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Original scientific paper

Sinteza novih derivata testosterona sa supstituiranim pirazolinskim prstenom kao inhibitori 5alpha-reduktaze

ABD EL-GALIL EL-SAYED AMR
NEHAD AHMED ABDEL-LATIF
MOHAMED MOSTAFA ABDALLA

Fulltext: english, pdf (113 KB) pages 203-218 downloads: 1.053* cite
APA 6th Edition
EL-SAYED AMR, A.E., ABDEL-LATIF, N.A. & ABDALLA, M.M. (2006). Synthesis of some new testosterone derivatives fused with substituted pyrazoline ring as 5alpha-reductase inhibitors. Acta Pharmaceutica, 56 (2), 203-218. Retrieved from https://hrcak.srce.hr/4556
MLA 8th Edition
EL-SAYED AMR, ABD EL-GALIL, et al. "Synthesis of some new testosterone derivatives fused with substituted pyrazoline ring as 5alpha-reductase inhibitors." Acta Pharmaceutica, vol. 56, no. 2, 2006, pp. 203-218. https://hrcak.srce.hr/4556. Accessed 18 Jul. 2019.
Chicago 17th Edition
EL-SAYED AMR, ABD EL-GALIL, NEHAD AHMED ABDEL-LATIF and MOHAMED MOSTAFA ABDALLA. "Synthesis of some new testosterone derivatives fused with substituted pyrazoline ring as 5alpha-reductase inhibitors." Acta Pharmaceutica 56, no. 2 (2006): 203-218. https://hrcak.srce.hr/4556
Harvard
EL-SAYED AMR, A.E., ABDEL-LATIF, N.A., and ABDALLA, M.M. (2006). 'Synthesis of some new testosterone derivatives fused with substituted pyrazoline ring as 5alpha-reductase inhibitors', Acta Pharmaceutica, 56(2), pp. 203-218. Available at: https://hrcak.srce.hr/4556 (Accessed 18 July 2019)
Vancouver
EL-SAYED AMR AE, ABDEL-LATIF NA, ABDALLA MM. Synthesis of some new testosterone derivatives fused with substituted pyrazoline ring as 5alpha-reductase inhibitors. Acta Pharm. [Internet]. 2006 [cited 2019 July 18];56(2):203-218. Available from: https://hrcak.srce.hr/4556
IEEE
A.E. EL-SAYED AMR, N.A. ABDEL-LATIF and M.M. ABDALLA, "Synthesis of some new testosterone derivatives fused with substituted pyrazoline ring as 5alpha-reductase inhibitors", Acta Pharmaceutica, vol.56, no. 2, pp. 203-218, 2006. [Online]. Available: https://hrcak.srce.hr/4556. [Accessed: 18 July 2019]

Abstracts
Kondenzacijom 3β-hidroksi-16-[(4-klorofenil)metilen]androst-5-en-17-ona 1 s hidrazin hidratom u octenoj kiselini dobiven je derivat N-acetil pirazolina 2, a kondenzacijom 1 sa semikarbazidom priređen je spoj 3. Reakcijom spoja 1 s hidrazin hidratom u apsolutnom metanolu ili etanolu nastali su odgovarajući -metoksi (4) i -etoksi (5) derivati, koji su ciklizirani s borovim trifluoridom u derivat pirazolina 6. Isti spoj se može pripaviti izravno refluksiranjem spoja 1 s hidrazin hidratom u dioksanu. Oksidacijom spoja 6 s Oppenourovim ili Moffatovim oksidansom dobiveni su 3-okso derivati 7, odnosno 8. S druge strane, kondenzacija spoja 1 sa supstituiranim hidrazinima dala je odgovarajuće 3beta-hidroksiandrostenopirazoline 9a,b, koji su oksidirani Moffatovom metodom u 3-okso-androstenopirazoline 10a,b. Ovi produkti su dalje kondenzirani s etilen rifenil-fosforanom u DMSO u 3-etilen androstenopirazoline 11a,b. Wettesteinovom dehidrogenacijom 9a,b dobiveni su delta4,6-dien-3-on analozi 12a,b, koji su s kloranilom dali 4,6,8(14)-trien-3-on analoge 13a,b. Oppenourovom oksidacijom 9a,b dobiveni su Δ4-en-3-on analozi 14a,b, koji su s diklorodicianokinonom (DDQ) u dioksanu dali Δ1,4,6-trien-3-on analoge 15a,b. Farmakološka ispitivanja ukazuju da mnogi od sintetizirnih spojeva inhibiraju 5alfa-reduktazu.

Keywords
testosteron; pirazolin; Moffatova oksidacija; inhibitor 5alfa-reduktaze

Hrčak ID: 4556

URI
https://hrcak.srce.hr/4556

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