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Archives of Pharmacal Research Jun 2018This article describes the synthesis and antimicrobial activity evaluation of new pipemidic acid derivatives. New compounds were obtained on the basis of Mannich...
This article describes the synthesis and antimicrobial activity evaluation of new pipemidic acid derivatives. New compounds were obtained on the basis of Mannich reaction of 4,5-disubstituted 1,2,4-triazole-3-thiones with pipemidic acid. Antimicrobial tests revealed high antibacterial activity of obtained derivatives. Gram-negative rods belonging to Enterobacteriaceae family were particularly most sensitive to new pipemidic acid derivatives. Synthesized compounds exhibited very strong activity towards Proteus mirabilis ATCC 12453, Salmonella typhimurium ATCC 14028 and Escherichia coli ATCC 25922. The minimum inhibitory concentrations of new pipemidic acid derivatives which inhibited the growth of these bacteria were 0.98-7.81 µg/ml, 0.98-7.81 µg/ml and 0.98-3.91 µg/ml, respectively. The antibacterial activity of newly synthesized pipemidic acid derivatives in many cases was far better than the activity of substances used as positive controls (nitrofurantoin, cefuroxime, ampicillin and pipemidic acid).
Topics: Anti-Bacterial Agents; Gram-Negative Bacteria; Microbial Sensitivity Tests; Pipemidic Acid; Thiones; Triazoles
PubMed: 29619676
DOI: 10.1007/s12272-018-1025-3 -
Journal of Graduate Medical Education Apr 2017
Topics: Alprostadil; Internship and Residency; Pipemidic Acid
PubMed: 28439366
DOI: 10.4300/JGME-D-16-00850.1 -
Acta Medica Indonesiana Jul 2016to evaluate the analgesic effect, the side effects and the safety of analgesics following endoscopic urological procedure. (Randomized Controlled Trial)
Randomized Controlled Trial
Effects of Pipemidic Acid, Phenazopyridine HCL and Sodium Diclofenac on Pain Perception Following Endoscopic Urological Surgery: Double-blinded Randomized-Controlled Trial.
AIM
to evaluate the analgesic effect, the side effects and the safety of analgesics following endoscopic urological procedure.
METHODS
eighty patients who underwent endoscopic urological surgery at Kardinah Hospital, Tegal from June to July 2015 were divided into four groups. The experimental group was administered analgesic for 4 days pipemidic acid (A) 400 mg bid, or phenazopyridine (B) 200 mg tid, or sodium diclofenac (C) 50 mg bid and the control (D) group was administered placebo tid for 4 days. The analgesic effects were assessed using Visual Analog Scale (VAS). Association between variables was assessed using Cramers V and Kruskall Wallis.
RESULTS
the endoscopic urological procedures consisted of 30 patients for URS, 6 patients for lithotripsy, 17 patients for TURP, 24 patients for removal JJ stent and 3 patients for cystoscopy. The mean age of group A, B, C and D (control) was 50.1 (13.7), 50.7 (14.8), 49.1 (13.4), and 49.6 (14.3) years, respectively, and follow-up period was 7 days. The VAS score in all experimental groups was less than control group on day 1 to 7 following endoscopic urological procedures (p<0.05). In the experimental group, there was no difference between groups B and C (p>0.05). Group A demonstrated a more favourable analgesic effect than B and C (p<0.05). No serious side effects were detected in any of the cases.
CONCLUSION
we conclude that oral analgesics are effective for pain relief following endoscopic urological surgery. Pipemidic acid was found to have a superior analgesic effect than phenazopyridine HCl and sodium diclofenac.
Topics: Anesthetics, Local; Anti-Infective Agents, Urinary; Anti-Inflammatory Agents, Non-Steroidal; Diclofenac; Double-Blind Method; Endoscopy; Female; Humans; Male; Middle Aged; Pain Perception; Phenazopyridine; Pipemidic Acid; Prospective Studies; Urologic Surgical Procedures
PubMed: 27840352
DOI: No ID Found -
Environmental Science & Technology Jul 2020Manganese oxides have been proposed as promising geomedia to remove trace organic contaminants in both natural soils and artificial infiltration systems. Although...
Manganese oxides have been proposed as promising geomedia to remove trace organic contaminants in both natural soils and artificial infiltration systems. Although MnO-based redox processes have been largely investigated, little is known on the effects of water flow and dissolved Mn on manganese-mediated redox reactions in saturated porous media. Here, we have demonstrated that the reactive transport of a widely used quinolone antibiotic, pipemidic acid (PIP), in MnO-coated sand (MCS) columns is altered by the presence of dissolved Mn, generated as reduced ions or present in inflow solution. Decreasing the flow rate or flow interruption facilitated oxidation reactions and generated redox byproducts (Mn and PIP). However, preloading of MCS columns with dissolved Mn led to suppressed reactivity with PIP. When PIP and Mn are simultaneously injected, competition between PIP and Mn for binding at the edge sites takes place during the initial kinetic phase of reaction, while at a later breakthrough time Mn will occupy both edge and vacancy sites due to the continuous supply of Mn. We also developed a reactive transport model that accounts for adsorption kinetics to predict changes in transport behavior of antibiotics in the presence of different doses of dissolved Mn. This work has strong implications for an accurate assessment of the reactivity of manganese oxides used as engineered geomedia for quinolone remediation and in developing transport models of antibiotics in natural systems.
Topics: Adsorption; Manganese; Manganese Compounds; Oxidation-Reduction; Oxides; Pipemidic Acid
PubMed: 32470299
DOI: 10.1021/acs.est.0c01474 -
International Journal of Molecular... Jan 2019Pipemidic acid (HPPA) is a quinolone antibacterial agent used mostly to treat gram-negative infections of the urinary tract, but its therapeutic use is limited because...
Pipemidic acid (HPPA) is a quinolone antibacterial agent used mostly to treat gram-negative infections of the urinary tract, but its therapeutic use is limited because of its low solubility. Thus, to improve drug solubility, natural cyclodextrins (CDs) are used for their ability of including guest molecules within their cavities. The aim of this work was to evaluate the antibacterial activity and the preliminary anticancer activity of HPPA included into Heptakis (2,3,6-tri-O-methyl)-β-cyclodextrin (TRIMEB) as a possible approach for a new innovative formulation. The inclusion complex of HPPA with TRIMEB was prepared in solid state by the kneading method and confirmed by FT-IR and powered X-ray diffraction. The association in aqueous solutions of pipemidic acid with TRIMEB was investigated by UV-Vis spectroscopy. Job's plots have been drawn by UV-visible spectroscopy to confirm the 1:1 stoichiometry of the host⁻guest assembly. The antibacterial activity of HPPA, TRIMEB and of their complex was tested on , , and . The complex was able to increase 47.36% of the median antibacterial activity of the free HPPA against (IC = 249 µM vs. 473 µM). Furthermore, these samples were tested on HepG-2 and MCF-7. After 72 h, the median tumoral cytotoxicity exerted by the complex was increased by 78.08% and 94.27% for HepG-2 and MCF-7 respectively, showing a stronger bioactivity of the complex than the single HAPPA.
Topics: Anti-Bacterial Agents; Antineoplastic Agents; Bacteria; Cell Line, Tumor; Cell Survival; Dose-Response Relationship, Drug; Humans; Microbial Sensitivity Tests; Molecular Structure; Pipemidic Acid; Spectroscopy, Fourier Transform Infrared; X-Ray Diffraction; beta-Cyclodextrins
PubMed: 30669399
DOI: 10.3390/ijms20020416 -
Journal of Clinical Laboratory Analysis 2010Pipemidic acid is extensively used in the treatment of Gram-negative urinary tract infections, and the contents of proline in human urine vary in association with...
Pipemidic acid is extensively used in the treatment of Gram-negative urinary tract infections, and the contents of proline in human urine vary in association with chronic uremia. The simultaneous determination of pipemidic acid and proline in human urine is of significance for quality control of the dosage and clinical study. The coupling of Ru(bpy)(3)(2+)-based electrochemiluminescence detection with capillary electrophoresis was developed for the simultaneous determination of proline and pipemidic acid in human urine. Parameters related to the separation and detection were investigated and optimized. The standard curves were linear between 0.1 and 90 µg mL(-1) for proline and between 0.4 and 100 µg mL(-1) for pipemidic acid. Underoptimized conditions, the detection limits (3σ) were 0.02 µg mL(-1) for proline and 0.06 µg mL(-1) for pipemidic acid. Relative standard derivations for the electrochemiluminescence intensity and the migration time were 3.2 and 0.9% for proline and 3.7 and 1.2% for pipemidic acid, respectively. The developed method was successfully applied to determine proline and pipemidic acid in human urine. The result showed that the content and decreasing rates of proline in urine for male were higher than that for female, and the content and decreasing rate of pipemidic acid in urine for male and female were consistent, respectively.
Topics: Electrochemistry; Electrophoresis, Capillary; Female; Humans; Hydrogen-Ion Concentration; Limit of Detection; Luminescent Measurements; Male; Pipemidic Acid; Proline
PubMed: 20872568
DOI: 10.1002/jcla.20284 -
Acta Pharmaceutica Sinica. B May 2018Nowadays, biodegradable polymers such as poly(lactic acid) (PLA), poly(D,L-lactic--glycolic acid) (PLGA) and poly(-caprolactone) (PCL) remain the most common...
Nowadays, biodegradable polymers such as poly(lactic acid) (PLA), poly(D,L-lactic--glycolic acid) (PLGA) and poly(-caprolactone) (PCL) remain the most common biomaterials to produce drug-loaded nanoparticles (NPs). Pipemidic acid (PIP) is a poorly soluble antibiotic with a strong tendency to crystallize. PIP incorporation in PLA/PLGA NPs was challenging because of PIP crystals formation and burst release. As PIP had a poor affinity for the NPs, an alternative approach to encapsulation was used, consisting in coupling PIP to PCL. Thus, a PCL-PIP conjugate was successfully synthesized by an original drug-initiated polymerization in a single step without the need of catalyst. PCL-PIP was characterized by NMR, IR, SEC and mass spectrometry. PCL-PIP was used to prepare self-assembled NPs with PIP contents as high as 27% (/). The NPs were characterized by microscopy, DLS, NTA and TRPS. This study paves the way towards the production of NPs with high antibiotic payloads by drug-initiated polymerization. Further studies will deal with the synthesis of novel polymer-PIP conjugates with ester bonds between the drug and PCL. PIP can be considered as a model drug and the strategy developed here could be extended to other challenging antibiotics or anticancer drugs and employed to efficiently incorporate them in NPs.
PubMed: 29881681
DOI: 10.1016/j.apsb.2018.03.008 -
Antimicrobial Agents and Chemotherapy Apr 1975Pipemidic acid was absorbed well by the oral route. Its peak levels in plasma ranged from 4 to 12 mug/ml at an oral dose of about 50 mg/kg in mice, rats, dogs, monkeys,...
Pipemidic acid was absorbed well by the oral route. Its peak levels in plasma ranged from 4 to 12 mug/ml at an oral dose of about 50 mg/kg in mice, rats, dogs, monkeys, and men. The protein binding of pipemidic acid was about 20% in dog plasma and about 30% in human serum. Pipemidic acid was distributed to most of the organs and tissues tested at the concentrations comparable to or higher than the plasma level. Its concentrations in bile and urine were much higher than the plasma level. About 25 to 88% of orally administered pipemidic acid was excreted into urine in a bacteriologically active form, the percentage depending on the animals and doses employed. The remainder was excreted into feces in men. The main active principle in vivo was unchanged pipemidic acid itself. The mean lethal dose of pipemidic acid after a single oral dose was more than 16,000 mg/kg in mice. No abnormalities were observed in mice orally receiving pipemidic acid once a day for 4 weeks at doses of 1,000, 2,000, and 4,000 mg/kg per day, and in rats orally receiving the drug once a day for 2 weeks at doses of 400 and 1,600 mg/kg per day.
Topics: Adult; Animals; Anti-Infective Agents; Dogs; Female; Humans; Intestinal Absorption; Macaca mulatta; Male; Mice; Middle Aged; Nalidixic Acid; Piperazines; Protein Binding; Rats
PubMed: 1147580
DOI: 10.1128/AAC.7.4.441 -
RSC Advances Jun 2018Three new solid complexes of pipemidic acid (Pip-H) with Ru, Pt and Ir were synthesized and characterized. Pipemidic acid acts as a uni-dentate chelator through the...
Three new solid complexes of pipemidic acid (Pip-H) with Ru, Pt and Ir were synthesized and characterized. Pipemidic acid acts as a uni-dentate chelator through the nitrogen atom of the -NH piperazyl ring. The spectroscopic data revealed that the general formulas of Pip-H complexes are [M(L) (Cl) ]·HO ((1) M = Ru, L: Pip-H, = 3, = 3, = 6; (2) M = Pt, L: Pip-NH, = 2, = 4, = 0 and (3) M = Ir, L: Pip-H, = 3, = 3, = 6). The number of water molecules with their locations inside or outside the coordination sphere were assigned thermal analyses (TG, DTG). The DTG curves refer to 2-3 thermal decomposition steps where the first decomposition step at a lower temperature corresponds to the loss of uncoordinated water molecules followed by the decomposition of Pip-H molecules at higher temperatures. Thermodynamic parameters (*, Δ*, Δ* and Δ*) were calculated from the TG curves using Coats-Redfern and Horowitz-Metzeger non-isothermal models. X-ray powder diffraction (XRD), scanning electron microscopy (SEM) and transmission electron microscopy (TEM) techniques were carefully used to assign properly the particle sizes of the prepared Pip-H complexes. The biological enhancement of Pip-H complexes rather than free chelate were assessed against four kinds of bacteria G(+) ( and ) and G(-) ( and ) as well as against the human breast cancer (MCF-7) tumor cell line.
PubMed: 35539728
DOI: 10.1039/c8ra03879a