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1.
Int J Food Sci ; 2023: 6877904, 2023.
Article in English | MEDLINE | ID: mdl-36779082

ABSTRACT

This study is aimed at determining the functional effect of snakehead fish gelatin as a binder on the characteristics and shelf life of beef cheek-based emulsion sausage compared with bovine commercial gelatin. The level of snakehead fish gelatin used was 0%, 1%, 2%, and 3%, while that of bovine commercial gelatin was 2% with a storage time of 0 to 28 days in the refrigerator (4 ± 2°C). Emulsion stability, cooking loss, proximate composition, texture profile, and microstructure of sausage were initially determined before storage; then, observations were made every seven days to determine the shelf life of sausages based on pH, antioxidant activity, and TBA reactivity. Characteristics such as emulsion stability, proximate composition, and texture profile were influenced by the treatment (p < 0.05). The gelatin level significantly affected the water holding capacity of sausages (p < 0.05), but the storage time did not (p > 0.05). On the other hand, the pH, TBA reactivity, and antioxidant activity of sausages were not only affected by gelatin level (p < 0.05) but also by storage time (p < 0.05). The sausage microstructure confirms the use of 2% snakehead fish gelatin to make sausages with properties similar to 2% commercial bovine gelatin. The byproduct of the snakehead fish industry can be used as a gelatin alternative to produce sausages. This gelatin has the potential as a binder, which can functionally improve sausage characteristics. This effectiveness can boost the water holding capacity of sausages, although it has not been effective in inhibiting fat oxidation which causes an increase in malonaldehyde levels.

2.
RSC Adv ; 12(26): 16431-16443, 2022 Jun 01.
Article in English | MEDLINE | ID: mdl-35747528

ABSTRACT

In this study, molybdenum nitride-bentonite was successfully employed for the reaction of hydrocracking of palm oil to produce a bio-gasoline and bio-aviation fuel. The prepared catalyst was characterized using XRD, FT-IR, and SEM-EDX. The acidity of the catalyst was determined using the pyridine gravimetric method. The result showed that the acidity of bentonite was increased after modification using molybdenum nitride. The hydrocracking study showed that the highest conversion and product fraction of bio-gasoline and bio-aviation fuel were exhibited by molybdenum nitride-bentonite 8 mEq g-1. The catalyst was later used to optimize the hydrocracking process using RSM-CCD. The effects of the process variables such as temperature, contact time, and catalyst to feed ratio, on the response variables, such as conversion, oil, gas, and coke yield, were investigated. The analysis of variance showed that the proposed quadratic model was statistically significant with adequate precision to estimate the responses. The optimum conditions in the hydrocracking process were achieved at a temperature of 731.94 K, contact time of 0.12 h, and a catalyst to feed ratio of 0.12 w/v with a conversion of 78.33%, an oil yield of 50.32%, gas yield of 44.00% and coke yield of 5.73%. The RSM-CCD was demonstrated as a suitable method for estimating the hydrocracking process of palm oil using a MoN-bentonite catalyst due to its closeness to the optimal value of the expected yield. This study provided a potential catalyst of based on bentonite modified using molybdenum nitride for the hydrocracking of palm oil.

3.
Antibiotics (Basel) ; 11(6)2022 Jun 13.
Article in English | MEDLINE | ID: mdl-35740203

ABSTRACT

To overcome the issue of multidrug resistant (MDR) microbes, the exploration of ways to improve the antimicrobial efficiency of existing antibiotics is one of the promising approaches. In search of synthons with higher efficiency, in current investigations, cocrystal and amorphous salt of levofloxacin hemihydrate (LEV) were developed with phthalimide (PTH) and caffeic acid (CFA). New materials were characterized with the help of FT-IR, Raman spectroscopy, powder X-ray diffraction (PXRD), differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA). Shifting, attenuation, appearance/disappearance and broadening of bands were observed in the FT-IR and Raman spectra of the materials as evidence of the required product. The PXRD diffraction pattern observed for LEV-PTH indicated cocrystal while halo diffractogram of LEV-CFA revealed amorphous nature. DSC/TG analysis confirmed the hydrated nature of the cocrystal/salt. The dissolution rate and antimicrobial activity against selected strains, K.pneumonia, E. coli and S. typhi of parent drug and the new material were compared. The zone of inhibition (ZI) observed for 5 µg LEV-PTH was 30.4 + 0.36 (K. pneumonia), 26.33 + 0.35 (E. coli) and 30.03 + 0.25 mm (S. typhi) while LEV-CFA salt (5 µg) against the same strains inhibited 33.96 ± 0.25, 31.66 ± 0.35 and 27.93 ± 0.40 mm, respectively. These novel formulations enhance the dissolution rate as well as antibacterial efficiency and are expected to be potent against MDR bacterial strains.

4.
Heliyon ; 8(4): e09204, 2022 Apr.
Article in English | MEDLINE | ID: mdl-35399381

ABSTRACT

Synthesis of SnO2-Fe3O4 nanocomposites was conducted. The purpose of this study was to obtain the SnO2-Fe3O4 nanocomposites, the effectiveness of photodegradation Congo red by SnO2-Fe3O4 nanocomposites and determine the kinetics of photodegradation. The XRD analysis showed that the SnO2-Fe3O4 nanocomposite best mass ratio was 1:1 based on the highest intensity of characteristic angle (2θ), which is 26.54° and had the smallest crystal size, which is 9.662 nm. Based on the UV-Vis DRS result, the SnO2-Fe3O4 nanocomposites bandgap value was 2.3 eV. The magnetization saturation value of SnO2-Fe3O4 nanocomposites was 64.96 emu/g. The morphology of SnO2-Fe3O4 nanocomposites showed by the TEM image, where the dark spots spread in the lighter areas. The surface of SnO2-Fe3O4 nanocomposites characterized by SEM with the result was bumpy surface and many pores. The EDS result of SnO2-Fe3O4 nanocomposites confirmed the presence of Fe, Sn, and O elements. The functional group of SnO2-Fe3O4 nanocomposites showed by FTIR data, the stretch band of Sn-O characteristics showed at wavenumber 590 cm-1, and the stretch band of Fe-O showed at wavenumber 563 cm-1. The optimum condition of nanocomposites at a contact time of 90 min and the optimum concentration of 18 mg/L showed that the percent of photodegradation was 50.76%. The photodegradation rate of SnO2-Fe3O4 was fitted to Pseudo-second-order.

5.
ACS Omega ; 7(51): 47490-47503, 2022 Dec 27.
Article in English | MEDLINE | ID: mdl-36591191

ABSTRACT

Graphene oxide (GO)-incorporated poly(methyl methacrylate) (PMMA) nanocomposites (PMMA-GO) have demonstrated a wide range of outstanding mechanical, electrical, and physical characteristics. It is of interest to review the synthesis of PMMA-GO nanocomposites and their applications as multifunctional structural materials. The attention of this review is to focus on the radical polymerization techniques, mainly bulk and emulsion polymerization, to prepare PMMA-GO polymeric nanocomposite materials. This review also discusses the effect of solvent polarity on the polymerization process and the types of surfactants (anionic, cationic, nonionic) and initiator used in the polymerization. PMMA-GO nanocomposite synthesis using radical polymerization-based techniques is an active topic of study with several prospects for considerable future improvement and a variety of possible emerging applications. The concentration and dispersity of GO used in the polymerization play critical roles to ensure the functionality and performance of the PMMA-GO nanocomposites.

6.
Ann Med Surg (Lond) ; 70: 102877, 2021 Oct.
Article in English | MEDLINE | ID: mdl-34691421

ABSTRACT

BACKGROUND: Traumatic brain injury (TBI) is a complicated condition that is the primary cause of death and disability in children and young adults in developed countries. Various kinds of therapy have been carried out in the management of brain injury, one of which is the administration of erythropoietin (EPO). There are not many studies in Indonesia have proven that EPO administration is effective on parameters such as stromal cell-derived factor 1 (SDF-1), brain-derived neurotrophic factor (BDNF mRNA), and neuron-specific enolase (NSE) in brain injury patients. The purpose of this study was to see how EPO affected BDNF mRNA expression, SDF-1 serum levels, and NSE levels in experimental rats with TBI. METHODS: This study was conducted using a rat head injury model. Fifteen rats were randomly assigned to one of three groups: A, B, or C. EPO was administered subcutis with a dose of 30.000 U/kg. Blood samples were taken after brain injury (H0), 12 h (H12), and 24 h (H24) after brain injury. Serum level of SDF-1 and NSE were measured using mRNA BDNF gene expression was measured with Real-Time-PCR, and ELISA. RESULTS: This study found EPO increase BDNF mRNA expression in group C at H-12 (7,92 ± 0.51 vs 6.45 ± 0.33) compared to group B, and at H-24 (9.20 ± 0.56 vs 7.22 ± 0.19); increase SDF-1 levels in group C at H-12 (7,56 ± 0,54) vs 4,62 ± 0,58) compared to group B, and at H-24 (11,32 ± 4,55 vs 2,55 ± 0,70); decrease serum NSE levels in group C at H-12 (17,25 ± 2,02 vs 29,65 ± 2,33) compare to group B and at H-24 (12,14 ± 2,61 vs 37,31 ± 2,76); the values are significantly different with p < 0,05. CONCLUSION: EPO may have neuroprotective and anti-inflammatory properties in TBI by increasing mRNA BDNF expression and serum SDF-1 levels, and decrease serum NSE levels.

7.
Ann Med Surg (Lond) ; 69: 102666, 2021 Sep.
Article in English | MEDLINE | ID: mdl-34429948

ABSTRACT

Traumatic brain injury (TBI) is a major cause of death and lifelong disability around the world that predominantly affects young and middle-aged people. Erythropoietin (EPO) is a promising therapeutic agent for a variety of neurological injuries including TBI due to its neuroprotective effects. Here we review the impact of exogenous erythropoietin administration on the expression of brain-derived neurotrophic factor (BDNF), stromal cell-derived factor-1 (SDF-1), and neuron-specific enolase (NSE) levels in cerebrospinal fluid after TBI as biomarkers for neuron regeneration and survival to predict TBI outcome.

8.
Diabetol Metab Syndr ; 13(1): 76, 2021 Jul 13.
Article in English | MEDLINE | ID: mdl-34256824

ABSTRACT

BACKGROUND: COVID-19 has stroke Brazil harshly, deaths by COVID-19 in Brazil represent almost 13% of the total deaths by COVID-19 in the world, even though Brazilian population represents only 2.6% of the world population. Our aim in this study was to evaluate death and intubation outcomes and risk factors associated with COVID-19, and treatment options focusing on diabetes patients and the use of metformin pre-admission and during hospitalization. METHODS: In this Brazilian single-center study we evaluated 1170 patients hospitalized due to COVID-19. Diabetes patients (n = 188) were divided based on their use of pre-hospital and in-hospital metformin (non-met-group and met-group). RESULTS: In the total cohort most comorbidities were risk factors for orotracheal intubation and death. The use of chloroquine/hydroxychloroquine was significantly associated with increased death and intubation risk in uni- and multivariate analysis. Diabetes patients showed worst clinical feature compared with non-diabetes patients. In-hospital non-met-group had increased mortality (20.5%) compared to met-group (3.5%) (p = 0.0002) and univariable cox proportion hazard regression indicated in-hospital metformin reduced mortality (HR = 0.325, p = 0.035). Patients that used pre-hospital metformin showed lower severity parameters at hospital admission. (met-group: 2.45 ± 2.5; non-met-group: 4.25 ± 3.4). In all the groups older patients showed more severe clinical conditions and high risk of death and intubation. CONCLUSION: Even though this is a single-center study, results from other reports have shown a similar trend, indicating that patients that used metformin during hospitalization have a better prognosis and reduced risk of death.

9.
BMC Complement Altern Med ; 19(1): 80, 2019 Apr 03.
Article in English | MEDLINE | ID: mdl-30943970

ABSTRACT

BACKGROUND: Organochalcogen compounds have attracted the interest of a multitude of studies for their promising Pharmacological and biological activities. The antioxidant activity and acute toxicity of an organoselenium compound, 1-(2-(2-(2-(1-aminoethyl)phenyl)diselanyl)phenyl)ethanamine (APDP) was determined in mice. METHODS: Mice were randomly divided into four groups, with each group comprising of seven animals. Canola oil (1ml/kg of body weight) was administered to 1st group, while 2nd, 3rd & 4th groups were administered with 10 mg/kg, 30 mg/kg & 350 mg/kg of APDP respectively. APDP was administered by Intragastric gavage as a single oral dose. RESULTS: The APDP oral administration was found to be safe up to 350 mg/kg of body weight and no deaths of animals were recorded. The lethal dose 50 (LD50) for APDP was determined at 72 h and was estimated to be > 350 mg/kg. After acute treatment, all mice were sacrificed by decapitation to determine the antioxidant enzymes and lipid peroxidation values for the treated mice liver. No fluctuation in lipid peroxidation, vitamin C and non protein thiol (NPSH) levels was observed due to the administration of APDP. hepatic α-ALA-D activity, catalase (CAT), superoxide dismutase (SOD) and the biochemical parameters were evaluated. Experimental observation demonstrated that APDP protected Fe(II) induced thiobarbituric acid reactive substances (TBARS) production in liver homogenate significantly (p < 0.05). The administration of APDP (an amine-based diselenide) both in vitro and in vivo clearly demonstrated that this potential compound has no acute toxicity towards mice among all the tested parameter. CONCLUSION: On the basis of experimental results, it is concluded that APDP is a potential candidate as an antioxidant compound for studying pharmacological properties.


Subject(s)
Organoselenium Compounds/toxicity , Oxidative Stress/drug effects , Phenethylamines/toxicity , Administration, Oral , Animals , Antioxidants/analysis , Lethal Dose 50 , Lipid Peroxidation/drug effects , Liver/chemistry , Liver/drug effects , Male , Mice , Organoselenium Compounds/administration & dosage , Phenethylamines/administration & dosage
10.
Acta Pol Pharm ; 74(2): 425-434, 2017 Mar.
Article in English | MEDLINE | ID: mdl-29624248

ABSTRACT

A series of guanidines and their copper (II) complexes were investigated for their radical scavenging activity including peroxyl radicals (ROO), superoxide anion (O2), hydroxyl ('OH), and reactive hydrogen per- oxide (H202) species. Among the Cu(II) complexes, Cu-MR-9-2 shows the highest, Cu-MR-9-3, Cu-MR-9-6 less and Cu-MR-9-1 least antioxidant potential. The Cu(II) complexes show better Fea'-chelating activity than that of ligands. Among the Cu(II) complexes Cu-MR-9-2 was found to have the highest, Cu-MR-9-6 moderate, MR-9-3 less and Cu-MR-9-1 least ferric reducing capacity. The IC50 values for ligands (MR-9-1, MR-9-2, MR- 9-3, MR-9-6) were determined to be 197.53 ± 7.13, 189.07 ± 7.34, 207.98 ± 6.78 and 233.38 ±6.37 pM, which showed lower antioxidant activity than their Cu(II) complexes. The IC,o values for ascorbic acid were found to be 51.60 ± 13.18 pM. The Cu(I) metal compounds (Cu-MR-9-1,Cu-MR-9-2, Cu-MR-9-3 and Cu-MR-9-6) were detected to be the most powerful scavengers of the hydroxyl radical with IC50 up to 108.03 ± 11.34 pM, 101.41 ±12.10 pM, 90.59 ± 11.53 pM and 88.86 ± 13.16 pM, respectively.


Subject(s)
Alternaria/drug effects , Antifungal Agents/pharmacology , Antioxidants/pharmacology , Copper/pharmacology , Guanidines/pharmacology , Alternaria/growth & development , Antifungal Agents/chemical synthesis , Antioxidants/chemical synthesis , Copper/chemistry , Disk Diffusion Antimicrobial Tests , Dose-Response Relationship, Drug , Free Radical Scavengers/chemical synthesis , Free Radical Scavengers/pharmacology , Guanidines/chemical synthesis , Iron Chelating Agents/chemical synthesis , Iron Chelating Agents/pharmacology , Reactive Oxygen Species/chemistry
11.
Int Orthop ; 41(2): 309-313, 2017 Feb.
Article in English | MEDLINE | ID: mdl-27807718

ABSTRACT

PURPOSE: We aim to report the epidemiology of open Achilles tendon lacerations to determine the incidence of associated complications and identify the factors contributing to the development of the infection after repair and to propose a treatment protocol for this rare injury. METHODS: Retrospective review of the medical charts of patients with open Achilles tendon injury operated and followed up at the orthopedic department at Hamad Medical Corporation, Doha, Qatar, from 2010 to 2015. RESULTS: There were (322) cases of open Achilles tendon lacerations, average age (32.1 years), (97.5 %) male. The most common cause was found to be slipping in the bathroom (81.7 %), followed by injury from sharp objects (15.5 %), and injury while using a grinder (2.8 %). Partial cuts were more common than complete cuts (63.5 %) and (35.9 %). The infection rate was 8.7 %. The patient-related factors that affected the infection rate was age (p = 0.02), diabetes, smoking status, the cause of injury and type of cut did not affect the infection rate. Management-related factors that affected the infection rate were time to surgery (p <0.001) and the length of hospital stay (p <0.001). With regard to surgery-related factors, there was no difference in infection rate by suture type (p = 0.373), immobilization type (p = 0.493), and surgeon experience (p = 0.481). The reoperation rate was a higher in the infected group as compared to the non-infected group (p = <0.001). DISCUSSION: Open Achilles tendon lacerations is common in Qatar, despite the dirty environment of the common cause (bathroom injury) the incidence of infection is low if proper protocol is followed including early irrigation in emergency, early antibiotics such as cefazolin for 72 hours, and primary repair under sterile environment in operating theater, followed by immobilization with or without slab. CONCLUSION: The incidence of a major complication in primary open Achilles tendon lacerations repairs is relatively low. Primary Achilles tendon laceration repair is safe.


Subject(s)
Achilles Tendon/injuries , Lacerations/epidemiology , Plastic Surgery Procedures/statistics & numerical data , Tendon Injuries/epidemiology , Achilles Tendon/surgery , Adolescent , Adult , Aged , Child , Child, Preschool , Female , Follow-Up Studies , Humans , Incidence , Lacerations/surgery , Length of Stay/statistics & numerical data , Male , Middle Aged , Qatar/epidemiology , Plastic Surgery Procedures/adverse effects , Retrospective Studies , Tendon Injuries/complications , Tendon Injuries/surgery , Young Adult
12.
Int J Environ Res Public Health ; 12(7): 7400-16, 2015 Jun 30.
Article in English | MEDLINE | ID: mdl-26133131

ABSTRACT

The impact of heavy metal toxicity on the shoot and root lengths, total protein, fiber characteristics, moisture content and nutrient composition of spinach (Spinacia oleracea) was evaluated. Plants were grown in pots containing soil and treated with different concentrations (mg/kg) of lead (Pb; 300, 400 and 500), cadmium (Cd; 0.5, 1 and 1.5) and zinc (Zn; 250, 500, and 700) as well as mixtures of Cd and Pb (0.5/300, 1/400, 1.5/500), Cd and Zn (0.5/250, 1/500, 1.5/700), and Pb and Zn (300/250, 400/500, 500/700). Soil contaminated by long-term irrigation with wastewater containing heavy metals was simulated. An increase in concentrations of heavy metals both individually and as mixtures significantly (p < 0.05) reduced the growth parameters and nutrient contents of S. oleracea. The uptake patterns of heavy metals in mixtures showed antagonistic impacts on each other. The toxicities of the mixtures Cd and Pb, Cd and Zn as well as Pb and Zn were higher than those observed in separate heavy metal applications but less than their additive sums. The toxicity caused by individual heavy metals was the highest for Cd followed by Pb and Zn. The highest toxicity was observed in plants grown in soil contaminated by Cd and Pb.


Subject(s)
Environment, Controlled , Heavy Metal Poisoning , Metals, Heavy/analysis , Poisoning , Spinacia oleracea/chemistry , Cadmium/metabolism , Soil , Soil Pollutants/analysis , Wastewater/chemistry , Zinc
13.
Bioinorg Chem Appl ; 2014: 916361, 2014.
Article in English | MEDLINE | ID: mdl-25276113

ABSTRACT

Five heteroleptic palladium(II) complexes of the general formula Pd(PR3)(tu)Cl2, where PR3 = triphenylphosphine (1), diphenyl-o-tolylphosphine (2), diphenyl-p-tolylphosphine (3), diphenyl-t-butylphosphine (4), and diphenyl-o-methoxyphenylphosphine (5), and tu = 1,3-bis(2-methoxyphenyl) thiourea. They all have been synthesized and characterized by various spectroscopic techniques (elemental analysis, FTIR, and (1)H NMR and the ligand 1,3-bis(2-methoxyphenyl) thiourea was synthesized by single crystal X-ray diffraction technique). The synthesized compounds were screened for their antibacterial activity against four strains of bacteria (Escherichia coli, Shigella flexneri, Staphylococcus aureus, and Bacillus subtilis). The antitumor potential was evaluated in terms of activity against brine shrimp eggs and DNA interaction. The mixed ligand complexes have exhibited moderate antibacterial activity and promising antitumor potential.

14.
Molecules ; 18(9): 10378-96, 2013 Aug 27.
Article in English | MEDLINE | ID: mdl-23985956

ABSTRACT

A series of N-pivaloyl-N'-(alkyl/aryl)-N''-pyridylguanidine of general formula C4H9CONHC(NR¹R²)NPy have been synthesized and characterized using elemental analysis, FT-IR, multinuclear NMR spectroscopy, and in the case of compounds 7 and 11, by single crystal X-ray diffraction (XRD). The synthesized guanidines were tested for antitumor activities against potato tumor, and showed excellent inhibition against Agrobacterium tumefaciens (AT10)-induced tumor. The antioxidant and antimicrobial activities of these new compounds against various bacterial and fungal strains were also investigated.


Subject(s)
Anti-Bacterial Agents/pharmacology , Antifungal Agents/pharmacology , Antineoplastic Agents/pharmacology , Free Radical Scavengers/pharmacology , Guanidines/pharmacology , Pyridines/pharmacology , Anti-Bacterial Agents/chemical synthesis , Antifungal Agents/chemical synthesis , Antineoplastic Agents/chemical synthesis , Biphenyl Compounds/chemistry , Disk Diffusion Antimicrobial Tests/standards , Drug Screening Assays, Antitumor , Free Radical Scavengers/chemical synthesis , Free Radicals , Guanidines/chemical synthesis , Models, Molecular , Molecular Conformation , Picrates/chemistry , Plant Tumors/microbiology , Pyridines/chemical synthesis , Reference Standards , Vincristine/pharmacology , X-Ray Diffraction
15.
Eur J Med Chem ; 48: 26-35, 2012 Feb.
Article in English | MEDLINE | ID: mdl-22177420

ABSTRACT

A series of homoleptic copper(II) complexes (1a-8a) with N,N',N″-trisubstituted guanidines, [Cu(II){PhCONHC(NHR)NPh}(2)] (where R = phenyl (1a), n-butyl (2a), sec-butyl (3a), cyclohexyl (4a), 1-naphthyl (5a), 2,4-dichlorophenyl (6a), 3,4-dichlorophenyl (7a), and 3,5-dichlorophenyl (8a)) have been synthesized and characterized by elemental analyses, FT-IR, UV-visible, (1)H and (13)C NMR spectroscopy, and single crystal X-ray diffraction analysis. The X-ray crystal structures revealed that the complexes 2a and 4a are mononuclear in the solid state and that the geometry around the copper atom is nearly square planar. In both the cases, N,N',N″-trisubstituted guanidine ligands have been coordinated to the Cu(II) through the oxygen and nitrogen atoms. The synthesized guanidines and their complexes were initially screened for their anti-microbial activities, and Brine Shrimps Lethality assay. The complexes were also screened for in vitro cytotoxicity activity in human cell lines carcinomas A498, EVSAT, H226, IGROV, M19, MCF-7 and WIDR. The results show a moderate level of cytotoxicity against these seven human cancer cell lines as compared with standard chemotherapeutic drugs.


Subject(s)
Anti-Bacterial Agents/chemical synthesis , Antifungal Agents/chemical synthesis , Antineoplastic Agents/chemical synthesis , Copper/pharmacology , Guanidines/chemical synthesis , Organometallic Compounds/chemical synthesis , Animals , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/pharmacology , Antifungal Agents/chemistry , Antifungal Agents/pharmacology , Antineoplastic Agents/chemistry , Antineoplastic Agents/pharmacology , Artemia , Cell Line, Tumor , Cell Survival/drug effects , Copper/chemistry , Guanidines/chemistry , Guanidines/pharmacology , Humans , Inhibitory Concentration 50 , Magnetic Resonance Spectroscopy , Microbial Sensitivity Tests , Models, Molecular , Organometallic Compounds/chemistry , Organometallic Compounds/pharmacology , Spectrophotometry, Ultraviolet , Spectroscopy, Fourier Transform Infrared , X-Ray Diffraction
16.
Dalton Trans ; 40(36): 9202-11, 2011 Sep 28.
Article in English | MEDLINE | ID: mdl-21829831

ABSTRACT

A series of N,N',N''-trisubstituted guanidines (1-6) and their copper(II) complexes, [κ(2)(O,N)-C(6)H(5)CONHC(NHC(6)H(4)Cl)NR](2)Cu(ii) (R = iso-propyl (1a), n-butyl (2a), sec-butyl (3a), tert-butyl (4a), benzyl (5a), and para-tolyl (6a)) were synthesized and characterized using elemental analysis, FTIR and NMR spectroscopy. DFT studies were used to assess the location of the protons in the free ligands. However, calculations have shown that, in all cases, hydrogen bonding from either N-H group gives conformations that are very similar in energy. Single crystal XRD studies were used to characterize ligands 1 and 4 and the related complexes 1a and 4a. The structures reveal that these complexes are mononuclear in the solid state and that copper adopts a regular square planar geometry. In both metallic species, the N, N', N''-trisubstituted guanidine ligands chelate the Cu(II) atom using the oxygen and one nitrogen. The synthesized compounds were investigated for urease inhibition using thiourea as a standard drug. Most complexes exhibit a better activity than the respective guanidines and compound 1a was found to be the most active with IC(50) = 9.83 ± 0.07 µM (the IC(50) for thiourea is 21.0 ± 0.1 µM). The species were also screened for their anti-leishmanial activity. However, all of the compounds were devoid of any significant activity.


Subject(s)
Antiprotozoal Agents/pharmacology , Copper/pharmacology , Guanidines/pharmacology , Leishmania/drug effects , Urease/antagonists & inhibitors , Antiprotozoal Agents/chemistry , Copper/chemistry , Fabaceae/enzymology , Guanidines/chemistry , Humans , Leishmaniasis/drug therapy , Models, Molecular , Organometallic Compounds/chemistry , Organometallic Compounds/pharmacology , Urease/metabolism
17.
Eur J Med Chem ; 46(9): 4071-7, 2011 Sep.
Article in English | MEDLINE | ID: mdl-21724304

ABSTRACT

Six mixed ligand dithiocarbamate Pd(II) complexes (1-6) of general formula [(DT)Pd(PR(3))Cl], where DT = dimethyldithiocarbamate (1, 5), diethyldithiocarbamate (2, 3), dicyclohexyldithiocarbamate (4), bis(2-methoxyethyl)dithiocarbamate (6); PR(3) = benzyldiphenylphosphine (1), diphenyl-2-methoxyphenylphosphine (2), diphenyl-p-tolylphosphine (3), diphenyl-m-tolylphosphine (4), tricyclohexylphosphine (5), diphenyl-2-pyridylphosphine (6) have been synthesized and characterised using Elemental analysis, FT-IR, Raman and multinuclear magnetic resonance (NMR) spectroscopy. Compounds 1 and 2 were also characterized by single crystal X-ray diffraction technique (XRD). The XRD study reveals that the Pd(II) moiety has a pseudo square-planar geometry, in which two positions are occupied by the dithiocarbamate ligand in a bidentate fashion, while at the remaining two positions organophosphine and chloride are present. The anticancer activity of the synthesized metallodrugs was checked against DU145 human prostate carcinoma (HTB-81) cells, the IC(50) values indicate that the compounds are highly active against these cells. These Pd(II) complexes also show moderate antibacterial activity against gram positive and gram negative bacteria.


Subject(s)
Antineoplastic Agents/chemical synthesis , Antineoplastic Agents/pharmacology , Palladium/chemistry , Palladium/pharmacology , Thiocarbamates/chemical synthesis , Thiocarbamates/pharmacology , Anti-Bacterial Agents/chemical synthesis , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/pharmacology , Antineoplastic Agents/chemistry , Cell Line, Tumor , Crystallography, X-Ray , Drug Screening Assays, Antitumor , Humans , Inhibitory Concentration 50 , Ligands , Microbial Sensitivity Tests , Models, Molecular , Spectroscopy, Fourier Transform Infrared , Spectrum Analysis, Raman , Thiocarbamates/chemistry
18.
Acta Crystallogr Sect E Struct Rep Online ; 65(Pt 9): o2073-4, 2009 Aug 08.
Article in English | MEDLINE | ID: mdl-21577495

ABSTRACT

In the title compound, C(18)H(29)N(3)O, a polysubstituted guanidine, the torsion angles indicate that the guanidine unit and the carbonyl group are almost perpendicular to one another [O-C-N-C= -7.40 (18), C-N-C-N= -97.21 (15) and 86.41 (13)°]. The crystal packing is stablized by inter-molecular N-H⋯O hydrogen bonds, which link the mol-ecules into a chain.

19.
Acta Crystallogr Sect E Struct Rep Online ; 65(Pt 9): o2297-8, 2009 Aug 29.
Article in English | MEDLINE | ID: mdl-21577687

ABSTRACT

In the title compound, C(20)H(15)Cl(2)N(3)O, a typical polysubstituted guanidine with normal geometric parameters, the torsion angles [C-N-C-O = 3.8 (2), N-C-N-C = -6.1 (2)°] indicate that the guanidine and carbonyl groups are almost coplanar, due to the pseudo-hexa-gonal ring formed by intra-molecular N-H⋯O hydrogen bonds. The crystal packing is stabilized by inter-molecular N-H⋯O hydrogen bonds, which link the mol-ecules into centrosymmetric dimers.

20.
Acta Crystallogr Sect E Struct Rep Online ; 64(Pt 1): o333, 2007 Dec 21.
Article in English | MEDLINE | ID: mdl-21200894

ABSTRACT

In the title compound, C(20)H(18)N(3)O(+)·Cl(-), the orientation of the aromatic rings around the planar CN(3) (+) unit produces steric hindrance. As a consequence of this particular orientation of the guanidinium cation, hydrogen bonding is restricted to N-H⋯Cl and intra-molecular N-H⋯O hydrogen bonds within the discrete unit. The guanidinium and carbonyl groups are coplanar as a result of the six-membered ring formed by the N-H⋯O intra-molecular hydrogen bond. The dihedral angles between the guanidinium plane and the two phenyl rings are 62.31 (8) and 64.24 (8)°.

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