Synthesis and biological evaluation of nucleobase-modified analogs of the anticancer compounds 3'-C-ethynyluridine (EUrd) and 3'-C-ethynylcytidine (ECyd)

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Synthesis and biological evaluation of nucleobase-modified analogs of the anticancer compounds 3'-C-ethynyluridine (EUrd) and 3'-C-ethynylcytidine (ECyd). / Hrdlicka, Patrick J; Jepsen, Jan S; Nielsen, Claus; Wengel, Jesper; Stenvang, Jan.

In: Bioorganic & Medicinal Chemistry, Vol. 13, No. 4, 15.02.2005, p. 1249-60.

Research output: Contribution to journal › Journal article › Research › peer-review

Harvard

Hrdlicka, PJ, Jepsen, JS, Nielsen, C, Wengel, J & Stenvang, J 2005, 'Synthesis and biological evaluation of nucleobase-modified analogs of the anticancer compounds 3'-C-ethynyluridine (EUrd) and 3'-C-ethynylcytidine (ECyd)', Bioorganic & Medicinal Chemistry, vol. 13, no. 4, pp. 1249-60. https://doi.org/10.1016/j.bmc.2004.11.054

APA

Hrdlicka, P. J., Jepsen, J. S., Nielsen, C., Wengel, J., & Stenvang, J. (2005). Synthesis and biological evaluation of nucleobase-modified analogs of the anticancer compounds 3'-C-ethynyluridine (EUrd) and 3'-C-ethynylcytidine (ECyd). Bioorganic & Medicinal Chemistry, 13(4), 1249-60. https://doi.org/10.1016/j.bmc.2004.11.054

Vancouver

Hrdlicka PJ, Jepsen JS, Nielsen C, Wengel J, Stenvang J. Synthesis and biological evaluation of nucleobase-modified analogs of the anticancer compounds 3'-C-ethynyluridine (EUrd) and 3'-C-ethynylcytidine (ECyd). Bioorganic & Medicinal Chemistry. 2005 Feb 15;13(4):1249-60. https://doi.org/10.1016/j.bmc.2004.11.054

Author

Hrdlicka, Patrick J ; Jepsen, Jan S ; Nielsen, Claus ; Wengel, Jesper ; Stenvang, Jan. / Synthesis and biological evaluation of nucleobase-modified analogs of the anticancer compounds 3'-C-ethynyluridine (EUrd) and 3'-C-ethynylcytidine (ECyd). In: Bioorganic & Medicinal Chemistry. 2005 ; Vol. 13, No. 4. pp. 1249-60.

Bibtex

@article{1c71d69931b94e3eb279aee8f23c9a51,
title = "Synthesis and biological evaluation of nucleobase-modified analogs of the anticancer compounds 3'-C-ethynyluridine (EUrd) and 3'-C-ethynylcytidine (ECyd)",
abstract = "A series of nucleobase-modified analogs of the anticancer compounds 3'-C-ethynyluridine (EUrd) and 3'-C-ethynylcytidine (ECyd) were designed to overcome the strict substrate specificity of the activating uridine-cytidine kinase. EUrd, ECyd and target nucleosides were obtained using a short convergent synthetic route utilizing diacetone-alpha-D-glucose as starting material. 5-Iodo-substituted EUrd was the most potent inhibitor among the novel nucleobase-modified analogs in in vitro assays against human adenocarcinoma breast and prostate cancer cells with IC50 values down to 35 nM.",
keywords = "Antineoplastic Agents, Cell Line, Tumor, Cytidine, Drug Screening Assays, Antitumor, Humans, Magnetic Resonance Spectroscopy, Uridine",
author = "Hrdlicka, {Patrick J} and Jepsen, {Jan S} and Claus Nielsen and Jesper Wengel and Jan Stenvang",
year = "2005",
month = feb,
day = "15",
doi = "10.1016/j.bmc.2004.11.054",
language = "English",
volume = "13",
pages = "1249--60",
journal = "Bioorganic & Medicinal Chemistry",
issn = "0968-0896",
publisher = "Pergamon Press",
number = "4",

}

RIS

TY - JOUR

T1 - Synthesis and biological evaluation of nucleobase-modified analogs of the anticancer compounds 3'-C-ethynyluridine (EUrd) and 3'-C-ethynylcytidine (ECyd)

AU - Hrdlicka, Patrick J

AU - Jepsen, Jan S

AU - Nielsen, Claus

AU - Wengel, Jesper

AU - Stenvang, Jan

PY - 2005/2/15

Y1 - 2005/2/15

N2 - A series of nucleobase-modified analogs of the anticancer compounds 3'-C-ethynyluridine (EUrd) and 3'-C-ethynylcytidine (ECyd) were designed to overcome the strict substrate specificity of the activating uridine-cytidine kinase. EUrd, ECyd and target nucleosides were obtained using a short convergent synthetic route utilizing diacetone-alpha-D-glucose as starting material. 5-Iodo-substituted EUrd was the most potent inhibitor among the novel nucleobase-modified analogs in in vitro assays against human adenocarcinoma breast and prostate cancer cells with IC50 values down to 35 nM.

AB - A series of nucleobase-modified analogs of the anticancer compounds 3'-C-ethynyluridine (EUrd) and 3'-C-ethynylcytidine (ECyd) were designed to overcome the strict substrate specificity of the activating uridine-cytidine kinase. EUrd, ECyd and target nucleosides were obtained using a short convergent synthetic route utilizing diacetone-alpha-D-glucose as starting material. 5-Iodo-substituted EUrd was the most potent inhibitor among the novel nucleobase-modified analogs in in vitro assays against human adenocarcinoma breast and prostate cancer cells with IC50 values down to 35 nM.

KW - Antineoplastic Agents

KW - Cell Line, Tumor

KW - Cytidine

KW - Drug Screening Assays, Antitumor

KW - Humans

KW - Magnetic Resonance Spectroscopy

KW - Uridine

U2 - 10.1016/j.bmc.2004.11.054

DO - 10.1016/j.bmc.2004.11.054

M3 - Journal article

C2 - 15670934

VL - 13

SP - 1249

EP - 1260

JO - Bioorganic & Medicinal Chemistry

JF - Bioorganic & Medicinal Chemistry

SN - 0968-0896

IS - 4

ER -

ID: 59323719