Synthesis and labeling of 5′-O-(4,4′-dimethoxytrityl)-2,3′-anhydrothymidine for [18F]FLT preparation

被引：17

作者：

Blocher, A ^{[1
]}

Kuntzsch, M ^{[1
]}

Wei, R ^{[1
]}

Machulla, HJ ^{[1
]}

机构：

[1] Univ Klinikum Tubingen, PET Zentrum, Sekt Radiopharm, D-72076 Tubingen, Germany

来源：

JOURNAL OF RADIOANALYTICAL AND NUCLEAR CHEMISTRY | 2002年 / 251卷 / 01期

关键词：

D O I：

10.1023/A:1015042227131

中图分类号：

O65 [分析化学];

学科分类号：

070302 ; 081704 ;

摘要：

For in vivo measurement of DNA synthesis in the patient's tumour 3'-[F-18]fluoro-3'-deoxythymidine (FLT) has been shown to be very promising. As a new labeling precursor 5'-O-(4,4'-dimethoxytrityl)-2,3'-anhydrothymidine (DNITThy) was chosen and an organic synthesis was developed including NMR and MS data for characterisation. The F-18-labeling of DMTThy can be performed within 30 minutes in radiochemical yields of almost 20% when using polar solvents such as DMF or DMSO and a temperature of 160degreesC. Hydrolysis is completed with 1N HCl at 50degreesC within 10 minutes without losses.

引用

页码：55 / 58

页数：4

共 10 条

[1] DETECTION OF DNA-SYNTHESIS IN INTACT ORGANISMS WITH POSITRON-EMITTING [METHYL-C-11]THYMIDINE [J].

CHRISTMA.D ;

CRAWFORD, EJ ;

FRIEDKIN, M ;

WOLF, AP .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1972, 69 (04) :988-&

[2] HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY OF C-11 LABELED THYMIDINE AND ITS MAJOR CATABOLITES FOR CLINICAL PET STUDIES [J].

CONTI, PS ;

HILTON, J ;

WONG, DF ;

ALAUDDIN, MM ;

DANNALS, RF ;

RAVERT, HT ;

WILSON, AA ;

ANDERSON, JH .

NUCLEAR MEDICINE AND BIOLOGY, 1994, 21 (08) :1045-1051

[3]

Grierson John R., 1999, Journal of Labelled Compounds and Radiopharmaceuticals, V42, pS525

[4]

Grierson John R., 1997, Journal of Labelled Compounds and Radiopharmaceuticals, V40, P60

[5]

Grierson JR, 1999, J NUCL MED, V40, p83P

[6] COMPARISONS OF ANTI-HUMAN-IMMUNODEFICIENCY-VIRUS ACTIVITIES, CELLULAR-TRANSPORT, AND PLASMA AND INTRACELLULAR PHARMACOKINETICS OF 3'-FLUORO-3'-DEOXYTHYMIDINE AND 3'-AZIDO-3'-DEOXYTHYMIDINE [J].

KONG, XB ;

ZHU, QY ;

VIDAL, PM ;

WATANABE, KA ;

POLSKY, B ;

ARMSTRONG, D ;

OSTRANDER, M ;

LANG, SA ;

MUCHMORE, E ;

CHOU, TC .

ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1992, 36 (04) :808-818

[7] Simplified labeling approach for synthesizing 3′-deoxy-3′-[18F]fluorothymidine ([18F]FLT) [J].

Machulla, HJ ;

Blocher, A ;

Kuntzsch, M ;

Piert, M ;

Wei, R ;

Grierson, JR .

JOURNAL OF RADIOANALYTICAL AND NUCLEAR CHEMISTRY, 2000, 243 (03) :843-846

[8] Imaging proliferation in vivo with [F-18]FLT and positron emission tomography [J].

Shields, AF ;

Grierson, JR ;

Dohmen, BM ;

Machulla, HJ ;

Stayanoff, JC ;

Lawhorn-Crews, JM ;

Obradovich, JE ;

Muzik, O ;

Mangner, TJ .

NATURE MEDICINE, 1998, 4 (11) :1334-1336

[9]

SIEGMUND H, 1996, HELV CHIM ACTA, V79, P426

[10]

VANDERBORGHT T, 1991, APPL RADIAT ISOTOPES, V42, P103

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