Wang D X, Dai C L, Zhao C, Qiu M C, Tian G J, Lin H
Institute of Materia Medica, Chinese Academy of Medical Sciences, Beijing 100050, China.
Yao Xue Xue Bao. 2001 Sep;36(9):657-9.
To search for some substituted benzyl phosphonic acids as leading compounds with inhibiting effect on osteoclast formation.
Target compounds were prepared from aromatic aldehydes, primary amine and phosphorous acid using tetramethylenesulfone as solvent via Arbuzov type reaction. The effect on inhibiting the formation of osteoclast-like cells (OLC) of related compounds was studied by incubating the extract of rat femur marrow.
Ten compounds of alpha-alkylaminobenzyl phosphonic acids have been synthesized and identified by MS or 1HNMR analysis. Three (2, 8 and 9) of them were found to have notable effect on the inhibition of OLC formation (P < 0.01).
Among the present substituted benzyl phosphonic acids, the increased aromaticity and hydrophobicity (such as compound 9) can remarkably enhance the ability to inhibit OLC formation.
寻找一些对破骨细胞形成具有抑制作用的取代苄基膦酸作为先导化合物。
以四氢噻吩砜为溶剂，通过阿尔布佐夫型反应，由芳香醛、伯胺和亚磷酸制备目标化合物。通过培养大鼠股骨骨髓提取物，研究相关化合物对破骨细胞样细胞（OLC）形成的抑制作用。
合成了10种α-烷基氨基苄基膦酸化合物，并通过质谱或1H核磁共振分析进行了鉴定。发现其中3种（2、8和9）对OLC形成具有显著的抑制作用（P < 0.01）。
在目前的取代苄基膦酸中，芳香性和疏水性的增加（如化合物9）可显著增强抑制OLC形成的能力。
