7‐(β‐D‐Ribofuranosyl)guanine and its Analogues Modified in the Sugar Portion: Synthesis and Antiglioma Properties

A series of guanine 7‐nucleosides and their analogs modified in the sugar portion have been synthesized and evaluated for their cytotoxicity in vitro against five cancer cell lines (T98G, U‐251 MG, HeLa, SKOV‐3, T‐47D) with MRC‐5 (healthy cells) as a reference. Several guanine 7‐pentafuranosides and...

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Published inChemistrySelect (Weinheim) Vol. 5; no. 42; pp. 13370 - 13375
Main Authors Wawrzyniak, Dariusz, Framski, Grzegorz, Januszczyk, Piotr, Ostrowski, Tomasz, Baraniak, Dagmara, Jahnz‐Wechmann, Zofia, Fogt, Joanna, Manikowski, Andrzej, Baranowski, Daniel, Rolle, Katarzyna, Boryski, Jerzy
Format Journal Article
LanguageEnglish
Published 13.11.2020
Subjects
brain tumors
cytotoxic activity
guanosine
nucleosides
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Summary:A series of guanine 7‐nucleosides and their analogs modified in the sugar portion have been synthesized and evaluated for their cytotoxicity in vitro against five cancer cell lines (T98G, U‐251 MG, HeLa, SKOV‐3, T‐47D) with MRC‐5 (healthy cells) as a reference. Several guanine 7‐pentafuranosides and 7‐acyclo‐nucleosides have demonstrated a selective anti‐malignant potency at micromolar concentrations in the case of T98G and U‐251 MG glioma lines, while being totally inactive against other cancer cells. Regioisomers of naturally occurring nucleosides have been ignored in biological activity screening for years, In the present study we have synthesized a series of guanine 7‐nucleosdes and their structural congeners. To our surprise, 7‐pentafuranosyl nucleosides and their acyclic analogs selectively inhibit in vitro proliferation of incurable brain tumors, T98G and U‐251MG gliomas, at micromolar level.
ISSN:2365-6549
2365-6549
DOI:10.1002/slct.202003393