Eskitis Institute, Griffith University, Brisbane, QLD 4111, Australia.
Bioorg Med Chem Lett. 2010 Oct 1;20(19):5859-63. doi: 10.1016/j.bmcl.2010.07.100. Epub 2010 Aug 1.
Two of the four parameters in the 'rule of five', molecular weight and logP, which can be detected and predicted by mass spectrometry and compound retention on reversed-phase HPLC, were used as guidelines in natural product isolation. A new aporphine alkaloid, (6aR)-normecambroline (1), was isolated from the bark of Neolitsea dealbata (R. Br.) Merr. Its structure was determined on the basis of NMR, MS and CD analysis. It is the first time the absolute configuration of the roemerine-N-oxide was assigned for both roemerine-N(α)-oxide (3) and roemerine-N(β)-oxide (4). Physico-chemical property evaluation demonstrated all alkaloids had no Lipinski violation. Compound 1 inhibited selectively against cervical cancer cells (HeLa) with an IC(50) of 4.0 μM.
“五规则”中的两个参数，分子量和 logP，可以通过质谱和反相高效液相色谱保留来检测和预测，被用于天然产物分离的指导。一种新的阿朴菲类生物碱，(6aR)-诺美卡宾碱 (1)，从 Neolitsea dealbata (R. Br.) Merr. 的树皮中分离得到。其结构是基于 NMR、MS 和 CD 分析确定的。这是首次为罗米灵-N-氧化物 (3) 和罗米灵-N(β)-氧化物 (4) 分配罗米灵-N(α)-氧化物的绝对构型。物理化学性质评估表明，所有生物碱均无 Lipinski 违反。化合物 1 对宫颈癌细胞 (HeLa) 具有选择性抑制作用，IC(50)为 4.0 μM。
