2-Arylnaphthoquinone analogues: Potential anti-TB and pro-apoptotic agents

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Date

2011

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Green, I. R. et al. (2011). 2-Arylnaphthoquinone analogues: Potential anti-TB and pro-apoptotic agents. ARKIVOC, (x), 192-212. https://doi.org/10.3998/ark.5550190.0012.a16

Abstract

A useful library of substituted 2-arylnaphthoquinones prepared by reaction between the corresponding bromonaphthoquinones and arylboronic acids via Suzuki-Miyaura protocols has been established. Conversion of some of the products into new analogues was effected. The bisnaphthoquinone disospyrin 1 comprises two 7-methyljuglone units linked between C2 and C6. 1,2 Antimycobacterial activity studies performed on diospyrin 1 alerted the scientific community to the potential importance of this natural product3 which was soon followed by its first published synthesis by Yoshida and Mori in the same year.4 Subsequent studies, which included the synthesis and evaluation of related analogues of diospyrin 1 demonstrated the potential of this basic scaffold to be considered as an integral aspect for good antimycrobacterial activity.

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Keywords

Bromonaphthoquinones, Naphthylboronic acids, Demethylation, Oxidation, Chemistry, Tuberculosis

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