Itokawa H, Totsuka N, Nakahara K, Maezuru M, Takeya K, Kondo M, Inamatsu M, Morita H
Chem Pharm Bull (Tokyo). 1989 Jun;37(6):1619-21. doi: 10.1248/cpb.37.1619.
With the aim of obtaining compounds with strong antitumor activity, a quantitative structure-activity relationship (QSAR) of antitumor phenolic compounds (long-chain phenols) was derived using the Hansch-Fujita equation. The ED50 values against Chinese hamster V-79 cells were analyzed in terms of log P as the hydrophobic parameter and the energy of the lowest unoccupied molecular orbital (ELUMO) calculated by using the modified neglect of differential overlap (MNDO) method as the electronic parameter, by means of multiple regression analysis. It was found that the activities mainly depended on log P (an optimum log P of 8.3) and a low-lying ELUMO value. 4-Undecylcatechol, selected on the basis of the above results, exhibited strong antitumor activity against Sarcoma 180 ascites and P-388 lymphocytic leukemia.
为了获得具有强抗肿瘤活性的化合物，利用Hansch-Fujita方程推导了抗肿瘤酚类化合物（长链酚）的定量构效关系（QSAR）。通过多元回归分析，以log P作为疏水参数，以使用修正的忽略微分重叠（MNDO）方法计算的最低未占分子轨道能量（ELUMO）作为电子参数，分析了对中国仓鼠V-79细胞的半数有效剂量（ED50）值。结果发现，活性主要取决于log P（最佳log P为8.3）和较低的ELUMO值。基于上述结果选择的4-十一烷基邻苯二酚对肉瘤180腹水和P-388淋巴细胞白血病表现出强抗肿瘤活性。
