title: A potential CARB-pharmacophore for antineoplastic activity: part 1.
abstract: Diverse functionalized representatives of various classes of sugars, such as thio-, anhydro-, and sulfamido-sugars and myo-inositol oxide, were synthesized and assessed for cytotoxicity against human cancer cell lines (A549, LoVo, MCF-7 and HeLa). The inositol oxide (4) was more active against MCF-7 cells (i.e., an estrogen-dependent breast cancer line), whereas all 3 sulfur-containing compounds showed strongest activity against A549 cells (i.e., a lung adenocarcinoma line). We propose to use a concept of functional 'CARB-pharmacophores' when evaluating a potential for the compounds' general antineoplastic activity. Future studies will determine the reasons for cell-type specificity of these compounds. The thio-sugar motif appears to be a promising lead for future developments.
authors.affiliation: Department of Pharmaceutical Sciences, Nesbitt School of Pharmacy, Wilkes University, 84 W. South Street, Wilkes-Barre, PA 18766, USA. Electronic address: zbigniew.witczak@wilkes.edu.
authors.forename: Zbigniew J
authors.initials: ZJ
authors.lastname: Witczak
authors.affiliation: Department of Molecular Genetics, University of Lodz, Lodz 90-236, Poland. Electronic address: tomasz.poplawski@biol.uni.lodz.pl.
authors.forename: Tomasz
authors.initials: T
authors.lastname: Poplawski
authors.affiliation: Department of Molecular Genetics, University of Lodz, Lodz 90-236, Poland.
authors.forename: Anna
authors.initials: A
authors.lastname: Czubatka
authors.affiliation: Department of Molecular Genetics, University of Lodz, Lodz 90-236, Poland.
authors.forename: Joanna
authors.initials: J
authors.lastname: Sarnik
authors.affiliation: Department of Organic Chemistry, University of Lodz, Lodz 91-403, Poland.
authors.forename: Pawel
authors.initials: P
authors.lastname: Tokarz
authors.affiliation: Department of Pharmaceutical Sciences, Nesbitt School of Pharmacy, Wilkes University, 84 W. South Street, Wilkes-Barre, PA 18766, USA.
authors.forename: Adam L
authors.initials: AL
authors.lastname: VanWert
authors.affiliation: Department of Pharmaceutical Sciences, Nesbitt School of Pharmacy, Wilkes University, 84 W. South Street, Wilkes-Barre, PA 18766, USA.
authors.forename: Roman
authors.initials: R
authors.lastname: Bielski
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D002236:Carbohydrate Conformation; D002241:Carbohydrates / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D006367:HeLa Cells; D006801:Humans; D020014:K562 Cells; D061986:MCF-7 Cells; D013329:Structure-Activity Relationship
chemical_list: D000970:Antineoplastic Agents; D002241:Carbohydrates
keywords: 2-C-Methylene-myo-inositol oxide; Anhydro-sugars; CARB-Pharmacophore; Cancer cell lines; Thio-sugars