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Insights into the Synthesis of Steroidal A-Ring Olefins
Varela, Carla M.; Roleira, Fernanda M. F.; Costa, Saul C. P.; Tinto, Alexandra S. C. T.; Martins, Ana I. O. S.; Carvalho, Rui A.; Teixeira, Natércia A.one (5), from the D1-3-keto enone, (5a,17b)-3-oxo-5-androst-1-en-17-yl acetate (1), through a strategy involving the reaction of D1-3-hydroxy allylic alcohol, 3b-hydroxy-5a-androst-1-en-17b-yl acetate (2), with SOCl2 , was revisited in order to prepare and biologically evaluate 5 as aromatase inhibitor for breast cancer treatment. Surprisingly, the followed strategy also afforded the isomeric D2-olefin 6 as a b...
New steroidal 17b-carboxy derivatives present anti-5a-reductase activity and an...
Amaral, Cristina; Varela, Carla; Correia-da-Silva, Georgina; da Silva, Elisário Tavares; Carvalho, R. A.; Costa, Saul C. P.; Cunha, Sara C.The androgens testosterone (T) and dihydrotestosterone (DHT), besides playing an important role in prostate development and growth, are also responsible for the development and progression of benign prostate hyperplasia (BPH) and prostate cancer. Therefore, the actions of these hormones can be antagonized by preventing the irreversible conversion of T into DHT by inhibiting 5a-reductase (5a-R). This has been a ...
Development, optimization and application of an analytical methodology by ultra...
Leite, Marta; Freitas, Andreia; Azul, Anabela Marisa; Barbosa, Jorge; Costa, Saul; RamosAmanitins, highly toxic cyclopeptides isolated from various Amanita species, are the most potent poisons accounting for the hazardous effects on intestinal epithelium cells and hepatocytes, and probably the sole cause of fatal human poisoning. The present study was focused on the development, optimization and application of an analytical methodology by ultra performance liquid chromatography-tandem mass spectr...
Mínimas alterações hormonais em paciente com grande feocromocitoma
Lima,Josivan G. de; Bandeira,Francisco; Bandeira,Cristina H.; Paula,Maurício de; Nóbrega,Maria L.C.; Costa,Saul O. e; Nóbrega,Lúcia H.C.Relatamos caso clínico no qual o paciente apresentou sintomas sugestivos de feocromocitoma, grande tumor (maior que 50 g) e mínima alteração laboratorial, exemplificando uma armadilha diagnóstica. Um homem de 31 anos apresentou dois episódios de abdômen agudo, sendo o último acompanhado por cefaléia, hipertensão arterial, rubor facial, sudorese e palidez cutânea. Em outra internação, o paciente apresentava hipe...
Ultrasound assisted remote functionalization of non-activated carbon atoms: eff...
Costa, Saul C. P.; Moreno, M. J. S. Miranda; Melo, M. Luísa Sá e; Neves, André S. CamposUltrasonic irradiation of bromohydrins in the presence of (diacetoxyiodo)benzene and I2 generates alkoxyl radicals which lead in situ to intramolecular hydrogen abstraction on the C-19 non-activated carbon atoms in steroids producing tetrahydrofurans selectively in very good yields. Photolysis was less effective in promoting such conversions. ; http://www.sciencedirect.com/science/article/B6THS-3YF4638-1R/1/...
Improved syntheses of aromatase inhibitors and neuroactive steroids efficient o...
Neves, André S. Campos; Melo, Maria Luisa Sá e; Moreno, Maria José S. M.; Silva, Elisiário J. Tavares da; Salvador, Jorge A. R.; Costa, Saul P. daAn Henbest reduction, followed by the preparation of a silyl enol ether and oxidation in situ with m-CPBA has led to the neurosteroids 3[alpha]-hydroxy- and 3[alpha],21-dihydroxy-5[alpha]-pregnanolones. Using testosterone as starting material, a new short synthesis of an aromatase inhibitor, 4-OHA, has been achieved through hydroboration/oxidation followed by a Swern type oxidation and epimerization. Another ar...
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