Design, synthesis, and anticancer activity of fluorocyclopentenyl-pyrimidines.
Novel pyrimidine nucleosides with fluorocyclopentene ring were synthesized from D-ribose via stereoselective Grignard reaction and electrophilic vinyl fluorination as key steps. Among compounds tested, cytosine derivative 15a was found to show high growth inhibition against a broad range of human tumor cell lines.
Zhao
Long Xuan
LX
Laboratory of Medicinal Chemistry, College of Pharmacy, Ewha Womans University, Seoul 120-750, Korea.
Yun
Mikyung
M
Kim
Hea Ok
HO
Lee
Jeong A
JA
Choi
Won Jun
WJ
Lee
Kang Man
KM
Lee
Sang Kook
SK
Lee
Young B
YB
Ahn
Chang Ho
CH
Jeong
Lak Shin
LS
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D003517:Cyclopentanes / Q000737:chemistry; D006801:Humans; D011741:Pyrimidine Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
C520191:4-amino-1-(1-fluoro-3,4-dihydroxy-2-hydroxymethylcyclohexen-5-yl)-2(1H)-pyrimidinone; D000970:Antineoplastic Agents; D003517:Cyclopentanes; D011741:Pyrimidine Nucleosides