Roberto Martínez

National Autonomous University of Mexico | UNAM · Institute of Chemistry

The discovery of new compounds with antitumoral activity has become one of the most important goals in medicinal chemistry. One interesting group of chemotherapeutic agents used in cancer therapy comprises molecules that interact with DNA. Research in this area has revealed a range of DNA recognizing molecules that act as antitumoral agents, includ...

Lemon balm (Agastache mexicana) and rosemary (Rosmarinus officinalis) were dried using a mixed‐mode solar dryer. A 2³‐factorial design was carried out: operation mode (mesh shade and direct irradiance), airflow (natural convection and forced convection), and type of flat plate solar collector cover (polycarbonate and glass). The drying kinetics of...

Herein we present a facile four-step synthetic method for the synthesis of novel 2-aryl-substituted 7,8-dihydroquinolin-6(5H)-ones as cytotoxic agents. The key step was the use of Mannich salts derived from acetophenones as a Michael acceptor in the reaction with cyclohexane-1,4-dione monoethylene acetal to give 1,5-dicarbonyl compounds that were t...

In this article, a one‐pot methodology for the synthesis of flavanones “on‐water” from simple starting materials is reported. The reaction proceeds in basic media (KOH), at room‐temperature and in distilled water, during a period of 48 h with up to 96 % yields. In addition, most flavanones are obtained pure enough after a simple filtration procedur...

Rifampicin is one of the most commonly used antibiotics for treating tuberculosis, but shows low bioavailability and requires long-term administration, and hence its use may result in severe side effects. Encapsulation of rifampicin in polymeric reservoirs allows it to be administered locally and improves its pharmacological action. High rifampicin...

Background Tuberculosis is an infectious disease caused by the bacillus Mycobacterium tuberculosis. Compounds including a sulfur-containing scaffold have been shown to be key scaffolds in various antituberculosis agents. Interestingly, the 3-hydroxy-3-phenyl-prop-2-enedithioic acids 11a-j have, to the best of our knowledge, not been previously desc...

A high-yielding total synthesis of the indole alkaloid prenostodione was completed in 4 steps and 44% overall yield from 1H-indole-3-carboxylic acid. The expedient syntheses of prenostodiones containing distinct substituents at the para position of the phenyl frame underscored the scope of this methodology. The cytotoxic activities of the tert-buty...

The assertion made by Wu et al. that aromaticity may have considerable implications for molecular design motivated us to use nucleus-independent chemical shifts (NICS) as an aromaticity criterion to evaluate the antifungal activity of two series of indol-4-ones. A linear regression analysis of NICS and antifungal activity showed that both tested va...

Photoresponsive molecules are present in many organisms, including animals and plants. These kind of pigments absorb UV or visible radiation and efficiently dissipate the photon energy through pathways that involve intramolecular rearrangements. In this work, a set of bisindole analogs of the natural pigment caulerpin were synthesized and evaluated...

Acylthiosemicarbazides 8a–n were designed by structural modification of lead Compound 7. The syntheses of 8a–n involve a five‐step procedure starting from carboxylic acids. Compounds 8a–n were tested against three Mycobacterium tuberculosis strains to measure their inhibitory antituberculosis activities. These activities could be explained accordin...

Nitro-substituted heteroaromatic carboxamides 1a-e were synthesized and tested against three Mycobacterium tuberculosis cell lines. The activities can be explained in terms of the distribution of the electronic density across the nitro-substituted heteroaromatic ring attached to the amide group. 1,3,5-Oxadiazole derivatives 1c-e are candidates for...

In this study, the pyrrolo[2,1-a]isoquinolines 4a–n were synthesized in good yields in a three steps synthesis from the corresponding α,β-unsaturated esters starting materials. These compounds were tested on six human cancer cells lines to measure the cytotoxic activity as a function of the electronic properties and aromaticity of the substituent a...

Preclinical Research The diterpene ent‐dihydrotumanoic acid (DTA) was among the compounds isolated from Gymnosperma glutinosum (Spreng) Less (Asteraceae). There are no reports regarding the pharmacological effects of DTA. Cytotoxicity against cancer cells (1–250 µM), and the antibacterial (50–1400 µM) activity of DTA were evaluated using the MTT a...

Context: Gymnosperma glutinosum (Spreng.) Less. (Asteraceae) is a bush used for the empirical treatment of pain, fever, and cancer. An ent-neo-clerodane diterpene (2-angeloyl ent-dihydrotumanoic acid; ADTA) was isolated from G. glutinosum. Objective: This study evaluates the cytotoxic, anti-inflammatory, and antinociceptive effects of ADTA. Materia...

A short and efficient synthesis of the pentacyclic core of the indole alkaloid tronocarpine is described. The synthetic pathway involves several easily accomplished steps, including a radical oxidative aromatic substitution reaction on the N-tert-butoxycarbonyl-protected tryptamine and a xanthate, a 1,4–1,2-nucleophilic addition between a 2,3-disub...

Caulerpin (1a), a bis-indole alkaloid from the marine algal Caulerpa sp., was synthesized in three reaction steps with an overall yield of 11%. The caulerpin analogues (1b-1g) were prepared using the same synthetic pathway with overall yields between 3% and 8%. The key reaction involved a radical oxidative aromatic substitution involving xanthate (...

The development of antifungal drugs that inhibit lanosterol 14-α-demethylase (CYP51) via non-covalent ligand interactions is a strategy that is gaining importance. A series of novel tetraindol-4-one derivatives with 1- and 2-(2,4-substituted phenyl) side chains were designed and synthesized based on the structure of CYP51 and fluconazole. The antif...

A new process for obtaining dibenzo[c,f][1,2,5]thiadiazepines (DBTDs) and their effects on GABA(A) receptors of guinea pig myenteric neurons are described. Synthesis of DBTD derivatives began with two commercial aromatic compounds. An azide group was obtained after two sequential reactions, and the central ring was closed via a nitrene to obtain th...

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...

The complexes cis-bis(N-furoyl-N′,N′-diethylthioureato-k O,S)nickel(II) and cis-bis(N-furoyl-N′,N′-diethylthioureato-k O,S)copper(II) were prepared by the reaction of metal acetate with the corresponding acylthiourea derivative. The complexes were characterized by IR, H-NMR, C-NMR, and single-crystal X-ray diffraction. Both complexes show two furoy...

A straightforward access to the title heterocycles (VI) proceeds through oxidative radical alkylation and intramolecular lactamization.

A series of benzimidazolylbenzenesulfonamide compounds containing electron-releasing and electron-withdrawing substituents were synthesized and tested for their in vitro antibacterial activity. Two BZS compounds showed strong antibacterial activity against methicillin-resistant Staphylococcus aureus and Bacillus subtilis. Quantitative studies of th...

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.

A three-step protocol for the synthesis of 1,2,3,8,9-pentasubstituted-5,6-dihydropyrrolo[2,1-a]isoquinolines is described, using van Leusen's polysubstituted pyrrole construction followed by intramolecular radical-oxidative cyclization of the isoquinoline system. The cytotoxic activities of the dihydropyrroloisoquinolines were tested on six tumor c...

The synthesis of novel furo-, thieno-, and pyrroloazepine compounds, using the oxidative radical alkylation of three five-membered heterocyclic 3-acetic acid derivatives, is described. The bicyclic systems were obtained, via a small number of steps, directly from commercially available materials.

We report the regio- and stereoselective synthesis of a novel cis-C3N-C4X-C6N series (X=O, S, and C-2) from cyclic ketones. The cytotoxic activity of the now compounds was studied in five cell lines; the observed activities were in accordance with the concept of bioisosteric replacement.

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.

Diamidas son una clase de metabolitos que estan presentes en plantas perteneciente a la familia de la Meliaceas, en Aglaia por ejemplo, poseen un amplio cuerpo de actividades biologicas, siendo la insecticida y la herbicida dos de las mas importantes. En nuestro programa para la busqueda de pesticidas botanicos, una serie de N,N'-di-(4-R-pheny...

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.

Diamides are a class of metabolites that occurring in some Meliaceae plants, in Aglaia spp for example, with an ample body of biological activities, being insecticidal and herbicidal two of the most important. In our program of search for botanical pesticides, a series of N,N ́-di-(4-R-phenyl)-alkanediamides was evaluated for its herbicidal activit...

The title compounds have been synthesized in a one step reaction by condensation between 2-piperazinone with substituted benzoic acids.

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.

1,3 -Dioxanic compounds were obtained by the ketalisation reaction of some α -alkylated β-ketoesters. The conformational analysis by means of 1H- and 13C-nmr investigations showed the anancomeric structure of the compounds. The axial or the equatorial position of the groups was inferred by N.O.E. experiments. The influence of the chiral carbon atom...

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.

The title compound, C11H16O3, was obtained by reaction of dimedone, 5,5-dimethylcyclohexane-1,3-dione, and α-chloro­acetone. The cyclo­hexenone ring exhibits an envelope conformation with puckering amplitudes Q = 0.433 (2) and Φ = −109.0 (3)°. The 2-oxopropyl fragment is almost perpendicular to the cyclo­hexa­none ring [dihedral angle = 77.72 (8)°]...

The title compound, C11H16O3, was obtained by reaction of dimedone, 5,5-dimethylcyclohexane-1,3-dione, and α-chloro­acetone. The cyclo­hexenone ring exhibits an envelope conformation with puckering amplitudes Q = 0.433 (2) and Φ = −109.0 (3)°. The 2-oxopropyl fragment is almost perpendicular to the cyclo­hexa­none ring [dihedral angle = 77.72 (8)°]...

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.

A two-step protocol for the synthesis of azepino[4,5-b]indolone derivatives featuring a xanthate radical oxidative aromatic substitution on the N-Boc protected tryptamine, using dilauroyl peroxide (DLP) as initiator and oxidant, is described.

The electron impact mass spectrometric fragmentation pathways for several 2,5-bis(p-R2-phenyl)-(3,4)-R1-furans, I, were investigated. Our investigation of the mass spectra of these compounds revealed interesting relationships between substitution pattern in the framework of I and the fragmentation patterns.

The title compounds have been synthesized in a one step reaction by condensation between 2-piperazinone with substituted benzoic acids.

The mass spectral fragmentation patterns of eleven 11-(o- and p-R-anilino)-5H-dibenzo[b,e][1,4]diazepines obtained by electron impact have been studied. All the spectra analyzed contain molecular ions, which are base peak for para isomers and the principal fragmentation routes takes place either from the molecular ion, or from (M+ - 1) ion. There a...

The 70 eV electron impact mass spectra of twenty-five 1,5-benzodiazepines are discussed in detail with the aid of metastable ions and by comparison with the fragmentation patterns of known compounds. The fragmentation is markedly influenced by ortho-substituents on the aniline group.

A series of azepino[3',4':4,5]pyrrolo[2,1-a]isoquinolin-12-ones (3a-f), that were conformationally restricted analogs of lead compound 2, were designed as potential cytotoxic compounds and synthesized using a radical oxidative aromatic substitution reaction as the key step. Compounds 3a-f were tested on five tumor cell lines to determine the confor...

Indolones 4 and 5, and indolyl-aminoacids 6a-e, 7a-e, and 8a and 8b were designed by structural modification of lead compound 3. These compounds were tested on six tumor cell lines to determine the role of the azepinone ring and the N-phenyl substituent in the cytotoxicity of 3. Our results show that 4 and 5 have dramatically reduced cytotoxicity,...

Methylation of several carboxylic acids was promoted by potassium hydroxide in methyl sulfoxide and iodomethane to produce corresponding methyl esters in good yield. This method has advantage over other described methods because it uses inexpensive reagents and the reaction is carried out under mild and favorable conditions.

Pyrroloazepinones 8a-j and 9a-j were designed by structural modification of lead compound 3. These compounds were tested on five tumor cell lines to determine the role of the azeto ring and the 2-methyl substituent in the cytotoxicity of compound 3. Our results show that compounds 8a-j (R1=CH3) have dramatically reduced cytotoxicity, resulting from...

For Abstract see ChemInform Abstract in Full Text.

Efficient radical cyclization of alkyl iodides to various aromatic systems including pyrrole, indole, isoquinolone, pyridone, and benzene, mediated by dicumyl peroxide, is described. The methodology was used to provide access to 5,6,8,9,10,11-hexahydroindolo[2,1-a]isoquinoline derivatives.

Azetopyrroloazepinones 1a-g were synthesized in six steps from 5,5-dimethyl-1,3-cyclohexanedione as starting material in good yields. These compounds were tested on five tumoral cell lines with the aim of elucidating the relationship between the substituents attached to the 3-phenyl ring and their cytotoxic activity. The results are inconclusive in...

A series of bisalkanoic anilides and bisbenzoyl diamines were synthesized with the aim of elucidating the relationship between molecular structure and cytotoxic activity. Twenty-one derivatives were synthesized and tested on three tumoral cell lines. No apparent relationship was observed between electronic effects and cytotoxic activity, but it was...

Se describe el análisis conformacional del compuesto nombrado en el título. Los resultados muestran que la conformación preferida no es la esperada a partir de consideraciones estéricas. El cambio de disolvente de CDCl3 a benceno-d6 no tuvo efecto significativo en el equilibrio.

We report the regio- and stereoselective synthesis of a novel cis-C(3)N-C(4)X-C(6)N series (X=O, S, and C(2)) from cyclic ketones. The cytotoxic activity of the new compounds was studied in five cell lines; the observed activities were in accordance with the concept of bioisosteric replacement.

The synthesis of pyrrolo[2,3-e]indole derivatives with the structural characteristics of DNA bis- and mono-intercalators are described. A dihydro benzoindol analogue was also synthesised to elucidate the major structural requirements for cytotoxic activity. A biological evaluation of the test compounds was carried out in six different tumoral cell...

The reaction of 1.2-diaminobenzimidazole 1 with one equivalent of 1-aryl-2-bromo-3-phenylpropanones 2. in methanol. leads to the formation of 2-Aryl-3-benzyl-9-aminoimidazo[1.2-a]benzimidazoles 3. The structure elucidation of the products is based on detail nmr analysis of experiments such as 1H.COSY. NOESY. 13C. DEPT. HETCOR and COLOC.

The release rate of vanillylamine from its hydrochloride salt was the limiting step in the lipase-catalysed synthesis of olvanil, a capsaicin analogue amide, in organic solvents. When the tertiary amine base concentration (N,N-diisopropylethylamine) was increased from 20 mM to 360 mM, the initial rate of amide synthesis increased proportionally. At...

The one- and two-step syntheses of N,N'-(dinitrophenyl)alkanediamides and N,N'-(diaminophenyl)alkanediamides from 4-nitroaniline were carried out. These compounds were subjected to cytotoxic evaluation against different tumoural cell lines. A QSAR analysis for the aminated series, introducing a QSAR descriptor (DCL) designed herein for groove binde...

The reaction of 4-amino-5-benzylamino-3-(4-chlorophenyl)-1H-pyrazole (1) with substituted diarylidenketones (2) constitutes a convenient synthetic route to the hitherto unknown 1-benzyl-6-(4-chlorophenyl)-2-(4-R-phenyl)-4-(4-R-styryl)-2,3-dihydropyrazolo-[3,4-b][1,4]diazepines (3). Structures of all products were consistent with their IR, 1H-NMR, 1...

The title compounds were synthesized in four steps from 5,5-dimethyl-1, 3-cyclohexanedione as starting material. These compounds were evaluated against 60 tumoral cell lines, whereas the N1,Nm-bis[benzo[c]acridin-7-yl]phenyl]alkanediamides displaying significant cytotoxic activity, the corresponding N1,Nm-bis[benzo[a]acridin-12-yl]phenyl]alkanediam...

The title compounds were synthesized in four steps from 5,5-dimethyl-1, 3-cyclohexanedione as starting material. These compounds were evaluated against 60 tumoral cell lines, whereas the N1,Nm-bis[benzo[c]acridin-7-yl]phenyl]alkanediamides displaying significant cytotoxic activity, the corresponding N1,Nm-bis[benzo[a]acridin-12-yl]phenyl]alkanediam...

PM3 calculations have been carried out on alkyl 4-(R)-phenylcarbamates and benzimidazole compounds in order to identify electronic features similitude using Principal Component Analysis, Canonic Analysis, stepwise Multiple Regression and Cluster Analysis. We have been able to establish a trend to predict antihelmintic activity for the best candidat...

The regio- and stereoselective synthesis of the cis-3-aryl-2,5,5- trimethyl-9a-methylsulfanyl-9-phenoxy-4,5,6,8,9,9a-hexahydro-3H-azeto[1,2- a]pyrrolo[3,2-c]azepin-8-ones (1) was performed. A four-step sequence, which yields are good, constitutes the first synthetic way for the preparation of the first member of this new C3N-C4N-C6N series.

Se efectuaron cálculos AM1 con el fin de determinar la reactividad de una serie de dihidropirroloindoles en condiciones de sustitución electrofílica aromática. Se proponen dos modelos matemáticos para determinar la reactividad nucleofílica de acuerdo a las características de los orbitales moleculares ocupados (HOMO y HOMO-1) calculados. Utilizando...

En este trabajo se presenta el análisis cuantitativo de la relación estructura-actividad (QSAR) de los compuestos diméricos de la acridin-4-carboxamida, unidos por una cadena de -(CH2)3N(Me) CH2)3-, que han mostrado tener una buena actividad inhibitoria en las líneas celulares: leucemia Murina P388 (P388), carcinoma de pulmón Murino de Lewis (LL) y...

A novel synthesis of substituted thieno[3,2-c]azepinones is described. This new approach uses 5,5-dimethyl-1,3-cyclohexanedione (dimedone) as the starting material. Oxime intermediates are obtained in three steps from the aforementioned diketone. Using these intermediates, the title compounds are synthesize in moderate yields.