Premium
Synthesis of [ 14 C]anthracycline anticancer agent 14‐ O ‐(β‐alanyl‐ N ‐HCl)‐7‐ O ‐(2′,6′‐dideoxy‐2′‐fluoro‐α‐l‐talopyranosyl) adriamycinone‐14‐ 14 C (DA‐125‐ 14 C)
Author(s) -
Rhee Sung W.,
Ryan Kenneth J.,
Tracy Michael,
Kelson Andrew B.,
Clizbe Lane A.,
Chang MoonHo,
Park JongSei,
Roh JungKoo,
Kong JaeYang,
Yang Jungick,
Kim WonBae,
Ok KwangDae
Publication year - 1997
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/(sici)1099-1344(199709)39:9<773::aid-jlcr21>3.0.co;2-1
Subject(s) - chemistry , radiosynthesis , adme , carbon 14 , specific activity , yield (engineering) , toluene , chemical synthesis , radiochemistry , medicinal chemistry , nuclear chemistry , organic chemistry , nuclear medicine , in vitro , biochemistry , positron emission tomography , physics , materials science , quantum mechanics , metallurgy , enzyme , medicine
Synthesis of the anthracycline anticancer agent, 14‐ O ‐(β‐alanyl‐ N ‐HCl)‐7‐ O ‐(2′,6′‐dideoxy‐2′‐fluoro‐α‐L‐talopyranosyl) Adriamycinone (DA‐125‐ 14 C) labeled with carbon‐14 regiospecifically for ADME (absorption, distribution, metabolism, and excretion) studies is described. Unlabeled 7‐ O ‐(2′,6′‐dideoxy‐2′‐fluoro‐α‐L‐talopyranosyl) adriamycinone (Dong‐A Pharm. Lot MI‐8008) ( B‐1 ) was employed as the starting material in this nine‐step radiosynthesis. The 14 C‐labeled N ‐methyl‐ N ‐nitroso‐ p ‐toluene sulfonamide (methyl‐ 14 C), prepared in five steps from 14 CH 3 I, served as the source of the label. A total of 335 μCi of 14‐ 14 C‐DA‐125 (specific activity 6.63 mCi/mmol, radiochemical purity of 98%, and overall isolated radiochemical yield >1% based on N‐methyl‐ 14 C‐N‐nitroso‐p‐toluenesulfonamide, A‐5) was prepared. © 1997 John Wiley & Sons, Ltd.