Synthesis of Pregnenolone-Pregnenolone Dimer via Ring A-Ring A connection
DOI:
https://doi.org/10.29356/jmcs.v50i1.1301Keywords:
Pregnenolone, dimer, hemisuccinateAbstract
Abstract. A pregnenolone-pregnenolone dimer was synthesized. The route involved preparation of pregnenolone hemisuccinate (2) by the esterification of pregnenolone (1) using succinic anhydride and pyridine, followed by formation of pregnenolone-derivate (3) and preparation of pregnenolone-pregnenolone dimer (4).
Resumen. En este trabajo, fue sintetizado un dímero pregnenolonapregnenolona. La ruta incluye la preparación del hemisuccinato de pregnenolona (2) por la esterificación de pregnenolona (1) usando anhídrido succínico y piridina, seguido por la formación del derivado de pregnenolona (3) y preparación del dímero pregnenolona-pregnenolona (4).
Downloads
Download data is not yet available.
References
1. Compagnone, N. A.; Mellon, S. H. Front Neuroendocrinol. 2000, 21, 1–56.
2. Mellon, S. H.; Vaudry, H. Int. Rev. Neurobiol. 2001, 46, 33–78.
3. Baulieu, E. E.; Robel, P. J. Steroid Biochem. & Molec. Biology. 1990, 37, 395-403.
4. Horak, M.; Vlcek, K.; Petrovic, M. Neurosteroids. 2004, 24, 10318-10325.
5. Majewska, M. D.; Mienville, J. M. Neurosci. Lett. 1988, 90, 279-284.
6. Rupprecht, R.; Holsboer, F. Trends. Neurosci. 1999, 22, 410-416.
7. Robel, P.; Baulieu, E. E. Trends. Endocrinol. Metab. 1994, 5, 1-8.
8. Jiang, X.; Manion, B.; Benz, A.; Rath, N. J. Med. Chem. 2003, 46, 5334-5348.
9. Nicoletti, D.; Ghini, A.; Furtmüller, B.; Sieghart, W.; Dodd, R.; Burton, G. Steroids 2000, 65, 349-356.
10. Neder, A.; Uskert, A.; Nagy, E.; Mehesfalvi, Z.; Kuszmann, J. Acta Chim. Acad. Sci. Hungaricae. 1980, 103, 231-40.
11. Wong, F. F.; Chen, C. Y.; Chen, H. T.; Huang, J. J.; Fang, H.; Yeh, M. Y. Steroids 2006, 71, 77-82.
12. Yellin, O. T. J. Lipid. Reserch 1972, 13, 554-555.
13. Bernês, S.; Torrens, H.; López, G.A.; Buttenklepper A. Acta Cryst. 2003, E59, 1372-1375.
14. Medvedeva, A.; Andreev, M.; Safronova, L.; Sarapulova, G.; Afonin, Arkivoc. 2001, ix, 143-149.
15. Levin, D. Org. Process Res. Dev. 1997, 1, 182.
16. Pingwah, T. Organic Syntheses. 2005, 81, 262-267.
17. DeSilva, N. S. Am. J. Respir. Cell Mol. Biol. 2003, 29, 757-770.
2. Mellon, S. H.; Vaudry, H. Int. Rev. Neurobiol. 2001, 46, 33–78.
3. Baulieu, E. E.; Robel, P. J. Steroid Biochem. & Molec. Biology. 1990, 37, 395-403.
4. Horak, M.; Vlcek, K.; Petrovic, M. Neurosteroids. 2004, 24, 10318-10325.
5. Majewska, M. D.; Mienville, J. M. Neurosci. Lett. 1988, 90, 279-284.
6. Rupprecht, R.; Holsboer, F. Trends. Neurosci. 1999, 22, 410-416.
7. Robel, P.; Baulieu, E. E. Trends. Endocrinol. Metab. 1994, 5, 1-8.
8. Jiang, X.; Manion, B.; Benz, A.; Rath, N. J. Med. Chem. 2003, 46, 5334-5348.
9. Nicoletti, D.; Ghini, A.; Furtmüller, B.; Sieghart, W.; Dodd, R.; Burton, G. Steroids 2000, 65, 349-356.
10. Neder, A.; Uskert, A.; Nagy, E.; Mehesfalvi, Z.; Kuszmann, J. Acta Chim. Acad. Sci. Hungaricae. 1980, 103, 231-40.
11. Wong, F. F.; Chen, C. Y.; Chen, H. T.; Huang, J. J.; Fang, H.; Yeh, M. Y. Steroids 2006, 71, 77-82.
12. Yellin, O. T. J. Lipid. Reserch 1972, 13, 554-555.
13. Bernês, S.; Torrens, H.; López, G.A.; Buttenklepper A. Acta Cryst. 2003, E59, 1372-1375.
14. Medvedeva, A.; Andreev, M.; Safronova, L.; Sarapulova, G.; Afonin, Arkivoc. 2001, ix, 143-149.
15. Levin, D. Org. Process Res. Dev. 1997, 1, 182.
16. Pingwah, T. Organic Syntheses. 2005, 81, 262-267.
17. DeSilva, N. S. Am. J. Respir. Cell Mol. Biol. 2003, 29, 757-770.
Downloads
Published
2020-07-24
Issue
Section
Regular Articles
License
Authors who publish with this journal agree to the following terms:
- Authors retain copyright and grant the journal right of first publication with the work simultaneously licensed under a Creative Commons Attribution License that allows others to share the work with an acknowledgement of the work's authorship and initial publication in this journal.
- Authors are able to enter into separate, additional contractual arrangements for the non-exclusive distribution of the journal's published version of the work (e.g., post it to an institutional repository or publish it in a book), with an acknowledgement of its initial publication in this journal.
