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Highly Efficient Synthesis of 1,3-Dihydroxy-2-carboxycarbazole and Its Neuroprotective Effects.

ABSTRACT: Carbazoles represent a family of tricyclic compounds that widely appeared in nature. Numerous studies have revealed a diverse array of bioactivity associated with this scaffold. In the present study, a novel and highly efficient methodology for preparing 1,3-dihydroxy-2-carboxycarbazole from indole-3-acetic acid and Meldrum's acid was developed. Furthermore, biological characterization demonstrated that this multisubstituted carbazole analogue exhibited inhibitory activity on A? aggregation, antioxidative properties, and promising neuroprotective activities in a cellular model of Alzheimer's disease, thus further supporting the valuable application of this synthetic methodology in search for effective neuroprotectants.

SUBMITTER: Liu K

PROVIDER: S-EPMC4538428 | biostudies-literature | 2015 Aug

REPOSITORIES: biostudies-literature

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Highly Efficient Synthesis of 1,3-Dihydroxy-2-carboxycarbazole and Its Neuroprotective Effects.

Liu Kai K Zhang Shijun S

ACS medicinal chemistry letters 20150710 8

Carbazoles represent a family of tricyclic compounds that widely appeared in nature. Numerous studies have revealed a diverse array of bioactivity associated with this scaffold. In the present study, a novel and highly efficient methodology for preparing 1,3-dihydroxy-2-carboxycarbazole from indole-3-acetic acid and Meldrum's acid was developed. Furthermore, biological characterization demonstrated that this multisubstituted carbazole analogue exhibited inhibitory activity on Aβ aggregation, ant ...[more]

PMID: 26288690

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