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Syntheses of colchicine and isocolchicine labelled with carbon-11 or carbon-13

✍ Scribed by Paresh J. Kothari; Ronald D. Finn; Steven M. Larson

Publisher
John Wiley and Sons
Year
1995
Tongue
French
Weight
364 KB
Volume
36
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

The syntheses of isotopically labelled (−)‐10‐[^11^C/^13^C]‐colchicine and (−)‐9‐[^11^C/^13^C]‐ isocolchicine have been achieved from the reaction of (−)desmethylcolchicine with [^11^C/^13^C]‐iodomethane. The radiolabelled compounds, (−)‐10‐[^11^C]‐colchicine (^11^C‐n‐colchicine) and (−)‐9‐[^11^C]‐isocolchicine (^11^C‐i‐colchicine), were isolated by reversed phase HPLC. The total synthesis time was approximately 60 minutes for both radiolabelled compounds with an average specific activity of 240 mCi/μmol calculated to EOB. Utilizing a similar synthetic strategy, we also report the synthesis of milligram quantities of the carbon‐13 enriched compounds and the magnetic resonance signal assignment for (−)‐9‐[^13^C] isocolchicine.

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