Click inspired synthesis of piperazine-triazolyl sugar-conjugates as potent anti-Hela activity

To imbibe the aim of synthesizing water-soluble and biocompatible motif, a click-inspired piperazine glycoconjugate has been devised up. In this report, we present a focused approach to design and synthesis of versatile sugar-appended triazoles through ‘Click Chemistry’ along with their pharmacologi...

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Veröffentlicht in:Carbohydrate research 2023-07, Vol.529, p.108846-108846, Article 108846
Hauptverfasser: Bose, Priyanka, Agrahari, Anand K., Singh, Rajan, Singh, Mala, Kumar, Sunil, Singh, Rakesh K., Tiwari, Vinod K.
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Sprache:eng
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Zusammenfassung:To imbibe the aim of synthesizing water-soluble and biocompatible motif, a click-inspired piperazine glycoconjugate has been devised up. In this report, we present a focused approach to design and synthesis of versatile sugar-appended triazoles through ‘Click Chemistry’ along with their pharmacological studies on cyclin-dependent kinases (CDKs) and cell cytotoxicity on cancer cells using in silico and in vitro approaches, respectively. The study has inclusively recognized the galactose- and mannose-derived piperazine conjugates as the promising motifs. The findings suggested that the galactosyl bis-triazolyl piperazine analogue 10b is the most CDK interactive derivative and also possess significant anticancer activity. [Display omitted] •The ‘Click’ mediated 19 novel triazole-piperazine appended sugar conjugates have been developed by exploring the concept of Warburg effect for cancer cells.•The developed glycohybrids are advantageous in terms of water solubility and bio-compatibility and thus would be balanced as well effective cytotoxic agents.•The docking study has identified these glycohybrids as anticancer agent active as CDK4 mimic CDK2 inhibitor.•MTT assay revealed that the galactose and mannose triazolyl piperazine derivatives are promising agents against Hela cell line.•β-d-Galactopyranosyl-1,4-di-triazolyl-(3,5-bis-(trifluoromethyl)phenyl)piperazine 7b is identified as the potent analogue and has the potential for the further lead generation.
ISSN:0008-6215
1873-426X
DOI:10.1016/j.carres.2023.108846