Synthesis of Novel 3(N,N-dialkylamino)alkyl/phenyl Substituted Thieno [2,3-d]pyrimidinones as H1-Anti-Histaminic and Antimicrobial Agents

2019 ◽  
Vol 15 (1) ◽  
pp. 63-70
Author(s):  
Shiv Dev Singh ◽  
Arvind Kumar ◽  
Firoz Babar ◽  
Neetu Sachan ◽  
Arun Kumar Sharma
Keyword(s):  
Antimicrobial Activity ◽  
Potassium Hydroxide ◽  
Antimicrobial Agents ◽  
Pyrimidine Ring ◽  
Antimicrobial Activities ◽  
Screening Methods ◽  
Chlorpheniramine Maleate ◽  
In Vivo Screening

Background: Thienopyrimidines are the bioisoster of quinazoline and unlike quinazoline exist in three isomeric forms corresponding to the three possible types annulation of thiophene to the pyrimidine ring viz thieno[2,3-d] pyrimidine, thieno[3,2-d] pyrimidine and thieno[3,4-d]pyrimidine. Heterocyclic containing the thienopyrimidinone moiety exhibits various pronounced activities such as anti-hypertensive, analgesic and anti-inflammatory, antiviral, platelet aggregation inhibitory, antiprotozoal bronchodilatory, phosphodiesterase inhibitory, antihistaminic, antipsychotic and antimicrobial activity. Objective: Synthesis of novel 3(N,N-dialkylamino)alkyl/phenyl substituted thieno[2,3-d]pyrimidinones as H1-anti-histaminic and antimicrobial agents. Methods: A series of 3-[(N,N-dialkylamino)alkyl/phenyl]-2-(1H)thioxo-5,6,7,8-tetrahydrobenzo(b) thieno(2,3-d)pyrimidine-4(3H)-ones[4a-d], their oxo analogous [5a-d] and 3-[(N,N-dialkylamino)alkyl]- 2-chlorophenyl-5,6,7,8-tetrahydrobenzo(b)thieno(2,3-d)pyrimidine- 4 (3H)-ones[6a-d]derivative were synthesized from 2-amino-4,5,6,7-tetrahydrobenzo(b)thiophene-3-carboxylic acid by nucleophilic substitution of different N,N-dialkyl alkylene/phenylene diamines on activated 3-acylchloride moiety followed by cyclocondensation with carbon disulfide and ethanolic potassium hydroxide to get [4a-d] and in second reaction by condensation with 4-chlorobenzoyl chloride to get [6a-d] by single pot novel innovative route. The oxo analogous [5a-d] were prepared by treating derivatives [4a-d] with potassium permagnate in ethanolic KOH. The synthesized compound were evaluated for H1-antihistaminic and antimicrobial activities. Results: All synthesized compounds exhibited significant H1-antihistaminic activity by in vitro and in vivo screening methods and data were verified analytically and statistically. The compound 4a, 4b, 5a and 5b showed significant H1-antihistaminiic activity than the reference standard chlorpheniramine maleate. The compound 6d, 6c, 5c and 4c exhibited significant antimicrobial activity.

scholarly journals DESIGN AND SYNTHESIS OF NOVEL 1-((DIMETHYLAMINO)METHYL)-3-(4-(3-(SUBSTITUTE DPHENYL)-4-OXOTHIAZOLIDIN-2-YL)PHENYLIMINO)-5-NITROINDOLIN-2-ONES AS POTENT ANTITUBERCULAR AGENTS

2019 ◽  
pp. 200-207
Author(s):  
KOSARAJU LAHARI ◽  
RAJA SUNDARARAJAN
Keyword(s):  
Antimicrobial Activity ◽  
Antimicrobial Agents ◽  
Biological Activities ◽  
Antimicrobial Activities ◽  
Mannich Bases ◽  
Proton Nuclear Magnetic Resonance ◽  
Design And Synthesis ◽  
Group Variation

Objective: Isatins have emerged as antimicrobial agents due to their broad spectrum of in vitro and in vivo antimicrobial activities. In addition, thiazolidinone also reported to possess various biological activities particularly antimicrobial activity. Due to the importance, we planned to synthesize compounds with isatin functionality coupled with thiazolidinone as possible antitubercular and antimicrobial agents which could furnish better therapeutic results. Methods: In vitro Mycobacterium tuberculosis method and agar streak dilution test are used to estimate antitubercular and antimicrobial potency of title analogs, respectively. Minimum inhibitory concentration of entire title compounds was determined against all tested microorganism such as M. tuberculosis, four Gram-positive, three Gram-negative bacteria, and two fungi. Results: A series of new thiazolidinone substituted Schiff and Mannich bases of 5-nitroisatins were designed and synthesized by a multistep synthesis from isatin. Structures of synthesized compounds are characterized using Fourier-transform infrared, proton nuclear magnetic resonance, mass spectroscopy, and bases of elemental analysis. Mild to good antitubercular and antimicrobial activity was showed by synthesized 5-nitroisatin analogs. The relationship between the biological activity and the functional group variation of the tested compounds was discussed. Conclusion: 3-(4-(3-(4-Aminophenyl)-4-oxothiazolidin-2-yl)phenylimino)-1-((dimethyl amino)methyl)-5-nitroindolin-2-one 6 and 3-(4-(3- (2-aminophenyl)-4-oxothiazolidin-2-yl)phenylimino)-1-((dimethylamino)methyl)-5-nitroindolin-2-one 13 were found to be the most potent compounds of this series which might be extended as a novel class of antimicrobial agents.

In Vitro and In Vivo Bioactivity of Tricalcium Phosphate and Fluoroapatite Nanoparticles for Medical Implants

2020 ◽  
Vol 12 (1) ◽  
pp. 101-109
Author(s):  
H. Algarni ◽  
Ibrahim Alshahrani ◽  
Essam H. Ibrahim ◽  
Refaat A. Eid ◽  
Mona Kilany ◽  
...  
Keyword(s):  
Antimicrobial Activity ◽  
Antimicrobial Activities ◽  
Potential Candidate ◽  
Medical Implants ◽  
Splenic Cells ◽  
Acute Cytotoxicity ◽  
Good Potential ◽  
Sbf Solution

A novel 40P2O5–20Na2O–10Ca(OH)2–20CaCl2–6.0ZnO–2.0BaF2–2.0TiO2 (BGBaFTi) bioglasses is prepared. The reaction of the glasses in SBF solution is characterized by XRD and SEM indicated that the carbonate hydroxyapatite has formed rapidly on the glasses. BGBaFTi bioglasses was tested for its antimicrobial activity, anti-proliferative/cytotoxicity against normal and activated splenic cells in vitro and in vivo. This results showed that BGBaFTi has antimicrobial activities against Gram negative and positive bacteria as well as fungi. We found that the antimicrobial activity of nanoparticles of BGBaFTI is high than the normal powder of it. Moreover BGBaFTi (powder and nanoparticle) with cytotoxic effect on normal splenic cells was investigated. The products of activated splenic cells did not cause any changes in the structure of BGBaFTi. It did not cause any acute cytotoxicity or lysis to RBCs which was not affected by lytic products of immune cells. The bioactivity and biocompatibility of the present glasses use it a good potential candidate in the field of tissue engineering.

scholarly journals The Pomegranate: Effects on Bacteria and Viruses That Influence Human Health

2013 ◽  
Vol 2013 ◽  
pp. 1-11 ◽  
Author(s):  
Amy B. Howell ◽  
Doris H. D'Souza
Keyword(s):  
Antimicrobial Activity ◽  
Foodborne Pathogens ◽  
Clinical Results ◽  
Multidrug Resistant ◽  
Antimicrobial Activities ◽  
Oral Bacteria ◽  
Resistant Bacteria ◽  
Wide Range

Pomegranates have been known for hundreds of years for their multiple health benefits, including antimicrobial activity. The recent surge in multidrug-resistant bacteria and the possibility of widespread global virus pandemics necessitate the need for additional preventative and therapeutic options to conventional drugs. Research indicates that pomegranates and their extracts may serve as natural alternatives due to their potency against a wide range of bacterial and viral pathogens. Nearly every part of the pomegranate plant has been tested for antimicrobial activities, including the fruit juice, peel, arils, flowers, and bark. Many studies have utilized pomegranate peel with success. There are various phytochemical compounds in pomegranate that have demonstrated antimicrobial activity, but most of the studies have found that ellagic acid and larger hydrolyzable tannins, such as punicalagin, have the highest activities. In some cases the combination of the pomegranate constituents offers the most benefit. The positive clinical results on pomegranate and suppression of oral bacteria are intriguing and worthy of further study. Much of the evidence for pomegranates’ antibacterial and antiviral activities against foodborne pathogens and other infectious disease organisms comes fromin vitrocell-based assays, necessitating further confirmation ofin vivoefficacy through human clinical trials.

scholarly journals Gelatin-Based Hybrid Scaffolds: Promising Wound Dressings

Polymers ◽  
2021 ◽  
Vol 13 (17) ◽  
pp. 2959 ◽  
Author(s):  
Sindi P. Ndlovu ◽  
Kwanele Ngece ◽  
Sibusiso Alven ◽  
Blessing A. Aderibigbe
Keyword(s):  
Mechanical Properties ◽  
Antimicrobial Activity ◽  
Wound Healing ◽  
Antimicrobial Agents ◽  
Healing Process ◽  
Wound Dressings ◽  
Wound Healing Process ◽  
Delayed Wound Healing

Wound care is a major biomedical field that is challenging due to the delayed wound healing process. Some factors are responsible for delayed wound healing such as malnutrition, poor oxygen flow, smoking, diseases (such as diabetes and cancer), microbial infections, etc. The currently used wound dressings suffer from various limitations, including poor antimicrobial activity, etc. Wound dressings that are formulated from biopolymers (e.g., cellulose, chitin, gelatin, chitosan, etc.) demonstrate interesting properties, such as good biocompatibility, non-toxicity, biodegradability, and attractive antimicrobial activity. Although biopolymer-based wound dressings display the aforementioned excellent features, they possess poor mechanical properties. Gelatin, a biopolymer has excellent biocompatibility, hemostatic property, reduced cytotoxicity, low antigenicity, and promotes cellular attachment and growth. However, it suffers from poor mechanical properties and antimicrobial activity. It is crosslinked with other polymers to enhance its mechanical properties. Furthermore, the incorporation of antimicrobial agents into gelatin-based wound dressings enhance their antimicrobial activity in vitro and in vivo. This review is focused on the development of hybrid wound dressings from a combination of gelatin and other polymers with good biological, mechanical, and physicochemical features which are appropriate for ideal wound dressings. Gelatin-based wound dressings are promising scaffolds for the treatment of infected, exuding, and bleeding wounds. This review article reports gelatin-based wound dressings which were developed between 2016 and 2021.

scholarly journals SYNTHESIS OF SOME NOVEL (E)-METHYL 2,4-DIMETHYL-5-(3-OXO-3-PHENYLPROP-1-EN-1- YL)-1H-PYRROLE-3-CARBOXYLATE DERIVATIVES AS ANTIMICROBIAL AGENT

2019 ◽  
pp. 464-469
Author(s):  
MAHESH HUBLIKAR ◽  
PRASHANT DIXIT ◽  
VIKAS KADU ◽  
SACHIN SHIRAME ◽  
DATTATRAYA RAUT ◽  
...  
Keyword(s):  
Antimicrobial Activity ◽  
Antimicrobial Agents ◽  
Heterocyclic Ring ◽  
Antimicrobial Activities ◽  
Activity Data ◽  
Acetophenone Derivatives ◽  
1H Nuclear Magnetic Resonance ◽  
Therapeutic Tools ◽  
Antibacterial And Antifungal

Objective: The objective of the present study was to synthesize a series of some novel (E)-methyl 2,4-dimethyl-5-(3-oxo-3-phenylprop-1-en-1-yl)-1H-pyrrole-3-carboxylate derivatives and to evaluate it’s in vitro antimicrobial activities. Methods: A novel series of (E)-methyl 2,4-dimethyl-5-(3-oxo-3-phenylprop-1-en-1-yl)-1H-pyrrole-3-carboxylate derivative (8a-l) has been synthesized by cyclization (Knorr reaction) hydrolysis, decarboxylation, and Vilsmeier–Haack formylation reaction. 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylate 6 undergo condensation with acetophenone derivatives 7a-l in methanol and potassium hydroxide. The synthesized compounds were screened for in vitro antimicrobial screening. Results: The structures of the synthesized compounds were characterized by infrared, 1H nuclear magnetic resonance, and mass spectroscopy. The antimicrobial activity data revealed that the synthesized derivatives possess good antibacterial and antifungal activity which is attributed due to the presence of the heterocyclic ring; further, the activity increased with the introduction of a methoxy group in the structure. Conclusions: New pyrrole chalcone derivatives act as significant antimicrobial agents, easy work-up procedure and reaction take place with minimum side product. Antimicrobial activity report provides an interesting template for the syntheses of new antimicrobial agents and may be helpful for the design of new therapeutic tools.

Discovery of new antimetastatic agents: Review of in vitro and in vivo screening methods

2000 ◽  
Vol 22 (2) ◽  
pp. 123
Author(s):  
H.-F. Li ◽  
X.-W. Wang ◽  
R.-G. Zhang ◽  
j.-H. Yuan ◽  
Y. Xie ◽  
...  
Keyword(s):  
Screening Methods ◽  
In Vivo Screening

scholarly journals The In Vitro Antimicrobial Effects of Lavandula angustifolia Essential Oil in Combination with Conventional Antimicrobial Agents

2016 ◽  
Vol 2016 ◽  
pp. 1-9 ◽  
Author(s):  
Stephanie de Rapper ◽  
Alvaro Viljoen ◽  
Sandy van Vuuren
Keyword(s):  
Antimicrobial Activity ◽  
Essential Oil ◽  
Antimicrobial Agents ◽  
Inhibitory Concentration ◽  
Antimicrobial Effect ◽  
Antimicrobial Activities ◽  
Lavandula Angustifolia ◽  
Gram Negative ◽  
Stock Solutions

The paper focuses on the in vitro antimicrobial activity of Lavandula angustifolia Mill. (lavender) essential oil in combination with four commercial antimicrobial agents. Stock solutions of chloramphenicol, ciprofloxacin, nystatin, and fusidic acid were tested in combination with L. angustifolia essential oil. The antimicrobial activities of the combinations were investigated against the Gram-positive bacterial strain Staphylococcus aureus (ATCC 6538) and Gram-negative Pseudomonas aeruginosa (ATCC 27858) and Candida albicans (ATCC 10231) was selected to represent the yeasts. The antimicrobial effect was performed using the minimum inhibitory concentration (MIC) microdilution assay. Isobolograms were constructed for varying ratios. The most prominent interaction was noted when L. angustifolia essential oil was combined with chloramphenicol and tested against the pathogen P. aeruginosa (ΣFIC of 0.29). Lavendula angustifolia essential oil was shown in most cases to interact synergistically with conventional antimicrobials when combined in ratios where higher volumes of L. angustifolia essential oil were incorporated into the combination.

scholarly journals New Chloramphenicol Derivatives with a Modified Dichloroacetyl Tail as Potential Antimicrobial Agents

Antibiotics ◽  
2021 ◽  
Vol 10 (4) ◽  
pp. 394
Author(s):  
Artemis Tsirogianni ◽  
Georgia G. Kournoutou ◽  
Anthony Bougas ◽  
Eleni Poulou-Sidiropoulou ◽  
George Dinos ◽  
...  
Keyword(s):  
Antimicrobial Activity ◽  
Antimicrobial Agents ◽  
Amine Group ◽  
Antibiotic Development ◽  
Beta Alanine ◽  
Free Amine ◽  
Free Amine Group ◽  
Amine Groups

To combat the dangerously increasing pathogenic resistance to antibiotics, we developed new pharmacophores by chemically modifying a known antibiotic, which remains to this day the most familiar and productive way for novel antibiotic development. We used as a starting material the chloramphenicol base, which is the free amine group counterpart of the known chloramphenicol molecule antibiotic upon removal of its dichloroacetyl tail. To this free amine group, we tethered alpha- and beta-amino acids, mainly glycine, lysine, histidine, ornithine and/or beta-alanine. Furthermore, we introduced additional modifications to the newly incorporated amine groups either with protecting groups triphenylmethyl- (Trt) and tert-butoxycarbonyl- (Boc) or with the dichloroacetic group found also in the chloramphenicol molecule. The antimicrobial activity of all compounds was tested both in vivo and in vitro, and according to the results, the bis-dichloroacetyl derivative of ornithine displayed the highest antimicrobial activity both in vivo and in vitro and seems to be a dynamic new pharmacophore with room for further modification and development.

scholarly journals Combined Use of the Ab105-2фΔCI Lytic Mutant Phage and Different Antibiotics in Clinical Isolates of Multiresistant Acinetobacter Baumannii

2019 ◽  
Author(s):  
Lucia Blasco ◽  
Anton Ambroa ◽  
Maria Lopez ◽  
Laura Fernandez-Garcia ◽  
Ines Bleriot ◽  
...  
Keyword(s):  
Antimicrobial Activity ◽  
Acinetobacter Baumannii ◽  
Antimicrobial Agents ◽  
Galleria Mellonella ◽  
Resistant Bacteria ◽  
Lytic Phage ◽  
Drug Resistant Bacteria ◽  
Multiresistant Strains

The global health emergency caused by multi-drug resistant bacteria has led to the search for and development of new antimicrobial agents. Phage therapy is an abandoned antimicrobial therapy that has been resumed in recent years. In this study, we mutated a lysogenic phage from Acinetobacter baumannii into a lytic phage (Ab105-2phiΔCI) showing antimicrobial activity against A.baumannii clinical strains (such as Ab177_GEIH-2000 which showed MICs to meropenem and imipenem of 32 µg/ml and 16 µg/ml, respectively as well as belonging to GEIH-REIPI Spanish Multicenter A. baumannii Study II 2000/2010, Umbrella Genbank Bioproject PRJNA422585). We then enhanced the time kill curves (in vitro) and in Galleria mellonella survival assays (in vivo) antimicrobial activity of the new lytic phage by combining it with carbapenem antibiotics (meropenem and imipenem). We observed in vitro, an antimicrobial synergistic effect (from 4 log to 7 log CFU/ml) with meropenem plus lytic phage in all combinations analysed (0.1, 1 and 10 MOI of Ab105-2phiΔCI mutant as well as 1/4 and 1/8 MIC of meropenem). Moreover, we had a decrease in bacterial growth of 8 log CFU/ml for the combination of imipenem at 1/4 MIC plus lytic phage (Ab105-2phiΔCI mutant) and of 4 log CFU/ml for the combination of imipenem at 1/8 MIC plus lytic phage (Ab105-2phiΔCI mutant) in both MOI 1 and 10. These results were confirmed in in vivo (G. mellonella) obtaining a higher effectiveness in the combination of imipenem and Ab105-2phiΔCI mutant (P<0.05 by Log Rank-Matel Cox test). This approach could help to reduce the emergence of phage resistant bacteria and restore sensitivity to the antibiotics when used to combat multiresistant strains of Acinetobacter baumannii.

scholarly journals IN VITRO SCREENING OF ANTIMICROBIAL ACTIVITY OF ETHANOLIC EXTRACT OBTAINED FROM FICUS LYRATA WARB. (MORACEAE) LEAVES

2016 ◽  
Author(s):  
H. Tkachenko ◽  
L. Buyun ◽  
Z. Osadovskyy ◽  
M. Truhan ◽  
Ye. Sosnowski ◽  
...  
Keyword(s):  
Antimicrobial Activity ◽  
Pathogenic Bacteria ◽  
Antimicrobial Agents ◽  
Ethanolic Extract ◽  
Antimicrobial Activities ◽  
Diffusion Method ◽  
Traditional Use ◽  
Agar Disc ◽  
Ficus Lyrata

In the current investigation, screening of ethanolic extract obtained from Ficus lyrata leaves against pathogenic bacteria has been done in order to assess the antimicrobial activity aimed at detecting new sources of antimicrobial agents. The antimicrobial activity of the extract was determined using agar disc diffusion method. The antibacterial activity of leaf extract of F. lyrata was tested against human pathogenic bacteria — both Gram-positive (Staphylococcus aureus, methicillin-resistant S. aureus and Streptococcus pneumoniae) and Gram-negative strains (Klebsiella pneumoniae, Pseudomonas aeruginosa, and Escherichia coli). The results of this study provide evidence that the ethanolic extract of F. lyrata leaves has a mild antimicrobial activities, apparently, attributed to the presence of various secondary metabolites, which confirm the traditional use of this plant for the treatment of diseases caused by pathogens. These data allow us to suggest that the extracts of F. lyrata can be used to discover antibacterial substances for developing new pharmaceuticals to control clinically important pathogens responsible for severe disorders.

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