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Synthesis of [19‐ 3 H] herbimycin A
Author(s) -
Dow Robert L.,
Bechle Bruce M.,
Chalabi Phillip M.,
Windels James H.,
Roth Robert W.
Publication year - 1992
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/jlcr.2580310409
Subject(s) - chemistry , hydroquinone , zinc , tyrosine kinase , stereochemistry , combinatorial chemistry , chemical synthesis , manganese , biochemistry , receptor , in vitro , organic chemistry
Herbimycin A, an ansamycin antibiotic, is known to reverse the transformed phenotype of cells transfected with tyrosine kinase expressing oncogenes. The synthesis of [19‐ 3 H] herbimycin A ( 1c ), a potential tool for unraveling the mechanism of this reversal, is described. Reduction of 19‐bromoherbimycin A ( 4 ) employing zinc‐copper couple/tritiated water affords hydroquinone ( 5c ) which, when treated with manganese dioxide, affords 1c .