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- W88398431 abstract "1949 Objectives While IVDU is an effective substrate for HSV-TK, it is not suitable for in vivo study because of C-N glycocidic bond cleavage by thymidine phosphorylase. A carbocyclic IVDU analogue, ddIVDU, is synthesized and possesses greater metabolic stability due to replacement of the furanose oxygen with carbon. Methods A carbocyclic iodonucleoside analogue, cis-1-[4-(hydroxymethyl)-2-cyclopenten-1-yl]-5-iodovinyluracil (ddIVDU) was synthesized from cyclopentadiene and glyoxylic acid as starting materials in 10 steps. The synthetic route for precursor employed cyclopentadiene as a starting material and proceed in good yield through 9 steps which contain hetero Diels-Alder reaction and Pd(0)-catalyzed coupling reaction as key reactions. For cytotoxicity analysis, MCA and MCA-TK (HSV-TK positive) cells were treated with various concentration of IVDU, ddIVDU, and GCV. Cytotoxicity was measured by the MTS methods. For in vitro uptake study, MCA and MCA-TK cells were incubated with 1uCi of [125I]IVDU and [125I]ddIVDU. The accumulation of each agent was measured after various incubation times. Results IVDU and GCV were more toxic than ddIVDU in MCA-TK cells. But, in MCA cells, ddIVDU was more toxic than IVDU. Cell uptake of [125I]IVDU was higher than [125I]ddIVDU in MCA-TK cell. And also, higher accumulation of [125I]ddIVDU was observed more in the acid-insoluble fraction than the acid-soluble fraction of MCA-TK cell lysates. By contrast with [125I]ddIVDU, [125I]IVDU showed high accumulation in the acid-soluble fraction. Conclusions These results revealed that metabolic stability of ddIVDU was improved than IVDU." @default.
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- W88398431 date "2009-05-01" @default.
- W88398431 modified "2023-09-23" @default.
- W88398431 title "cis-1-[4-(Hydroxymethyl)-2-cyclopenten-1-yl]-5-iodovinyluracil as a new imaging agent for HSV-TK reporter gene" @default.
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