Expanding the knowledge around antitubercular 5-(2-aminothiazol-4-yl)isoxazole-3-carboxamides: Hit–to–lead optimization and release of a novel antitubercular chemotype via scaffold derivatization

Girardini, Miriam; Ferlenghi, Francesca; Annunziato, Giannamaria; Degiacomi, Giulia; Papotti, Bianca; Marchi, Cinzia; Sammartino, José Camilla; Rasheed, Sari; Contini, Anna; Pasca, Maria Rosalia; Vacondio, Federica; Evans, Joanna C.; Dick, Thomas; Müller, Rolf; Costantino, Gabriele; Pieroni, Marco

doi:10.1016/j.ejmech.2022.114916

Cited by 6 publications

(2 citation statements)

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“…They also provide a tool for the optimization of the ADMET properties. [15][16][17][18] The clubbed azole and azolyl ethanol scaffolds played a dynamic role in the design and development of the new lead and drug molecules. [19][20][21][22][23] These combinations have been extensively employed in the design and development of numerous drugs such as fluconazole, ravuconazole, isavuconazole, voriconazole, itraconazole, broxaterol, etc.…”

Section: Introductionmentioning

confidence: 99%

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An Efficient Synthesis, Antimicrobial Evaluation and In Silico Studies of 1,2,3‐Triazolyl‐isoxazolyl‐ethanol Derivatives

Bhoye,

Latif Shaikh,

Walunj

et al. 2024

ChemistrySelect

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A series of 2‐(1‐substituted benzyl‐1H‐1,2,3‐triazol‐4‐yl)‐1‐(5‐arylisoxazol‐3‐yl)ethanol (8 a–p) have been designed and efficiently synthesized. The structure of the compounds 8 a–p was characterized by spectral methods. The newly synthesized 1,2,3‐triazolyl‐isoxazolyl‐ethanol (8 a–p) derivatives were evaluated for in vitro antimicrobial activity against P. mirabilis, E. coli, S. albus, B. subtilis, C. albicans and A. niger. Eleven derivatives showed good activity against the Gram‐negative strains. Compounds 8 b, 8 c, 8 d, 8 g, 8 h, 8 i, 8 j, 8 k, 8 n, 8 o, and 8 p showed good antibacterial against E. coli activity. Against P. mirabilis, compounds 8 a, 8 b, 8 d, 8 g, 8 h, 8 k, 8 l, 8 m, 8 n, 8 o, and 8 p showed good activity, compounds 8 o, and 8 p showed two‐fold less activity than the reference drug streptomycin. Against the Gram‐positive strain, B. subtilis, compounds 8 c, 8 d and 8 f showed good activity, from which the compounds 8 d and 8 f were found only two‐fold less potent than the reference drug streptomycin. Against fungal strains, C. albicans, compound 8 g and against A. niger, compounds 8 f, 8 h and 8 j showed good antifungal activity. Against A. niger strain, the compounds 8 f and 8 h reported only two‐fold less activity than the reference drug fluconazole. The active compounds were studied for molecular docking and molecular dynamics simulations.

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Section: Introductionmentioning

confidence: 99%

“…The azole pharmacophores displayed a significant role in the development and discovery of drugs. They also provide a tool for the optimization of the ADMET properties [15–18] . The clubbed azole and azolyl ethanol scaffolds played a dynamic role in the design and development of the new lead and drug molecules [19–23] .…”

Section: Introductionmentioning

confidence: 99%