Synthesis of new symmetrical bis-steroidal pyrazine analogues from diosgenin.
New symmetrical bis-steroidal pyrazine dimers that are cephalostatins/ritterazines analogues have been prepared easily from a cheap, readily available natural steroid (diosgenin). These dimers were obtained by classical, condensation of α-amino ketones in order to construct the pyrazine rings. The three dimers differ in the functionalized diosgenin: (25R)-5α,6β-dihydroxy-5α-spirosta-3-one, (25R)-4,5α-epoxy-5β-spirosta-3,6-dione and (25R)-5α-hydroxy-5α-spirosta-3,6-dione respectively.
Shawakfeh
Khaled Q
KQ
Department of Applied Chemical Sciences, Jordan University of Science and Technology, Irbid, Jordan. shawakfa@just.edu.jo
Al-Said
Naim H
NH
D019281:Dimerization; D004144:Diosgenin / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry; D008958:Models, Molecular; D011719:Pyrazines / Q000138:chemical synthesis* / Q000737:chemistry
D007659:Ketones; D011719:Pyrazines; D004144:Diosgenin