1,8-自缩肉桂基醚间隔基的稳定性、动力学和机理研究，用于控制酚类化合物的释放以及共振和诱导稳定的卡宾的生成。
Stability, Kinetic, and Mechanistic Investigation of 1,8-Self-Immolative Cinnamyl Ether Spacers for Controlled Release of Phenols and Generation of Resonance and Inductively Stabilized Methides.
机构信息
New Zealand's National School of Pharmacy, University of Otago , Dunedin 9054, New Zealand.
出版信息
Org Lett. 2017 Feb 3;19(3):528-531. doi: 10.1021/acs.orglett.6b03695. Epub 2017 Jan 12.
Three cinnamyl ether spacers (non-methyl, α-methyl, and γ-methyl) for caging of phenols have been synthesized and are physiologically stable. When triggered, the γ-methyl spacer releases phenols (pK 7.8 and 9.8) with a t < 30 s and <2 min in aqueous and aqueous-organic solvent, respectively. The α-methyl spacer releases a phenol (pK 7.8) with a t = 27 and 54 min. For the γ-methyl spacer, the results suggest the presence of a resonance and inductively stabilized aza-cinnamyl methide.
已经合成了三个肉桂醚间隔基（非甲基、α-甲基和γ-甲基）来笼蔽酚类物质，它们具有生理稳定性。在触发时，γ-甲基间隔基在水溶液和水-有机溶剂中分别在 t < 30 s 和 <2 min 的时间内释放出酚类物质（pK 为 7.8 和 9.8）。α-甲基间隔基释放出酚类物质（pK 为 7.8）的时间为 t = 27 和 54 min。对于γ-甲基间隔基，结果表明存在共振和诱导稳定的氮杂肉桂基甲化物。
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