Stereoselective synthesis of some 17β-dihydrooxazinyl steroids, as novel presumed inhibitors of 17α-hydroxylase-C17,20-lyase

Steroids

Volumn 71, Issue 9, 2006, Pages 809-816

  Wölfling, János ^a   Oravecz, Éva Andrea ^a   Ondré, Dóra ^a   Mernyák, Erzsébet ^a   Schneider, Gyula ^a   Tóth, István ^a   Szécsi, Mihály ^a   Julesz, János ^a  

^a UNIVERSITY OF SZEGED   (Hungary)

Author keywords

C17,20 lyase activity; Heterocyclic steroids; Schmidt reaction

Indexed keywords

17BETA [2' (3'',4'',5'' TRIMETHOXYPHENYL) 5',6' DIHYDRO 4'H 1',3' OXAZIN 4' YL]ANDROST 5 EN 3BETA OL; 17BETA [2' (3'',4''5'' TRIMETHOXYPHENYL) 4',5' DIHYDRO 6'H 1',3' OXAZIN 6' YL]ANDROST 5 EN 3BETA OL; 17BETA [2' (4'' BROMOPHENYL) 4',5' DIHYDRO 6'H 1',3' OXAZIN 6' YL]ANDROST 5 EN 3BETA OL; 17BETA [2' (4'' BROMOPHENYL) 5',6' DIHYDRO 4'H 1',3' OXAZIN 4' YL]ANDROST 5 EN 3BETA OL; 17BETA [2' (4'' CHLOROPHENYL) 4',5' DIHYDRO 6'H 1',3' OXAZIN 6' YL]ANDROST 5 EN 3BETA OL; 17BETA [2' (4'' CHLOROPHENYL) 5',6' DIHYDRO 4'H 1',3' OXAZIN 4' YL]ANDROST 5 EN 3BETA OL; 17BETA [2' (4'' METHOXYPHENYL) 4',5' DIHYDRO 6'H 1',3' OXAZIN 6' YL]ANDROST 5 EN 3BETA OL; 17BETA [2' (4'' METHOXYPHENYL) 5',6' DIHYDRO 4'H 1',3' OXAZIN 4' YL]ANDROST 5 EN 3BETA OL; 17BETA [2' (4'' NITROPHENYL) 4',5' DIHYDRO 6'H 1',3' OXAZIN 6' YL]ANDROST 5 EN 3BETA OL; 17BETA [2' (4'' NITROPHENYL) 5',6' DIHYDRO 4'H 1',3' OXAZIN 4' YL]ANDROST 5 EN 3BETA OL; 17BETA [2' (PHENYL) 4',5' DIHYDRO 6'H 1',3' OXAZIN 6' YL]ANDROST 5 EN 3BETA OL; 17BETA [2' (PHENYL) 5',6' DIHYDRO 4'H 1',3' OXAZIN 4' YL]ANDROST 5 EN 3BETA OL; 3BETA ACETOXY 17BETA [2' (3'',4'',5'' TRIMETHOXYPHENYL) 4',5' DIHYDRO 6'H 1',3' OXAZIN 6' YL]ANDROST 5 ENE; 3BETA ACETOXY 17BETA [2' (3'',4'',5'' TRIMETHOXYPHENYL) 5',6' DIHYDRO 4'H 1',3' OXAZIN 4' YL]ANDROST 5 ENE; 3BETA ACETOXY 17BETA [2' (4'' BROMOPHENYL) 4',5' DIHYDRO 6'H 1',3' OXAZIN 6' YL]ANDROST 5 ENE; 3BETA ACETOXY 17BETA [2' (4'' BROMOPHENYL) 5',6' DIHYDRO 4'H 1',3' OXAZIN 4' YL]ANDROST 5 ENE; 3BETA ACETOXY 17BETA [2' (4'' CHLOROPHENYL) 4',5' DIHYDRO 6'H 1',3' OXAZIN 6' YL]ANDROST 5 ENE; 3BETA ACETOXY 17BETA [2' (4'' CHLOROPHENYL) 5',6' DIHYDRO 4'H 1',3' OXAZIN 4' YL]ANDROST 5 ENE; 3BETA ACETOXY 17BETA [2' (4'' METHOXYPHENYL) 4',5' DIHYDRO 6'H 1',3' OXAZIN 6' YL]ANDROST 5 ENE; 3BETA ACETOXY 17BETA [2' (4'' METHOXYPHENYL) 5',6' DIHYDRO 4'H 1',3' OXAZIN 4' YL]ANDROST 5 ENE; 3BETA ACETOXY 17BETA [2' (4'' NITROPHENYL) 4',5' DIHYDRO 6'H 1',3' OXAZIN 6' YL]ANDROST 5 ENE; 3BETA ACETOXY 17BETA [2' (4'' NITROPHENYL) 5',6' DIHYDRO 4'H 1',3' OXAZIN 4' YL]ANDROST 5 ENE; 3BETA ACETOXY 17BETA [2' (PHENYL) 4',5' DIHYDRO 6'H 1',3' OXAZIN 6' YL]ANDROST 5 ENE; 3BETA ACETOXY 17BETA [2' (PHENYL) 5',6' DIHYDRO 4'H 1',3' OXAZIN 4' YL]ANDROST 5 ENE; ACID; ALDEHYDE; CYTOCHROME P450 INHIBITOR; CYTOCHROME P450C17; STEROID; UNCLASSIFIED DRUG; HETEROCYCLIC STEROID; STEROID 17ALPHA MONOOXYGENASE;

ANIMAL TISSUE; ARTICLE; CATALYSIS; CONTROLLED STUDY; DRUG EFFECT; DRUG SYNTHESIS; IN VITRO STUDY; INHIBITION KINETICS; MALE; NONHUMAN; RAT; STEREOCHEMISTRY; SUBSTITUTION REACTION; TESTIS; CONFORMATION; DRUG ANTAGONISM; STEREOISOMERISM; SYNTHESIS;

MOLECULAR CONFORMATION; STEREOISOMERISM; STEROID 17-ALPHA-HYDROXYLASE; STEROIDS, HETEROCYCLIC;

EID: 33745968605     PISSN: 0039128X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.steroids.2006.05.011     Document Type: Article

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