Ghantous Akram, Nasser Niveen, Saab Ihab, Darwiche Nadine, Saliba Najat A
American University of Beirut, Department of Biology, Beirut, Lebanon.
Eur J Med Chem. 2009 Sep;44(9):3794-7. doi: 10.1016/j.ejmech.2009.04.029. Epub 2009 May 4.
Four sesquiterpene lactones were isolated from Achillea falcata, through bioassay-guided fractionation, based on their differential ability to affect HaCaT cell growth. Identified seco-tanapartholides: 3-beta-methoxy-iso-seco-tanapartholide (1), tanaphillin (2), iso-seco-tanapartholide (3), and 8-hydroxy-3-methoxy-iso-seco-tanaparatholide (4) were found to differentially decrease keratinocyte cell viability. In addition, the stereoselectivity, lipophilicity, and number and position of hydroxyl groups present in these compounds were correlated with their biological activities for HaCaT cell growth inhibition. Statistical analyses confirmed an enhanced potency of the beta-OH iso-seco-tanapartholide over the alpha:beta-OH diastereoisomeric mixture. The highest potency, however, was mainly the function of the enhanced lipophilicity of the molecule.
基于它们对HaCaT细胞生长的不同影响能力，通过生物活性导向分离法从镰叶蓍中分离出四种倍半萜内酯。鉴定出的裂环艾里莫芬内酯：3-β-甲氧基-异裂环艾里莫芬内酯（1）、艾里莫芬素（2）、异裂环艾里莫芬内酯（3）和8-羟基-3-甲氧基-异裂环艾里莫芬内酯（4）被发现对角质形成细胞的细胞活力有不同程度的降低作用。此外，这些化合物中存在的立体选择性、亲脂性以及羟基的数量和位置与它们对HaCaT细胞生长抑制的生物活性相关。统计分析证实，β-OH异裂环艾里莫芬内酯比α:β-OH非对映异构体混合物具有更高的活性。然而，最高活性主要是分子增强亲脂性的作用。
