Structure-activity correlations for antibacterial agents on gram-positive and gram-negative cells

1968 ◽  
Vol 11 (3) ◽  
pp. 430-441 ◽  
Author(s):  
Eric J. C. Lien ◽  
Corwin Hansch ◽  
Susan M. Anderson
Keyword(s):  
Antibacterial Agents ◽  
Gram Positive ◽  
Gram Negative ◽  
Structure Activity

scholarly journals Densely Functionalized 2-methylideneazetidines: Evaluation as Antibacterials

Molecules ◽  
2021 ◽  
Vol 26 (13) ◽  
pp. 3891
Author(s):  
Giovanni Petrillo ◽  
Cinzia Tavani ◽  
Lara Bianchi ◽  
Alice Benzi ◽  
Maria Maddalena Cavalluzzi ◽  
...  
Keyword(s):  
Antibacterial Agents ◽  
Inhibitory Concentration ◽  
General Procedure ◽  
Eukaryotic Cells ◽  
Gram Negative Bacteria ◽  
Pharmacological Profile ◽  
Gram Positive ◽  
Gram Negative ◽  
Gram Positive Bacteria ◽  
Structure Activity

Twenty-two novel, variously substituted nitroazetidines were designed as both sulfonamide and urethane vinylogs possibly endowed with antimicrobial activity. The compounds under study were obtained following a general procedure recently developed, starting from 4-nitropentadienoates deriving from a common β-nitrothiophenic precursor. While being devoid of any activity against fungi and Gram-negative bacteria, most of the title compounds performed as potent antibacterial agents on Gram-positive bacteria (E. faecalis and three strains of S. aureus), with the most potent congener being the 1-(4-chlorobenzyl)-3-nitro-4-(p-tolyl)azetidine 22, which displayed potency close to that of norfloxacin, the reference antibiotic (minimum inhibitory concentration values 4 and 1–2 μg/mL, respectively). Since 22 combines a relatively efficient activity against Gram-positive bacteria and a cytotoxicity on eucharyotic cells only at 4-times higher concentrations (inhibiting concentration on 50% of the cultured eukaryotic cells: 36 ± 10 μM, MIC: 8.6 μM), it may be considered as a promising hit compound for the development of a new series of antibacterials selectively active on Gram-positive pathogens. The relatively concise synthetic route described herein, based on widely available starting materials, could feed further structure–activity relationship studies, thus allowing for the fine investigation and optimization of the toxico-pharmacological profile.

Structure-Activity Relationship and Antimicrobial Evaluation of N-Phenylpyrazole Curcumin Derivatives

2020 ◽  
Vol 16 (4) ◽  
pp. 481-488
Author(s):  
Heli Sanghvi ◽  
Satyendra Mishra
Keyword(s):  
Antibacterial Activity ◽  
Gram Negative Bacteria ◽  
Pyrazole Derivatives ◽  
Gram Positive ◽  
Gram Negative ◽  
E Coli ◽  
Curcumin Derivatives ◽  
Structure Activity ◽  
Electron Donating Groups ◽  
Derivatives Of

Background: Curcumin, one of the most important pharmacologically significant natural products, has gained significant consideration among scientists for decades since its multipharmacological activities. 1, 3-Dicarbonyl moiety of curcumin was found to be accountable for the rapid degradation of curcumin molecule. The aim of present work is to replace 1, 3-dicarbonyl moiety of curcumin by pyrazole and phenylpyrazole derivatives with a view to improving its stability and to investigate the role of substitution in N-phenylpyrazole curcumin on its antibacterial activity against both Gram-positive as well as Gram-negative bacteria. Methods: Pyrazole derivatives of curcumin were prepared by heating curcumin with phenyhydrazine/ substituted phenyhydrazine derivatives in AcOH. The residue was purified by silica gel column chromatography. Structures of purified compounds were confirmed by 1H NMR and Mass spectroscopy. The synthesized compounds were evaluated for their antibacterial activity by the microdilution broth susceptibility test method against gram positive (S. aureus) and gram negative (E. coli). Results: Effects of substitution in N-phenylpyrazole curcumin derivatives against S. aureus and E. coli were studied. The most active N-(3-Nitrophenylpyrazole) curcumin (12) exhibits twenty-fold more potency against S. aureus (MIC: 10μg/mL)) and N-(2-Fluoroophenylpyrazole) curcumin (5) fivefold more potency against E. coli (MIC; 50 μg/mL) than N-phenylpyrazole curcumin (4). Whereas, a remarkable decline in anti-bacterial activity against S. aureus and E. coli was observed when electron donating groups were incorporated in N-phenylpyrazole curcumin (4). Comparative studies of synthesized compounds suggest the effects of electron withdrawing and electron donating groups on unsubstituted phenylpyrazole curcumin (4). Conclusion: The structure-activity relationship (SAR) results indicated that the electron withdrawing and electron donating at N-phenylpyrazole curcumin played key roles for their bacterial inhibitory effects. The results of the antibacterial evaluation showed that the synthesized pyrazole derivatives of curcumin displayed moderate to very high activity in S. aureus. In conclusion, the series of novel curcumin derivatives were designed, synthesized and tested for their antibacterial activities against S. aureus and E. coli. Among them, N-(3-Nitrophenylpyrazole curcumin; 12) was most active against S. aureus (Gram-positive) and N-(2-Fluoroophenylpyrazole) curcumin (5) against E. coli (Gram-negative) bacteria.

scholarly journals An organometallic structure-activity relationship study reveals the essential role of a Re(CO)3moiety in the activity against gram-positive pathogens including MRSA

2015 ◽  
Vol 6 (1) ◽  
pp. 214-224 ◽  
Author(s):  
Malay Patra ◽  
Michaela Wenzel ◽  
Pascal Prochnow ◽  
Vanessa Pierroz ◽  
Gilles Gasser ◽  
...  
Keyword(s):  
Essential Role ◽  
Antibacterial Agents ◽  
Structure Activity Relationship ◽  
Activity Relationship ◽  
Gram Positive ◽  
Structural Class ◽  
Structure Activity ◽  
Systematic Structure ◽  
Relationship Study

A systematic structure activity relationship reveals the contribution of individual organometallic moieties to the potency of a new structural class of hetero-trimetallic antibacterial agents.

scholarly journals Structure–Activity Studies with Bis-Amidines That Potentiate Gram-Positive Specific Antibiotics against Gram-Negative Pathogens

2021 ◽  
Author(s):  
Charlotte M. J. Wesseling ◽  
Cornelis J. Slingerland ◽  
Shanice Veraar ◽  
Samantha Lok ◽  
Nathaniel I. Martin
Keyword(s):  
Gram Positive ◽  
Gram Negative ◽  
Structure Activity

scholarly journals Synthesis of N'-(7-Chloroquinolin-4-yl)-6-Methyl-2-Oxo-4-Phenyl-1,2,3,4-Tetrahydropyrimidine-5-Carbohydrazide Derivatives as Potent Antibacterial Agents

2015 ◽  
Vol 56 ◽  
pp. 82-90 ◽  
Author(s):  
Manoj N. Bhoi ◽  
Mayuri A. Borad ◽  
Edwin A. Pithawala ◽  
Shweta Modi ◽  
Hitesh D. Patel
Keyword(s):  
Elemental Analysis ◽  
Bacterial Strain ◽  
Antibacterial Agents ◽  
Bacterial Strains ◽  
Gram Positive ◽  
Gram Negative ◽  
Ft Ir

Some novel N'-(7-chloroquinolin-4-yl)-6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carbohydrazide derivatives were synthesized via three step reactions by convectional method. The structures of all the compounds have been confirmed by FT-IR, NMR, and MASS and by elemental analysis. We have been evaluated it inhibition capacity for various gram positive and gram negative bacterial strain. All compounds were found to be good to excellent active against all four bacterial strains.

Lactoferrin-Thymol Complex for Disinfection of Gram-Positive Staphylococcus aureus and Gram-Negative Escherichia coli

2021 ◽  
Author(s):  
Mi Yan ◽  
Shuyue Dong ◽  
Xue Shen ◽  
Chengwen Lu ◽  
Haiqing Ye ◽  
...  
Keyword(s):  
Escherichia Coli ◽  
Staphylococcus Aureus ◽  
Food Industry ◽  
Antibacterial Agents ◽  
Environmentally Friendly ◽  
Gram Positive ◽  
Gram Negative ◽  
Human Safety

Seeking all-nature derived antibacterial agents with effective disinfection function, high human safety as well as environmentally-friendly characteristics is highly required in food industry. Herein, we report lactoferrin-thymol (LF-Thy) complex as...

scholarly journals Amphipathic guanidine-embedded glyoxamide-based peptidomimetics as novel antibacterial agents and biofilm disruptors

2017 ◽  
Vol 15 (9) ◽  
pp. 2033-2051 ◽  
Author(s):  
Shashidhar Nizalapur ◽  
Onder Kimyon ◽  
Eugene Yee ◽  
Kitty Ho ◽  
Thomas Berry ◽  
...  
Keyword(s):  
Biofilm Formation ◽  
Antibacterial Agents ◽  
Gram Negative Bacteria ◽  
Planktonic Cells ◽  
Gram Positive ◽  
Gram Negative

Novel antibacterial peptidomimetics that inhibit the growth of planktonic cells and reduce biofilm formation in both Gram-positive and Gram-negative bacteria.

scholarly journals Synthesis, Characterization and Antibacterial Activity Evaluation of New Indole-Based Derivatives

2020 ◽  
Vol 29 (1) ◽  
pp. 207-2015
Author(s):  
Ahmed T. Sulaiman ◽  
Susan W. Sarsam
Keyword(s):  
Antibacterial Agents ◽  
Glacial Acetic Acid ◽  
Diffusion Method ◽  
Moderate Activity ◽  
Gram Negative Bacteria ◽  
Gram Positive ◽  
Gram Negative ◽  
Different Types ◽  
Ft Ir

A new series of N-acyl hydrazones (4a-g) derived from indole-3-propionic acid (IPA) were synthesized. These N-acyl hydrazones were prepared by the reaction of 3-(1H-indol-3-yl) propane hydrazide and aldehyde in the existence of glacial acetic acid as a catalyst. 1HNMR and FT-IR analyses were used to identify the synthesized compounds and they were in vitro evaluated as antibacterial agents against six different types of microorganisms by using well diffusion method. All the tested N-acyl hydrazones (4a-g) displayed moderate activity against the Gram-negative E.coli, comparable to that of Amoxicillin. Some of the tested N-acyl hydrazones also exhibited intermediate activity against some of the examined Gram-positive and Gram-negative bacteria. While no activity was exhibited by any of the examined compounds against the Gram-positive S. aureus.

Sign in / Sign up

Export Citation Format

Share Document