Ottria Roberta, Casati Silvana, Maier Jeanette A M, Mariotti Massimo, Ciuffreda Pierangela
Dipartimento di Scienze Precliniche LITA Vialba-Universita degli Studi di Milano, Milano, Italy.
Nucleosides Nucleotides Nucleic Acids. 2009 Aug;28(8):736-51. doi: 10.1080/15257770903155550.
Isopentenyladenosine (iPA), a member of the cytokinin family of plant hormones, exerts a marked antiproliferative activity on some leukemic and epithelial cancer cell lines. To characterize the molecular moieties required for the in vitro antitumor activity of the molecule and to obtain cytostatic iPA derivatives potentially useful as chemotherapeutic agents, N9-acyclic analogues have been synthesized using regioselective Mitsunobu reaction and characterized by elemental analyses, (1)H and (13)C NMR. These compounds were analyzed for their activity on human bladder cancer cell lines. In this study, we report that iPA inhibited the proliferation but not the migration of human bladder cancer cells, while the newly synthesized analogues revealed no significant cytostatic activity apart from the compound with a saturated double bond of the isopentenyl chain. These results indicate that the integrity of the ribose ring is required for the cytostatic activity of iPA.
异戊烯基腺苷（iPA）是植物激素细胞分裂素家族的一员，对某些白血病和上皮癌细胞系具有显著的抗增殖活性。为了确定该分子体外抗肿瘤活性所需的分子部分，并获得可能用作化疗药物的细胞生长抑制剂iPA衍生物，已使用区域选择性光延反应合成了N9-无环类似物，并通过元素分析、（1）H和（13）C核磁共振进行了表征。分析了这些化合物对人膀胱癌细胞系的活性。在本研究中，我们报告iPA抑制人膀胱癌细胞的增殖但不抑制其迁移，而新合成的类似物除了具有异戊烯基链饱和双键的化合物外，没有显示出显著的细胞生长抑制活性。这些结果表明，核糖环的完整性是iPA细胞生长抑制活性所必需的。
