Antiproliferative activities of halogenated thieno[3,2-d]pyrimidines

Kartik W. Temburnikar; Sarah C. Zimmermann; Nathaniel T. Kim; Christina R. Ross; Christopher Gelbmann; Christine E. Salomon; Gerald M. Wilson; Jan Balzarini; Katherine L. Seley-Radtke

doi:10.1016/j.bmc.2014.02.033

Antiproliferative activities of halogenated thieno[3,2-d]pyrimidines

Kartik W. Temburnikar, Sarah C. Zimmermann, Nathaniel T. Kim, Christina R. Ross, Christopher Gelbmann, Christine E. Salomon, Gerald M. Wilson, Jan Balzarini, Katherine L. Seley-Radtke

Research output: Contribution to journal › Article › peer-review

34 Scopus citations

Abstract

The in vitro evaluation of thieno[3,2-d]pyrimidines identified halogenated compounds 1 and 2 with antiproliferative activity against three different cancer cell lines. A structure activity relationship study indicated the necessity of the chlorine at the C4-position for biological activity. The two most active compounds 1 and 2 were found to induce apoptosis in the leukemia L1210 cell line. Additionally, the compounds were screened against a variety of other microbial targets and as a result, selective activity against several fungi was also observed. The synthesis and preliminary biological results are reported herein.

Original language	English (US)
Pages (from-to)	2113-2122
Number of pages	10
Journal	Bioorganic and Medicinal Chemistry
Volume	22
Issue number	7
DOIs	https://doi.org/10.1016/j.bmc.2014.02.033
State	Published - Apr 1 2014

Bibliographical note

Funding Information:
This work was supported in part by the National Institutes of Health (R01GM073645 KSR). The authors are grateful to Robin Patel for the gift of the clinical isolates of C. neoformans. We also thank Yudi Rusman for his assistance with the antifungal dose response experiments.

Keywords

Antifungal
Apoptosis
Cytostatic
Heterocyclic chemistry
Thieno[3,2-d]pyrimidine

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1016/j.bmc.2014.02.033

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title = "Antiproliferative activities of halogenated thieno[3,2-d]pyrimidines",

abstract = "The in vitro evaluation of thieno[3,2-d]pyrimidines identified halogenated compounds 1 and 2 with antiproliferative activity against three different cancer cell lines. A structure activity relationship study indicated the necessity of the chlorine at the C4-position for biological activity. The two most active compounds 1 and 2 were found to induce apoptosis in the leukemia L1210 cell line. Additionally, the compounds were screened against a variety of other microbial targets and as a result, selective activity against several fungi was also observed. The synthesis and preliminary biological results are reported herein.",

keywords = "Antifungal, Apoptosis, Cytostatic, Heterocyclic chemistry, Thieno[3,2-d]pyrimidine",

author = "Temburnikar, {Kartik W.} and Zimmermann, {Sarah C.} and Kim, {Nathaniel T.} and Ross, {Christina R.} and Christopher Gelbmann and Salomon, {Christine E.} and Wilson, {Gerald M.} and Jan Balzarini and Seley-Radtke, {Katherine L.}",

note = "Funding Information: This work was supported in part by the National Institutes of Health (R01GM073645 KSR). The authors are grateful to Robin Patel for the gift of the clinical isolates of C. neoformans. We also thank Yudi Rusman for his assistance with the antifungal dose response experiments. ",

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T1 - Antiproliferative activities of halogenated thieno[3,2-d]pyrimidines

AU - Temburnikar, Kartik W.

AU - Zimmermann, Sarah C.

AU - Kim, Nathaniel T.

AU - Ross, Christina R.

AU - Gelbmann, Christopher

AU - Salomon, Christine E.

AU - Wilson, Gerald M.

AU - Balzarini, Jan

AU - Seley-Radtke, Katherine L.

N1 - Funding Information: This work was supported in part by the National Institutes of Health (R01GM073645 KSR). The authors are grateful to Robin Patel for the gift of the clinical isolates of C. neoformans. We also thank Yudi Rusman for his assistance with the antifungal dose response experiments.

PY - 2014/4/1

Y1 - 2014/4/1

N2 - The in vitro evaluation of thieno[3,2-d]pyrimidines identified halogenated compounds 1 and 2 with antiproliferative activity against three different cancer cell lines. A structure activity relationship study indicated the necessity of the chlorine at the C4-position for biological activity. The two most active compounds 1 and 2 were found to induce apoptosis in the leukemia L1210 cell line. Additionally, the compounds were screened against a variety of other microbial targets and as a result, selective activity against several fungi was also observed. The synthesis and preliminary biological results are reported herein.

AB - The in vitro evaluation of thieno[3,2-d]pyrimidines identified halogenated compounds 1 and 2 with antiproliferative activity against three different cancer cell lines. A structure activity relationship study indicated the necessity of the chlorine at the C4-position for biological activity. The two most active compounds 1 and 2 were found to induce apoptosis in the leukemia L1210 cell line. Additionally, the compounds were screened against a variety of other microbial targets and as a result, selective activity against several fungi was also observed. The synthesis and preliminary biological results are reported herein.

KW - Antifungal

KW - Apoptosis

KW - Cytostatic

KW - Heterocyclic chemistry

KW - Thieno[3,2-d]pyrimidine

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SN - 0968-0896

VL - 22

SP - 2113

EP - 2122

JO - Bioorganic and Medicinal Chemistry

JF - Bioorganic and Medicinal Chemistry

IS - 7

ER -

Antiproliferative activities of halogenated thieno[3,2-d]pyrimidines

Abstract

Bibliographical note

Keywords

UN SDGs

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