scholarly journals Synthesis and bioactivity of analogues of the marine antibiotic tropodithietic acid

2014 ◽  
Vol 10 ◽  
pp. 1796-1801 ◽  
Author(s):  
Patrick Rabe ◽  
Tim A Klapschinski ◽  
Nelson L Brock ◽  
Christian A Citron ◽  
Paul D’Alvise ◽  
...  
Keyword(s):  
Staphylococcus Aureus ◽  
Vibrio Anguillarum ◽  
Antibiotic Activity ◽  
Synthetic Compounds ◽  
Tropodithietic Acid ◽  
Structure Activity ◽  
Structural Analogues ◽  
Sar Study ◽  
Sulfur Containing ◽  
Phaeobacter Inhibens

Tropodithietic acid (TDA) is a structurally unique sulfur-containing antibiotic from theRoseobacterclade bacteriumPhaeobacter inhibensDSM 17395 and a few other related species. We have synthesised several structural analogues of TDA and used them in bioactivity tests againstStaphylococcus aureusandVibrio anguillarumfor a structure–activity relationship (SAR) study, revealing that the sulfur-free analogue of TDA, tropone-2-carboxylic acid, has an antibiotic activity that is even stronger than the bioactivity of the natural product. The synthesis of this compound and of several analogues is presented and the bioactivity of the synthetic compounds is discussed.

Synthesis and SAR Study of Simple Aryl Oximes and Nitrofuranyl Derivatives with Potent Activity Against Mycobacterium tuberculosis

2019 ◽  
Vol 17 (1) ◽  
pp. 12-20
Author(s):  
Cristiane França da Costa ◽  
Marcus Vinicius Nora de Souza ◽  
Maria Cristina da Silva Lourenço ◽  
Elaine Soares Coimbra ◽  
Guilherme da Silva Lourenço Carvalho ◽  
...  
Keyword(s):  
Staphylococcus Aureus ◽  
Pseudomonas Aeruginosa ◽  
Mycobacterium Tuberculosis ◽  
Rational Design ◽  
Biological Activities ◽  
Shigella Flexneri ◽  
Selectivity Index ◽  
Mycobacterium Tuberculosis H37rv ◽  
Structure Activity ◽  
Sar Study

Background: Oximes and nitrofuranyl derivatives are particularly important compounds in medicinal chemistry. Thus, many researchers have been reported to possess antibacterial, antiparasitic, insecticidal and fungicidal activities. Methods: In this work, we report the synthesis and the biological activity against Mycobacterium tuberculosis H37RV of a series of fifty aryl oximes, ArCH=N-OH, I, and eight nitrofuranyl compounds, 2-nitrofuranyl-X, II. Results: Among the oximes, I: Ar = 2-OH-4-OH, 42, and I: Ar = 5-nitrofuranyl, 46, possessed the best activity at 3.74 and 32.0 µM, respectively. Also, 46, the nitrofuran compounds, II; X = MeO, 55, and II: X = NHCH2Ph, 58, (14.6 and 12.6 µM, respectively), exhibited excellent biological activities and were non-cytotoxic. Conclusion: The compound 55 showed a selectivity index of 9.85. Further antibacterial tests were performed with compound 55 which was inactive against Enterococcus faecalis, Klebisiella pneumonae, Pseudomonas aeruginosa, Staphylococcus aureus, Salmonella typhymurium and Shigella flexneri. This study adds important information to the rational design of new lead anti-TB drugs. Structure-activity Relationship (SAR) is reported.

scholarly journals Synthesis and Antibacterial Activity of Highly Oxygenated 1,8-Cineole Derivatives

2008 ◽  
Vol 3 (3) ◽  
pp. 1934578X0800300 ◽  
Author(s):  
Margarita B. Villecco ◽  
Julieta V. Catalán ◽  
Marta I. Vega ◽  
Francisco M. Garibotto ◽  
Ricardo D. Enriz ◽  
...  
Keyword(s):  
Antibacterial Activity ◽  
Antimicrobial Effect ◽  
Dilution Method ◽  
Agar Dilution Method ◽  
Gram Negative Bacteria ◽  
Synthetic Compounds ◽  
Structure Activity ◽  
Agar Dilution ◽  
Sar Study ◽  
And Staphylococcus Aureus

Seventeen mono-, di- and trifunctionalized 1,8-cineole derivatives carrying OH, OAc, keto and lactone functions at C-5, C-8 and C-9 were synthesized from 1,8-cineole with fair to excellent yields. The antibacterial activity of these synthetic compounds against Escherichia coli, Klebsiella pneumoniae, Pseudomonas aeruginosa and Staphylococcus aureus using the agar dilution method was examined. Lactones 1,3-dimethyl-2-oxabicyclo[2.2.2]octan-8- endo-acetyloxy-5→9-olide (15) and 1,3-dimethyl-2-oxabicyclo[2.2.2]octan-8- endo-ol-5→9-olide (16) showed the highest antibacterial activity against all the three Gram negative bacteria assayed. A structure-activity relationship (SAR) study on the oxygenated 1,8-cineole derivatives has allowed a model to be proposed for the recognition of the minimal structural requirements for the antimicrobial effect.

scholarly journals Antibacterial structure–activity relationship studies of several tricyclic sulfur-containing flavonoids

2016 ◽  
Vol 12 ◽  
pp. 1065-1071 ◽  
Author(s):  
Lucian G Bahrin ◽  
Henning Hopf ◽  
Peter G Jones ◽  
Laura G Sarbu ◽  
Cornelia Babii ◽  
...  
Keyword(s):  
Escherichia Coli ◽  
Staphylococcus Aureus ◽  
Antibacterial Properties ◽  
Antimicrobial Properties ◽  
Structure Activity Relationship ◽  
Activity Relationship ◽  
Structure Activity ◽  
Acidic Conditions ◽  
Relationship Study ◽  
Sulfur Containing

A structure–activity relationship study concerning the antibacterial properties of several halogen-substituted tricyclic sulfur-containing flavonoids has been performed. The compounds have been synthesized by cyclocondensation of the corresponding 3-dithiocarbamic flavanones under acidic conditions. The influence of different halogen substituents on the antibacterial properties has been tested against Staphylococcus aureus and Escherichia coli. Amongst the N,N-dialkylamino-substituted flavonoids, those having an N,N-diethylamino moiety exhibited good to excellent antimicrobial properties against both pathogens. Fluorine-substituted flavonoids were found to be less active than those bearing other halogen atoms.

Synthesis, Antimalarial Evaluation and SAR Study of Some 1,3,5-Trisubstituted Pyrazoline Derivatives

2019 ◽  
Vol 16 (10) ◽  
pp. 807-817 ◽  
Author(s):  
Shilpy Aggarwal ◽  
Deepika Paliwal ◽  
Dhirender Kaushik ◽  
Girish Kumar Gupta ◽  
Ajay Kumar
Keyword(s):  
Antimalarial Activity ◽  
Analysis Data ◽  
Docking Study ◽  
Maximum Activity ◽  
Elemental Analysis Data ◽  
Mass Spectral ◽  
Structure Activity ◽  
Pharmacokinetic Properties ◽  
Sar Study

The synthesis of a novel series of 1,3,5-trisubstitiuted pyrazoline was achieved by refluxing chalcone derivative with different heteroaryl hydrazines. The newly synthesized compounds were characterized by 1H NMR, 13CNMR, mass spectral and elemental analysis data. The synthetic series of novel pyrazoline hybrids was screened for in vitro schizont maturation assay against chloroquine sensitive 3D7 strain of Plasmodium falciparum. Most of the compounds showed promising in vitro antimalarial activity against CQ sensitive strain. The preliminary structure-activity relationship study showed that quinoline substituted analog at position N-1 showed maximum activity followed by benzothiazole substitution, while phenyl substitution lowers the antimalarial activity. The observed activity was persistent by the docking study on P. falciparum cystein protease falcipain-2. The pharmacokinetic properties were also studied using ADME prediction.

Recent Development of Sulfonyl or Sulfonamide Hybrids as Potential Anticancer Agents: A Key Review

2018 ◽  
Vol 18 (4) ◽  
pp. 488-505 ◽  
Author(s):  
K. P. Rakesh ◽  
Shi-Meng Wang ◽  
Jing Leng ◽  
L. Ravindar ◽  
Abdullah M. Asiri ◽  
...  
Keyword(s):  
Drug Resistance ◽  
Anticancer Agents ◽  
Side Effect ◽  
Docking Studies ◽  
Multi Drug Resistance ◽  
Anticancer Activities ◽  
Pharmacological Activities ◽  
Synthetic Compounds ◽  
Structure Activity ◽  
Anticancer Drug Discovery

Cancer is the second leading cause of death worldwide. There is always a huge demand for novel anticancer drugs and diverse new natural or synthetic compounds are developed continuously by scientists. Presently, a large number of drugs in clinical practice have showed pervasive side effect and multidrug resistance. Sulfonyl or sulfonamide hybrids became one of the most attractive subjects due to their broad spectrum of pharmacological activities. Sulfonyl hybrids were broadly explored for their anticancer activities and it was found that they possess minimum side effect along with multi-drug resistance activity. This review describes the most recent applications of sulfonyl hybrid analogues in anticancer drug discovery and further discusses the mechanistic insights, structure-activity relationships and molecular docking studies for the potent derivatives.

scholarly journals Novel Acetohydrazide Pyrazole Derivatives: Design, Synthesis, Characterization and Antimicrobial Activity

2019 ◽  
Vol 31 (12) ◽  
pp. 2740-2744
Author(s):  
Anil Verma ◽  
Vinod Kumar ◽  
Ramesh Kataria ◽  
Joginder Singh
Keyword(s):  
Mass Spectrometry ◽  
Antimicrobial Activity ◽  
Antimicrobial Agents ◽  
Antimicrobial Activities ◽  
Pyrazole Derivatives ◽  
Reaction Conditions ◽  
Design Synthesis ◽  
Structure Activity ◽  
Electron Withdrawing Group ◽  
Sar Study

Eleven acetohydrazide linked pyrazole derivatives were designed and synthesized via condensation of acetohyadrazide with different substituted formyl pyrazole derivatives under mild reaction conditions. Synthesized compounds were characterized on the basis of IR, NMR (1H & 13C) and mass spectrometry. The antimicrobial activities of all the compounds were screened against four bacterial and two fungal strains. Among the synthesized compounds, three compounds viz. 6b, 6c and 6d were found as efficient antimicrobial agents in reference to the standard drugs viz. ciprofloxacin and amphotericin-B. Further, structure-activity relationship (SAR) study revealed that electron-withdrawing group enhances the antimicrobial potential of synthesized derivatives as compared to other groups present in the ring. Hence, among compounds 6b-c, compound 6d could be explored further against other microbes to prove its vitality.

scholarly journals Contributions of tropodithietic acid and biofilm formation to the probiotic activity of Phaeobacter inhibens

2016 ◽  
Vol 16 (1) ◽  
Author(s):  
Wenjing Zhao ◽  
Christine Dao ◽  
Murni Karim ◽  
Marta Gomez-Chiarri ◽  
David Rowley ◽  
...  
Keyword(s):  
Biofilm Formation ◽  
Tropodithietic Acid ◽  
Probiotic Activity ◽  
Phaeobacter Inhibens

Structure-activity relationships of sulfur-containing triazole antifungals

1995 ◽  
Vol 5 (14) ◽  
pp. 1479-1482 ◽  
Author(s):  
Hiroshi Miyauchi ◽  
Koichi Kozuki ◽  
Tomoharu Tanio ◽  
Naohito Ohashi
Keyword(s):  
Structure Activity Relationships ◽  
Structure Activity ◽  
Sulfur Containing

scholarly journals Staphylococcus aureus RnpA Inhibitors: Computational-Guided Design, Synthesis and Initial Biological Evaluation

Antibiotics ◽  
2021 ◽  
Vol 10 (4) ◽  
pp. 438
Author(s):  
Lorenzo Suigo ◽  
Michaelle Chojnacki ◽  
Carlo Zanotto ◽  
Victor Sebastián-Pérez ◽  
Carlo De Giuli Morghen ◽  
...  
Keyword(s):  
Staphylococcus Aureus ◽  
Antibiotic Resistance ◽  
Rna Degradation ◽  
Modern Medicine ◽  
Biological Evaluation ◽  
Mrna Degradation ◽  
Design Synthesis ◽  
Small Molecule Screening ◽  
Structure Activity ◽  
Bacterial Rna

Antibiotic resistance is spreading worldwide and it has become one of the most important issues in modern medicine. In this context, the bacterial RNA degradation and processing machinery are essential processes for bacterial viability that may be exploited for antimicrobial therapy. In Staphylococcus aureus, RnpA has been hypothesized to be one of the main players in these mechanisms. S. aureus RnpA is able to modulate mRNA degradation and complex with a ribozyme (rnpB), facilitating ptRNA maturation. Corresponding small molecule screening campaigns have recently identified a few classes of RnpA inhibitors, and their structure activity relationship (SAR) has only been partially explored. Accordingly, in the present work, using computational modeling of S. aureus RnpA we identified putative crucial interactions of known RnpA inhibitors, and we used this information to design, synthesize, and biologically assess new potential RnpA inhibitors. The present results may be beneficial for the overall knowledge about RnpA inhibitors belonging to both RNPA2000-like thiosemicarbazides and JC-like piperidine carboxamides molecular classes. We evaluated the importance of the different key moieties, such as the dichlorophenyl and the piperidine of JC2, and the semithiocarbazide, the furan, and the i-propylphenyl ring of RNPA2000. Our efforts could provide a foundation for further computational-guided investigations.

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