Computer-aided structural optimization, synthesis, evaluation of the antimicrobial and cytotoxic activity of some pyrazoline derivatives

Introduction: In the last few decades, pyrazoline-based substances have emerged as potential antimicrobial and anticancer candidates. In concern with antimicrobial activity, this study aims to build a docking model to predict the structure of potential 2-pyrazoline derivatives. The cytotoxicity of some compounds was also evaluated to get insight into the structure–anticancer activity relationship of the 2-pyrazoline derivatives. Methods: Docking models were built on virtual FabH enzymes using FlexX platform with 2-pyrazoline derivatives served as test sets. Afterward, derivatives with high docking scores were chemically synthesized and evaluated for antibacterial activity using the agar dilution method. Furthermore, MTT assay was used to assess the cytotoxicity of these compounds. Results: The docking score and the in vitro minimum inhibitory concentration (MIC) value on Staphylococcus aureus (S. aureus) bacteria strongly correlate with an R-square value of 0.6751 (p < 0.0001). Four 2 pyrazoline derivatives were synthesized and evaluated for antimicrobial activity. Their MIC values on S. aureus range between 4 and 16 μg/mL, consistent with ones predicted by the docking model. Apropos cytotoxic properties, a series of 2-pyrazolines exhibit a moderate activity on HepG2, RD, and MDA-MB-231. The most active compound, HP10, has the IC50 values on these cell lines. which are 26.62 μM, 17.74 μM, 14.47 μM, respectively. Conclusion: Our research built a docking model on the virtual S. aureus FabH enzyme with high potential in predicting antibacterial activities of different 2-pyrazoline derivatives. Moreover, our cytotoxicity results provided data for further studies on the anticancer activity of these promising derivatives.

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Antifungal and Antibacterial Metabolites from a French Poplar Type Propolis

Evidence-based Complementary and Alternative Medicine ◽

10.1155/2015/319240 ◽

2015 ◽

Vol 2015 ◽

pp. 1-10 ◽

Cited By ~ 27

Author(s):

Séverine Boisard ◽

Anne-Marie Le Ray ◽

Anne Landreau ◽

Marie Kempf ◽

Viviane Cassisa ◽

...

Keyword(s):

Antibacterial Activity ◽

Antifungal Activity ◽

Antimicrobial Effect ◽

Antibacterial Activities ◽

Dilution Method ◽

Agar Dilution Method ◽

Gram Positive ◽

Weak Activity ◽

Agar Dilution

During this study, thein vitroantifungal and antibacterial activities of different extracts (aqueous and organic) obtained from a French propolis batch were evaluated. Antifungal activity was evaluated by broth microdilution on three pathogenic strains:Candida albicans, C. glabrata, andAspergillus fumigatus. Antibacterial activity was assayed using agar dilution method on 36 Gram-negative and Gram-positive strains includingStaphylococcus aureus. Organic extracts showed a significant antifungal activity againstC. albicansandC. glabrata(MIC80between 16 and 31 µg/mL) but only a weak activity towardsA. fumigatus(MIC80= 250 µg/mL). DCM based extracts exhibited a selective Gram-positive antibacterial activity, especially againstS. aureus(SA) and several of its methicillin-resistant (MRSA) and methicillin-susceptible (MSSA) strains (MIC10030–97 µg/mL). A new and active derivative of catechin was also identified whereas a synergistic antimicrobial effect was noticed during this study.

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In Vitro Antimicrobial Susceptibility Testing of Bacterial Enteropathogens Causing Traveler's Diarrhea in Four Geographic Regions

Antimicrobial Agents and Chemotherapy ◽

10.1128/aac.45.1.212-216.2001 ◽

2001 ◽

Vol 45 (1) ◽

pp. 212-216 ◽

Cited By ~ 102

Author(s):

Harumi Gomi ◽

Zhi-Dong Jiang ◽

Javier A. Adachi ◽

David Ashley ◽

Brett Lowe ◽

...

Keyword(s):

Antimicrobial Susceptibility ◽

Antimicrobial Agents ◽

Dilution Method ◽

Agar Dilution Method ◽

Moderate Activity ◽

Traveler’S Diarrhea ◽

The World ◽

Traveler's Diarrhea ◽

Susceptibility Patterns

ABSTRACT The emergence of resistant enteropathogens has been reported worldwide. Few data are available on the contemporary in vitro activities of commonly used antimicrobial agents against enteropathogens causing traveler's diarrhea (TD). The susceptibility patterns of antimicrobial agents currently available or under evaluation against pathogens causing TD in four different areas of the world were evaluated. Pathogens were identified in stool samples from U.S., Canadian, or European adults (18 years of age or older) with TD during 1997, visiting India, Mexico, Jamaica, or Kenya. MICs of 11different antimicrobials were determined against 284 bacterial enteropathogens by the agar dilution method. Ciprofloxacin, levofloxacin, ceftriaxone, and azithromycin were highly active in vitro against the enteropathogens, while traditional antimicrobials such as ampicillin, trimethoprim, and trimethoprim/sulfamethoxazole showed high levels and high frequencies of resistance. Rifaximin, a promising and poorly absorbable drug, had an MIC at which 90% of the strains tested were inhibited of 32 μg/ml, 250 times lower than the concentration of this drug in the stools. Amdinocillin, nalidixic acid, and doxycycline showed moderate activity. Fluoroquinolones are still the drugs of choice for TD in most regions of the world, although our study has a limitation due to the lack of Escherichia coli samples from Kenya and possible bias in selection of the patients for evaluation. Azithromycin and rifaximin should be considered as promising new agents. The widespread in vitro resistance of the traditional antimicrobial agents reported since the 1980s and the new finding of resistance to fluoroquinolones in Southeast Asia are the main reasons for monitoring carefully the antimicrobial susceptibility patterns worldwide and for developing and evaluating new antimicrobial agents for the treatment of TD.

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Synthesis andIn VitroAntibacterial Activity of New 2-(1-Methyl-4-nitro-1H-imidazol-5-ylsulfonyl)-1,3,4-thiadiazoles

E-Journal of Chemistry ◽

10.1155/2011/642071 ◽

2011 ◽

Vol 8 (3) ◽

pp. 1120-1123 ◽

Cited By ~ 3

Author(s):

Bahram Letafat ◽

Negar Mohammadhosseini ◽

Ali Asadipour ◽

Alireza Foroumadi

Keyword(s):

Staphylococcus Aureus ◽

Staphylococcus Epidermidis ◽

Antibacterial Activities ◽

Dilution Method ◽

Agar Dilution Method ◽

Gram Positive ◽

Gram Negative ◽

Gram Positive Bacteria ◽

Agar Dilution

In the present study we report the synthesis and antibacterial activity of a new series 2-(1-methyl-4-nitro-1H-imidazol-5-ylsulfonyl)-1,3,4-thiadiazoles (6a-c). Compounds6a-cwere testedin vitroby the conventional agar dilution method against a panel of microorganisms including gram-negative and gram-positive bacteria. Compound6bwith 5-(5-nitrofuran-2-yl)-residue on 1,3,4-thiadiazole scaffold have shown promising antibacterial activities against gram-positive bacteria includingStaphylococcus aureus, Staphylococcus epidermidisandBacillus subtilis.

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Evaluation of ceftazidime/avibactam alone and in combination with amikacin, colistin and tigecycline against Klebsiella pneumoniae carbapenemase-producing K. pneumoniae by in vitro time-kill experiment

PLoS ONE ◽

10.1371/journal.pone.0258426 ◽

2021 ◽

Vol 16 (10) ◽

pp. e0258426

Author(s):

Fangzhou Wang ◽

Qian Zhou ◽

Xiuwen Yang ◽

Yan Bai ◽

Junchang Cui

Keyword(s):

Klebsiella Pneumoniae ◽

Antibacterial Activities ◽

Dilution Method ◽

Agar Dilution Method ◽

Klebsiella Pneumoniae Carbapenemase ◽

Single Drug ◽

Mueller Hinton ◽

Mutant Prevention Concentration ◽

Time Kill

Klebsiella pneumoniae carbapenemase-producing K. pneumoniae (KPC-Kp) poses a major threat to human health worldwide. Combination therapies of antibiotics with different mechanisms have been recommended in literatures. This study assessed in vitro antibacterial activities and synergistic activities of ceftazidime/avibactam alone and in combinations against KPC-Kp. In total, 70 isolates from 2 hospitals in Beijing were examined in our study. By using the agar dilution method and broth dilution method, we determined the minimum inhibitory concentration (MIC) of candidate antibiotics. Ceftazidime/avibactam demonstrated promising susceptibility against KPC-Kp (97.14%). Synergistic activities testing was achieved by checkerboard method and found ceftazidime/avibactam-amikacin displayed synergism in 90% isolates. Ceftazidime/avibactam-colistin displayed partial synergistic in 43% isolates, and ceftazidime/avibactam-tigecycline displayed indifference in 67% isolates. In time-kill assays, antibiotics at 1-fold MIC were mixed with bacteria at 1 × 105 CFU/ml and Mueller-Hinton broth (MHB). Combinations of ceftazidime/avibactam with amikacin and tigecycline displayed better antibacterial effects than single drug. Ceftazidime/avibactam-colistin combination did not exhibit better effect than single drug. In KPC-Kp infections, susceptibility testing suggested that ceftazidime/avibactam may be considered as first-line choice. However, monotherapy is often inadequate in infection management. Thus, our study revealed that combination therapy including ceftazidime/avibactam colistin and ceftazidime/avibactam tigecycline may benefit than monotherapy in KPC-Kp treatment. Further pharmacokinetic/pharmacodynamic and mutant prevention concentration studies should be performed to optimize multidrug-regimens.

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In vitro antimicrobial activity of ethanolic extracts obtained from Ficus spp. leaves against the fish pathogen Aeromonas hydrophila

Archives of Polish Fisheries ◽

10.1515/aopf-2016-0019 ◽

2016 ◽

Vol 24 (4) ◽

pp. 219-230 ◽

Cited By ~ 7

Author(s):

Halyna Tkachenko ◽

Lyudmyla Buyun ◽

Elżbieta Terech-Majewska ◽

Zbigniew Osadowski

Keyword(s):

Antimicrobial Activity ◽

Aeromonas Hydrophila ◽

Bacterial Infections ◽

Antibacterial Properties ◽

Antibacterial Activities ◽

Diffusion Method ◽

Moderate Activity ◽

In Vitro Antimicrobial Activity ◽

Ethanolic Extracts

Abstract The main goal of this study was to determine in vitro antimicrobial activity of ethanolic extracts obtained from the leaves of various Ficus species against Aeromonas hydrophila isolated locally from infected rainbow trout (Oncorhynchus mykiss Walbaum) with the aim of providing scientific rationale for the use of the plant in the treatment of bacterial infections induced by Aeromonas spp. in fish. Antimicrobial susceptibility testing was done on Muller-Hinton agar with the disc diffusion method. In the present study, most ethanolic extracts proved effective against the A. hydrophila tested, with 10-12 mm inhibition zones observed. A. hydrophila demonstrated the highest susceptibility to F. pumila. Among various species of Ficus with moderate activity against A. hydrophila, the highest antibacterial activities were noted for F. benghalensis, F. benjamina, F. deltoidea, F. hispida, and F. lyrata. Thus, Ficus can be used as a natural antiseptic and antimicrobial agent in veterinary practice. Further investigations need to be conducted to isolate and identify the bioactive compounds that can then be subjected to detailed pharmacological studies and the development of clinical applications. The alarming rate of increasing resistance in bacterial pathogens in aquaculture environments means that medicinal plants with antibacterial properties are very important as natural resources of new active compounds.

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ETHANOLIC EXTRACTS OF BHRINGRAJ, HARITAKI AND SHANKAPUSHPAM VS CHLORHEXIDINE GLUCONATE AGAINST S. MUTANS: AN IN VITRO ANALYSIS

10.36106/ijsr/5839060 ◽

2021 ◽

pp. 12-14

Author(s):

Hiranmayi Shivajirao Brid ◽

Shivaprakash P. K. ◽

Kishore G. Bhat

Keyword(s):

Antimicrobial Activity ◽

Ethanolic Extract ◽

Extraction Process ◽

Dilution Method ◽

Agar Dilution Method ◽

Ethanolic Extracts ◽

Agar Dilution ◽

Vitro Analysis ◽

Post Hoc

Aim: To evaluate the antimicrobial efcacy of ethanolic extracts of Bhringraj, Haritaki and Shankapushpam against S. mutans and compare with commercially available 0.2% Chlorhexidene gluconate (CHX). Materials And Methods: Ethanolic extracts of Bhringraj, Haritaki and Shankapushpam were obtained by subjecting them to hot continuous extraction process and test extracts of 25%, 12.5%, 6.25% and 3.12% concentrations were prepared. Their antimicrobial efcacy was evaluated and compared with 0.2% CHX against S. mutans using the agar dilution method. The results were statistically analyzed using 1-way ANOVA and LSD Post Hoc tests. Results: Haritaki seemed to have superior and statistically signicant antimicrobial activity when compared to the test extracts at all the concentrations at which they were tested. It was followed by 0.2% CHX, which also showed considerable antimicrobial activity even at a low concentration. Conclusion: Ethanolic extract of Haritaki has better antimicrobial efcacy compared to 0.2% CHX at the tested concentrations and can be considered as a safe herbal alternative for it.

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Synthesis of 3-Arylindazole-1-acetic Acids and In Vitro Study of Potential Antibacterial Effect

Letters in Drug Design & Discovery ◽

10.2174/1570180815666180702152259 ◽

2019 ◽

Vol 16 (4) ◽

pp. 401-407

Author(s):

Fauzia Anjum Chattha ◽

Samina Kousar ◽

Mehr-un-Nisa ◽

Munawar Ali Munawar

Keyword(s):

In Vitro Study ◽

Antibacterial Activities ◽

Dilution Method ◽

Moderate Activity ◽

Gram Negative Bacteria ◽

Design Synthesis ◽

Gram Negative ◽

Feasible Study ◽

Acetic Acids

Background: Indazoleacetic acids and their pharmaceutically acceptable salts have been claimed to be useful as anti-inflammatory, analgesic and antipyretic agents. They are active in the treatment of respiratory diseases such as asthma, bronchitis, allergies and obstructive pulmonary diseases. Objectives: We report herein a feasible study concerned about the design, synthesis, structure and in vitro antimicrobial activity of 3-arylindazole-1-acetic acids derivatives. Series of compounds were synthesized by alkylation of 3-arylindazoles. Method: Synthesized compounds were subjected to study the effect on microbial growth in vitro. All synthesized compounds were found to exhibit antibacterial activities against a range of grampositive (Bacillus subtilis, Staphylococcus aureus) and gram-negative bacteria (Shigella sonnei, Escherichia coli) by broth dilution method. Results: The synthesized compounds exhibited antibacterial activities comparable to fluoroquinolones and some compounds exhibited better activity. These findings suggest a great potential of 3-arylindazole-1-acetic acids as antibacterial compounds. Conclusion: 3-Arylindazole-1-acetic acids are potent antimicrobial agent better than their respective 3-arylindazoles that revealed moderate activity against both gram positive and gram negative bacteria.

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Design, Synthesis and in vitro Anticancer Evaluation of New 2H-benzo[b][1,4]thiazin-3(4H)-one Based 1,2,3-Triazoles

Asian Journal of Chemistry ◽

10.14233/ajchem.2019.22223 ◽

2019 ◽

Vol 31 (11) ◽

pp. 2647-2652 ◽

Cited By ~ 1

Author(s):

O. Rajender ◽

S. Narsimha ◽

N. Vasudeva Reddy

Keyword(s):

Anticancer Activity ◽

Cell Lines ◽

Broad Spectrum ◽

Moderate Activity ◽

Design Synthesis ◽

Triazole Derivatives ◽

Cuaac Reaction ◽

Ic50 Values ◽

Mcf 7

A series of novel 2H-benzo[b][1,4]thiazin-3(4H)-one derived from 1,4-disubstituted 1,2,3-triazole derivatives (4a-j and 5a-j) were synthesized using Cu(I) catalyzed azide alkyne cyclization (CuAAC) reaction of the compounds 2 and 3 with various aromatic azides. The examination of in vitro anticancer activity revealed that the compounds 4d and 5d were found to possess a broad spectrum of anticancer activity against three cell lines MCF-7, HeLa and IMR-32 with IC50 values ranging from 26.28 ± 1.5 to 32.06 ± 0.3 M mL-1, respectively. The remaining compounds have shown good to moderate activity against the tested cell lines.

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In vitro antimicrobial activity of Salvadora persica extract on Helicobacter pylori strains isolated from duodenal ulcer biopsies

Microbiology Research ◽

10.4081/mr.2012.e9 ◽

2012 ◽

Vol 3 (1) ◽

pp. 9 ◽

Cited By ~ 1

Author(s):

Ehsan Mirkamandar ◽

Mohammad Reza Shakibaie ◽

Saeed Adeli ◽

Mitra Mehrabani ◽

Mohammad Mehdi Hayatbakhsh ◽

...

Keyword(s):

Antimicrobial Activity ◽

Duodenal Ulcer ◽

Helicobacter Pylori ◽

Dilution Method ◽

Minimal Bactericidal Concentration ◽

Agar Dilution Method ◽

Zone Of Inhibition ◽

Salvadora Persica ◽

H Pylori

The aim of this study was to evaluate the in vitro antimicrobial activity of a methanolic extract of Salvadora persica solution on Helicobacter pylori isolated from duodenal ulcer. Over 22 strains of H. pylori were isolated from duodenal ulcer from August 2010 to June 2011. The S. persica stem was purchased from a local herb market and finely powdered. Extraction was performed with 60% methanol using a soxhlet extractor for 48 h until the solvent turned colorless while being incubated in an oven at 40°C for 48 h till dried. Dry powder was used to determine antimicrobial activity by the agar ditch method. Minimum inhibitory concentration (MIC) and minimal bactericidal concentration (MBC) of the extract were determined by the agar dilution method. At concentrations of 10, 100, 200, 500 µg/mL, no zone of inhibition around the ditches was observed while a clear zone of inhibition (12 mm) was detected at 1000 µg/mL concentration for all the isolates. The best antimicrobial activity was observed at MIC 1000 µg/mL (P≤0.05). Furthermore, 10 out of 22 isolates were inhibited at 750 µg/mL of the extract. The MBC results showed that at a concentration of 1000 µg/mL all cells were dead while at a concentration of 750 µg/mL of S. persica a few H. pylori cells were still able to form colonies on Brucella agar supplemented with sheep red blood cells and antibiotics. From the above results it can be concluded that high concentration of S.persica could inhibit the growth of H. pylori and MIC and MBC were similar at that concentration.

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Synthesis and Antitumor Activity Evaluation of New Phenanthrene-Based Tylophorine Derivatives

Letters in Organic Chemistry ◽

10.2174/1570178615666181025115513 ◽

2019 ◽

Vol 16 (6) ◽

pp. 462-467

Author(s):

Songtao Li ◽

Hongling Zhao ◽

Zhifeng Yin ◽

Shuhua Deng ◽

Yang Gao ◽

...

Keyword(s):

Antitumor Activity ◽

Cell Lines ◽

Antitumor Activities ◽

Human Carcinoma ◽

Carcinoma Cell Lines ◽

Structure Activity ◽

Human Carcinoma Cell ◽

Ic50 Values ◽

Relationship Of

A series of new phenanthrene-based tylophorine derivatives (PBTs) were synthesized in good yield and their structures were characterized by 1H-NMR spectroscopy and ESI MS. In vitro antitumor activity of these compounds against five human carcinoma cell lines, including HCT116 (colorectal), BGC-823 (gastric), HepG-2 (hepatic), Hela (cervical) and H460 (lung) cells, was evaluated by MTT assay. Among these PBTs, compound 6b showed the highest antitumor activities against HCT116 and HepG-2 cell lines with IC50 values of 6.1 and 6.4 μM, respectively, which were comparable to that of adriamycin hydrochloride. The structure-activity relationship of these compounds was also discussed based on the results of their antitumor activity.

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