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Synthesis of fluorinated cyclopentenyladenine as potent inhibitor of S-adenosylhomocysteine hydrolase

Title
Synthesis of fluorinated cyclopentenyladenine as potent inhibitor of S-adenosylhomocysteine hydrolase
Authors
Kim H.O.Yoo S.J.Ahn H.S.Choi W.J.Moon H.R.Lee K.M.Chun M.W.Jeong L.S.
Ewha Authors
이강만정낙신
SCOPUS Author ID
이강만scopus
Issue Date
2004
Journal Title
Bioorganic and Medicinal Chemistry Letters
ISSN
0960-894XJCR Link
Citation
Bioorganic and Medicinal Chemistry Letters vol. 14, no. 9, pp. 2091 - 2093
Indexed
SCIE; SCOPUS WOS scopus
Document Type
Article
Abstract
Fluoro-DHCeA (4) was efficiently synthesized from D-cyclopentenone derivative 5 using electrophilic fluorination as a key step. Fluoro-DHCeA (4) was found to be as potent as DHCeA (3), but exhibited irreversible inhibition of enzyme unlike DHCeA (3) showing reversible inhibition. From this study, 4 ′-hydroxymethyl groups of neplanocin A and fluoro-neplanocin A played an important role in binding to the active site of the enzyme. © 2004 Elsevier Ltd. All rights reserved.
DOI
10.1016/j.bmcl.2004.02.039
Appears in Collections:
약학대학 > 약학과 > Journal papers
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