Microwave-Assisted Synthesis of Lactose Acetates with Antimicrobial, Cytotoxic, and Antiviral Properties

The task of this study was to perform the "green" synthesis of lactose octaacetate through microwave irradiation and to establish their biological activities. Lactose ester was prepared after microwave-assisted esterification of lactose with acetic anhydride (yield 85-90 %). Lactose octaacetate was characterized by a high degree of acetylation (DS 3.2-3.7). The lactose esters' structure was elucidated by infrared spectroscopy and nuclear magnetic resonance spectroscopy. Lactose octaacetate showed better antifungal activities than antibacterial activities. It possessed slight to moderate antifungal activities against Aspergillus niger ATCC 1015, Penicillium sp., Rhizopus sp., Fusarium moniliforme ATCC 38932. Lactose acetates demonstrated low cytotoxicity against three cell lines: Madin-Darby bovine kidney (MDBK) cells, human epithelial type 2 (HEp-2), and Madin-Darby canine kidney (MDCK) cells. This is the first report for antiviral activity of lactose acetates against herpes simplex virus type 1 (HSV-1), influenza virus A/Panama/2007/99/H3N2 - (IAV/H3N2), PV-1 and Coxsackievirus B1. It was found that this compound showed activity with SI = 2.4 only against PV-1, but against HSV-1, IAV/H3N2, and Coxsackievirus B1 was inactive. The current study demonstrated the applications of lactose acetates as antimicrobial and antiviral substances in food, pharmaceutical, agricultural and cosmetic preparations.

Download Full-text

Microwave Assisted Improved Method for the Synthesis of Pyrazole Containing 2,4,-Disubstituted Oxazole-5-one and their Antimicrobial Activity

E-Journal of Chemistry ◽

10.1155/2008/265131 ◽

2008 ◽

Vol 5 (1) ◽

pp. 120-129 ◽

Cited By ~ 10

Author(s):

N. D. Argade ◽

B. K. Kalrale ◽

C. H. Gill

Keyword(s):

Conventional Method ◽

Antimicrobial Agents ◽

Biological Activities ◽

Microwave Assisted Synthesis ◽

Antifungal Activities ◽

Microwave Assisted ◽

Antibacterial And Antifungal Activities ◽

Microwave Assistance ◽

Antibacterial And Antifungal

Disubstituted oxazol-5-one and pyrazoles are known to exhibit various biological activities. Therefore, in this work, we designed pyrazole containing 2,4-disubstituted oxazol-5-one(3a-g)as a new class of antimicrobial agents. Synthesis of titled compounds was carried out by two different methods. In the first method (conventional Method A), disubstituted oxazol-5-one(3a-g)was prepared by reacting 1-phenyl-3-p-tolyl-1H-pyrazole-4-carbaldehyde(1a-g)with hippuric acid(2)and sodium acetate, in an acetic anhydride for 2.5 - 4 h. In the second method (Method B), the above reaction was carried out under microwave assistance. Compared to the conventional method, the microwave-assisted synthesis of 3,4,5-trisubstituted imidazoles demonstrate several advantages, in terms of reaction time and overall yield. All the test compounds were evaluated forin vitroantibacterial and antifungal activities. In general, compounds with electron withdrawing groups showed good antibacterial and antifungal activities. Among the compound tested, compound(3d)showed highest activity.

Download Full-text

Microwave assisted synthesis of novel Pyrazole derivatives and their biological evaluation as anti-bacterial agents

Combinatorial Chemistry & High Throughput Screening ◽

10.2174/1386207323666201019152206 ◽

2020 ◽

Vol 23 ◽

Author(s):

Hadis Khodadad ◽

Farhad Hatamjafari ◽

Khalil Pourshamsian ◽

Babak Sadeghi

Keyword(s):

Antibacterial Activity ◽

Aromatic Aldehydes ◽

Catalytic Amount ◽

Antibacterial Activities ◽

Structural Features ◽

Biological Evaluation ◽

Aureus Strain ◽

Microwave Assisted Synthesis ◽

Pyrazole Derivatives ◽

Microwave Assisted

Aim and Objective: Microwave-assisted condensation of acetophenone 1 and aromatic aldehydes 2 gave chalcone analogs 3, which were cyclized to pyrazole derivatives 6a-f via the reaction with hydrazine hydrate and oxalic acid in the presence of the catalytic amount of acetic acid in ethanol. Materials and Methods: The structural features of the synthesized compounds were characterized by melting point, FT-IR, 1H, 13C NMR and elemental analysis. Results: The antibacterial activities of the synthesized pyrazoles was evaluated against three gram-positive bacteria such as Enterococcus durans, Staphylococcus aureus, Bacillus subtilis and two gram-negative bacteria such as Escherichia coli and Salmonella typhimurium. Conclusion: All the synthesized pyrazoles showed relatively high antibacterial activity against S. aureus strain and none of them demonstrated antibacterial activity against E. coli.

Download Full-text

ChemInform Abstract: Microwave Assisted Synthesis of Some Novel Pyrazole Substituted Benzimidazoles (V) and Evaluation of Their Biological Activities.

ChemInform ◽

10.1002/chin.201216123 ◽

2012 ◽

Vol 43 (16) ◽

pp. no-no ◽

Cited By ~ 2

Author(s):

R. Kalirajan ◽

Leela Rathore ◽

S. Jubie ◽

B. Gowramma ◽

S. Gomathy ◽

...

Keyword(s):

Biological Activities ◽

Microwave Assisted Synthesis ◽

Microwave Assisted

Download Full-text

INDANYL ANALOGS AS POTENTIAL ANTIMICROBIAL AGENTS

Asian Journal of Pharmaceutical and Clinical Research ◽

10.22159/ajpcr.2018.v11i5.24635 ◽

2018 ◽

Vol 11 (5) ◽

pp. 278 ◽

Cited By ~ 1

Author(s):

Sudip Kumar Mandal

Keyword(s):

Antimicrobial Agents ◽

Biological Activities ◽

Antibacterial Activities ◽

Structure Activity Relationship ◽

Activity Relationship ◽

Dilution Method ◽

Pathogenic Microorganisms ◽

Antifungal Activities ◽

Antibacterial And Antifungal Activities ◽

Structure Activity

Objective: The wide variety of biological activities of different indane derivatives makes them an interesting moiety in the field of medicinal chemistry. The objective of the study was to identify and develop novel antimicrobial agents from indanyl analogs.Methods: Recently synthesized indanyl analogs (4a-c and 5a-o) were examined against various pathogenic microorganisms (Gram-positive and Gram-negative bacteria and fungi) using serial dilution method. These analogs were found to possess antibacterial and antifungal activities with minimum inhibitory concentration values ranging between 1.56 and 100 μg/mL.Results: The results revealed that the entire compounds showed mild-to-moderate antibacterial activities and moderate-to-excellent antifungal activities against the pathogenic microorganisms as compared to the standard drugs ciprofloxacin and fluconazole, respectively. Compounds 4a, 5a, 5b, 5d, 5e, 5i, and 5j exhibited antifungal activities superior to the reference drug.Conclusion: Based on the structure-activity relationship, it can conclude that the indan-3-oxo-1-acetic acid moiety is essential for the activities and lipophilic alkoxy substituents on indane ring have enhanced the biological activity. Further, structure-activity relationship studies of the compounds 4a, 5a, and 5b are needful to find the new lead as antimicrobial agent.

Download Full-text

Rapid ultrasonic-microwave assisted synthesis of spindle-like Ag/ZnO nanostructures and their enhanced visible-light photocatalytic and antibacterial activities

Catalysis Today ◽

10.1016/j.cattod.2019.01.017 ◽

2020 ◽

Vol 339 ◽

pp. 391-402 ◽

Cited By ~ 12

Author(s):

Qiong Liu ◽

Ertao Liu ◽

Ju Li ◽

Yuan Qiu ◽

Rong Chen

Keyword(s):

Visible Light ◽

Antibacterial Activities ◽

Microwave Assisted Synthesis ◽

Zno Nanostructures ◽

Microwave Assisted ◽

Visible Light Photocatalytic

Download Full-text

Microwave-assisted synthesis of a novel class of imidazolylthiazolidin-4-ones and evaluation of its biological activities

Molecular Diversity ◽

10.1007/s11030-009-9221-1 ◽

2010 ◽

Vol 14 (4) ◽

pp. 767-776 ◽

Cited By ~ 12

Author(s):

Sachin G. Modha ◽

Vaibhav P. Mehta ◽

Denis Ermolat’ev ◽

Jan Balzarini ◽

Kristof Van Hecke ◽

...

Keyword(s):

Biological Activities ◽

Microwave Assisted Synthesis ◽

Microwave Assisted

Download Full-text

Green Chemistry Approach for Efficient Synthesis of Schiff Bases of Isatin Derivatives and Evaluation of Their Antibacterial Activities

Journal of Nanoparticles ◽

10.1155/2013/549502 ◽

2013 ◽

Vol 2013 ◽

pp. 1-5 ◽

Cited By ~ 4

Author(s):

Jnyanaranjan Panda ◽

V. Jagannath Patro ◽

Biswa Mohan Sahoo ◽

Jitendriya Mishra

Keyword(s):

Green Chemistry ◽

Schiff Bases ◽

Reaction Times ◽

Antibacterial Activities ◽

Primary Amines ◽

Microwave Assisted Synthesis ◽

Azomethine Group ◽

Microwave Assisted ◽

Isatin Derivatives

Microwave-assisted organic synthesis, a green chemistry approach, is nowadays widely used in the drug synthesis. Microwave-assisted synthesis improves both throughput and turnaround time for medicinal chemists by offering the benefits of drastically reduced reaction times, increased yields, and pure products. Schiff bases are the important class of organic compounds due to their flexibility, and structural diversities due to the presence of azomethine group which is helpful for elucidating the mechanism of transformation and rasemination reaction in biological system. This novel compound could also act as valuable ligands for the development of new chemical entities. In the present work, some Schiff bases of Isatin derivatives was synthesized using microwave heating method. Schiff base of Isatin were synthesized by condensation of the keto group of Isatin with different aromatic primary amines. They were characterized by means of spectral data and subsequently subjected to the in vitro antibacterial activities against gram positive and gram negative strains of microbes. It was observed that the compound with electron withdrawing substituents exhibited good antibacterial activities against almost all the micro organisms.

Download Full-text