Azide-alkyne cycloaddition en route to 4-aminoquinoline-ferrocenylchalcone conjugates: synthesis and anti-TB evaluation

作者：Singh Amandeep; Viljoen Albertus; Kremer Laurent; Kumar Vipan

来源：Future Medicinal Chemistry, 2017, 9(15): 1701-1708.

DOI：10.4155/fmc-2017-0098

• 4-aminoquinoline
• antitubercular activity
• ferrocenyl chalcone

Aim: Tuberculosis is responsible for 9.6 million infections and 1.5 million deaths in 2015. The development of multidrug-resistant and extensively drug-resistant strains has impeded the development of effective antitubercular therapy. Results/methodology: The present manuscript describes the synthesis of a series of 4-aminoquinoline-ferrocenylchalcone conjugates via Cu-promoted Huisgen's azide-alkyne cycloaddition reaction and evaluation of their antitubercular activities against mc(2)6230 strain of Mycobacterium tuberculosis. The conjugate 11j proved to be the most potent of the synthesized conjugates with a minimum inhibitory concentration (MIC99) value of 30 mu M and proved to be noncytotoxic against HeLa cells. Conclusion: The synthesized conjugates can act as starting point for the development of new antitubercular agents. Synthesis and antitubercular evaluation of 1H-1,2,3-triazole-tethered 4-aminoquinoline-ferrocenylchalcone conjugates.
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• 出版日期2017-10