Synthesis of 2-Hydroxynaphthyl Pyrazolines Containing Isoniazid Moiety: A Potential Antitubercular Agents

2021 ◽  
Vol 18 ◽  
Author(s):  
Gajanan Kottapalle ◽  
Nagesh Deshmukh ◽  
Avinash Shinde
Keyword(s):  
Phenyl Ring ◽  
Antitubercular Activity ◽  
Moderate Activity ◽  
Alamar Blue ◽  
Antitubercular Agents ◽  
Tuberculosis Strain ◽  
Halogen Compound ◽  
Electron Withdrawing Group ◽  
Strain H37rv ◽  
Mycobacterium Tuberculosis Strain

: The new series of pyrazolines derivatives containing isoniazid moiety were synthesized from 2-hydroxynaphthyl functionalized chalcones and isoniazid using sodium hydroxide as a base in 2-ethoxy ethanol.We are evaluated for their antitubercular activity against Mycobacterium tuberculosis strain (H37Rv) by Microplate Alamar Blue Assay (MABA) some of the tested compounds 3a, 3b, and 3c, were found to have higher antitubercular activity than the selected standard drugs, where as the compounds 3d, 3e, 3i and 3j found to have higher antitubercular activity than Streptomycin and same as that of drug Pyrazinamide and Ciprofloxacin. While remaining compound showed moderate activity. Where as it is found that the disubstituted halogen compound and electron withdrawing group on the phenyl ring are important substitution for increase in antitubercular activity.

Strategically Placed Trifluoromethyl Substituent in the Realm of Antitubercular Drug Design

2019 ◽  
Vol 14 (2) ◽  
pp. 114-123 ◽  
Author(s):  
Sidhartha S. Kar ◽  
Cinu A. Thomas
Keyword(s):  
Drug Design ◽  
Phenyl Ring ◽  
Antitubercular Activity ◽  
Trifluoromethyl Group ◽  
Antitubercular Agents ◽  
Antitubercular Drug ◽  
Pharmacokinetic Properties ◽  
Prime Objective ◽  
Electron Withdrawing Group

Background:Fluorinated substituents have played, and continue to play an important role in antitubercular drug design. Nonetheless, previous works have indicated that organofluorines like –F, CF3, -OCF3, and CHF2 etc have been used to modulate the pharmacodynamic and pharmacokinetic behaviour of antitubercular agents. Among the fluorinated groups, trifluoromethyl (-CF3) substituent is a very familiar pharmacophore used widely in antitubercular research.Objective:This review assesses the development of selected trifluoromethyl group bearing antitubercular agents that are either in treatment or considered to be potential. The prime objective of the present investigation was to provide initial evidences for the hypothesis that addition of trifluoromethyl group to antiTB agents could improve their potency. We also aimed to contribute to a better understanding of the role of trifluoromethyl group on drug-likeness antitubercular activity.Methods:In this review, we first brief out the possible effect of –CF3 substituent on pharmacodynamic and pharmacokinetic properties of drugs. Next, we turn to emphasize on the effect of trifluoromethyl substituent on different antitubercular scaffolds. Finally, we open the topic for the researchers to design potential antitubercular agents suitably substituted with fluorinated groups.Results:This review suggests that the replacement of –CF3 group in heterocyclic as well as phenyl ring led to the improvement in pharmacodynamic and pharmacokinetic properties of the compounds. Hence it's not surprising to see –CF3 group emerging as an alternative electron withdrawing group instead of halogens in many promising antitubercular agents.Conclusion:This unusual spectrum of advantage allied with its lipophilicity enhancing effect, made –CF3 group distinct from other substituents in modern antitubercular drug design. The present study provides conceptual advances to the understanding of the physicochemical properties of –CF3 group and its effect on antitubercular activity.

scholarly journals Comparison of the proteome of Mycobacterium tuberculosis strain H37Rv with clinical isolate CDC 1551

Microbiology ◽  
2000 ◽  
Vol 146 (12) ◽  
pp. 3205-3216 ◽  
Author(s):  
Joanna C. Betts ◽  
Paul Dodson ◽  
Selwyn Quan ◽  
Alan P. Lewis ◽  
Pam J. Thomas ◽  
...  
Keyword(s):  
Mycobacterium Tuberculosis ◽  
Clinical Isolate ◽  
Tuberculosis Strain ◽  
Strain H37rv ◽  
Mycobacterium Tuberculosis Strain

scholarly journals Polisakarida Krestin dari Jamur Coriolus versicolor terhadap hitung Jenis Leukosit Mencit yang diinfeksi Mycobacterium tuberculosis

2017 ◽  
Vol 1 (2) ◽  
pp. 16-30
Author(s):  
Risa Purnamasari
Keyword(s):  
Mycobacterium Tuberculosis ◽  
Mus Musculus ◽  
Coriolus Versicolor ◽  
Tuberculosis Strain ◽  
Strain H37rv ◽  
Mycobacterium Tuberculosis Strain

Penelitian ini bertujuan untuk mengetahui peran polisakarida krestin (PSK) dengan waktu pemberian yang berbeda terhadap hitung jenis leukosit mencit yang diinfeksi Mycobacterium tuberculosis. Penelitian ini menggunakan 30 ekor mencit betina dewasa jenis Mus musculus strain BALB/C, berumur 8-10 minggu, berat badan berkisar 25-30 g. Polisakarida krestin (PSK) diisolasi dari Coriolus versicolor yang diperoleh dari alam. Infeksi menggunakan Mycobacterium tuberculosis strain H37Rv (ATCC 27294 T). Hewan percobaan dikelompokkan menjadi 6 kelompok sebagai berikut: kelompok I, hanya diberi akuades; kelompok II, hanya pemberian PSK; kelompok III, hanya dengan infeksi Mycobacterium tuberculosis; kelompok IV, pemberian PSK sebelum infeksi Mycobacterium tuberculosis; kelompok V, pemberian PSK sesudah infeksi Mycobacterium tuberculosis; kelompok VI, pemberian PSK sebelum dan sesudah infeksi Mycobacterium tuberculosis. Pemberian PSK dilakukan selama 7 hari berturut-turut melalui gavage. Infeksi Mycobacterium tuberculosis dilakukan sebanyak 2 kali dengan selang waktu 1 minggu melalui intraperitoneal. Hitung jenis leukosit dilakukan dengan mengelompokan masing-masing jenis leukosit dalam 100 sel leukosit pada apusan darah, dan data hasil pengamatan dianalisis dengan uji Kruskal-Wallis, kemudian untuk mengetahui signifikansi dilanjutkan dengan uji Mann-Whitney. Secara keseluruhan penelitian menunjukkan presentase jenis leukosit dengan jumlah tertinggi adalah neutrofil. Pada kelompok VI presentase monosit dan neutrofil meningkat melebihi normal, sedangkan presentase limfosit menurun, dan presentase basofil dan eosinofil tidak mengalami perubahan. Kesimpulan penelitian ini adalah PSK meningkatkan jumlah leuksosit mencit jenis neutrofil dan monosit pada waktu sebelum dan sesudah infeksi Mycobacterium tuberculosis

scholarly journals Synthesis, Characterization, and Biological Evaluation of New Derivatives Targeting MbtI as Antitubercular Agents

2021 ◽  
Vol 14 (2) ◽  
pp. 155 ◽  
Author(s):  
Matteo Mori ◽  
Giovanni Stelitano ◽  
Laurent R. Chiarelli ◽  
Giulia Cazzaniga ◽  
Arianna Gelain ◽  
...  
Keyword(s):  
Phenyl Ring ◽  
Antitubercular Activity ◽  
Biological Evaluation ◽  
Antitubercular Agents ◽  
Structural Requirements ◽  
Future Studies ◽  
Structure Activity ◽  
Salicylate Synthase ◽  
Essential Enzyme ◽  
New Compounds

Tuberculosis (TB) causes millions of deaths every year, ranking as one of the most dangerous infectious diseases worldwide. Because several pathogenic strains of Mycobacterium tuberculosis (Mtb) have developed resistance against most of the established anti-TB drugs, new therapeutic options are urgently needed. An attractive target for the development of new antitubercular agents is the salicylate synthase MbtI, an essential enzyme for the mycobacterial siderophore biochemical machinery, absent in human cells. A set of analogues of I and II, two of the most potent MbtI inhibitors identified to date, was synthesized, characterized, and tested to elucidate the structural requirements for achieving an efficient MbtI inhibition and a potent antitubercular activity with this class of compounds. The structure-activity relationships (SAR) here discussed evidenced the importance of the furan as part of the pharmacophore and led to the preparation of six new compounds (IV–IX), which gave us the opportunity to examine a hitherto unexplored position of the phenyl ring. Among them emerged 5-(3-cyano-5-(trifluoromethyl)phenyl)furan-2-carboxylic acid (IV), endowed with comparable inhibitory properties to the previous leads, but a better antitubercular activity, which is a key issue in MbtI inhibitor research. Therefore, compound IV offers promising prospects for future studies on the development of novel agents against mycobacterial infections.

Cloning, Overexpression, and Purification of PhoR CytoplasmicDomain Protein from Mycobacterium tuberculosis strain H37Rv

2014 ◽  
Vol 8 (4) ◽  
pp. 141-146
Author(s):  
OKTIRA ROKA AJI ◽  
◽  
DYSHELLY NURKARTIKA PASCAPURNAMA ◽  
FENRYCO PRATAMA ◽  
IHSANAWATI IHSANAWATI ◽  
...  
Keyword(s):  
Mycobacterium Tuberculosis ◽  
Tuberculosis Strain ◽  
Strain H37rv ◽  
Mycobacterium Tuberculosis Strain

scholarly journals A New Antimycobacterial Furanolignan from Leucophyllum frutescens

2012 ◽  
Vol 7 (5) ◽  
pp. 1934578X1200700 ◽  
Author(s):  
Blanca Alanís-Garza ◽  
Ricardo Salazar-Aranda ◽  
Rosalba Ramírez-Durón ◽  
Elvira Garza-González ◽  
Noemí Waksman de Torres
Keyword(s):  
Mycobacterium Tuberculosis ◽  
Vero Cells ◽  
2D Nmr ◽  
Moderate Activity ◽  
Root Bark ◽  
2D Nmr Spectroscopy ◽  
Tuberculosis Strain ◽  
Bioassay Guided Fractionation ◽  
Low Cytotoxicity ◽  
Mycobacterium Tuberculosis Strain

Bioassay-guided fractionation of the minor active fractions obtained from the root bark of Leucophyllum frutescens (Berl.) I. M. Johnst. led to isolation from the n-hexane extract of a new compound with moderate activity against the H37Rv Mycobacterium tuberculosis strain (MIC 63 μg/mL), and low cytotoxicity, as shown by the IC50 against Vero cells. The compound was identified by 1D/2D NMR spectroscopy as 2′,5″-dimethoxysesamin.

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