title: Discrimination between tumour and normal cells by staining with 3,4,5,6,16,17-hexadehydro-16-(methoxycarbonyl)-19 alpha-methyl-20 alpha-oxayohimbanium: the uracil ring as a target for the specific interaction between RNA(s) and the fluorescent probe.
abstract: 3,4,5,6,16,17-Hexadehydro-16-(methoxycarbonyl)-19 alpha-methyl-20 alpha-oxayohimbanium (Alstonine) is a fluorescent alcaloid which has been known to stain tumour cells more efficiently than normal ones. In this paper the spectral properties of Alstonine were first investigated and its capability for preferential staining of tumour cells verified in culture using SK-OV-3 cells as tumour cells and Mouse 3T3 fibroblasts as controls. Then interactions between Alstonine and biological macromolecules were investigated to provide the rationale for preferential labelling. Molecular filtration techniques have demonstrated that binding occurs only with RNA molecules. Similar experiments were performed with different isopolynucleotides to find an explanation for that specificity. They provide evidence that binding occurs only in the presence of a uridyl ring. This is consistent with the specificity of the linkage to RNA. As the linkage of Alstonine with RNA did not induce any shift or obvious change in the intensity of its fluorescence spectrum, it is concluded that the binding might involve the side chain of the fluorescent compound.
authors.affiliation: Laboratory of Physical Chemistry, University of Perpignan, France.
authors.forename: J M
authors.initials: JM
authors.lastname: Salmon
authors.forename: M
authors.initials: M
authors.lastname: Yassine
authors.forename: T
authors.initials: T
authors.lastname: Vo-Dinh
authors.forename: N R
authors.initials: NR
authors.lastname: Isola
authors.forename: X
authors.initials: X
authors.lastname: Rebillard
authors.forename: P
authors.initials: P
authors.lastname: Viallet
mesh_terms: D016475:3T3 Cells; D000230:Adenocarcinoma; D000818:Animals; D000972:Antineoplastic Agents, Phytogenic; D002460:Cell Line; D002461:Cell Line, Transformed; D004396:Coloring Agents; D005260:Female; D005456:Fluorescent Dyes; D006801:Humans; D051379:Mice; D008856:Microscopy, Fluorescence / Q000379:methods; D018715:Microscopy, Video / Q000379:methods; D009369:Neoplasms / Q000473:pathology*; D010051:Ovarian Neoplasms; D012313:RNA / Q000032:analysis*; D012334:RNA, Neoplasm / Q000032:analysis*; D012016:Reference Values; D046948:Secologanin Tryptamine Alkaloids; D014407:Tumor Cells, Cultured; D014498:Uracil
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D004396:Coloring Agents; D005456:Fluorescent Dyes; D012334:RNA, Neoplasm; D046948:Secologanin Tryptamine Alkaloids; D014498:Uracil; D012313:RNA; C009244:serpentine (alkaloid)