title: Structure-activity relationship studies on rhodamine B-based fluorogenic probes and their activation by anticancer platinum(II) compounds.
abstract: Fluorescence microscopy has emerged as an attractive technique for imaging intracellular Pt species arising from exposure to clinical anticancer drugs such as cisplatin. A rhodamine-B based fluorogenic probe termed Rho-DDTC can be activated selectively in the presence of Pt(II) compounds, and possesses the ability to discriminate Pt(II) species from Pt(IV) carboxylate prodrug complexes, thereby providing a unique platform to investigate the reduction of these Pt(IV) complexes after cell entry. In this report, we seek to establish the mechanism of activation of Rho-DDTC through a structure-activity relationship study on its structural analogues.
authors.affiliation: Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore 117543, Singapore.
authors.forename: Jun Xiang
authors.initials: JX
authors.lastname: Ong
authors.affiliation: Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore 117543, Singapore; NUS Graduate School for Integrative Sciences and Engineering, National University of Singapore, 28 Medical Drive, Singapore 117456, Singapore.
authors.forename: Jian Yu
authors.initials: JY
authors.lastname: Yap
authors.affiliation: Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore 117543, Singapore.
authors.forename: Siew Qi
authors.initials: SQ
authors.lastname: Yap
authors.affiliation: Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore 117543, Singapore; NUS Graduate School for Integrative Sciences and Engineering, National University of Singapore, 28 Medical Drive, Singapore 117456, Singapore. Electronic address: chmawh@nus.edu.sg.
authors.forename: Wee Han
authors.initials: WH
authors.lastname: Ang
mesh_terms: D000970:Antineoplastic Agents / Q000737:chemistry*; D005456:Fluorescent Dyes / Q000737:chemistry* / Q000494:pharmacology; D009944:Organoplatinum Compounds / Q000737:chemistry*; D011355:Prodrugs / Q000737:chemistry* / Q000494:pharmacology; D021281:Quantitative Structure-Activity Relationship; D012235:Rhodamines / Q000737:chemistry* / Q000494:pharmacology
chemical_list: D000970:Antineoplastic Agents; D005456:Fluorescent Dyes; D009944:Organoplatinum Compounds; D011355:Prodrugs; D012235:Rhodamines; C029773:rhodamine B
keywords: Cisplatin; Fluorogenic probes; Platinum drugs; Platinum(IV) prodrugs; SAR studies