1600-76-6Relevant academic research and scientific papers
Synthesis of 5α-androstane-3α,17β-diol 17-O-glucuronide histaminyl conjugate for immunoassays
Vin?, Petr,?erny, Ivan,Mik?átková, Petra,Dra?ar, Pavel
, p. 56 - 59 (2016)
Simple method of preparation of 5α-androstane-3α,17β-diol 17-O-glucuronide N-histaminyl amide was developed for the construction of immunoanalytical kit. Improved method of glucuronide derivative synthesis was used, followed by hydroxybenzotriazole-dicyclohexylcarbodiimide coupling with histamine.
Mass spectrometry of steroid glucuronide conjugates. II - Electron impact fragmentation of 3-keto-4-en- and 3-keto-5α-steroid-17-O-β glucuronides and 5α-steroid-3α,17β-diol 3- and 17-glucuronides
Thevis, Mario,Opfermann, Georg,Schmickler, Hans,Schnzer, Wilhelm
, p. 998 - 1012 (2007/10/03)
The steroid glucuronide conjugates of 16,16,17-d3-testosterone, epitestosterone, nandrolone (19-nortestosterone), 16,16,17-d3-nortestosterone, methyltestosterone, metenolone, mesterolone, 5α-androstane-3α, 17β-diol, 2,2,3,4,4-d5-5α-androstane-3α,17β-diol, 19-nor-5α-androstane-3α,17β-diol, 2,2,4,4-d4-19-nor-5α-androstane-3α,17β-diol and 1α-methyl-5α-androstane-3α/β,17β-diol were synthesized by means of the Koenigs-Knorr reaction. Selective 3- or 17-O-conjugation of bis-hydroxylated steroids was performed either by glucuronidation of the corresponding steroid ketole and subsequent reduction of the keto group or via a four-step synthesis starting from a mono-hydroxylated steroid including (a) protection of the hydroxy group, (b) reduction of the keto group, (c) conjugation reaction and (d) removal of protecting groups. The mass spectra and fragmentation patterns of all glucuronide conjugates were compared with those of the commercially available testosterone glucuronide and their characterization was performed by gas chromatography/mass spectrometry and nuclear magnetic resonance spectroscopy. For mass spectrometry the substances were derivatized to methyl esters followed by trimethylsilylation of hydroxy groups and to pertrimethylsilylated products using labelled and unlabelled trimethylsilylating agents. The resulting electron ionization mass spectra obtained by GC/MS quadrupole and ion trap instruments, full scan and selected reaction monitoring experiments are discussed, common and individual fragment ions are described and their origins are proposed. Copyright
STEROIDS .LIII. TRANSFORMATION OF 3β-ACETOXY-5α-ANDROSTAN-17-ONE INTO 17α- AND 17β-AMINO DERIVATIVES OF 5α-ANDROSTAN-3β-OL
Nadaraia, N. Sh.,Sladkov, V. I.,Kuleshova, L. N.,Suvorov, N. N.
, p. 481 - 485 (2007/10/02)
The epimeric 17α- and 17β-amino-5α-androstan-3β-ols were synthesized from 3β-acetoxy-5α-androstan-17-one.The configurations at the C17 atom were demonstrated by the 1H NMR method.
A NEW POWERFUL AND SELECTIVE REDUCING AGENT SODIUM BOROHYDRIDE-PALLADIUM CHLORIDE SYSTEM
Satoh, Toshio,Mitsuo, Naoki,Nishiki, Mayumi,Nanba, Kenryo,Suzuki, Shuichi
, p. 1029 - 1030 (2007/10/02)
A new reducing agent, sodium borohydride-palladium chloride system reduces aryl ketones, aryl chlorides, and benzylic alcohols to corresponding hydrocarbons.It also reduces hindered steroidal ketones to alcohols in good yields.
