M+4 stable isotope labeling of levovirin and M+7 and carbon-14 labeling of levovirin valinate pro-drug

[M+4]‐labeled levovirin 5 (231 mg) was synthesized as an MS reference compound from [M+4] triazole ester 2. [M+7]‐labeled levovirin valinate 6 (127 mg) was synthesized as a comparison MS reference compound from [M+6] triazole ester 3. [14C]‐Levovirin 7 and [14C]‐levovirin valinate 8 were synthesized...

Full description

Saved in:
Bibliographic Details
Published in:Journal of labelled compounds & radiopharmaceuticals 2006-12, Vol.49 (14), p.1223-1236
Main Authors: de Keczer, Steve A., Masjedizadeh, Mohammad R., Wu, Shao-Yong, Lara-Jaime, Teresa, Comstock, Kate, Dvorak, Charles, Liu, Yu-Ying, Berger, Walter
Format: Article
Language:English
Subjects:
Biological and medical sciences
carbon-13
carbon-14
Contrast media. Radiopharmaceuticals
levovirin
levovirin valinate
Medical sciences
nitrogen-15
Pharmacology. Drug treatments
pro-drug
stable isotope
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:[M+4]‐labeled levovirin 5 (231 mg) was synthesized as an MS reference compound from [M+4] triazole ester 2. [M+7]‐labeled levovirin valinate 6 (127 mg) was synthesized as a comparison MS reference compound from [M+6] triazole ester 3. [14C]‐Levovirin 7 and [14C]‐levovirin valinate 8 were synthesized to support metabolism studies. The synthesis of 7 was accomplished in 33% overall yield (35.4 mCi, 57 mCi/mmol) from Ba14CO3 and 8 was synthesized in 41% yield (12.5 mCi, 57 mCi/mmol) from 7. An efficient metallation/carbonation reaction was developed to synthesize [14C]‐triazole ester 4. Copyright © 2006 John Wiley & Sons, Ltd.
ISSN:0362-4803
1099-1344
DOI:10.1002/jlcr.1138