Novel benzoxepine-1,2,3-triazole hybrids: synthesis and pharmacological evaluation as potential antibacterial and anticancer agents

Naveen, Kanagaraj; Telu, Jhonsee Rani; Banothu, Venkanna; Nallapati, Suresh Babu; Anireddy, Jaya Shree; Pal, Sarbani

doi:10.1039/c5md00224a

Cited by 72 publications

(36 citation statements)

References 37 publications

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“…The activity of these drugs towards cancer cell lines HCT15 and NCI-H226 is notable owing to the presence of a -CH 2 -Olinkage between the triazole and heteroaryl moieties. 92 In a unique reaction, for the creation of 1,2,3-triazole derivatives of nimesulide, compounds 54 were designed as potential inhibitors of PDE4B. One of the synthesized compounds was highly effective for PDE4B inhibitory properties with IC 50 value of 4.92 AE 0.53 mM.…”

Section: Introductionmentioning

confidence: 99%

CuAAC-ensembled 1,2,3-triazole-linked isosteres as pharmacophores in drug discovery: review

et al. 2020

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Section: Introductionmentioning

confidence: 99%

CuAAC-ensembled 1,2,3-triazole-linked isosteres as pharmacophores in drug discovery: review

et al. 2020

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“…18 Compounds 4 and 5 not only keep the important scaffold of methoxyacrylates, including benzene ring, methoxyimino and carbonyl, but also combine two heteroatoms (N,O) into one molecule which plays an important role in biological activity. 19,20 Accordingly, fungicidal activity of these compounds was tested against eight phytopathogenic fungi.…”

Section: Chemistrymentioning

confidence: 99%

Design, synthesis, crystal structure and fungicidal activity of (E)-5-(methoxyimino)-3,5-dihydrobenzo[e][1,2]oxazepin-4(1H)-one analogues

Yang

Wan

et al. 2017

Med. Chem. Commun.

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A practical method of four-step synthesis towards novel ()-5-(methoxyimino)-3,5-dihydrobenzo[][1,2]oxazepin-4(1)-one antifungals is presented, where a commercially available pesticide and pharmacology intermediate, ()-methyl 2-(2-(bromomethyl)phenyl)-2-(methoxyimino)acetate (), was used as starting material. These compounds were confirmed by H NMR,C NMR, high-resolution mass spectroscopy and X-ray crystal structure. fungicidal evaluation, the moderate to high activities of several compounds against eight phytopathogenic fungi were demonstrated. Especially, the fungicidal activities of compounds and were comparable to those of the controls azoxystrobin and trifloxystrobin in precise virulence measurements for four fungi. These results suggested that dihydrobenzo[][1,2]oxazepin-4(1)-one analogues could be considered as potential fungicidal candidates for crop protection.

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“…In spite of the majority of thiazole , sugar , benzoxepine , macrolide , and oxazolidinone , fused coumarin–1,2,3‐triazole hybrids showed weak to moderate antimicrobial activity, the enriched SAR paved the way to the further rational optimization of coumarin–1,2,3‐triazole hybrids.…”

Section: Antibacterial and Antifungal Activitiesmentioning

confidence: 99%

Coumarin–triazole Hybrids and Their Biological Activities

Fan

Xing

Liu

2018

Journal of Heterocyclic Chem

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Hybridization is emerged as a promising strategy in the discovery of new drugs, especially these with complimentary activities and multiple pharmacological targets that are the potential weapons to prevent the drug resistance. Currently, several hybrids are under different stages of clinical trial, and may be introduced into clinical practice to treat various diseases in the near future. Triazoles including 1,2,3‐triazole and 1,2,4‐triazole as well as coumarins occupy an important position in medicinal chemistry attribute to their various biological activities, and some of them have been used in clinical practice. Obviously, hybridization of these two pharmacophores may lead to novel candidates with broader spectrum, more effective, lower toxicity, and multiple mechanisms of action. This review aims to outline the biological activities of coumarin–triazole hybrids, and discuss their structure–activity relationship to pave the way for the further rational development of this kind of hybrids.

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Novel benzoxepine-1,2,3-triazole hybrids: synthesis and pharmacological evaluation as potential antibacterial and anticancer agents

Abstract: A number of pre-designed benzoxepine-1,2,3-triazole hybrids were synthesized for the first time using a Cu catalyzed azide-alkyne cycloaddition (CuAAC) strategy. Thus a 10

Cited by 72 publications

References 37 publications

CuAAC-ensembled 1,2,3-triazole-linked isosteres as pharmacophores in drug discovery: review

CuAAC-ensembled 1,2,3-triazole-linked isosteres as pharmacophores in drug discovery: review

Design, synthesis, crystal structure and fungicidal activity of (E)-5-(methoxyimino)-3,5-dihydrobenzo[e][1,2]oxazepin-4(1H)-one analogues

Coumarin–triazole Hybrids and Their Biological Activities

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