Synthesis and Characterization of Some Mannich Base Analogues of Ciprofloxacin: Antibacterial, Antifungal, and Cytotoxic Activities

2021 ◽  
Vol 13 (2) ◽  
pp. 545-559
Author(s):  
M. G. Rabbani ◽  
M. R. Islam
Keyword(s):  
Mannich Base ◽  
Antimicrobial Activities ◽  
Diffusion Method ◽  
Cytotoxic Activities ◽  
Therapeutic Assessment ◽  
Bacterial Strains ◽  
Brine Shrimp Lethality Assay ◽  
Ft Ir ◽  
The Mannich Reaction

The present work contains synthesis of six Mannich base analogues of ciprofloxacin 2-7 those have been prepared by the Mannich reaction to investigate some therapeutic assessment. The structure of the analogues has been established by FT-IR, 1H NMR, 13C NMR, mass spectroscopy, and elemental analysis techniques. The derivatives were screened for their antimicrobial activities by the disc diffusion method. The antimicrobial activity of the analogues compared with the parent was evaluated against three Gram-positive, eight Gram-negative bacterial strains, and three different fungal strains. The synthesized compounds showed diverse antimicrobial profiles among which derivatives 2, 3 & 6 possessed enhanced activity in contrast to the ciprofloxacin. Additionally, unlike ciprofloxacin, most of the derivatives were found to demonstrate antifungal activity against Candida albicans.  Cytotoxicity was also made against brine shrimp lethality assay. Interestingly, most of the derivatives revealed enhanced cytotoxic activity than that of ciprofloxacin.

scholarly journals Synthesis and Characterization of Some NH-Analogues of Ciprofloxacin on Antibacterial, Antifungal, and Cytotoxic Activities

2020 ◽  
Vol 12 (3) ◽  
pp. 349-362
Author(s):  
M. G. Rabbani ◽  
M. R. Islam
Keyword(s):  
Antimicrobial Activities ◽  
Diffusion Method ◽  
Cytotoxic Activities ◽  
Bacterial Strains ◽  
Mass Spectral Data ◽  
Disc Diffusion Method ◽  
Mass Spectral ◽  
Brine Shrimp Lethality Assay ◽  
Ft Ir

Present work includes synthesis of five NH-analogues of ciprofloxacin, 2-6 have been prepared to find out their medicinal assessment, for instance, antibacterial, antifungal, and cytotoxicity. The structure of the analogues has been confirmed by FT- IR, 1H-NMR, 13C-NMR, mass spectral data and elemental analysis. The compounds were screened for their antimicrobial activities by the disc diffusion method. Cytotoxicity was also tested against brine shrimp lethality assay. The antimicrobial activity of the analogues compared with the parent was evaluated against three Gram-positive, five Gram-negative bacterial strains and three fungi. The synthesized compounds showed diverse antimicrobial profile among which derivatives, 2 and 3 possessed enhanced activity in contrast to the ciprofloxacin. Additionally, unlike ciprofloxacin, most of the derivatives were also found to show antifungal activity against Candida albicans. Regarding cytotoxicity, most of the derivatives exhibited better cytotoxic activity than ciprofloxacin.

scholarly journals Synthesis, Characterization and Biological Evaluation of Ciprofloxacin-p-nitrobenzoylated and Its Transition Metal Analogues

2019 ◽  
Vol 11 (3) ◽  
pp. 351-363
Author(s):  
M. G. Rabbani ◽  
M. R. Islam
Keyword(s):  
Transition Metal ◽  
Transition Metal Complexes ◽  
Antimicrobial Activities ◽  
Biological Evaluation ◽  
Molar Conductivity ◽  
Diffusion Method ◽  
Disc Diffusion ◽  
Bacterial Strains ◽  
Disc Diffusion Method ◽  
Brine Shrimp Lethality Assay

Six novel transition metal complexes of ciprofloxacin-p-nitro benzoyl derived from ciprofloxacin have been synthesized to find out their medicinal evaluation. It has been characterized by different techniques, i.e., UV-Vis, IR, NMR and mass spectrometry together with elemental analysis and molar conductivity. All the compounds were screened for their antimicrobial activities by the disc diffusion method. Cytotoxicity was also made against brine shrimp lethality assay. The antimicrobial activity of the analogues compared with the parent was evaluated against three Gram-positive, seven Gram-negative bacterial strains and three fungi. The synthesized compounds demonstrated a variety of antibacterial profiles among which most of the analogues showed a comparable or better activity compared to the ciprofloxacin. Moreover, unlike ciprofloxacin, most of the derivatives were also found to show antifungal activity. Interestingly, all the derivatives possessed an enhanced activity in comparison to the ciprofloxacin against Candida albicans. Regarding cytotoxicity, most of the derivatives showed to a greater degree cytotoxic agent compared to ciprofloxacin.

scholarly journals The PHYTOCHEMICALS, ANTIOXIDANT AND ANTIMICROBIAL PROPERTIES OF Senna alata AND Senna tora LEAF EXTRACTS AGAINST BACTERIAL STRAINS CAUSING SKIN INFECTIONS

2019 ◽  
Vol 2 (1) ◽  
pp. 19
Author(s):  
Murni Halim
Keyword(s):  
Leaf Extract ◽  
Antimicrobial Properties ◽  
Inhibition Zone ◽  
Antimicrobial Activities ◽  
Diffusion Method ◽  
Bacterial Strains ◽  
Leaf Extracts ◽  
Natural Drugs ◽  
Senna Alata

A study was carried out to screen for phytochemical constituents and assess the antioxidant and antimicrobial activities of Senna alata and Senna tora leaf extracts. The leaves were first dried at room temperature and 50°C in an oven prior to solvent extraction using ethanol and methanol. The in-vitro qualitative assays showed that both S. alata and S. tora leaf extracts contained bioactive and secondary metabolites components such as tannins, steroids, saponin, terpenoids, glycosides, flavonoids and phenols. The antioxidant activity and capacity test were carried out by conducting free radical of 2,2-diphenyl-1-picrylhydrazyl (DPPH) scavenging activity and Ferric reduction antioxidant plasma (FRAP) assays. Both assays showed S. tora leaf extract has higher antioxidant capacity than S. alata leaf extract. The efficacy of these leaf extracts were tested against skin pathogens through agar well diffusion method. S. alata extract showed an inhibition zone (1.15 – 1.59 mm) against Pseudomonas aeruginosa while S. tora extracts exhibited a strong antimicrobial activity against S. epidermidis (inhibition zone of 12 – 16.94 mm) followed by P. aeruginosa (inhibition zone of 1 – 1.59 mm). Nonetheless, no inhibition zone was observed for S. aureus by both leaf extracts. The phytochemicals and antioxidant constituents as well as inhibitory potential on skin pathogens possessed by S. alata and S. tora leave highlighted their potential utilization in the development of natural drugs or cosmetics to treat skin related diseases or infections.

scholarly journals Synthesis and Characterization of Cobalt(III) and Copper(II) Complexes of 2-((E)-(6-Fluorobenzo[d]thiazol-2-ylimino) methyl)-4-chlorophenol: DNA Binding and Nuclease Studies—SOD and Antimicrobial Activities

2018 ◽  
Vol 2018 ◽  
pp. 1-15 ◽  
Author(s):  
K. Savithri ◽  
B. C. Vasantha Kumar ◽  
H. K. Vivek ◽  
H. D. Revanasiddappa
Keyword(s):  
Metal Complexes ◽  
Antimicrobial Activities ◽  
Spectroscopic Studies ◽  
Docking Studies ◽  
Bacterial Strains ◽  
Spectral Techniques ◽  
Light Reduction ◽  
Drug Candidates ◽  
Ft Ir

A bidentate (N- and O-) imine-based ligand (L1) and its metal complexes of types [CuII(L1)2] (C1), [CuII(L1)(Phen)] (C2), [CoIII(L1)2] (C3), and [CoIII(L1)(Phen)] (C4) (L1 = 2-((E)-(6-fluorobenzo[d]thiazol-2-ylimino)methyl)-4-chlorophenol and phen = 1,10-phenanthroline) were synthesized as potential chemotherapeutic drug candidates. The prepared complexes were structurally characterized by spectral techniques (NMR, FT-IR, LC-MS, EPR, and electronic absorption), thermogravimetric analysis (TGA/DTA), magnetic moment, and CHNO elemental analysis. Spectroscopic studies suggested the distorted octahedral structure for all complexes. In vitro bioassay studies include binding and nuclease activities of the ligand and its complexes with target calf thymus- (CT-) DNA were carried out by employing UV-Vis, fluorescence spectroscopy, viscosity, and gel electrophoresis techniques. The extent of binding propensity was determined quantitatively by Kb and Ksv values which revealed a higher binding affinity for C2 and C4 as compared to C1 and C3. In addition, the scavenging superoxide anion free radical (O∙-2) activity of metal complexes was determined by nitroblue tetrazolium (NBT) light reduction assay. Molecular docking studies with DNA and SOD enzyme were also carried out on these compounds. The antimicrobial study has shown that all the compounds are potential antibacterial agents against Gram-negative bacterial strains and better antifungal agents with respect to standard drugs used.

scholarly journals Synthesis, Biological Assessment, and Structure Activity Relationship Studies of New Flavanones Embodying Chromene Moieties

Molecules ◽  
2020 ◽  
Vol 25 (3) ◽  
pp. 544 ◽  
Author(s):  
Eman Assirey ◽  
Azhaar Alsaggaf ◽  
Arshi Naqvi ◽  
Ziad Moussa ◽  
Rawda M. Okasha ◽  
...  
Keyword(s):  
In Silico ◽  
Biological Assessment ◽  
Diffusion Method ◽  
Breast Adenocarcinoma ◽  
Cytotoxic Activities ◽  
Human Pathogens ◽  
Bacterial Strains ◽  
Human Carcinoma ◽  
In Silico Studies

Novel flavanones that incorporate chromene motifs are synthesized via a one-step multicomponent reaction. The structures of the new chromenes are elucidated by using IR, 1H-NMR, 13C-NMR, 1H-1H COSY, HSQC, HMBC, and elemental analysis. The new compounds are screened for their in vitro antimicrobial and cytotoxic activities. The antimicrobial properties are investigated and established against seven human pathogens, employing the agar well diffusion method and the minimum inhibitory concentrations. A majority of the assessed derivatives are found to exhibit significant antimicrobial activities against most bacterial strains, in comparison to standard reference drugs. Moreover, their cytotoxicity is appraised against four different human carcinoma cell lines: human colon carcinoma (HCT-116), human hepatocellular carcinoma (HepG-2), human breast adenocarcinoma (MCF-7), and adenocarcinoma human alveolar basal epithelial cell (A-549). All the desired compounds are subjected to in-silico studies, forecasting their drug likeness, bioactivity, and the absorption, distribution, metabolism, and excretion (ADME) properties prior to their synthetic assembly. The in-silico molecular docking evaluation of all the targeted derivatives is undertaken on gyrase B and the cyclin-dependent kinase. The in-silico predicted outcomes were endorsed by the in vitro studies.

Essential Oil Composition, Antimicrobial and Cytotoxic Activities of Two Endemic Stachys Cretica Subspecies (Lamiaceae) from Turkey

2010 ◽  
Vol 5 (9) ◽  
pp. 1934578X1000500 ◽  
Author(s):  
Tuba Şerbetçi ◽  
Betül Demirci ◽  
Çağrla Bozkurt Güzel ◽  
Şükran Kültür ◽  
Mine Ergüven ◽  
...  
Keyword(s):  
Essential Oil ◽  
Cell Line ◽  
Human Tumor ◽  
Antimicrobial Activities ◽  
Light Petroleum ◽  
Cytotoxic Activities ◽  
Chemical Compositions ◽  
Oil Composition ◽  
Bacterial Strains ◽  
Ishikawa Cell

The chemical compositions of the water-distilled essential oil of Stachys cretica ssp. lesbiaca Rech. fil. and S. cretica ssp. trapezuntica Rech. fil. were determined by GC and GC–MS. Altogether 63 compounds were identified. The sesquiterpene hydrocarbon, germacrene D (20.3% and 12.9% respectively) was the main component identified in both oils. Furthermore, ethanol, light petroleum, dichloromethane, ethyl acetate and n-butanol extracts prepared from the aerial parts of the plants were tested for their antimicrobial activities against six bacterial strains and the yeast Candida albicans. The extracts exhibited no antibacterial activity, but the light petroleum and n-butanolic fractions showed low antifungal activities. Crude ethanolic extracts of the two subspecies were tested for their ability to inhibit the growth of HL-60 and Ishikawa human tumor cell lines. The IC50 values were 100 μg/mL for the HL-60 cell line and 200 μg/mL for the Ishikawa cell line.

Trigona laeviceps Propolis from Thailand: Antimicrobial, Antiproliferative and Cytotoxic Activities

2009 ◽  
Vol 37 (05) ◽  
pp. 855-865 ◽  
Author(s):  
Supawadee Umthong ◽  
Songchan Puthong ◽  
Chanpen Chanchao
Keyword(s):  
Antimicrobial Activity ◽  
Methanolic Extract ◽  
Water Extract ◽  
Antimicrobial Activities ◽  
Diffusion Method ◽  
Cytotoxic Activities ◽  
E Coli ◽  
Anticancer Properties ◽  
Crude Extracts ◽  
Sw620 Cells

Propolis is one of the natural bee products which has long been used as a crude preventative and prophylactic medicine, and has been reported to possess antibacterial, antiviral, anti-inflammatory, antioxidative and anticancer properties. Propolis of the stingless bee, Trigona laeviceps, was extracted by water or methanol at 35% (w/v) yielding a crude water or a methanolic extract at 60 and 80 mg/ml, respectively, which is 17.1 and 22.9% (w/w) of the total propolis, respectively. The antimicrobial activity of both crude extracts was assayed on four selected pathogenic microbes by using the agar well diffusion method. The results suggested that both water and methanolic crude extracts have some antimicrobial activities, water extract has greater antimicrobial activity than methanolic extract. The relative order of sensitivity of the four microbes were, however, the same between the two extracts from the most to least sensitive, S. aureus > E. coli ≫ C. albicans ⋙ A. niger, with indeed no observed growth inhibition of A. niger at all. Antiproliferative and cytotoxic affects were tested on the colon carcinoma cell line, SW620, using the three parameters: (1) MTT assay; (2) cell morphology; and (3) the fragmentation of genomic DNA. The water extract of propolis showed a higher antiproliferative activity than that of methanolic extract to SW620 cells, additionally both appeared to cause cell death by necrosis.

Antimicrobial Effect of Brazillian Propolis/Polycaprolactone Polymer on some Human Pathogenic Bacteria

2012 ◽  
Vol 506 ◽  
pp. 537-540 ◽  
Author(s):  
S. Sanpa ◽  
Krit Sutjarittangtham ◽  
Tawee Tunkasiri ◽  
Sukum Eitssayeam ◽  
P. Chantawannakul
Keyword(s):  
Pathogenic Bacteria ◽  
Antimicrobial Effect ◽  
Antimicrobial Activities ◽  
Diffusion Method ◽  
Bacterial Strains ◽  
Electrospinning Technique ◽  
Propolis Extract ◽  
Human Pathogenic Bacteria ◽  
Polymer Nanofiber ◽  
History Of Use

The antimicrobial activities of propolis against some bacterial strains have been studied. However, there are few reports on biopolymers from propolis. Polycaprolactone (PCL) is a biodegradable polymer that has a long history of use in the biomedical field. In this work, the polymer nanofiber was grown from a Brazillian propolis extract solution on PCL using an electrospinning technique. Antimicrobial activities were investigated by the disc diffusion method. The propolis extract and polymer nanofiber could inhibit some human pathogenic bacteria. In addition, the inhibitory effects on tested microorganism depended on the concentration of propolis extract mixed with the polymer nanofiber. Such properties of the propolis/PCL nanofiners can be further developed for biomedical applications.

scholarly journals Newly Synthesized Micro-Nano Transition Metal Complexes of Hexadecanoic Acid as Anti-Microbial Agents: Synthesis, Characterization, and Biological Investigations

2022 ◽  
Vol 2022 ◽  
pp. 1-10
Author(s):  
Kavitha Govindarajan ◽  
Vijayarohini Parasuraman ◽  
Parasuraman Perumalswamy Sekar ◽  
Ilhami Colak ◽  
Balkew Zewge Hailemeskel
Keyword(s):  
Metal Complexes ◽  
Fungal Pathogens ◽  
Diffraction Method ◽  
Diffusion Method ◽  
Hexadecanoic Acid ◽  
Bacterial Strains ◽  
X Ray Diffraction ◽  
Ft Ir ◽  
Spectroscopy Studies ◽  
Microbial Agents

The synthesis of several metal complexes of d-block elements of hexadecanoic acid (palmitic acid) and its antimicrobial activity was reported in this study. UV-Vis and FT-IR spectroscopy studies were used to characterize and confirm the produced metal complexes by the shift in the absorbance and the formation of M-O linkage. The X-ray diffraction method was mainly used to examine the crystallographic faces of the complexes based on the transition metals. Thermal gravimetric investigation revealed that all metal palmitate complexes had high thermal stability in the range of 250-300°C. The metal complexes of hexadecanoic acid were examined for microbicidal activity against diverse bacterial strains and fungal pathogens using the agar well diffusion method. The copper palmitate complex presented excellent antibacterial activity among the other metal complexes. These outcomes suggest of using fatty acid metal complexes as a suitable candidate in several biomedical applications.

scholarly journals ANTIBACTERIAL PHOTODYNAMIC THERAPEUTIC STUDIES OF METALLATED PORPHYRIN AGAINST CHRONIC WOUND COLONISING BACTERIAL ISOLATES

2021 ◽  
Vol 46 (2) ◽  
Author(s):  
O. B Daramola ◽  
A. A Olajide ◽  
N Torimiro ◽  
R. C George
Keyword(s):  
Escherichia Coli ◽  
Staphylococcus Aureus ◽  
Chronic Wound ◽  
Antimicrobial Activities ◽  
Diffusion Method ◽  
In Vitro Toxicity ◽  
Resistant Bacteria ◽  
Drug Resistant ◽  
Bacterial Strains

Wound infections have become life threatening as a result of treatment failures caused by multi-drug resistant pathogens. The search for newer compounds potent against antibiotic resistant bacteria associated with wounds is crucial. Hence this study investigated the application of antibacterial photodynamic therapy using meso tetra-(4-phenyl) porphyrin (TPP), metallated with zinc, tin and silver (ZnTPP, SnTPP and AgTPP), meso tetra-(4-sulphonatephenyl) porphyrin (TPPS) and the corresponding metallo meso tetra-(4-sulphonatephenyl) porphyrin (MTPPS) as photosensitizers. The in-vitro toxicity and photo-toxicity properties on four chronic wound colonizing multi-drug resistant bacterial strains: Staphylococcus aureus, Klebsiella sp., Proteus sp., and Escherichia coli were assessed using agar well diffusion method. Photo-toxicity of the compounds was investigated using 100 Watt tungsten lamp. Inhibitory activity of porphyrins tested against these bacterial strains showed Staphylococcus aureus to have both lowest (11±0.0 mm) and highest (33±1.1 mm) susceptibility to SnTPPS and ZnTPPS respectively. The sequence of data also showed appreciable improvement in the antimicrobial activities of five metalloporphyrins (SnTPP, AgTPP, ZnTPPS, SnTPPS and AgTPPS) exposed to light rays than when tested against bacterial strains in dark condition. ZnTPPS exhibited the best activity with improved photo-toxic activities against all bacterial strains (Staphylococcus aureus 33±1.1 mm, Klebsiella sp. 32±0.7 mm, Proteus sp. 28±0.7 mm and Escherichia coli 30±1.4 mm) examined in this study.

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