBP)) were synthesized and established as a chemoselective and available core to construct molecular systems ranging from small molecules to biomolecules with interesting properties. The DFBP was found more effective than HFB for the monoalkylation of decorated thiol...
Cyclopropanation reactions between C60 and different malonates decorated with monosaccharides and steroids using the Bingel‐Hirsch methodology have allowed the obtention of a new family of hybrid compounds in good yields. A complete set of instrumental techniques has allowed us to fully characterize the hybrid derivatives and to determine the chemi...
Steroid [60]fullerene hybrids have been synthesized by the Bingel−Hirsch reaction as a contribution to the chemistry of carbon nanoforms. The hybrids were characterized by different spectroscopic experiments and analytical techniques. Theoretical calculations using the Density functional theory and the PBE functional were performed to predict the m...
3,4-Dihydro-2(1H)-pyridones (3,4-DHPo) and their derivatives are privileged structures, which has increased their relevance due to their biological activity in front of a broad range of targets, but especially for their importance as synthetic precursors of a variety of compounds with marked biological activity. Taking into account the large number...
3,4-Dihydro-2(1H)-pyridones (3,4-DHPo) and their derivatives are privileged structures present in natural products, which has been increased its relevance due to its biological activity in front of a broad range of targets, but especially for its importance as synthetic precursors of a variety of compounds with marked biological activity. Taking in...
Over the years, fullerene has been covalently linked to other polar structures, increasing its aqueous solubility, thereby improving its potential use for biological and biomedical applications. Here we report on the self‐organization characteristics in water of fullerene‐steroid hybrid derivatives with broad structural features. A library of 12 hy...
Cancer is one of the diseases with the highest mortality rate. Treatments to mitigate cancer are usually so intense and invasive that they weaken the patient to cure as dangerous as the own disease. From some time ago until today, to reduce resistance generated by the constant administration of the drug and improve its pharmacokinetics, scientists...
Due to the duration of the COVID-19 pandemic, Cuban Higher Education has had to accelerate the development of remote teaching through the EVEA platform. In the case of the Chemistry Degree at the University of Havana, a specialty with a highly experimental component, this has been a great challenge. The transformations carried out for the learning...
Invited for this month's cover are the collaborating groups of Dr. Margarita Suárez at Universidad de La Habana, Cuba, and Dr. Nazario Martín at Universidad Complutense de Madrid, Spain, together with groups at other institutions worldwide. The Front Cover shows a representation of the H2@C60 hybrid molecule with a dehydroepiandrosterone moiety int...
The Front Cover shows a pictorial description of a H2@C60 hybrid molecule with a dehydroepiandrosterone moiety interacting with an enzyme receptor. This endohedral derivative can interact with the active site of SARS Cov‐2, as predicted by docking studies, and behaves as a potential protease inhibitor. More information can be found in the Full Pape...
We report the synthesis and characterization of a fullerene‐steroid hybrid that contains H2@C60 and a dehydroepiandrosterone moiety synthesized by a cyclopropanation reaction with 76 % yield. Theoretical calculations at the DFT‐D3(BJ)/PBE 6‐311G(d,p) level predict the most stable conformation and that the saturation of a double bond is the main fac...
Here, we study the electrocatalytic activity of Pt/C60(OH)x composite catalysts towards ethanol oxidation in acid media. The Pt nanoparticles were deposited onto the various polyhydroxy fullerenes (C60(OH)x) supports synthesized in this study (x varying from 8 to 36). Among all the Pt/C60(OH)x composites, the Pt/C60(OH)24–27 displays the highest sp...
The Cover Feature shows a synthesized methano[60]fullerene hybrid molecule with two dehydroepiandrosterone wings. This image resembles a butterfly that is approaching to a flower, which symbolized the enzyme receptor (Credit: K. Makowski, one of the authors). The novel fullerene‐cyclopropanated chimera, can interact with the active site of the HIV‐...
Novel [60]fullerene‐steroid hybrids have been synthesized by Bingel–Hirsch cyclopropanation reaction between C60 and steroid malonates, leading to conjugates in which a [60]fullerene unit is connected to one or two dehydroepiandrosterone moieties, an important naturally occurring steroid hormone. The obtained derivatives have been fully characteriz...
The reaction of C60 with pregnen–20–carboxaldehyde, a biologically active synthetic steroid, by using a 1,3–dipolar cycloaddition reaction (Prato’s protocol) results in the formation of pyrrolidine rings bearing a new stereogenic center on the C2 of the five-membered ring. The formation of the fullerene-steroid hybrids proceeds with preference for t...
Two new functionalized steroids containing both chloro and formyl substituents in ring A, and intended as precursors for the synthesis of hybrid systems, have been synthesized from ketosteroid precursors. 3-Chloro-2-formyl-17,17-dimethyl-18-nor-5α-androstane-2,13-diene, (I), and methyl 3-chloro-4-formyl-12-oxo-5β-cholan-3-ene-24-oate, C26H37ClO4, (...
In an attempt to further exploit multicomponent reactions in the field of hybrid heterocyclic molecules, we describe a bidirectional approach for the synthesis of novel 1,3,5-thiadiazine-peptides molecules. The process relies on the execution of two Ugi reactions between dicarboxy-functionalized 1,3,5-thiadiazine with different amines and isocyanid...
The Cover Feature shows a steroid‐[60]fullerene hybrid raising from a hand which represents the scientific community. This dumbbell‐like hybrid molecule could find a broad spectrum of biological activities in medicinal chemistry. The fullerene‐cyclopropanated adduct might be able to pass through biological membranes, due to the presence of the epia...
New hybrid fullerene‐steroid derivatives were prepared by using the Bingel‐Hirsch protocol, by treatment of [60]fullerene with malonates bearing the appropriate steroid moieties obtained, in turn, from the functionalization of epiandrosterone, an important naturally occurring steroid hormone. Mono‐cycloadduct C60‐steroid conjugates were obtained by...
A study on the electrophile-induced rearrangement of two 15-hydroxygermacranolides, salonitenolide and artemisiifolin, was carried out. These compounds underwent electrophilic intramolecular cyclizations or acid-mediated rearrangements to give sesquiterpene lactones with different skeletons such as eudesmanolides, guaianolides, amorphanolides or ot...
Para citar este artículo puede utilizar el siguiente formato: Roberto de Armas Urquiza y Margarita Suárez Navarro (2017): " Impacto de la evaluación y acreditación en la mejora contínua de la calidad de las carreras universitarias en Cuba : caso Licenciatura en Química " , Revista Atlante: Cuadernos de Educación y Desarrollo (mayo 2017). En línea:...
The diastereoselective synthesis of cis and trans steroid-fulleropyrrolidines hybrids by reaction of N-metalated azomethine ylides [Cu(II) or Ag(I)] with the appropriate chiral ligand and C60 is described. The experimental findings reveal that the azomethine ylide stabilized by an allylic group cycloadds to [60]fullerene in an efficient manner and...
Aiming at developing a versatile method for the generation of hybrid heterocyclic molecules, we describe a sequential approach comprising the formation of carboxy-functionalized 1,3,5-thiadiazines followed by the Ugi reaction with variation of the amino and the isonitrile components. The method enables the generation of structurally diverse molecul...
The retro-cycloaddition thermal reaction of isoxazolino[4,5:1,2][60]fullerenes to pristine fullerene seems to be guided by the electronic nature of the substituted nitrile oxide 1,3-dipole in the isoxazoline ring. Trapping experiments proved that the reaction mechanism occurs by thermal removal of the nitrile oxide 1,3-dipole in a process that is f...
High-area carbon particles are regularly used as catalyst supports in fuel cells electrodes. The carbon material used as support has a strong influence on the properties of supported noble metal catalysts, and affects the performance of supported catalysts in fuel cells. Reliability, cost and durability are the most important features to be conside...
RATIONALEWe have investigated the fragmentation reactions of ions from bis-adducts containing isoxazolino-, pyrrolidino- and methanofullerene moieties.METHODS
The fragmentation reactions induced by collision-induced dissociation (CID) of ions generated under electrospray ionization (ESI) in positive and negative modes of detection using an ion-trap...
C19H18ClNO4S, monoclinic, P121/c1 (No. 14), a = 15.510(3)Å, b = 9.213(2) Å, c = 12.888(3) Å, β= 96.52(3)°, V = 1829.7 Å3, Z = 4, Rgt(F) = 0.048, wRref(F2) = 0.107, T = 293 K.
A structural and conformational study of 3β-acetoxy-17-chloro-16-formyl-5α-androstan-16-ene has
been carried out by using X-ray analysis and M06-2X density functional calculations. The compound
crystallizes with three independent molecules in the asymmetric unit. Natural Bond Order and Atoms in
Molecules methods were used for a better understanding...
Here we report on the self-organization characteristics in water of two diastereomer pairs of fullerene-androsterone hybrids that have the hydrophobic C60 appendage in the A and D ring of the androsterone moiety, respectively. The morphology and particle size in aqueous solution were determined by transmission electron microscopy (TEM) and dynamic...
New [60]fullerene-steroid conjugates (4-6) have been synthesized by 1,3-dipolar cycloaddition and Bingel-Hirsch cyclopropanation reactions from suitably functionalized epiandrosterone and [60]fullerene. Since a new stereocenter is created in the formation of Prato monoaduct, two different diastereomers were isolated by HPLC (4, 5) whose absolute co...
A wide variety of new dipoles and catalysts have been used in 1,3-dipolar cycloadditions of N-metalated azomethine ylides onto C60 yielding a full stereodivergent synthesis of pyrrolidino[60]fullerenes with complete diastereoselectivities and very high enantioselectivities. The use of less-explored chiral α-iminoamides as starting 1,3-dipoles leads...
The design and synthesis of fullerene-steroid hybrids by using Prato's protocol has afforded new fullerene derivatives endowed with epiandrosterone, an important naturally occurring steroid hormone. Since the formation of the pyrrolidine ring resulting from the 1,3-dipolar cyloaddition reaction takes place with generation of a new stereogenic cente...
The 3,5-disubstituted tetrahydro-2H-1,3,5-thiadiazine-2-thione scaffold has found many applications in recent years. This review is aimed at highlighting the most important aspects of these compounds: Synthesis, spectroscopic characterization and biological activities. How the chemical nature of N-substituents influences the overall activity and cy...
An efficient liquid-phase synthesis of 3,5-disubstituted 1,3,5-thiadiazinane-2-thione derivatives (THTT) is described using soluble polymer support polyethylene glycol (PEG) 5000 via one-pot condensation of PEG-bound free amino acid or PEG-bound tripeptide, a dithiocarbamate and formaldehyde under mild conditions. This procedure affords the target...
Stereodivergent syntheses of cis/trans pyrrolidino[3,4:1,2]fullerenes and endo/exo pyrrolidines are reported with high enantioselectivity levels. Fullerenes are revealed as a useful benchmark to develop suitable catalysts to control the stereochemical outcome and to shed light on the mechanism involved in the related 1,3-dipolar cycloaddition.
A new complexes of Co(II) and Cu(II) with N,N-disubstituted-N′-acylthioureas have been prepared and characterized by elemental analysis, and spectroscopic techniques. The structure of N,N-diethyl-N′-furoylthiourea and Co(II) complexes with N,N-diethyl-N′-furoyl- and N,N-diethyl-N′-benzoylthiourea were determined by X-ray crystallography. The struct...
Multiwalled carbon nanotubes modified with 2-aminoethanethiol (MWNT-AET) were vertically self-assembled on gold electrodes with the assistance of chitosan and Tween. According to AFM and cyclic voltammetric determinations the best results were achieved using chitosan.
Multiwalled carbon nanotubes modified with 2-aminoethanethiol (MWNT–AET) were vertically self-assembled on gold electrodes with the assistance of chitosan and Tween. According to AFM and cyclic voltammetric determinations the best results were achieved using chitosan. The use of carbon nanotubes (CNTs) for the fabrication of new and versatile elect...
A green approach for the synthesis of a set of ten 4-aryl substituted-5-alcoxy carbonyl-6-methyl-3,4-dihydro-2(1H)-pyridones using Meldrum’s acid has been devised, the absence of solvent and the activation with infrared irradiation in addition to a multicomponent protocol are the main reaction conditions. The transformations proceeded with moderate...
Here we describe the efficient synthesis of alkyl 4-arylsubstituted-6-chloro-5-formyl-2-methyl-1,4-dihydropyridine-3-carboxylates and 4-arylsubstituted-4,7-dihydro-furo[3,4-b]pyridine-2,5(1H,3H)-diones via microwave-accelerated reaction of alkyl 4-arylsubstituted-2-methyl-6-oxo-1,4,5,6-tetrahydro-3-pyridinecarboxylates with the appropriate reagents...
The mass spectra of new substituted pyrrolidino[60]- and [70]fullerenes have been obtained using electrospray ionization conditions in the positive and negative mode of detection with two different mass spectrometers, a quadrupole ion trap and a Fourier transform ion cyclotron resonance. Radical anions M(●-) and deprotonated molecules [M-H](-) are...
A facile, efficient and environment-friendly protocol for the synthesis of 6-chloro-5-formyl-1,4-dihydropyridine derivatives has been developed by the convenient ultrasound-mediated reaction of 2(1H)pyridone derivatives with the Vilsmeier-Haack reagent. This method provides several advantages over current reaction methodologies including a simpler...
Freie Wahl der Stereochemie: Die erste enantioselektive Cycladdition N-metallierter Azomethin-ylide an das C70-Molekül liefert abhängig vom verwendeten chiralen Metallkomplex beide Pyrrolidino[70]fulleren-Enantiomere mit ee-Werten über 90 % (siehe Bild). Die hohe Regioselektivität ließ sich anhand der nucleophilen und electrophilen Fukui-Indizes er...
Selectivity is still a major challenge in fullerene research. In their Communication on page 6060 ff. N. Martín, F. Cossío, and co-workers describe how the use of a suitable chiral catalyst controls the addition of fullerenes to both faces of a 1,3-dipole, thus determining the stereochemical outcome. The careful choice of the experimental condition...
An efficient high-throughput synthesis of 4-aryl substituted 1,4,5,6-tetrahydro-2-methyl-6-thioxopyridine-3-carboxylates 5a-p was developed by using Lawesson's reagent, a very effective thionating reagent for carbonyl compounds, under conventional conditions and microwave irradiation. In order to gain a better understanding of the structure of the...
The 3,5-disubstituted tetrahydro-2H-1,3,5-thiadiazine-2-thione scaffold have found many applications in recent years. This review is aimed at highlighting the most important aspects about these compounds: synthesis, spectroscopic characterization and antiprotozoan activities. How the chemical nature of N-substituents influences the overall activity...
The condensation of Meldrum's acid, aromatic aldehydes, alkyl acetoacetates and ammonium acetate in glacial acetic acid under ultrasound irradiation at room temperature results in the formation of 3,4-dihydropyridone derivatives (4a-p) in 85-96% yields. Compared with conventional methods, the main advantages of the present procedure are milder cond...
The 1H , 13C and 15NNMR spectroscopic data for 1,4-dihydropyridine endowed with long alkyl and functionalized chain on C-3 and C-5, have been fully assigned by combination of one- and two dimensional experiments (DEPT, HMBC, HMQC, COSY, nOe).
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Novel 4,7-dihydrothieno[2,3-b]pyridines 10a-d have been prepared in a one step procedure from the readily available o-chloroformyl substituted 1,4-dihydropyridines 9a-d and ethyl mercaptoacetate in good yields. Semiempirical calculations reveal a favoured geometry with a boat conformation in the dihydro-pyridine system and a planar thieno ring. The...
A simple one-step synthesis of 2-amino-4-aryl-5-oxo-4H-furo[3,4-b]pyran-3-carbonitriles 7 is described. It involves reaction of 2,4(3H,5H)-furandione (β-tetronic acid) (5) with arylmethylenemalononitriles 4 in basic medium. Some substituent effects are noted and the assignments of 13C-NMR spectra are discussed. Ring transformation of the furo[3,4-b...
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
The methylation reaction of alkyl N-acylthiocarbamates in DMF with dimethyl sulfate in the presence of potassium carbonate takes place with high selectivity affording the S-methylated derivative as the principal reaction product. No isomeric reaction products derived from the N- or the O-methylation were isolable. The new carbonimidothioates 3a-g s...
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Structural modification of the peptide backbone via N-methylation is a powerful tool to modulate the pharmacokinetic profile and biological activity of peptides. Here we describe a rapid and highly efficient microwave(MW)-assisted Fmoc/tBu solid-phase method to prepare short chain N-methyl-rich peptides, using Rink amide p-methylbenzhydrylamine (MB...
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Cyclopropanations between C60 and readily available malonates bearing different steroid moieties, I [R = CH2CH2CHMe2, CH2CHEtCHMe2-(R)] and II, by the Bingel-Hirsch protocol has allowed the synthesis of a new series of hybrid functionalized chimeras [III (X1-X2 = C60-fullerene) and IV]. Whereas cycloadducts III showed the expected chem. structures,...
Fullerene chirality is an important but undeveloped issue of paramount interest in fields such as materials science and medicinal chemistry. So far, enantiopure fullerene derivatives have been made from chiral starting materials or obtained by separating racemic mixtures. Here, we report the enantioselective catalytic synthesis of chiral pyrrolidin...
The tide compounds 4a-c have been prepared in a one-step procedure from 2,4-diamino-6-hydroxy-pyrimidine (1) and the corresponding arylidene substituted Meldrum's acids 2a-e in very good yields. Semiempirical theoretical calculations (AMI) reveal two favoured conformations (A and B) for compounds 4a-e. The 1H-nmr determinations, by using Karplus an...
The implementation of a novel sequential computational approach that can be used effectively for virtual screening and identification of prospective ligands that bind to trypanothione reductase (TryR) is reported. The multistep strategy combines a ligand-based virtual screening for building an enriched library of small molecules with a docking prot...
The title compounds 6 have been prepared in a one-step procedure from the corresponding 4-aryl substituted 5-alkoxycarbonyl-6-methyl-3,4-dihydropyridones 4 in good yields. Quantum chemical calculations reveal a non-planar molecule with a distorted dihydropyridone ring and two favoured conformations. The 13C nmr data and theoretical calculations sup...
Novel 4-amino-6-aryl-2-phenylpyrimidine-5-carbonitriles have been prepared in one step procedure from the readily available 4-aryl-2-amino-3-cyano-5,6,7,8-tetrahydro-7,7-dimethyl-5-oxo-4H-benzopyrans. The mass spectroscopy study under EI conditions shows molecular peaks with high intensity corresponding to the loss of benzonitrile from the C2 posit...
New substituted pyrido[2,3-d]pyrimidines 5 and 6 have been prepared in one-step from the readily available 6-amino-2,4-dioxotetrahydropyrimidine (1) or 6-amino-4-oxo-2-thioxotetrahydropyrimidine (2) and the arylidene substituted Meldrum's acid. The substitution pattern of the ethylene moiety in compounds 5 and 6 results in a strong push-pull electr...
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
The synthesis and in-vitro antiprotozoal evaluation of novel N4-(benzyl)spermidyl-linked bis(1,3,5-thiadiazinane-2-thione) (bis-THTT) derivatives from N4-(benzyl)spermidine is disclosed. Several of the new bis-THTT have in-vitro activities against L. donovani and T. cruzi that are comparable or superior to those of currently employed protozoocidal...
Based on experimental evidence and DFT studies, a probable cyclization route to 1,3,5-thiadiazinanes-2-thiones in aqueous medium is proposed. Experimental facts suggest the formation of a {[hydroxymethyl (substituted) carbamothioyl] sulfanyl}methanol intermediate via reaction of dithiocarbamate (DTC) and formaldehyde. Nucleophilic addition of glyci...
Isoxazolino[4,5:1,2][60]- and -[70]fullerenes undergo an efficient retro-cycloaddition reaction to pristine fullerene by thermal treatment in the presence of an excess of a dienophile and Cu(II) catalysis, which can be selectively used in the presence of malonate or pyrrolidine cycloadducts. Trapping experiments using N-phenylmaleimide as dipolarop...
In the title compound, C11H13NO3, the methoxycarbonyl group is rotated out of the plane of the 4-methoxybenzyl group. The conformation found in the crystal structure differs from that computed in vacuo, where the two groups are coplanar. The crystal structure is stabilized by van der Waals interactions and weak interactions of the C—H⋯O type.
In the title compound, C11H13NO3, the methoxycarbonyl group is rotated out of the plane of the 4-methoxybenzyl group. The conformation found in the crystal structure differs from that computed in vacuo, where the two groups are coplanar. The crystal structure is stabilized by van der Waals interactions and weak interactions of the C—H⋯O type.
The 1H and 13C NMR spectroscopic data for alkyl and polyamine-linked bis(2-thioxo-[1,3,5]thiadiazinan-3-yl) carboxylic acids, prepared from alkyl diamines and N4-(benzyl) spermidine have been fully assigned by combination of one- and two-dimensional experiments (DEPT, HMBC, HMQC, COSY).
Five hexahydroquinolines were prepared through one-step synthesis from an aromatic aldehyde called ß- alkyl aminocrotonate (enamin)and dimedone in pure ethanol as solvent. The effects of the five hexahydroquinolines on contractility of rabitt´s aorta rings and on contractility of papillar muscles of rat´s right ventricle were characterized in a com...
An efficient solid-phase approach to prepare substituted 1,4,5,6-tetrahydro-6-oxopyridines bearing a carboxylic acid group on C3 has been developed. The four-step protocol involves an initial acetoacetylation of polystyrene Wang resin, followed by preparation of resin-bound enamine. The cyclization reactions were carried out by reacting immobilized...
A new series of 1,4-dihydropyridines (1,4-DHPs) bearing a semicarbazone moiety on C5 (8a-g) have been synthesized from suitably functionalized 1,4-DHPs (2) and semicarbazide. Compounds (8a-g) did not cyclize to the respective seven member ring though this is a favoured 7-endo-trig process. Geometrical and structural features determined by theoretic...
The calcium antagonist properties of 2 new 1,4 synthetic dihydropyridines (I and II) were studied. Both compounds reduced in a great extent the contractions of rabbit's aorta rings, and they inhibited with less potency the papillary contractions of rat's right ventricle. They also shortened the duration of the heart action potential to 0 mV, and de...
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.
The calcium antagonist properties of 2 new 1,4 synthetic dihydropyridines (I and II) were studied. Both compounds reduced in a great extent the contractions of rabbit's aorta rings, and they inhibited with less potency the papillary contractions of rat's right ventricle. They also shortened the duration of the heart action potential to 0 mV, and de...