📜Stephamiersin置于sodium Hydroxide,Sodium Tetrahydroborate,Potassium Permanganate,Magnesium Sulfate体系中,用 甲醇,水,丙酮 作为反应溶剂,化学反应生成 二氢氧代表千金藤默星碱
参考文献:Constitution Of Four New Hasubanan Alkaloids From Stephania Japonica Miers.
标题:Constitution Of Four New Hasubanan Alkaloids From Stephania Japonica Miers.
摘要:Four New Hasubanan Alkaloids,Stephamiersine (1),Epistephamiersine (2),Oxostephamiersine (3) And Stephasunoline (4) Were Isolated Together With Seven Known And Three Unidentified Alkaloids From Stephania Japonica Miers (Menispermaceae). Among These New Alkaloids,1 And 2 Were Found To Be Epimeric Isomers With Respect To The C-7 Methoxyl Group. Permanganate Oxidation Of 1 Gave 3,And Borohydride Reduction Of 1 And 2 Gave The Highly Stereoselective Products,Dihydrostephamiersine (6) And Dihydroepistephamiersine (5). On Mild Treatment Of 5 With Hydrochloric Acid Gave 4. Acetolyses Of 1,2,5 And 6 Gave The Phenanthrene Derivatives,7,8 And 9,Respectively. Further,Both 1 And 2 Were Converted To The Conjugated Carbonyl Compound (14) Which Was Obtained From Dihydro-16-Oxohasubanonine (17A) (17B). On The Other Hand,The Stereochemistry Of 1,2,3 And 4 Was Elucidated By Nuclear Magnetic Resonance (NMR) Spectroscopic Studies As Follows : The C-7 Methoxyl Group Of 1 Has The α-Axial And That Of 2 And 4 Has The β-Equatorial Configuration,And The Hydroxyl Group Of 4 Has The β-Axial One. On The Basis Of The Above Chemical Correlation Coupled With The Spectral Arguments,The Constitution Of The New Alkaloids Was Represented As Drawn In The Formulas,1,2,3 And 4.
DOI:10.1248/cpb.23.1323