Journal of Organic Chemistry p. 10192 - 10202 (2013)
Update date:2022-08-16
Topics:
Haldar, Saikat
Kumar, Santosh
Kolet, Swati P.
Patil, Harshal S.
Kumar, Dhiraj
Kundu, Gopal C.
Thulasiram, Hirekodathakallu V.
Tagging of small bioactive molecules with a fluorophore is a highly sensitive method to trace their cellular activities through real-time visual information. Here we disclose a 7-nitrobenzo-2-oxa-1,3-diazole (NBD)-based, high-yielding, one-pot labeling protocol for hydroxylated molecules using Yamaguchi coupling as the key reaction. This methodology was successfully applied on several sensitive and complex hydroxylated bioactive compounds including 7-deacetylazadiradione, simvastatin, camptothecin, andrographolide, cinchonine, β-dihydroartemisinin, and azadirachtin A. Further, utility of this protocol was illustrated on the cytotoxic activity of azadiradione derivatives against several cancer cell lines through cell imaging of two qualified fluorescent probes.
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