Synthesis, in vitro antibacterial and carbonic anhydrase II inhibitory activities of N-acylsulfonamides using silica sulfuric acid as an efficient catalyst under both solvent-free and heterogeneous conditions

Massah, Ahmad Reza; Adibi, Hadi; Khodarahmi, Reza; Abiri, Ramin; Majnooni, Mohammad Bagher; Shahidi, Sherita; Asadi, Beheshteh; Mehrabi, Masomeh

doi:10.1016/j.bmc.2008.04.011

Cited by 41 publications

(15 citation statements)

References 30 publications

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“…Some of the solid supported acids, e.g., SiO 2 -OSO 3 H [29] and HClO 4 -SiO 2 [42], are utilized as catalysts for the preparation of 1,1-diacetate derivatives from the corresponding aldehydes. Recently, we have demonstrated the applicability of SiO 2 -OSO 3 H [43], H 3 PO 4 /TiO 2 -ZrO 2 [44,45], H 3 PO 4 /ZSM-5 [46], SiO 2 -OPO 3 H [47], and SiO 2 -Cl [48] as solid supported acids in several organic transformations.…”

Section: Introductionmentioning

confidence: 99%

ZSM-5-SO3H as a novel, efficient, and reusable catalyst for the chemoselective synthesis and deprotection of 1,1-diacetates under eco-friendly conditions

2011

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ZSM-5 has been modified as supported sulfuric acid (ZSM-5-SO 3 H) and introduced for the first time as a mild, convenient, reusable, and heterogeneous catalyst. Various types of aldehydes were efficiently converted to their 1,1-diacetates using a catalytic amount of ZSM-5-SO 3 H in excellent yields under solvent-free and heterogeneous conditions at room temperature. The deprotection of 1,1-diacetates has also been achieved using this novel catalyst in ethanol. The procedure is operationally simple, environmentally benign, and only a stoichiometric amount of anhydride is used.

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Section: Introductionmentioning

confidence: 99%

ZSM-5-SO3H as a novel, efficient, and reusable catalyst for the chemoselective synthesis and deprotection of 1,1-diacetates under eco-friendly conditions

2011

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“…So sulfonamides and their derivatives are used as antibiotics medicines [2]. Apart from this application as an antibacterial agent, various sulfonamide derivatives are known to inhibit many enzymes such as Serine protease [3][4][5], cyclooxygenase [6], matrix metalloproteinase [7] and carbonic anhydrase [8][9][10][11].…”

Section: Introductionmentioning

confidence: 99%

One Pot Synthesis of Some Novel Sulfonamide Derivatives Containing -NH2 Group: Spectral Characterization and Biological Evaluation

Rehman¹,

M²,

Shad³

et al. 2017

Med chem

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A series of sulfonamide derivatives HR1-HR5 were synthesized in one step reaction (nucleophilic substitution reaction SN 2 ). Structures of new products were confirmed by elemental and spectral analysis i.e., FTIR, UV, 1 H NMR, 13 C NMR, EIS-MS. In-vitro, antibacterial and anti-fungal activity of newly synthesized compounds was investigated against two bacterial strains: Escherichia coli and Staphylococcus aureus and two fungal strains: Aspergillum flavous and Aspergillum niger. It was found that among all tested compounds HR2 showed good antibacterial activity with MIC 1.13 × 10 -3 and 1.54 × 10 -3 for S. aureus and E. coli respectively. While HR4 showed good antifungal activity with inhibition zone 25.2 ± 0.12 mm (MIC: 71.2 × 10 -3 mol/L) and 17.1 ± 55.5 mm (MIC: 98.9 × 10 -3 mol/L) against A. flavous and A. niger respectively. Developed compounds were also screened for their Invitro antioxidant activity by DPPH radical scavenging assay. All compounds showed moderate activity but potential activity with 15.75% at 6 mM was exhibited by compound HR2.

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“…All the synthesized compounds were studied for their antibacterial activity against clinically isolated two Gram-positive bacteria (Bacillus subtilis and Klebsiella pneumoniae) and five Gramnegative bacilli (Staphylococcus aureus, Escherichia coli, Proteus vulgaris, Salmonella typhi, and Pseudomonas aureus) using conventional agar dilution method [18,19]. The minimum inhibitory concentrations (MICs) values were calculated by comparison to Sparfloxacin and Norfloxacin as the reference bacterial drugs and they are presented in Table 2.…”

Section: In Vitro Antibacterial Activitymentioning

confidence: 99%

Synthesis, molecular docking and antibacterial evaluation of new 1,4-naphthoquinone derivatives contains carbazole-6,11-dione moiety

2014

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A new series of new 1,4-naphthoquinone derivatives containing carbazole-6,11-dione moiety, which has not been reported yet, has been synthesized from 1,4-naphthoquinone and 4-aminophenylsulfone involving a Michael addition, benzoylation, and Pd-catalyzed coupling. This set of compounds has been evaluated for in vitro antibacterial studies against different Gram-positive and Gramnegative bacteria, and most of the synthesized compounds exhibited good antibacterial activity and the minimum inhibitory concentrations (MICs) are compared with the standard drugs used. Compound 7 exhibited good antibacterial activity among all the molecules studied with the best MIC of 2.1 μg/ mL against Bacillus subtilis. To understand the molecular interactions with targeted proteins, the molecular docking of all the synthesized compounds were carried out; between 14 molecules docked, compound 7 was the one with the best glide and E model score of −7.73 and −95.37, respectively. In all docked molecules, compound 5 exhibited least glide and E model score of −4.55 and −101.56, respectively.

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Synthesis, in vitro antibacterial and carbonic anhydrase II inhibitory activities of N-acylsulfonamides using silica sulfuric acid as an efficient catalyst under both solvent-free and heterogeneous conditions

Cited by 41 publications

References 30 publications

ZSM-5-SO3H as a novel, efficient, and reusable catalyst for the chemoselective synthesis and deprotection of 1,1-diacetates under eco-friendly conditions

ZSM-5-SO3H as a novel, efficient, and reusable catalyst for the chemoselective synthesis and deprotection of 1,1-diacetates under eco-friendly conditions

One Pot Synthesis of Some Novel Sulfonamide Derivatives Containing -NH2 Group: Spectral Characterization and Biological Evaluation

Synthesis, molecular docking and antibacterial evaluation of new 1,4-naphthoquinone derivatives contains carbazole-6,11-dione moiety

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