Truncated fluorocyclopentenyl pyrimidines as S-adenosylhomocysteine hydrolase inhibitors

Yeon Hee Park; Won Jun Choi; Amol S. Tipnis; Kang Man Lee; Lak Shin Jeong

doi:10.1080/15257770903054316

Truncated fluorocyclopentenyl pyrimidines as S-adenosylhomocysteine hydrolase inhibitors

Yeon Hee Park, Won Jun Choi, Amol S. Tipnis, Kang Man Lee, Lak Shin Jeong

Department of Pharmacy

Ewha Womans University

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

6 Scopus citations

Abstract

On the basis of inhibitory activity of truncated cyclopentenyl cytosine against S-adenosylhomocysteine hydrolase (SAH), its fluorocyclopentenyl pyrimidine derivatives were efficiently synthesized from D-ribose via electrophilic fluorination as a key step. The final nucleosides were evaluated for SAH inhibitory activity, among which the uracil derivative 9 showed significant inhibitory activity (IC50 = 8.53 M). They were also evaluated for cytotoxic effects in several human cancer cell lines such as fibro sarcoma, stomach cancer, leukemia, and colon cancer, but they did not show any cytotoxic effects up to 100 M, indicating that 4'-hydroxymethyl groups are essential for the anticancer activity.

Original language	English
Pages (from-to)	601-613
Number of pages	13
Journal	Nucleosides, Nucleotides and Nucleic Acids
Volume	28
Issue number	5-7
DOIs	https://doi.org/10.1080/15257770903054316
State	Published - May 2009

Keywords

Electrophilic fluorination
S-adenosylhomocysteine hydrolase
Truncated nucleosides

UN SDGs

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

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10.1080/15257770903054316

Cite this

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abstract = "On the basis of inhibitory activity of truncated cyclopentenyl cytosine against S-adenosylhomocysteine hydrolase (SAH), its fluorocyclopentenyl pyrimidine derivatives were efficiently synthesized from D-ribose via electrophilic fluorination as a key step. The final nucleosides were evaluated for SAH inhibitory activity, among which the uracil derivative 9 showed significant inhibitory activity (IC50 = 8.53 M). They were also evaluated for cytotoxic effects in several human cancer cell lines such as fibro sarcoma, stomach cancer, leukemia, and colon cancer, but they did not show any cytotoxic effects up to 100 M, indicating that 4'-hydroxymethyl groups are essential for the anticancer activity.",

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T1 - Truncated fluorocyclopentenyl pyrimidines as S-adenosylhomocysteine hydrolase inhibitors

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AU - Choi, Won Jun

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AU - Lee, Kang Man

AU - Jeong, Lak Shin

PY - 2009/5

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AB - On the basis of inhibitory activity of truncated cyclopentenyl cytosine against S-adenosylhomocysteine hydrolase (SAH), its fluorocyclopentenyl pyrimidine derivatives were efficiently synthesized from D-ribose via electrophilic fluorination as a key step. The final nucleosides were evaluated for SAH inhibitory activity, among which the uracil derivative 9 showed significant inhibitory activity (IC50 = 8.53 M). They were also evaluated for cytotoxic effects in several human cancer cell lines such as fibro sarcoma, stomach cancer, leukemia, and colon cancer, but they did not show any cytotoxic effects up to 100 M, indicating that 4'-hydroxymethyl groups are essential for the anticancer activity.

KW - Electrophilic fluorination

KW - S-adenosylhomocysteine hydrolase

KW - Truncated nucleosides

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Truncated fluorocyclopentenyl pyrimidines as S-adenosylhomocysteine hydrolase inhibitors

Abstract

Keywords

UN SDGs

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