title: 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.
authors.affiliation: Cancer Center, Sanford-Burnham Medical Research Institute, 10901 North Torrey Pines Rd., La Jolla, CA 92037, USA.
authors.forename: Zebin
authors.initials: Z
authors.lastname: Xia
authors.affiliation: Cancer Center, Sanford-Burnham Medical Research Institute, 10901 North Torrey Pines Rd., La Jolla, CA 92037, USA.
authors.forename: Xihua
authors.initials: X
authors.lastname: Cao
authors.affiliation: Cancer Center, Sanford-Burnham Medical Research Institute, 10901 North Torrey Pines Rd., La Jolla, CA 92037, USA.
authors.forename: Elizabeth
authors.initials: E
authors.lastname: Rico-Bautista
authors.affiliation: Cancer Center, Sanford-Burnham Medical Research Institute, 10901 North Torrey Pines Rd., La Jolla, CA 92037, USA.
authors.forename: Jinghua
authors.initials: J
authors.lastname: Yu
authors.affiliation: Cancer Center, Sanford-Burnham Medical Research Institute, 10901 North Torrey Pines Rd., La Jolla, CA 92037, USA.
authors.forename: Liqun
authors.initials: L
authors.lastname: Chen
authors.affiliation: Cancer Center, Sanford-Burnham Medical Research Institute, 10901 North Torrey Pines Rd., La Jolla, CA 92037, USA.
authors.forename: Jiebo
authors.initials: J
authors.lastname: Chen
authors.affiliation: Cancer Center, Sanford-Burnham Medical Research Institute, 10901 North Torrey Pines Rd., La Jolla, CA 92037, USA.
authors.forename: Andrey
authors.initials: A
authors.lastname: Bobkov
authors.affiliation: Cancer Center, Sanford-Burnham Medical Research Institute, 10901 North Torrey Pines Rd., La Jolla, CA 92037, USA.
authors.forename: Dieter A
authors.initials: DA
authors.lastname: Wolf
authors.affiliation: Cancer Center, Sanford-Burnham Medical Research Institute, 10901 North Torrey Pines Rd., La Jolla, CA 92037, USA.
authors.forename: Xiao-Kun
authors.initials: XK
authors.lastname: Zhang
authors.affiliation: Cancer Center, Sanford-Burnham Medical Research Institute, 10901 North Torrey Pines Rd., La Jolla, CA 92037, USA.
authors.forename: Marcia I
authors.initials: MI
authors.lastname: Dawson