Synthesis and antibacterial evaluation of novel Schiff's base derivatives of nitroimidazole nuclei as potent E. coli FabH inhibitors

RSC Advances ◽  
2014 ◽  
Vol 4 (97) ◽  
pp. 54217-54225 ◽  
Author(s):  
Xin Zhang ◽  
Chetan B. Sangani ◽  
Li-Xin Jia ◽  
Pi-Xian Gong ◽  
Fang Wang ◽  
...  
Keyword(s):  
Inhibitory Activity ◽  
Schiff’S Base ◽  
E Coli ◽  
Derivatives Of ◽  
Antibacterial Evaluation ◽  
Potent Inhibitory Activity

Series of novel Schiff's base derivatives have been synthesized. Compound 10q showed the most potent inhibitory activity (IC50 = 2.6883 μM).

scholarly journals Study of the Anti-Proliferative Activity of 5-Substituted 4,7-Dimethoxy-1,3-Benzodioxole Derivatives of SY-1 fromAntrodia camphorataon Human COLO 205 Colon Cancer Cells

2011 ◽  
Vol 2011 ◽  
pp. 1-8 ◽  
Author(s):  
Hsiu-Man Lien ◽  
Po-Tsun Kuo ◽  
Chao-Lu Huang ◽  
Jung-Yie Kao ◽  
Ho Lin ◽  
...  
Keyword(s):  
Inhibitory Activity ◽  
Carcinoma Cells ◽  
Flow Cytometry Analysis ◽  
Antrodia Camphorata ◽  
Cycle Arrest ◽  
Normal Human ◽  
G1 Cell Cycle Arrest ◽  
Derivatives Of ◽  
Potent Inhibitory Activity

A set of 10 4,7-dimethoxy-1,3-benzodioxole derivatives based on a lead compound previously discovered by our group, SY-1, which was isolated fromAntrodia camphorata, were evaluated for theirin vitroinhibitory activity on human colorectal carcinoma cells (COLO 205). Structure-activity relationship studies of the 10 compounds indicated the importance of the chain length of the alkyl group at the 5-position, and the 2-propenyl substituent named “apiole” exhibited the most potent inhibitory activity. In the present study, we demonstrate that the SY-1 analogue “apiole” decreased the proliferation of COLO 205 cells, but not that of normal human colonic epithelial cells (FHC). The G0/G1 cell cycle arrest induced by apiole (75–225 μM) was associated with significantly increased levels of p53, p21 and p27 and decreased levels of cyclin D1. Concerning COLO 205 cell apoptosis, apiole (>150 μM) treatment significantly increased the levels of cleaved caspases 3, 8, 9 and bax/bcl-2 ratio and induced ladder formation in DNA fragmentation assay and sub-G1 peak in flow cytometry analysis. These findings suggest that apiole can suppress COLO 205 cell growth; however, the detailed mechanisms of these processes require further investigation.

Synthesis and Antibacterial Study of Novel Piperazine Linked Methylene-bis-Coumarins

2019 ◽  
Vol 4 (2) ◽  
pp. 101-108
Author(s):  
A. Nagaraj ◽  
S. Srinivas ◽  
P. Ramesh Naik ◽  
R. Neelofer
Keyword(s):  
Antibacterial Activity ◽  
Inhibitory Activity ◽  
Good Activity ◽  
Bacterial Strains ◽  
Antibacterial Study ◽  
Piperazine Ring ◽  
Evaluation Data ◽  
Antibacterial Evaluation ◽  
Potent Inhibitory Activity

A series of new 6-(2-oxo-3-[(4-arylpiperazino)carbonyl]-2H-6-chromenyl-methyl)-3-[(4- arylpiperazino)carbonyl]-2H-2-chromenone 9(a-j) have been synthesized and tested for their antibacterial activity against human pathogenic strains. The antibacterial evaluation data revealed that the compounds containing 4-methoxyphenyl, 4-fluorophenyl, 4-nitrophenyl and 4-hydroxyphenyl moieties at 4-position of the piperazine ring exhibited potent inhibitory activity towards all the tested bacterial strains. Further, the compounds containing phenyl and 4-methylphenyl moieties showed good activity towards P. aeruginosa and C. violaceum. The 4-nitrophenyl moiety also showed potent activity towards B. subtilis and B. sphaericus.

2-Alkynyl Derivatives of Adenosine-5'-N-ethyluronamide: Selective A2 Adenosine Receptor Agonists with Potent Inhibitory Activity on Platelet Aggregation

1994 ◽  
Vol 37 (11) ◽  
pp. 1720-1726 ◽  
Author(s):  
Gloria Cristalli ◽  
Rosaria Volpini ◽  
Sauro Vittori ◽  
Emidio Camaioni ◽  
Angela Monopoli ◽  
...  
Keyword(s):  
Platelet Aggregation ◽  
Adenosine Receptor ◽  
Inhibitory Activity ◽  
Adenosine Receptor Agonists ◽  
Receptor Agonists ◽  
Derivatives Of ◽  
Potent Inhibitory Activity

scholarly journals Synthesis, Antibacterial and Pharmacokinetic Evaluation of Novel Derivatives of Harmine N9-Cinnamic Acid

Molecules ◽  
2021 ◽  
Vol 26 (16) ◽  
pp. 4842
Author(s):  
Yan Liang ◽  
Dian He ◽  
Deshun Zhou ◽  
Junshuai Li ◽  
Lei Tang ◽  
...  
Keyword(s):  
Cinnamic Acid ◽  
Inhibitory Concentration ◽  
Antibacterial Activities ◽  
E Coli ◽  
Hepg2 Cell Lines ◽  
Derivatives Of ◽  
Antibacterial Evaluation ◽  
Mcf 7

A series of 16 new derivatives of harmine N9-Cinnamic acid were synthesized and fully characterized using NMR and MS. The in vitro antibacterial evaluation revealed that most of the synthesized harmine derivatives displayed better antibacterial activities against Gram-positive strains (S. aureus, S. albus and MRSA) than Gram-negative strains (E. coli and PA). In particular, compound 3c showed the strongest bactericidal activity with a minimum inhibitory concentration of 13.67 μg/mL. MTT assay showed that compound 3c displayed weaker cytotoxicity than harmine with IC50 of 340.30, 94.86 and 161.67 μmol/L against WI-38, MCF-7 and HepG2 cell lines, respectively. The pharmacokinetic study revealed that the distribution and elimination of 3c in vivo were rapid in rats with an oral bioavailability of 6.9%.

Design, synthesis, and antibacterial evaluation of new Schiff’s base derivatives bearing nitroimidazole and pyrazole nuclei as potent E. coli FabH inhibitors

2015 ◽  
Vol 41 (12) ◽  
pp. 10137-10149 ◽  
Author(s):  
Chetan B. Sangani ◽  
Jigar A. Makwana ◽  
Yong-Tao Duan ◽  
Umesh P. Tarpada ◽  
Yogesh S. Patel ◽  
...  
Keyword(s):  
Schiff’S Base ◽  
Design Synthesis ◽  
E Coli ◽  
Antibacterial Evaluation

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 Massiliamide, a cyclic tetrapeptide with potent tyrosinase inhibitory properties from the Gram-negative bacterium Massilia albidiflava DSM 17472T

2020 ◽  
Author(s):  
Andri Frediansyah ◽  
Jan Straetener ◽  
Heike Brötz-Oesterhelt ◽  
Harald Gross
Keyword(s):  
Absolute Configuration ◽  
Inhibitory Activity ◽  
Liquid Culture ◽  
Spectroscopic Analysis ◽  
2D Nmr ◽  
Negative Bacterium ◽  
Gram Negative ◽  
The Absolute ◽  
Potent Inhibitory Activity ◽  
Cyclic Tetrapeptide

AbstractA cyclic tetrapeptide, designated massiliamide, was isolated from the liquid culture of the Gram-negative bacterium Massilia albidiflava DSM 17472T. The structure was elucidated through extensive spectroscopic analysis, including HR-MS and 1D and 2D NMR experiments. The absolute configuration was determined using the Marfey´s method. Massiliamide showed potent inhibitory activity towards tyrosinase with an IC50 value of 1.15 µM and no cytotoxicity.

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