AbstractA convenient method to easily prepare parent λ3‐phosphinine from easily accessible λ5‐precursors was developed. A series of λ5‐phosphinines bearing heteroatom substituents OMe, SMe, and/or NMe2 at the phosphorus atom were prepared by electrocyclization of phosphahexatrienes generated in situ. Reaction conditions for the synthesis of λ5‐phosphinines were optimized. The molecular structure of 1,1‐dimethoxy‐λ5‐phosphinine was determined by an X‐ray diffraction analysis. A series of reducing agents were tested in order to prepare λ3‐phosphinine. 1,1‐Dimethoxy‐λ5‐phosphinine was reduced by LiAlH4. The method of choice appeared to be the reduction of bis(dimethylamino)‐λ5‐phosphinine with diisobutylaluminium hydride (DIBAL‐H) in 30 % overall yield starting from vinyl ethyl ether.
作者:Kvach, Maksim V.、Harjes, Stefan、Kurup, Harikrishnan M.、Jameson, Geoffrey B.、Harjes, Elena、Filichev, Vyacheslav V.
DOI:10.3762/bjoc.20.96
日期:——
Abstract Nucleoside and polynucleotide cytidine deaminases (CDAs), such as CDA and APOBEC3, share a similar mechanism of cytosine to uracil conversion. In 1984, phosphapyrimidine riboside was characterised as the most potent inhibitor of human CDA, but the quick degradation in water limited the applicability as a potential therapeutic. To improve stability in water, we synthesised derivatives of phosphapyrimidine
抽象的 核苷和多核苷酸胞苷脱氨酶 (CDA),例如 CDA 和 APOBEC3,具有相似的胞嘧啶至尿嘧啶转化机制。 1984 年,磷酸嘧啶核苷被认为是人类 CDA 最有效的抑制剂,但在水中的快速降解限制了其作为潜在治疗剂的适用性。为了提高在水中的稳定性,我们合成了具有CH 2基团而不是核碱基中的N3原子的磷酸嘧啶核苷衍生物。电荷中性的膦酰胺和带负电的次膦酸衍生物在 pH 7.4 的水中具有优异的稳定性,但只有电荷中性的化合物抑制人 CDA,类似于之前描述的 2'-deoxyzebularine( K i = 8.0 ± 1.9 和 10.7 ±分别为 0.5 µM)。然而,在碱性条件下,电中性的膦酰胺不稳定,这阻碍了使用常规 DNA 化学方法将其掺入 DNA。相比之下,使用自动DNA合成仪将带负电荷的次膦酸衍生物而不是目标2'-脱氧胞苷掺入DNA中,但没有观察到修饰的DNA对APOBEC3A的抑制。尽管这表明负电荷在
Trostyanskaya, I. G.; Kazankova, M. A.; Beletskaya, I. P., Russian Journal of Organic Chemistry, 1995, vol. 31, # 5, p. 601 - 604
作者:Trostyanskaya, I. G.、Kazankova, M. A.、Beletskaya, I. P.
DOI:——
日期:——
KRYLOV L. V.; KORMACHEV V. V.; KUXTIN V. A., XIMIYA I PRAKTICH. PRIMENENIE KREMNIJ-I FOSFORORGANICH. OSEDIN. L., 1979,+
作者:KRYLOV L. V.、 KORMACHEV V. V.、 KUXTIN V. A.
DOI:——
日期:——
ROZINOV, V. G.;RYBKINA, V. V.;KOLBINA, V. E.;PENSIONEROVA, G. A.;DONSKIX,+, ZH. OBSHCH. XIMII, 1982, 52, N 9, 1994-1997
作者:ROZINOV, V. G.、RYBKINA, V. V.、KOLBINA, V. E.、PENSIONEROVA, G. A.、DONSKIX,+
DOI:——
日期:——
TROSTYANSKAYA, I. G.;EFIMOVA, I. V.;KAZANKOVA, M. A.;LUTSENKO, I. F., ZH. OBSHCH. XIMII, 1983, 53, N 1, 236-237
作者:TROSTYANSKAYA, I. G.、EFIMOVA, I. V.、KAZANKOVA, M. A.、LUTSENKO, I. F.