A Novel Class of Functionalized Synthetic Fluoroquinolones with Dual Antiproliferative - Antimicrobial Capacities

Al-Nuaimi, Abdelrahman; Al‐Hiari, Yusuf; Kasabri, Violet; Haddadin, Randa N.; Mamdooh, Noor; Alalawi, Sundus; Khaleel, Sara

doi:10.31557/apjcp.2021.22.4.1075

Cited by 4 publications

(5 citation statements)

References 15 publications

(11 reference statements)

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“…In contrast to other radical scavenging assays, a DPPH radical is stable and Belgium) containing 10% FBS, HEPES Buffer (10 mM), L-glutamine (2 mM), gentamicin (50 µg/mL), penicillin (100 U/mL), and streptomycin sulfate (100 mg/mL). As a robust and classical antineoplastic apoptogenic reference agent (El-Hamoly et al, 2017), cisplatin (1-200 μM) was recruited for comparison purposes (Sweidan et al, 2017 ;Alabsi et al, 2018;Mamdooh et al, 2019;AlKhalil et al, 2020;Hamdan et al, 2020 ;Kasabri et al, 2020;Al-Nuaimi et al, 2021 ;Shakoor et al, 2021;Haj Hussein et al, 2022;Hallaq et al, 2022;Khaleel et al, 2022;Qashou et al, 2022;Salih et al, 2022). The mechanism of reduction of cell viability was adopted so that Dose-response curves were plotted and values were expressed as percentage of control optical density and IC 50 values 50% inhibitory concentration were estimated by regression analysis (Piazzini et al, 2019).…”

Section: Dpph Free Radical Scavenger Assaymentioning

confidence: 99%

“…Selectivity index (SI) is the term that describes the safety of tested drugs. It is calculated by dividing IC 50 value of tested compound on fibroblasts by the least IC 50 value of the same compound on any specific pathological cell line (Hoffmann, et al, 2011;Sweidan et al, 2017 ;Mamdooh et al, 2019;AlKhalil et al, 2020;Hamdan et al, 2020 ;Kasabri et al, 2020;Al-Nuaimi et al, 2021 ;Shakoor et al, 2021;Haj Hussein et al, 2022;Hallaq et al, 2022;Khaleel et al, 2022;Qashou et al, 2022;Salih et al, 2022).…”

Section: Dpph Free Radical Scavenger Assaymentioning

confidence: 99%

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Preparation and Characterization of Rutin-Encapsulated Polymeric Micelles and Studies of Synergism with Bioactive Benzoic Acids and Triazolofluoroquinolones as Anticancer Nanomedicines

Ibrahim

Kasabri

Sunoqrot

et al. 2023

Asian Pac J Cancer Prev

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Background:The study aimed to examine rutin micelles of advanced superlative dual cytotoxicity-antiinflammtion bioefficacies in substantially novel submicro-nanoaffinities vs. both the raw rutin and reference proapoptotic cisplatin. Methodology: Antiproliferative capabilities of rutin, benzoic acid (BA) and triazolofluoroqunolone (TFQ) derivatives were reported; hence chemosensitizing effects of rutin or its polymeric micelles (of improved solubility and bioavailability via direct dissolution using the amphiphilic copolymer Pluronic P123) in co-incubations with 5 BAs or 3 TFQ derivatives in a panel of 6 cancer cell lines were verified. Results: Rutin loading in micelles was achieved with a loading efficiency of 59.5 ± 2.9%. The particle size of the micelles was found to be 18 ± 2 nm. Though Rutin loaded nanomicelles were of minimal DPPH radical scavenging activity; they had nitrogen oxide (NO) radical scavenging activity in lipopolysaccharide-induced RAW264.7 macrophages with equipotency to indomethacin (IC 50 values (µM) 73.03 vs. 60.88; p=0.057). Remarkably nano-micelle formulation of rutin was proved of significantly more potent antineoplastic bioactivity with submicro-nanomolar affinities in the 6 cancer cell lines vs. both free rutin's and cisplatin's (except A549 lung cancer cell line). Rrutin nanomicelles chemo-sensitized all selected 8 cotreatments with BA derivatives and TFQs and, thus reducing the dose used against breast cancer MCF7 cells to submicro-nanomolar affinities of greater potencies than cisplatin's. Except for Triazolo-4-anisidine cipro butyl acid in PANC1, 2-Amino-3,5-Di iodo BA in A375 and 4-Nitrophenol in A549 incubations; rutin loaded nanomicelles chemosensitized 7/8 cotreating selected benzoic acid (BAs) derivatives and TFQs and chemosensitized pancreatic PANC1, skin A375 and lung A549 cancer cell lines, thus reducing the dose to submicro-nanomolar affinities of greater potencies than cisplatin's. Rutin loaded nanomicelles chemosensitize 6/8 cotreating selected benzoic acid (BA) derivatives and TFQs (except for 2-Amino-5-Bromo Benzoic Acid and Triazolo-4-anisidine cipro butyl acid), thus reducing the dose used against resistant CACO2 colorectal cancer cells.

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Section: Dpph Free Radical Scavenger Assaymentioning

confidence: 99%

Section: Dpph Free Radical Scavenger Assaymentioning

confidence: 99%

Preparation and Characterization of Rutin-Encapsulated Polymeric Micelles and Studies of Synergism with Bioactive Benzoic Acids and Triazolofluoroquinolones as Anticancer Nanomedicines

Ibrahim

Kasabri

Sunoqrot

et al. 2023

Asian Pac J Cancer Prev

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“…MTT is colorimetric assay that is based on the reduction of a yellow tetrazolium salt (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide or MTT) to purple formazan crystals by the mitochondrial dehydrogenases of the metabolically active cells. [ 34 35 36 37 38 39 40 ] Viable cells namely MCF7 (5000 cells/well), PC3 (6000 cells/well), A375 (5000 cells/well), PANC1 (5000 cells/well), A549 (7000 cells/well) and CACO2 (11000 cells/well) were seeded in 96-well tissue culture plates for each cell line in high glucose DMEM (Bio Whittaker, Verviers, Belgium) medium supplemented as aforementioned cells were kept in a humidified 5% CO2 incubator (EuroClone, Italy) at 37°C for 24 h. Media was replaced subsequently in the 96 well plates with 100 μL fresh media and 100 μL of the different treatments to be incubated for 72 h in 5% CO2 incubator (EuroClon, Italy) at 37°C. Freshly, prepared MTT salt (3-(4,5-dimethylthiazol-2yl)-2,5- diphenyltetrazolium bromide) (5 mg/mL) was then added to each well to give a final concentration of 0.5 μg/mL.…”

Section: Aterials and M Ethodsmentioning

confidence: 99%

“…Dose-response curves were plotted values expressed as percentage of control optical density and IC 50 values of 50% inhibitory concentration were estimated by regression analysis. [ 34 35 36 37 38 39 40 ] MTT bioassay was utilized also for growth inhibition by capsaicin, nano-form capsaicin and the most promising NA compounds (6-Hexyloxy NA, 6-Octyloxy NA, 5-Methyl NA, 6-Thien-2yl- NA, 5,6-Dichloro NA and 6-Amino NA) with different concentrations (6.25-400 mg/mL) on MCF7, PC3, CACO2, A375, PANC1, and A549 cell lines and Isonicotinic Acid (IsoNA) on PC3 cell line. For the viability reduction by combinations of NA compounds with capsaicin or nano-form capsaicin on MCF7, PC3, CACO2, A375, PANC1 and A549 cell lines was assessed with different concentrations.…”

Section: Aterials and M Ethodsmentioning

confidence: 99%

Preparation and Characterization of Capsaicin Encapsulated Polymeric Micelles and Studies of Synergism with Nicotinic Acids as Potential Anticancer Nanomedicines

Shamsheer,

Sunoqrot,

Kasabri

et al. 2023

Journal of Pharmacy and Bioallied Sciences

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Background/Objective/Methods: Capsaicin micelles were prepared by the direct dissolution using the amphiphilic copolymer Pluronic P123 and advanced for substantially novel submicro-nanocytotoxicity. Results: Superior cytotoxicity of capsaicin loaded nanomicelles vs. both the raw capsaicin and reference cisplatin in pancreatic PANC1, breast MCF7, colorectal resistant CACO2, skin A375, lung A549 and prostate PC3 cancer cell lines were delineated. Nicotinic acid (NA) derivative 39 (2-Amino IsoNA) had antiinflammatory potential but consistently lacked antiproliferation in MCF7, PANC1 and CACO2. Besides NA derivatives 8 (5-MethylNA) and 44 (6-AminoNA) exhibited lack of antiinflammation but had comparable antitumorigenesis potency to cisplatin in PANC1 cells. Though capsaicin loaded nanomicelles exerted pronounced antiinflammation (with IC50 value of 510 nM vs. Indomethacin’s) in lipopolysacchride-induced inflammation of RAW247.6 macrophages; they lacked DPPH scavenging propensities. Free capsaicin proved more efficacious vs. its loaded nanocarriers to chemosensitize cytotoxicity of combinations with NAs 1(6-Hexyloxy Nicotinic Acid), 5(6-OctyloxyNA), 8(5-MethylNA), 12(6-Thien-2yl-NA), 13(5,6-DichloroNA) and 44(6-AminoNA) in CACO2, PANC1 and prostate PC3. Conclusion: Capsaicin loaded nanomicelles proved more efficacious vs. free capsaicin to chemo-sensitize antiproliferation of cotreatments with NA derivatives, 1, 5, 8, 12, 13 and 44 (in skin A375), 1, 5, 8 and 12 (in breast MCF7), and 1, 5, 12 and 44 (in lung A549).

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“…Lipophilicity was assumed to ease and facilitate crossing of lipophilic cell membranes of cancer cell lines, unlike the hydrophilic drug vosaroxin. The idea of this work was based on previous work by our group involving new lipophilic FQ derivatives with noticeably promising antiproliferative activity against human colon and breast cancer cell lines (Arabiyat, et al 2016 a,b;Al-Nuaimi, et al, 2021). It was revealed that the FQ scaffold (6-fluoro-8-nitro-4-oxo-1, 4-dihydroquinoline-3-carboxylic acid) exhibited reasonable antiproliferative activity.…”

Section: Chemical Properties Of the New Fqs Testedmentioning

confidence: 99%

Newly Substituted Anilino-Fluoroquinolones with Proliferation Inhibition Potential against a Panel of Cancer Cell Lines

Salih

Al‐Hiari²,

Kasabri³

et al. 2022

Asian Pac J Cancer Prev

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Background: From a chemistry point of view, we hypothesized that superlative dual cytotoxicity-radical scavenging bioefficacies of series 4 FQs correlate to their acidic groups and C8-C7 ethylene diamine Chelation Bridge. Methodology: Newly synthesized 16 lipophilic-acid chelating FQs have been screened for in vitro duality of proliferation inhibition and radical scavenging capacities. Results: Substantially in LPS prompted RAW264.7 macrophages inflammation, IC50 values (µM) in the ascending order of new FQs' NO scavenging/antiinflammation capacity were 4e<4b<3d<4f<5c0.05). In comparison to classical and robust antineoplastic agent cisplatin and unlike triazoloFQs; nitroFQs (3a, 3b and 3f) and the reduced FQs (4a, 4c, 4d and 4e) exerted antiproliferation IC50 values <50 µM in leukaemia K562. Besides nitroFQ 3, the reduced FQs (4c and 4f) exhibited antineoplastic IC50 values <50 µM in lung A549 carcinoma. NitroFQ 3c and reduced FQs 4b, 4c, and 4f in breast MCF7 and reduced 4c in pancreatic PANC1 had reduction of viability IC50 values <50 µM. NitroFQ 3e, reduced FQs 4b and, 4c and triazoloFQ 5a exerted antiproliferation IC50 values <50 µM in breast T47D cells. Also nitroFQ 3e, reduced FQ 4c and triazoloFQ 5f exhibited antineoplastic IC50 values <50 µM in PC3 prostate cancer cells. Exceptionally triazoloFQ 5a, but neither nitro-nor reduced FQs, had cytotoxicity IC50 value <50 µM in resistant melanoma A375 cells. Unequivocally 4b antineoplastic effectiveness linked with its radical scavenging and antiinflammation effects while 3d and 5c lacked matching antiproliferation potentialities to their exquisite antiinflammation capacities. Explicitly reduced 4e and 4f exerted antiinflammationselective cytotoxicity duality in vitro. Conclusion: Collectively, this work reveals lipophilic-acidic chelator FQs as authentic agents for the repurposing approach in anticancer chemotherapy/prevention.

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A Novel Class of Functionalized Synthetic Fluoroquinolones with Dual Antiproliferative - Antimicrobial Capacities

Cited by 4 publications

References 15 publications

Preparation and Characterization of Rutin-Encapsulated Polymeric Micelles and Studies of Synergism with Bioactive Benzoic Acids and Triazolofluoroquinolones as Anticancer Nanomedicines

Preparation and Characterization of Rutin-Encapsulated Polymeric Micelles and Studies of Synergism with Bioactive Benzoic Acids and Triazolofluoroquinolones as Anticancer Nanomedicines

Preparation and Characterization of Capsaicin Encapsulated Polymeric Micelles and Studies of Synergism with Nicotinic Acids as Potential Anticancer Nanomedicines

Newly Substituted Anilino-Fluoroquinolones with Proliferation Inhibition Potential against a Panel of Cancer Cell Lines

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