title: A novel 99mTc-labeled testosterone derivative as a potential agent for targeting androgen receptors.
abstract: With an insight that ligands possessing a N2S2 tetradentate array of donor atoms serve as ideal bifunctional chelating agents (BFCA) in the radiolabeling of target-specific agents, 5-hydroxy-3,7-diazanonan-1,9-dithiol (DAHPES) with a derivatizable substituent in the form of a hydroxyl group in the backbone was synthesized. The preparation of a steroid conjugate via coupling of this BFCA with testosterone-3-(O-carboxymethyl) oxime and the subsequent radiolabeling of the conjugate under optimized conditions with 99mTc, the ideal diagnostic radionuclide in nuclear medicine procedures, are reported. The immunoreactivity of the radiolabeled conjugate was demonstrated in a study using anti-testosterone antibodies, wherein the radiolabeled conjugate exhibited significant binding with antiserum to testosterone. Cell-uptake studies in DU145 prostate carcinoma cell line bearing androgen receptors (ARs) and comparison with AR non-bearing breast carcinoma cell line revealed the specific binding of the steroidal moiety with the testosterone receptor.
authors.affiliation: Radiopharmaceuticals Division, Bhabha Atomic Research Centre, Mumbai 400085, India.
authors.forename: Tapas
authors.initials: T
authors.lastname: Das
authors.forename: Sharmila
authors.initials: S
authors.lastname: Banerjee
authors.forename: Grace
authors.initials: G
authors.lastname: Samuel
authors.forename: Ketaki
authors.initials: K
authors.lastname: Bapat
authors.forename: Suresh
authors.initials: S
authors.lastname: Subramanian
authors.forename: Maroor R A
authors.initials: MR
authors.lastname: Pillai
authors.forename: Meera
authors.initials: M
authors.lastname: Venkatesh
mesh_terms: D000726:Androgen Antagonists / Q000494:pharmacology*; D059002:Androgen Receptor Antagonists; D001665:Binding Sites; D006801:Humans; D008024:Ligands; D008297:Male; D011471:Prostatic Neoplasms / Q000188:drug therapy* / Q000473:pathology; D019275:Radiopharmaceuticals / Q000138:chemical synthesis* / Q000494:pharmacology*; D013667:Technetium / Q000737:chemistry*; D013739:Testosterone / Q000031:analogs & derivatives / Q000494:pharmacology; D014407:Tumor Cells, Cultured
chemical_list: D000726:Androgen Antagonists; D059002:Androgen Receptor Antagonists; D008024:Ligands; D019275:Radiopharmaceuticals; D013739:Testosterone; D013667:Technetium