Synthesis and biological evaluation of branched and conformationally restricted analogs of the anticancer compounds 3'-C-ethynyluridine (EUrd) and 3'-C-ethynylcytidine (ECyd)

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Synthesis and biological evaluation of branched and conformationally restricted analogs of the anticancer compounds 3'-C-ethynyluridine (EUrd) and 3'-C-ethynylcytidine (ECyd). / Hrdlicka, Patrick J; Andersen, Nicolai K; Stenvang, Jan; Hansen, Flemming G; Haselmann, Kim F; Nielsen, Claus; Wengel, Jesper.

In: Bioorganic & Medicinal Chemistry, Vol. 13, No. 7, 01.04.2005, p. 2597-621.

Research output: Contribution to journalJournal articleResearchpeer-review

Harvard

Hrdlicka, PJ, Andersen, NK, Stenvang, J, Hansen, FG, Haselmann, KF, Nielsen, C & Wengel, J 2005, 'Synthesis and biological evaluation of branched and conformationally restricted analogs of the anticancer compounds 3'-C-ethynyluridine (EUrd) and 3'-C-ethynylcytidine (ECyd)', Bioorganic & Medicinal Chemistry, vol. 13, no. 7, pp. 2597-621. https://doi.org/10.1016/j.bmc.2005.01.029

APA

Hrdlicka, P. J., Andersen, N. K., Stenvang, J., Hansen, F. G., Haselmann, K. F., Nielsen, C., & Wengel, J. (2005). Synthesis and biological evaluation of branched and conformationally restricted analogs of the anticancer compounds 3'-C-ethynyluridine (EUrd) and 3'-C-ethynylcytidine (ECyd). Bioorganic & Medicinal Chemistry, 13(7), 2597-621. https://doi.org/10.1016/j.bmc.2005.01.029

Vancouver

Hrdlicka PJ, Andersen NK, Stenvang J, Hansen FG, Haselmann KF, Nielsen C et al. Synthesis and biological evaluation of branched and conformationally restricted analogs of the anticancer compounds 3'-C-ethynyluridine (EUrd) and 3'-C-ethynylcytidine (ECyd). Bioorganic & Medicinal Chemistry. 2005 Apr 1;13(7):2597-621. https://doi.org/10.1016/j.bmc.2005.01.029

Author

Hrdlicka, Patrick J ; Andersen, Nicolai K ; Stenvang, Jan ; Hansen, Flemming G ; Haselmann, Kim F ; Nielsen, Claus ; Wengel, Jesper. / Synthesis and biological evaluation of branched and conformationally restricted analogs of the anticancer compounds 3'-C-ethynyluridine (EUrd) and 3'-C-ethynylcytidine (ECyd). In: Bioorganic & Medicinal Chemistry. 2005 ; Vol. 13, No. 7. pp. 2597-621.

Bibtex

@article{142982e04ee846a28d19056c02d7aa0e,
title = "Synthesis and biological evaluation of branched and conformationally restricted analogs of the anticancer compounds 3'-C-ethynyluridine (EUrd) and 3'-C-ethynylcytidine (ECyd)",
abstract = "The synthesis of branched and conformationally restricted analogs of the anticancer nucleosides 3'-C-ethynyluridine (EUrd) and 3'-C-ethynylcytidine (ECyd) is presented. Molecular modeling and (1)H NMR coupling constant analysis revealed that the furanose rings of all analogs except the LNA analog are conformationally biased towards South conformation, and are thus mimicking the structure of ECyd. All target nucleosides were devoid of anti-HIV or anticancer activity.",
keywords = "Anti-HIV Agents, Antineoplastic Agents, Cell Line, Cell Line, Tumor, Cell Survival, Crystallography, X-Ray, Cytidine, Humans, Models, Molecular, Molecular Mimicry, Nucleic Acid Conformation, Uridine",
author = "Hrdlicka, {Patrick J} and Andersen, {Nicolai K} and Jan Stenvang and Hansen, {Flemming G} and Haselmann, {Kim F} and Claus Nielsen and Jesper Wengel",
year = "2005",
month = apr,
day = "1",
doi = "10.1016/j.bmc.2005.01.029",
language = "English",
volume = "13",
pages = "2597--621",
journal = "Bioorganic & Medicinal Chemistry",
issn = "0968-0896",
publisher = "Pergamon Press",
number = "7",

}

RIS

TY - JOUR

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

AU - Hrdlicka, Patrick J

AU - Andersen, Nicolai K

AU - Stenvang, Jan

AU - Hansen, Flemming G

AU - Haselmann, Kim F

AU - Nielsen, Claus

AU - Wengel, Jesper

PY - 2005/4/1

Y1 - 2005/4/1

N2 - The synthesis of branched and conformationally restricted analogs of the anticancer nucleosides 3'-C-ethynyluridine (EUrd) and 3'-C-ethynylcytidine (ECyd) is presented. Molecular modeling and (1)H NMR coupling constant analysis revealed that the furanose rings of all analogs except the LNA analog are conformationally biased towards South conformation, and are thus mimicking the structure of ECyd. All target nucleosides were devoid of anti-HIV or anticancer activity.

AB - The synthesis of branched and conformationally restricted analogs of the anticancer nucleosides 3'-C-ethynyluridine (EUrd) and 3'-C-ethynylcytidine (ECyd) is presented. Molecular modeling and (1)H NMR coupling constant analysis revealed that the furanose rings of all analogs except the LNA analog are conformationally biased towards South conformation, and are thus mimicking the structure of ECyd. All target nucleosides were devoid of anti-HIV or anticancer activity.

KW - Anti-HIV Agents

KW - Antineoplastic Agents

KW - Cell Line

KW - Cell Line, Tumor

KW - Cell Survival

KW - Crystallography, X-Ray

KW - Cytidine

KW - Humans

KW - Models, Molecular

KW - Molecular Mimicry

KW - Nucleic Acid Conformation

KW - Uridine

U2 - 10.1016/j.bmc.2005.01.029

DO - 10.1016/j.bmc.2005.01.029

M3 - Journal article

C2 - 15755661

VL - 13

SP - 2597

EP - 2621

JO - Bioorganic & Medicinal Chemistry

JF - Bioorganic & Medicinal Chemistry

SN - 0968-0896

IS - 7

ER -

ID: 59323511