Antimicrobial and cytotoxic effects of Mexican medicinal plants

The antimicrobial effects of the Mexican medicinal plants Guazuma ulmifolia, Justicia spicigera, Opuntia joconostle, O. leucotricha, Parkinsonia aculeata, Phoradendron longifolium, P. serotinum, Psittacanthus calyculatus, Tecoma stans and Teucrium cubense were tested against several human multi-drug resistant pathogens, including three Gram (+) and five Gram (-) bacterial species and three fungal species using the disk-diffusion assay. The cytotoxicity of plant extracts on human cancer cell lines and human normal non-cancerous cells was also evaluated using the MTT assay. Phoradendron longifolium, Teucrium cubense, Opuntia joconostle, Tecoma stans and Guazuma ulmifolia showed potent antimicrobial effects against at least one multidrug-resistant microorganism (inhibition zone > 15 mm). Only Justicia spicigera and Phoradendron serotinum extracts exerted active cytotoxic effects on human breast cancer cells (IC50 < or = 30 microg/mL). The results showed that Guazuma ulmifolia produced potent antimicrobial effects against Candida albicans and Acinetobacter lwoffii, whereas Justicia spicigera and Phoradendron serotinum exerted the highest toxic effects on MCF-7 and HeLa, respectively, which are human cancer cell lines. These three plant species may be important sources of antimicrobial and cytotoxic agents.     

Synthesis in Water and Antimicrobial Activity of 5-Trichloromethyl-4,5-dihydroisoxazoles

Two series of 5-trichloromethylisoxazoles were synthesized from the cyclocondensation of 1,1,1-trichloro-4-methoxy-3-alken-2-ones [Cl₃CC(O)C(R²) = C(R¹)OMe, where R¹ = H, Me, Et, Pr, iso-Pr, cyclo-Pr, Bu, terc-Bu, CH₂Br, CHBr₂, CH(Me)SMe, (CH₂)₂Ph, and Ph, and R² = H; R¹ = H and R² = Me and Et; R¹ and R² = -(CH₂)₄- and -(CH₂)₅-; and R¹ = Et and Ph and R² = Me] with hydroxylamine hydrochloride through a rapid one-pot reaction in water. The 5-trichloromethyl-4,5-dihydroisoxazoles were aromatized by reaction with concentrated sulfuric acid to obtain the respective 5-trichloromethylisoxazoles. Their structures were confirmed by elemental analysis, ¹H/¹³C nuclear magnetic resonance, and electron impact mass spectroscopy. Crystal structure analysis for 5-triclhoromethyl-5-hydroxy-3-propyl-4,5-dihydroisoxazole (2d) and 5-trichloromethyl-5-hydroxy-3,4-hexamethylene-4,5-dihydroisoxazole (2o) is presented. The antimicrobial activities of the 5-trichloromethyl-4,5-dihydroisoxazole derivatives were examined using the standard twofold dilution method against Gram-positive bacteria (Staphylococcus aureus), Gram-negative bacteria (Escherichia coli and Pseudomonas aeruginosa), and yeasts (Candida spp. and Cryptococcus neoformans). All of the tested 5-trichloromethyldihydroisoxazoles exhibited antibacterial and antifungal activities at the tested concentrations.

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Antimicrobial activity and cytotoxic effects of Magnolia dealbata and its active compounds

Multi-drug resistance is of great concern for public health worldwide and necessitates the search for new antimicrobials from sources such as plants. Several Magnolia (Magnoliaceae) species have been reported to exert antimicrobial effects on sensitive and multidrug-resistant microorganisms. However, the antimicrobial properties of Magnolia dealbata have not been experimentally evaluated. The antimicrobial effects of an ethanol extract of Magnolia dealbata seeds (MDE) and its active compounds honokiol (HK) and magnolol (MG) were tested against the phytopathogen Clavibacter michiganensis subsp. michiganensis and several human multi-drug resistant pathogens using the disk-diffusion assay. The effects of MDE and its active compounds on the viability of human peripheral blood mononuclear cells (PBMC) were evaluated using MTT assay. MDE and its active compounds had antimicrobial activity (inhibition zone > 10 mm) against C. michiganensis, Pseudomonas aeruginosa, Acinetobacter baumannii, Acinetobacter lwoffii, Candida albicans, Candida tropicalis and Trichosporon belgeii. The results suggest that M. dealbata and its active compounds have selective antimicrobial effects against drug-resistant fungal and Gram (-) bacteria and exert minimal toxic effects on human PMBC.     

Synthesis and Antimicrobial Activity of Substituted 5-Cyano-6-oxo-2-styrylnicotinic Acids

Derivatives of the anilide or ethyl ester of 5-cyano-6-oxo-2-styrylnicotinic acid are formed in the reaction of the anilide or ethyl ester of 5-cyano-2-methyl-6-oxonicotinic acid with aromatic aldehydes. On interaction with hydrazine hydrate the products are converted into hydrazides of 5-cyano-6-oxo-2-styrylnicotinic acid derivatives.     

Synthesis and Antimicrobial Evaluations of New 5‐aryl Linked Bispyrazolines

Syntheses of new bispyrazolines 4a , 4b , 4c , 4d , 4e , 4f , 4g built around the aliphatic linkers of varying lengths have been described. The intermediate bischalcones and final bishetrocyclics were also evaluated for their antimicrobial activities.     

Concise Synthesis and Antimicrobial Activities of New Substituted 5‐Isoxazolpenicillins

The synthesis of a series of new 5‐isoxazolpenicillins is described, which were obtained by coupling substituted isoxazoles with 6‐APA. Concise large‐scale synthesis of 3,5‐disubstituted isoxazoles by 1,3‐dipolar cycloaddition using copper(I) as catalyst was also investigated. Representative compounds were assayed for antimicrobial activities, showing satisfactory antimicrobial activities against Gram‐negative bacteria.     

A New Approach for Synthesis of 2-Thioxocytosine-5-carbonitrile as Antimicrobial Agents

Russian Journal of General Chemistry - A highly efficient synthetic methodology for the preparation of 2-thioxocytosine was achieved by the nucleophilic addition of thiourea to...     

Antimicrobial activity of novel isothiuronium salts with 7-chloro-4,6-dinitrobenzofuroxan-5-olate anion

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Synthesis and Antimicrobial of Some Novel-5-carbomethoxy-2-pyridone Derivatives Containing Sulfonamide Moiety

Dimethyl 4-(methoxymethylene)-2-pentenedioate 2 was selected as the starting material for the synthesis of some novel 2-pyridones containing sulfonamide moiety, which we expected to have biological activities such as bactericidal and fungicidal or other applications of certain interest.     

Synthesis and Antimicrobial Activity of 2-Methyl-5-nitroaniline Derivatives:A Structure-Activity Relationship Study

A series of 2‐methyl‐5‐nitroaniline derivatives, 5a – 5k and 6a – 6f , were synthesized in order to determine their in vitro antimicrobial activity. The chemical structures of the synthesized compounds were confirmed by elemental analyses, UV‐visible, FT‐IR, ¹H NMR and ¹³C NMR spectral studies. The structure‐activity relationships of the synthesized compounds were also discussed. Among the synthesized compounds, 5f , 5d , 6b and 6e showed good antimicrobial activity compared to standard drugs.     

Utilization of Grape Seed Flour for Antimicrobial Lipopeptide Production by Bacillus amyloliquefaciens C5 Strain

Applied Biochemistry and Biotechnology - An endophytic Bacillus amyloliquefaciens strain called C5, able to produce biosurfactant lipopeptides with a broad antibacterial activity spectrum, has been...     

模拟天然抗菌多肽高分子抗菌药物的研究进展

由于传统抗生素类药物容易使细菌产生耐药性而成为超级细菌,新型的抗菌药物亟待开发。通过模拟天然抗菌多肽设计合成的高分子抗菌剂,具有很高的抗菌活性和生物选择性,而且由于其合成方法简单,结构易于控制,且可实现大规模工业生产,有望成为代替传统抗生素和抗菌多肽的新一代抗菌药物。本文介绍了天然抗菌多肽的抗菌机理与模拟天然抗菌多肽的...     

Antimicrobial effects of quaternary phosphonium salt intercalated clay minerals on Escherichia coli and Staphylococci aureus

The aim of this research was to determine the antimicrobial properties and influence factors of four clay minerals intercalated by quaternary phosphonium salt (tetradecyl tributyl phosphonium bromide, TDTB) on antimicrobial effects. Escherichia coli (E. coli) and Staphylococci aureus (S. aureus) were chosen for Minimal Inhibitory Concentration (MIC) tests to evaluate the antimicrobial activities of organ-clay minerals. The properties of organ-clay minerals were analyzed by FTIR, XRD, TEM, Z-Average and Zeta potential, and the releasing amount of TDTB into the broth was measured by ICP. The results showed that montmorillonites-TDTB inhibited the growth of E. coli and S. aureus, and the MICs were 200 ± 20 and 80 ± 15 mg/L, respectively. The amount of TDTB released into the broth was 3.42 ± 0.71%. According to the properties of organ-clay mineral, it was indicated that the antimicrobial activities of organ-clay mineral were the synergic effect of the releasing amount of TDTB, Zeta potential, particle size and distribution. The organ-clay mineral with the larger releasing amount of TDTB, the higher Zeta potential, the same particle size with bacterial size and the narrower size distribution exhibited better antimicrobial activity. The present study demonstrated the properties of organ-clay minerals effected their antimicrobial activities, provided theoretically guidance to promote the antimicrobial activity of clay minerals.     

The Role of Antimicrobial Peptides as Antimicrobial and Antibiofilm Agents in Tackling the Silent Pandemic of Antimicrobial Resistance

Just over a million people died globally in 2019 due to antibiotic resistance caused by ESKAPE pathogens (Enterococcus faecium, Staphylococcus aureus, Klebsiella pneumoniae, Acinetobacter baumannii, Pseudomonas aeruginosa, and Enterobacter species). The World Health Organization (WHO) also lists antibiotic-resistant Campylobacter and Helicobacter as bacteria that pose the greatest threat to human health. As it is becoming increasingly difficult to discover new antibiotics, new alternatives are needed to solve the crisis of antimicrobial resistance (AMR). Bacteria commonly found in complex communities enclosed within self-produced matrices called biofilms are difficult to eradicate and develop increased stress and antimicrobial tolerance. This review summarises the role of antimicrobial peptides (AMPs) in combating the silent pandemic of AMR and their application in clinical medicine, focusing on both the advantages and disadvantages of AMPs as antibiofilm agents. It is known that many AMPs display broad-spectrum antimicrobial activities, but in a variety of organisms AMPs are not stable (short half-life) or have some toxic side effects. Hence, it is also important to develop new AMP analogues for their potential use as drug candidates. The use of one health approach along with developing novel therapies using phages and breakthroughs in novel antimicrobial peptide synthesis can help us in tackling the problem of AMR.     

Synthesis and Evaluation of Antimicrobial Activity of Some Novel Heterocyclic Compounds from 5‐Bromosalicylaldehyde

A novel series of coumarins, thiadiazoles, thiazoles, and pyridines were synthesized via reaction of 5‐bromosalicylaldehyde with different reagents. Thus, 5‐bromosalicylaldehyde 1 was reacted with compounds 2a–d affording iminocoumarins 3a–d , which on hydrolysis with 10% hydrochloric acid, afforded coumarins 4a–d , respectively. On the other hand, reaction of 1 with benzylhydrazinecarbodithioate 5 afforded derivative 6 , which reacted with hydrazonoyl halides 7a–f , afforded 1,3,4‐thiadiazoles 11a–f , respectively. Moreover, thiazoles 15 and 16 were obtained via reaction of 1 with thiocarbohydrazide 13 and hydrazonoyl halides. However, condensation of 2‐acetyl‐5‐bromobenzofuran 17 with benzaldehyde afforded chalcone 18 , which reacted with pyridiniumbromides 19a–c , afforded pyridines 20a–c , respectively. Furthermore, pyridines 21–24 were synthesized from the reaction of chalcone 18 with different active methylene compounds. Reaction of 24 with ethylchloroacetate, chloroacetone, and chloroacetonitrile afforded thienopyridines 26a–c , respectively. The structures of the newly synthesized compounds were established based on their spectral data and elemental analyses. Also, selected newly synthesized compounds were screened for their antimicrobial activity against various microorganisms by disk diffusion method.     

键合胍盐低聚物的抗菌聚苯乙烯的制备及其抗菌活性

在Haake转矩流变仪中,将盐酸胍与己二胺的低聚物(PHMG)与末端带环氧基的遥爪型聚苯乙烯(PS)进行熔融反应,得到具有抗菌性能的聚苯乙烯(PS-PHMG)。红外(FT-IR)光谱证明胍盐低聚物是以化学键的形式键合到PS分子链上的。分别用扩散法和振荡瓶法测试了抗菌聚苯乙烯对大肠杆菌和金黄色葡萄球菌的抗菌性能。扩散法实验表明,经提纯后的PS-PHMG不存在胍盐低聚物的溶出,但对大肠杆菌和金黄色葡萄球菌均有明显的抑菌圈。振荡瓶法结果表明:当PS中w(PS-PHMG)=0.2%(即w(PHMG)=0.069%)时,与大肠杆菌接触30 mi m后,抑菌率达100%;当w(PS-PHMG)=0.1%(即w(PHMG)=0.035%)时,30 min内对金黄色葡萄球菌的抑菌率也能够达到100%,具有较好的抗菌速效性,杀灭细菌的时间小于30 min。     

Purification Technology and Antimicrobial Activity Analysis of Antimicrobial Peptide from Ovotransferrin

Antibacterial peptides mixture purified from Ovotransferrin by pepsin digest was used as the raw material. Peptide sections with good antibacterial activity were determined after bacteriostasis experiments, its molecular weight and amino acid composition were analyzed. The results of experiments indicate that with Sephadex G-50 and distilled water as mobile phase, detection wavelength 220 nm, flow rate 1.5 mL/min, sample density 0.2 g/mL, and volume 0.2 mL are the optimal conditions. Bacteriostasis experime...     

Synthesis,Antimicrobial, Anti-Virulence and Anticancer Evaluation of New 5(4H)-Oxazolone-Based Sulfonamides

Since the synthesis of prontosil the first prodrug shares their chemical moiety, sulfonamides exhibit diverse modes of actions to serve as antimicrobials, diuretics, antidiabetics, and other clinical applications. This inspiring chemical nucleus has promoted several research groups to investigate the synthesis of new members exploring new clinical applications. In this study, a novel series of 5(4H)-oxazolone-based-sulfonamides (OBS) 9a–k were synthesized, and their antibacterial and antifungal activities were evaluated against a wide range of Gram-positive and -negative bacteria and fungi. Most of the tested compounds exhibited promising antibacterial activity against both Gram-positive and -negative bacteria particularly OBS 9b and 9f. Meanwhile, compound 9h showed the most potent antifungal activity. Moreover, the OBS 9a, 9b, and 9f that inhibited the bacterial growth at the lowest concentrations were subjected to further evaluation for their anti-virulence activities against Pseudomonas aeruginosa and Staphylococcus aureus. Interestingly, the three tested compounds reduced the biofilm formation and diminished the production of virulence factors in both P. aeruginosa and S. aureus. Bacteria use a signaling system, quorum sensing (QS), to regulate their virulence. In this context, in silico study has been conducted to assess the ability of OBS to compete with the QS receptors. The tested OBS showed marked ability to bind and hinder QS receptors, indicating that anti-virulence activities of OBS could be due to blocking QS, the system that controls the bacterial virulence. Furthermore, anticancer activity has been further performed for such derivatives. The OBS compounds showed variable anti-tumor activities, specifically 9a, 9b, 9f and 9k, against different cancer lines. Conclusively, the OBS compounds can serve as antimicrobials, anti-virulence and anti-tumor agents.     

Antimicrobial activity of calixarenes

The pursuit of antimicrobially active compounds against a variety of microorganisms is an area of intense and important research. In the present study, we examined the relative antimicrobial activity of calixarenes having different side chains, moieties and/or substitution groups against a diverse set of bacteria and fungi. Antimicrobial activity against the various species was evaluated by growth rate and inhibition rate comparisons to distinguish between the compounds for this desired property. Preliminary screening of 57 calixarenes was conducted to assay their potential as antimicrobially active compounds against Corynebacterium. Of these compounds, seven calixarenes numbered 25, 26, 27, 28, 30, 34 and 50 were found to exhibit suitable antimicrobial activity. These seven samples were then further tested to elucidate any antimicrobial activity they might have versus additional species. After examining the growth and inhibition values of these selected compounds, calixarenes sample numbers 25, 26, 27, 28 and 50 were shown to also display antimicrobial activity against Fusarium solani f. sp. mori 〚F.s.-26〛 with an inhibition range of approximately 60–70%. Additionally, sample numbers 25, 26, 27, and 28 exhibited excellent and selective antimicrobial activity against the fungal strains, Rosellinia necatrix 〚R-8〛, and Colletotrichum dematium 〚C.d. 8901〛.