Organometallic nucleoside analogues: effect of the metallocene metal atom on cancer cell line toxicity
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Organometallic nucleoside analogues : effect of the metallocene metal atom on cancer cell line toxicity. / Ismail, Media K; Armstrong, Katie A; Hodder, Samantha L; Horswell, Sarah L; Male, Louise; Nguyen, Huy V; Wilkinson, Edward A; Hodges, Nikolas J; Tucker, James H R.
In: Dalton Transactions, Vol. 49, No. 4, 28.01.2020, p. 1181-1190.Research output: Contribution to journal › Article › peer-review
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TY - JOUR
T1 - Organometallic nucleoside analogues
T2 - effect of the metallocene metal atom on cancer cell line toxicity
AU - Ismail, Media K
AU - Armstrong, Katie A
AU - Hodder, Samantha L
AU - Horswell, Sarah L
AU - Male, Louise
AU - Nguyen, Huy V
AU - Wilkinson, Edward A
AU - Hodges, Nikolas J
AU - Tucker, James H R
PY - 2020/1/28
Y1 - 2020/1/28
N2 - A new chiral organometallic nucleoside analogue containing ruthenocene is reported, in which alkylthymine and alkylhydroxyl groups are attached in adjacent positions on one cyclopentadienyl ring. The synthetic procedures for this metallocene derivative and two control compounds are described, along with their characterisation by cyclic voltammetry and X-ray crystallography. Their biological activities in a human pancreatic cancer cell line (MIA-Pa-Ca-2) were significantly lower than those of three previously reported analogous ferrocene compounds, indicating that the choice of metallocene metal atom (Fe or Ru) plays a pivotal role in determining the anticancer properties of these nucleoside analogues, which in turn suggests a different mode of action from that of a conventional nucleoside analogue.
AB - A new chiral organometallic nucleoside analogue containing ruthenocene is reported, in which alkylthymine and alkylhydroxyl groups are attached in adjacent positions on one cyclopentadienyl ring. The synthetic procedures for this metallocene derivative and two control compounds are described, along with their characterisation by cyclic voltammetry and X-ray crystallography. Their biological activities in a human pancreatic cancer cell line (MIA-Pa-Ca-2) were significantly lower than those of three previously reported analogous ferrocene compounds, indicating that the choice of metallocene metal atom (Fe or Ru) plays a pivotal role in determining the anticancer properties of these nucleoside analogues, which in turn suggests a different mode of action from that of a conventional nucleoside analogue.
U2 - 10.1039/c9dt04174e
DO - 10.1039/c9dt04174e
M3 - Article
C2 - 31897458
VL - 49
SP - 1181
EP - 1190
JO - Dalton Transactions
JF - Dalton Transactions
SN - 1477-9234
IS - 4
ER -