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Relative impact of 3- and 5-hydroxyl groups of cytosporone B on cancer cell viability.

ABSTRACT: A novel and the shortest route, thus far, for preparing cytosporone B (Csn-B) is reported. Csn-B and two analogs were used to probe the importance of hydroxyl groups at the 3- and 5-positions of the Csn-B benzene ring in inhibiting the viability of human H460 lung cancer and LNCaP prostate cancer cells, inducing H460 cell apoptosis, and interacting with the NR4A1 (TR3) ligand-binding domain (LBD). These studies indicate that Csn-B and 5-Me-Csn-B, having a phenolic hydroxyl at the 3-position of their aromatic rings, had similar activities in inhibiting cancer cell viability and in inducing apoptosis, whereas 3,5-(Me)2-Csn-B was unable to do so. These results are in agreement with ligand-binding experiments showing that the interaction with the NR4A1 LBD required the presence of the 3-hydroxyl group.

SUBMITTER: Xia Z

PROVIDER: S-EPMC4005383 | biostudies-literature | 2013 Feb

REPOSITORIES: biostudies-literature

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Relative impact of 3- and 5-hydroxyl groups of cytosporone B on cancer cell viability.

Xia Zebin Z Cao Xihua X Rico-Bautista Elizabeth E Yu Jinghua J Chen Liqun L Chen Jiebo J Bobkov Andrey A Wolf Dieter A DA Zhang Xiao-Kun XK Dawson Marcia I MI

MedChemComm 20121107 2

A novel and the shortest route, thus far, for preparing cytosporone B (Csn-B) is reported. Csn-B and two analogs were used to probe the importance of hydroxyl groups at the 3- and 5-positions of the Csn-B benzene ring in inhibiting the viability of human H460 lung cancer and LNCaP prostate cancer cells, inducing H460 cell apoptosis, and interacting with the NR4A1 (TR3) ligand-binding domain (LBD). These studies indicate that Csn-B and 5-Me-Csn-B, having a phenolic hydroxyl at the 3-position of t ...[more]

PMID: 24795803

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