Aurangzeb Hasan

Synthesis, characterization and fluorescent property evaluation of 1,3,5-triaryl-2-pyrazolines.

A series of 1,3,5-triaryl-2-pyrazolines was synthesized by dissolving the corresponding 4-alkoxychalcones in glacial acetic acid containing a few drops of concentrated hydrochloric acid. This step was followed by the addition of (3,4-dimethylphenyl) hydrazaine hydrochloride. Finally the target compounds were precipitated by pouring the reaction mixture onto crushed ice. The structures of the synthesized compounds were established by physicochemical and spectroscopic methods. The 1,3,5-triaryl-2-pyrazolines bearing homologous alkoxy groups were found to possess fluorescence properties in the blue region of the visible spectrum when irradiated with ultraviolet radiation. The fluorescent behavior of these compounds was studied by UV-Vis and emission spectroscopy, performed at room temperature.

An efficient approach to prepare ether and amide-based self-catalyzed phthalonitrile resins

Phthalonitrile polymers with amide and ortho-, meta-, and para-substituted ether linkages in the backbone were synthesized successfully and their thermal properties were investigated. The monomer building blocks for these polymers were cured without the addition of catalysts due to the self-catalyzing nature of the monomers amino group. The ether and amide functionalities in the chain enhanced their processability without compromising thermal stability. The resins exhibited a low complex viscosity over a wide processing window between the monomer melting temperature and the polymer cure temperature, with the processing temperature range varying significantly for para-, ortho-, and meta-substituted polymer architectures. All three systems exhibited high thermal and thermo-oxidative stability. The high char yields, which ranged from 66–75% at 900 °C under nitrogen atmosphere, and the high glass transition temperatures of the polymers indicate a high crosslinking density in the network structure.

Synthesis, spectral characterization, self-assembly and biological studies of N-acyl-2-pyrazolines bearing long alkoxy side chains

A series of new pyrazoline derivatives (1b-4c) bearing N-acyl arms and nine to twelve carbon long alkoxy side chains was synthesized and characterized on the basis of spectroscopic data and microanalysis. The nature of self-assembly to understand the interplay of alkoxy chain crystallization and various supramolecular interactions was investigated using single crystal X-ray diffraction studies. Interesting self-assembled supramolecular structures of 1b and 4c were observed in the crystal lattice owing to various CH⋯O, H⋯H, CH⋯π, lonepair⋯π and π⋯π interactions. Further, all the synthesized compounds (1b-4c) were screened for their in vitro antifungal and anti-inflammatory activities. Compounds 2b, 3b, 2c and 3c showed significant to moderate antifungal activity against Microsporum canis whereas most of the other compounds were found inactive against all the five tested fungal strains. Good anti-inflammatory activity was observed for compounds 1b with IC50 value 331 μM compared to 273 μM for Indomethacine, a standard reference drug. The bio-activity data demonstrates the relationship between lipophilicity, solubility and bioavailability.

Flavonoid glycosides and an anthraquinone from Rumex chalepensis

Besides rutin, quercetin 3-rhamnoside and kaempferol 3-rhamnosyl(1-->6) galactoside, a new flavonol glycoside, quercetin 3-glucosyl(1-->4)galactoside, and 1,6,8-trihydroxy-3-methyl anthraquinone (emodin) have been characterized from leaves of Rumex chalepensis. The structures were established on the basis of Rf values, acid hydrolysis to aglycone and sugar and UV, EI and FAB-mass spectra, 1H NMR, 13C DEPT NMR, NOE difference measurement, 1H-H COSY and 1H-13C COSY spectral data.

Synthesis and inhibitory potential towards acetylcholinesterase, butyrylcholinesterase and lipoxygenase of some variably substituted chalcones

A series of variably substituted chalcones were synthesized by condensation of substituted acetophenones with mono-, di- or trisubstituded benzaldehydes. It was observed that some of these compounds have the potential to inhibit acetylcholinesterase, whereas others show activity against butyrylcholinesterase, depending on the substitution pattern at the two aromatic rings of these chalcones. Similarly, lipoxygenase was inhibited by two of these compounds. It has been observed that inhibition of the three enzymes was concentration dependent with the IC50 values ranging from 28.2–134.5 μM against acetylcholinesterase, 16.0–23.1 μM against butyrylcholinesterase and 57.6–71.7 μM against lipoxygenase, respectively.

Synthesis, Characterization and Antifungal Evaluation of 5-Substituted-4-Amino-1,2,4-Triazole-3-Thioesters

A series of 5-substituted-4-amino-1,2,4-triazole-3-thioesters was synthesized by converting variously substituted organic acids successively into the corresponding esters, hydrazides, 5-substituted-1,3,4-oxadiazole-2-thiols, 5-substituted-1,2,4-triazole-2-thiols and 5-substituted-1,3,4-oxadiazole-2-thioesters. Finally the target compounds were obtained by refluxing 5-substituted-1,3,4-oxadiazole-2-thioesters in the presence of hydrazine hydrate and absolute alcohol. The structures of the synthesized compounds were established by physicochemical and spectroscopic methods. The synthesized compounds were evaluated for their in vitro antifungal activity. Some of the evaluated compounds possessed significant antifungal activity as compared to a terbinafine standard.

Two flavonol triglycosides from flowers of Indigofera hebepetala

Two new flavonol triglycosides, kaempferol 3-omicron-alpha-L-rhamnopyranosyl(1->2)-beta-D-galactopyranoside-7-O- alpha-L-arabinofuranoside and kaempferol 3-O-alpha-rhamnopyranosyl(1-->6)-beta-D-galactopyranoside-7-O- alpha-L-arabinofuranoside were isolated from the flowers of Indigofera hepepetala, together with three known glycosides, kaempferol 3-omicron-alpha-L-arabinopyranoside-7-O-alpha-L-rhamnopyranoside, kaempferol 3-O-alpha-L-rhamnopyranoside-7-O-alpha-L-arabinopyranoside and kaempferol 7-rhamnoside. The structures were determined by means of Rf values, UV, EI-mass spectrometry, FAB-mass spectrometry, 1H NMR, 13C (B.B and DEPT) NMR, NOE difference measurement and 1H-1H COSY spectral data.

Synthesis of Novel Fluorescent Cyclohexenone Derivatives and their Partitioning Study in Ionic Micellar Media

An approach is demonstrated toward the synthesis of four novel cyclohexenone derivatives (CDs) via a convenient route of Michael addition of ethyl acetoacetate. The molecular structures of CDs were confirmed by means of FT-IR, 1H NMR, EIMS, UV and also by X-ray single crystal structure analysis. CDs are strongly fluorescent compounds and their fluorescent spectra exhibits intense violet fluorescence. To model the binding to biological membranes the behavior of CDs in micellar solutions of a cationic surfactant, cetyltrimethylammonium bromide (CTAB) and an anionic surfactant, sodium dodecylsulfate (SDS) has also been examined. The characteristics of partition and binding interactions of CDs with CTAB and SDS were investigated by UV-Visible and fluorescence spectroscopic techniques. Higher values of all mentioned interactions in case of CTAB, compared to SDS, indicate that there are greater interactions between the CDs and CTAB than with SDS.

Interaction of flavonoids, the naturally occurring antioxidants with different media: A UV–visible spectroscopic study

Quantitative parameters for interaction of flavonoids-the naturally occurring antioxidants, with solvents and surfactants are determined using UV-visible absorption spectroscopy. The availability of flavonoids; kaempferol, apigenin, kaempferide and rhamnetin in micelles of sodium dodecyl sulfate (SDS) is reflected in terms of partition coefficient, K(c). Thermodynamic calculations show that the process of transfer of flavonoid molecules to anionic micelles of SDS is energy efficient. A distortion in flavonoids morphology occurs in case of kaempferol and apigenin in surfactant and water, exhibited in terms of a new band in the UV region of electronic spectra of these flavonoids. The partition coefficients of structurally related flavonoids are correlated with their antioxidant activities.

Flavonoid glycosides from Indigofera hebepetala

Abstract Two new flavonoid glycosides, kaempferol 7-alloside and 3,7-diarabinoside have been characterized from leaves of Indigofera hebepetala , together with the known glycosides, kaempferol 3-arabinoside-7-rhamnoside and 3-rhamnoside-7-arabinoside.