S-substituted 3,5-dinitrophenyl 1,3,4-oxadiazole-2-thiols and tetrazole-5-thiols as highly efficient antitubercular agents

Karabanovich, Galina; Němeček, Jan; Valášková, Lenka; Carazo, Alejandro; Konečná, Klára; Stolaříková, Jiřina; Hrabálek, Alexandr; Pavliš, Oto; Pávek, Petr; Vávrová, Kateřina; Roh, Jaroslav; Klimešová, Věra

doi:10.1016/j.ejmech.2016.11.041

Cited by 50 publications

(34 citation statements)

References 24 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…From the published data, thiazoles bonded with oxadiazoles had strong antitubercular potentials. Above all, the synthesis and antimycobacterial activity evaluation of the 2‐pyridinyl‐thiazolyl‐5‐aryl‐1,3,4‐oxadiazole derivatives (Figure ) had been described (Karabanovich et al, ). However, almost all compounds were inactive against M. tuberculosis ATCC25177 and had MIC values >30 μg/ml in both the active and dormant states.…”

Section: Five‐membered Ring Compoundsmentioning

confidence: 99%

Opportunities and challenges of using five‐membered ring compounds as promising antitubercular agents

Wang

et al. 2020

Drug Development Research

View full text Add to dashboard Cite

Tuberculosis (TB), a chronic infectious disease, is one of the greatest risks to human beings and 10 million people were diagnosed with TB and 1.6 million died from this disease in 2017. In addition, with the emergence of multidrug-resistant tuberculosis (MDR-TB) and extensively drug-resistant tuberculosis (XDR-TB), the TB situation has become even worse, which has aggravated the mortality and spread of this disease.To overcome this problem, research into novel antituberculosis agents with enhanced activities against MDR-TB, reduced toxicity, and shortened duration of therapy is of great importance. Fortunately, many novel potential anti-TB drug candidates with five-membered rings, which are most likely to be effective against sensitive and resistant strains, have recently entered clinical trials. Different five-membered rings such as furans, pyranoses, thiazoles, pyrazolines, imidazoles, oxazolidinone, thiazolidins, isoxazoles, triazoles, oxadiazoles, thiadiazoles, and tetrazoles have been designed, prepared, and evaluated for their antimycobacterial activity against Mycobacterium tuberculosis. In this article, we highlight the recent advances made in the discovery of novel five-membered ring compounds and focus on their antitubercular activities, toxicity, structure-activity relationships, and mechanisms of action. K E Y W O R D Santi-TB drug, antitubercular activities, five-membered ring, MDR-TB, tuberculosis

show abstract

Section: Five‐membered Ring Compoundsmentioning

confidence: 99%

Opportunities and challenges of using five‐membered ring compounds as promising antitubercular agents

Wang

et al. 2020

Drug Development Research

View full text Add to dashboard Cite

show abstract

“…They have discovered compounds ( 3 ) and ( 4 ) (Figure 1) as highly potent and selective derivatives against seven MDR and XDR strains with MIC 90 values below 0.5 μM. In addition, these compounds exhibited low cytotoxicity against human hepatocellular carcinoma (HuH7), human epidermoid carcinoma (A431), Madin-Darby canine kidney cells (MDCK), human hepatocellular carcinoma (HepG2) cell lines, with IC 50 above 30 μM [14]. …”

Section: Antituberculosis Compoundsmentioning

confidence: 99%

Advances in Drug Discovery of New Antitubercular Multidrug-Resistant Compounds

2017

View full text Add to dashboard Cite

Tuberculosis (TB), a disease caused mainly by the Mycobacterium tuberculosis (Mtb), is according to the World Health Organization (WHO) the infectious disease responsible for the highest number of deaths worldwide. The increased number of multidrug-resistant (MDR-TB) and extensively drug-resistant (XDR-TB) strains, and the ineffectiveness of the current treatment against latent tuberculosis are challenges to be overcome in the coming years. The scenario of drug discovery becomes alarming when it is considered that the number of new drugs does not increase proportionally to the emergence of drug resistance. In this review, we will demonstrate the current advances in antitubercular drug discovery, focusing on the research of compounds with potent antituberculosis activity against MDR-TB strains. Herein, active compounds against MDR-TB with minimum inhibitory concentrations (MICs) less than 11 µM and low toxicity published in the last 4 years in the databases PubMed, Web of Science and Scopus will be presented and discussed.

show abstract

“…Within such a scaffold, tetrazole [6] and pyrimidine [7] moieties, are well-explored as a key substructure motif of several medicinal molecules as they display many biological activities such as antimicrobial [8,9], antifungal [10,11], antimalarial [12,13], anticancer [14,15], antihypertensive [16] and anti-tuberculosis. [17][18][19][20][21]. The current investigation is directed to both scaffolds, that is, tetrazole and pyrimidine moieties which could have a potential synergistic effect.…”

Section: Introductionmentioning

confidence: 99%

One-Pot Multicomponent Synthesis and Cytotoxic Evaluation of Novel 7-Substituted-5-(1H-Indol-3-yl)Tetrazolo[1,5-a] Pyrimidine-6-Carbonitrile

2020

View full text Add to dashboard Cite

A series of novel 7-substituted-5-(1H-indol-3-yl)tetrazolo[1,5-a]pyrimidine-6-carbonitrile was synthesized via a one-pot, three-multicomponent reaction of appropriate aldehydes, 1H-tetrazole-5-amine and 3-cyanoacetyl indole in catalytic triethylamine. The cytotoxic activity of the new synthesized tetrazolopyrimidine-6-carbonitrile compounds was investigated against HCT-116, MCF-7, MDA-MB-231, A549 human cancer cell lines and one human healthy normal cell line (RPE-1) using the MTT cytotoxicity assay. Compounds 4h, 4b, 4c, 4i and 4a showed potent anticancer activities against human colon cancer. Additionally, all the compounds showed potent anticancer activities on human lung cancer.

show abstract

S-substituted 3,5-dinitrophenyl 1,3,4-oxadiazole-2-thiols and tetrazole-5-thiols as highly efficient antitubercular agents

Cited by 50 publications

References 24 publications

Opportunities and challenges of using five‐membered ring compounds as promising antitubercular agents

Opportunities and challenges of using five‐membered ring compounds as promising antitubercular agents

Advances in Drug Discovery of New Antitubercular Multidrug-Resistant Compounds

One-Pot Multicomponent Synthesis and Cytotoxic Evaluation of Novel 7-Substituted-5-(1H-Indol-3-yl)Tetrazolo[1,5-a] Pyrimidine-6-Carbonitrile

Contact Info

Product

Resources

About