Efficient synthesis of decahydroacridine-1,8-diones and polyhydroquinolines using the step-wise method

Research on Chemical Intermediates - Various symmetrical and unsymmetrical decahydroacridine-1,8-dione and polyhydroquinoline derivatives were synthesized via two-step cyclocondensation reactions....     

Polyethylene glycol-mediated synthesis of decahydroacridine-1,8-diones catalyzed by ceric ammonium nitrate

Polyethylene glycol was found to be an inexpensive non-toxic and effective medium for one pot synthesis of high yields of decahydroacridine-1,8-diones in the presence of ceric ammonium nitrate as the catalyst. Moreover, the solvent can be recovered and reused.     

Ceric ammonium nitrate (CAN) catalyzed synthesis of N-substituted decahydroacridine-1,8-diones in PEG

Polyethylene glycol (PEG) was found to be an inexpensive non-toxic and effective medium for the one-pot synthesis of N-substituted decahydroacridine-1,8-diones in the presence of ceric ammonium nitrate (CAN) as the catalyst in high yields. Also, the solvent system can be recovered and reused; making this protocol economically and potentially viable.     

One-pot multicomponent synthesis of indol-3-yl-hydrazinyl thiazoles as antimicrobial agents

A series of novel mono- and bis(indol-3-yl)hydrazinyl thiazole derivatives were efficiently synthesized via one-pot cyclocondensation of mono- or bis(indole-3-carbaldehyde), thiosemicarbazide, and phenacyl bromides. The structure of the products was confirmed by Fourier-transform infrared (FT-IR), ¹H nuclear magnetic resonance (NMR), and ¹³C NMR spectra. All synthesized compounds were evaluated for in vitro antibacterial activity against Gram-positive (Bacillus subtilis and Micrococcus luteus) and Gram-negative bacteria (Pseudomonas aeruginosa and Salmonella enteritis). Among the compounds screened, a few were found to be highly effective antibacterial agents. The bis-compounds with OCH₃ donating group exhibited good activity against the Gram-positive bacteria.     

Mechanochemical synthesis of cyclohexenones and indazoles as potential antimicrobial agents

Research on Chemical Intermediates - Mechanical force from ball milling was used for efficient and quantitative preparation of a series of cyclohexenones and indazoles. The method is...     

Click-chemistry-based multicomponent condensation approach for design and synthesis of spirochromene-tethered 1,2,3-triazoles as potential antitubercular agents

Research on Chemical Intermediates - A series of spirochromene-tethered 1,2,3-triazoles (1,2,3-triazolylspirochromenes) were designed and synthesized via click-chemistry-based one-pot...     

A green one-pot synthesis of 3(5)-substituted 1,2,4-triazol-5(3)-amines as potential antimicrobial agents

Journal of the Iranian Chemical Society - An efficient procedure was proposed for the synthesis of 3(5)-substituted 1,2,4-triazol-5(3)-amines via a one-pot reaction of thiourea, dimethyl sulfate...     

Facile synthesis of benzimidazole bearing 2-pyridone derivatives as potential antimicrobial agents

A series of benzimidazole bearing 2-pyridones 5a-k were synthesized and assessed in vitro for their activity as antimicrobial agents using the conventional broth dilution method. The results of the antimicrobial study revealed that compounds 5b, 5c, Sj and 5k exhibited substantial antibacterial activity while compound 5d emerged as amore potent antifungal agent compared to the standard drugs chloramphenicol and ketoconazole, respectively. It was observed that the presence of inductively electron withdrawing groups remarkably enhance the antibacterial activity of the newly synthesized compounds. Cytotoxicity studies suggested that none of the tested compounds exhibited any significant cytotoxic effects.     

A one-pot multicomponent Biginelli reaction for the preparation of novel pyrimidinthione derivatives as antimicrobial agents

A convenient synthesis of pyrimidinthiones was carried out in presence of thiourea and easily available catalyst sulfamic acid ( 2a-t) . One-pot Biginelli reaction is very important due to the use of simple and readily available chemicals, less reaction time, economically friendly, and furnishing good yield. Structures of the synthesized compounds are characterized by spectral techniques like IR, ¹H-NMR, ¹³C-NMR, and LC–MS. Synthesized compounds were studied for their antimicrobial activity against several strains of bacteria (E. coli, P. aeruginosa, and S. aureus, S. pyogenes) and fungi (C. albicans, A. niger, and A. clavatus) using serial dilution method.     

A series of naphthalimide azoles: Design, synthesis and bioactive evaluation as potential antimicrobial agents

A series of naphthalimide azoles as potential antibacterial and antifungal agents were conveniently and efficiently synthesized starting from commercially available 6-bromobenzo[de]isochromene-1,3-dione. All the new compounds were characterized by NMR, IR, MS and HRMS spectra. Their antimicrobial activities were evaluated against four Gram-positive bacteria, four Gram-negative bacteria and two fungi using two-fold serial dilution technique. The biological assay indicated that most of the prepared compounds exhibited inhibition to the tested strains. In particular, the triazolium derivatives not only gave higher efficacy than their corresponding precursory azoles, but also demonstrated comparable or even better potency than the reference drugs Chloromycin, Orbifloxacin and Fluconazole. Some factors including structural fragments, pH and ClogP values of the target molecules were also preliminarily discussed.     

Trifluoroethanol and liquid-assisted grinding method: a green catalytic access for multicomponent synthesis

Research on Chemical Intermediates - An efficient and versatile mechanochemical route for the synthesis of chromene and isoindolo[2,1-a]quinazoline scaffolds has been developed via a simple mortar...     

An effective green and ecofriendly catalyst for synthesis of bis(indolyl)methanes as promising antimicrobial agents

An effective and suitable meglumine‐catalyzed high‐yielding process was considered and engaged for the synthesis of new bis(indolyl)methanes at ambient temperature under aqueous conditions. The catalytic reaction proceeds very smoothly. Clean reaction, ease of product isolation/purification, easily available reactant and ecofriendly reaction conditions are the notable advantages of the present methodology. All the title compounds were characterized by IR, 1H, ¹³C NMR, and mass spectra. All the synthesized compounds were tested for antimicrobial activity, and the results indicated that most of the synthesized compounds exhibited excellent activity against the tested microorganisms. In this new series, compound 3l , having nitro substituent on the aromatic ring, showed exceptional potent inhibitory activity against Pseudomonas aeruginosa and Penicillium chrysogenum.     

A new method for the synthesis of N-substituted pyrroles

<正>An unexpected reaction of 10-bromomethyl-12-oxocalanolide A(2) with primary amine was demonstrated and studied. Consequentially,a new method for the preparation of N-substituted pyrroles starting fromγ-halo-α,β-unsaturated ketone was presented.     

Amphiphilic adducts of myrcene and N-substituted maleimides as potential drug delivery agents

1. Download : Download full-size image

     

Nanorod vanadatesulfuric acid (VSA NRs)-catalyzed green synthesis of hexahydroacridine-1,8-diones in solvent-free conditions

Nanorod vanadatesulfuric acid (VSA NRs), as a novel, recyclable and eco-benign catalyst, was used for an efficient synthesis of hexahydroacridine-1,8-diones using 1,3-cyclohexanedione derivatives, aldehydes and ammonium acetate or aniline under solvent-free conditions. VSA was prepared by the reaction of high-purity chlorosulfonic acid and sodium metavanadate. The present method offers some advantages over conventional ones, such as simple procedure and work-up, short reaction times, high yields, stability and reusability of the catalyst and simple purification of the products. Also, some greenness aspects of this method were investigated and compared with data from previous reports.     

Preparation of fused 1,3-oxazine-2,4-diones as potential antitumor agents

A series of indole, thiophene and pyrrole-fused 1,3-oxazine-2,4-diones, 2-methyl-1,3-oxazin-4-ones and 2-dimethylamino-1,3-oxazin-4-ones were synthesized and evaluated as antitumor agents.     

An efficient synthesis of new thiazolidin-4-one fused s-triazines as potential antimicrobial and anticancer agents

As a part of our endeavor toward the synthesis of new heterocyclic bioactive agents, two series of thiazolidin-4-one fused s-triazines were synthesized by applying an efficient palladium catalyzed C–C Suzuki coupling using catalyst system Pd(OAC)₂, Xphos and K₃PO₄ as a base in toluene solvent. Moreover, the synthesized analogs were further screened for their in vitro antimicrobial as well as anticancer efficacy against prostate cancer PC3 cells. Some compounds displayed remarkable antimicrobial activity and noticeable anticancer activity. It was observed that, both benzonitrile and nicotinonitrile are essential to increase the different pharmacological activities. The newly synthesized compounds were characterized by IR, 1H NMR, 13C NMR and MS analysis.     

Design,synthesis and screening of some novel benzoxazole based 1,3,4-oxadiazoles as potential antimicrobial agents

A series of novel 2-(5-substituted-[1,3,4]oxadiazol-2-yl)-benzoxazoles (7a–h) were synthesized in good yields in two different directions by involving benzoxazole-2-carboxylic acid (1) as raw material and benzoxazole-2-carbonyl chloride (2), benzoxazole-2-carboxylic acid methyl ester (3), benzoxazole-2-carboxylic acid hydrazide (4), benzoxazole-2-carboxylic acid N′-acetyl hydrazide (5a–d) and benzoxazole-2-carboxylic acid-ethylidene-hydrazides (6a–d) as reactive intermediates. The chemical structures of all the synthesized compounds were elucidated by their IR, ¹H NMR and ¹³C NMR and mass spectral data. Further, the target compounds were screened for their antimicrobial activity against various Gram-positive and Gram-negative bacteria.     

Bioinspired synthesis as a potential green method for the preparation of nanomaterials: Opportunities and challenges

1. Download : Download high-res image (205KB)
2. Download : Download full-size image