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In this article, we described synthesis of 1,3‐thiazolidine ‐ amide hybrid derivatives by two different methods from (S)‐2‐amino‐3‐(4‐(benzyloxy)phenyl)‐1‐(thiazolidin‐3‐yl)propan‐1‐one (4). In first method, catalytic amidation was carried out under microwave irradiation using Ceric Ammonium Nitrate (CAN) as a green catalyst where as in second conventional method; CDI was used as a significant coupling reagent to optimize reaction condition and yield of product. All new compounds were well characterized by 1H NMR, 13C NMR, IR and ESMS spectral techniques and evaluated in vitro antibacterial and antifungal activity. The molecular docking study revealed that the designed compounds snuggly fit in the active site of 4WMZ protein. In addition, the QSTR study of new compounds were carried out with the help of Toxicity Estimation Software Tool (T.E.S.T). The results showed slight toxic nature of new compounds. In‐silico ADME studies significant values of pharmacokinetic parameters and demonstrated good drug like characteristics based on Lipinski's rule of five. [ABSTRACT FROM AUTHOR] more...

A novel series of asymmetric of (E)-3-(4-(benzyloxy) phenyl)-2-((substituted benzylidene) amino)-1-(thiazolidin-3-yl) propan-1-one derivatives (AAP-1 to AAP-10) have been efficiently synthesized from (S)-2-amino-3-(4-(benzyloxy)phenyl)-1-(thiazolidin-3-yl)propan-1-one (4) and various substituted aldehydes by conventional as well as microwave irradiation method. The structure of newly synthesized compounds were confirmed by IR, 1H NMR, 13C NMR, and Mass spectroscopic methods, further evaluated for their in vitro antimicrobial activities. Among these series, the compounds AAP-2, AAP-4, AAP-5, AAP-7, AAP-8 AAP-9, and AAP-10, showed excellent antibacterial activities against Gram-positive bacteria like Staphylococcus aureus (SA), Lysinibacillus sphaericus (LS), Bacillus subtilis (BS) and Klebsiella aerogenes (KA), Pseudomonas Aeruginosa (PA), Chromobacterium violaceum (CV) as Gram-negative bacteria as compared to standard Ciprofloxacin. The compounds AAP-1, AAP-4, AAP-5, AAP-6, AAP-7, and AAP-8 exhibited good antifungal activities against Fusarium oxysporum (FO), Rhizoctonia solani (RS), Colletotrichum capsici (CC) strains as compared to standard Fluconazole. Molecular docking studies of final compounds were performed using Auto Dock Vina software against Lanosterol 14α-demethylase (CYP51A1) enzyme and crystal 4WMZ and showed effective binding affinity of these molecules with enzymes. Quantitative structure toxicity relationship study of target compounds were studied by various computational animal models and defined oral rat LD50 values for cytotoxicity. The AAP-2, AAP-4, AAP-5, and AAP-7 to AAP-10 showed low toxicity. In addition, the pharmacokinetic of target compounds were studied and revealed acceptable good drug-likeness score properties as well as follow Lipinski's rule of five. [ABSTRACT FROM AUTHOR] more...

An efficient method developed for the synthesis of asymmetric (S)-N-benzylidene-2-(benzyloxy)-1-(5-(pyridin-2-yl)-1,3,4-thiadiazol-2-yl)ethanamine derivatives with excellent yield in short reaction time. The antioxidant and antimitotic activities were estimated and strongly correlated with the potential of Ascorbic acid and Methotrexate respectively. All the synthesized molecules were characterized using various spectral techniques including FTIR, 1H NMR, 13C NMR, and Mass spectrometry. The drug-likeness properties were studied using in silico ADME parameters. All the compounds have an acceptable range of values which indicated good drug-like characteristics based on Lipinski's rule of five and to be orally active. The present method is quite easy along with simple operation and offers many benefits including short reaction time, easy work-up, excellent yield, reduced waste production as well as cost effective. In addition structure-activity relationships of AP-1 to AP-10 derivatives have been described. [ABSTRACT FROM AUTHOR] more...