In:
ChemBioChem, Wiley, Vol. 21, No. 17 ( 2020-09), p. 2487-2494
Abstract:
Four new bis‐substituted ferrocene derivatives containing either a hydroxyalkyl or methoxyalkyl group and either a thyminyl or methylthyminyl group have been synthesised and characterised by a range of spectroscopic and analytical techniques. They were included in a structure‐activity‐relationship (SAR) study probing anticancer activities in osteosarcoma (bone cancer) cell lines and were compared with a known lead compound, 1 ‐( S , R p ), a nucleoside analogue that is highly toxic to cancer cells. Biological studies using the MTT assay revealed that a regioisomer of ferronucleoside 1 ‐( S , R p ), which only differs from the lead compound in being substituted on two cyclopentadienyl rings rather than one, was over 20 times less cytotoxic. On the other hand, methylated derivatives of 1 ‐( S , R p ) showed comparable cytotoxicities to the lead compound. Overall these studies indicate that a mechanism of action for 1 ‐( S , R p ) cannot proceed through alcohol phosphorylation and that its geometry and size, rather than any particular functional group, are crucial factors in explaining its high anticancer activity.
Type of Medium:
Online Resource
ISSN:
1439-4227
,
1439-7633
DOI:
10.1002/cbic.202000124
Language:
English
Publisher:
Wiley
Publication Date:
2020
detail.hit.zdb_id:
2020469-3
SSG:
12
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