Identification of novel 2-aminothiazole conjugated nitrofuran as antitubercular and antibacterial agents

Ran, Kai; Gao, Chao; Deng, Hongxia; Lei, Qian; You, Xinyu; Wang, Ningyu; Shi, Yu; Liu, Zhihao; Wei, Wei; Cheng, Peng; Xiong, Lei; Xiao, Kun-Jie; Yu, Luoting

doi:10.1016/j.bmcl.2016.05.088

Cited by 31 publications

(16 citation statements)

References 14 publications

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“…When the reactivity of 2,6-diisopropylphenol was examined with the 1,4-dienones 1a, 1b and 1c, we were pleased to observe that the reactions have undergone smoothly even in presence of bulky iso-propyl groups and gave the desired products in 84, 87 and 82% yields respectively (Table 2, entries 4-6). Furthermore, the reactions of 1a and 1b with phenol in presence of TfOH acid underwent effectively to deliver the desired products in 91 and 81% yields (Table 2, entries [7][8]. Purity of all the products was conrmed by the analysis of IR, Mass, 1 H and 13 C NMR spectral data.…”

Section: Resultsmentioning

confidence: 99%

“…2 Recently the synthesis of densely functionalized furans attained much attention in modern organic chemistry due to their wide range of applications in medicinal chemistry and material sciences. 3 Compounds containing the furan moiety were found to demonstrate diverse biological activities such as anticancer, 4 antifungal, 5 antimicrobial, 6 antibacterial, 7 and antispasmodic activity. 8 Apart from these, furan derivatives also exhibit herbicidal activity.…”

Section: Introductionmentioning

confidence: 99%

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Triflic acid promoted solvent free synthesis of densely functionalized furans

et al. 2017

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Triflic acid promoted solvent free synthesis of densely functionalized furans

et al. 2017

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“…In addition, compound 3 was safe and showed an IC 50 value of 50.2 μM against M. tuberculosis H37Ra ATCC25177. The authors concluded that the structure of the 2‐aminothiazole compound‐conjugated nitrofuran could be regarded as a promising type of anti‐TB drug in the future (Ran et al, ).…”

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

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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

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“…Aminothiazole scaffolds are important structural units in medicinal chemistry as they have been showed antitumor, antiviral, antibacterial, anti‐prion, psychotropic, anti‐allergic, anti‐hypertensive, anti‐inflammatory, antifungal, antitubercular, anti‐HIV, pesticidal, antiprotozoal, antipyretic, antioxidative and analgesic activities . Aminothiazole compounds do as ligands of estrogen receptors and afford a new group of adenosine receptor antagonists .…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Bis‐(2‐thiazolyl)amine Analogues and Evaluation of Their Antibacterial, Antioxidant and Cytotoxic Activities

et al. 2019

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An effective and economical preparation of bis‐(2‐thiazolyl)amine analogues was achieved by the reaction of 3‐(5‐arylazothiazol‐2‐yl)thioureas with various halogenated carbonyl reagents (namely; chloroacetic acid, diethyl bromomalonate, chloroacetone and phenacyl bromide). The physical and spectral analyses were performed to demonstrate the correct configurations of all incorporated analogues. It is clear that most of synthesized bis‐(2‐thiazolyl)amine derivatives revealed good biological efficacy, including anticancer, antibacterial and antioxidant. The synthesized bis‐(2‐thiazolyl)amine derivatives were investigated as cytotoxic agents against four different cell lines, in which the results revealed potent efficacies of the synthesized derivatives relative to the results of antibiotic standards. In addition, the antioxidant efficacy of all analogues was determined using ABTS•+ “2,2′‐azino‐bis(3‐ethylbenzothiazoline‐6‐sulphonic acid” method.

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Identification of novel 2-aminothiazole conjugated nitrofuran as antitubercular and antibacterial agents

Cited by 31 publications

References 14 publications

Triflic acid promoted solvent free synthesis of densely functionalized furans

Triflic acid promoted solvent free synthesis of densely functionalized furans

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

Synthesis of Bis‐(2‐thiazolyl)amine Analogues and Evaluation of Their Antibacterial, Antioxidant and Cytotoxic Activities

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