Zhou, Zhong-Zhen; Shi, Xiu-Dong; Feng, Hong-Fang; Cheng, Yu-Fang; Wang, Hai-Tao; Xu, Jiang-Ping published the artcile< Discovery of 9H-purines as potential tubulin polymerization inhibitors: Synthesis, biological evaluation and structure-activity relationships>, SDS of cas: 2382-10-7, the main research area is methoxyphenyl aminopurine preparation antitumor cytotoxicity tubulin polymerization inhibitor SAR; benzyl chloropurine preparation antitumor cytotoxicity tubulin polymerization inhibitor apoptosis; 9H-purins; Antiproliferative activity; Apoptosis; Cell cycle arrest; Tubulin-polymerization inhibitors.
Two series of N-(4-methoxyphenyl)-N-methyl-9H-purin-6-amines I [R1 = H, Cl; R2 = H, Me, 4-methoxybenzyl, etc.] and 9-substituted benzyl-6-chloro-9H-purines II [R1 = H, Cl; R2 = 4-methoxybenzyl, 3,4-dimethoxybenzyl, 3,5-dimethoxybenzyl, 3,4,5-trimethoxybenzyl] were designed and synthesized. Their antiproliferative activities against human myelogenous leukemia (K562), human neuroblastoma (SH-SY5Y) and gastric cancer (AGS) cell lines were evaluated using the MTT assay. The preliminary results indicated that compounds I [R1 = Cl; R2 = Me] and II [R1 = Cl; R2 = 4-methoxybenzyl, 3,4-dimethoxybenzyl, 3,5-dimethoxybenzyl, 3,4,5-trimethoxybenzyl] displayed low-micromole GI50 values against all tested cell lines. In addition, compounds I [R1 = H; R2 = 4-methoxybenzyl, 3,4,5-trimethoxybenzyl] showed wonderful antiproliferative activities towards SH-SY5Y cells with selectivity of >230-fold over K562 and AGS cells. Among them, compounds I [R1 = Cl; R2 = Me], [R1 = H; R2 = 3,4-dimethoxybenzyl, 3,4,5-trimethoxybenzyl] and II [R1 = Cl; R2 = 3,5-dimethoxybenzyl] with good antitumor activities exhibited high selectivity for tumor cell lines over immortalized mouse hippocampal (HT22) cell line. Moreover, compound I [R1 = Cl; R2 = Me] with sub-micromole GI50 values toward AGS cells exhibited moderate tubulin polymerization inhibitory activity and induced apoptosis at G2/M phase arrest with a dose-dependent manner in the human AGS cells.
European Journal of Medicinal Chemistry published new progress about Antiproliferative agents. 2382-10-7 belongs to class chlorides-buliding-blocks, and the molecular formula is C6H4Cl2N4, SDS of cas: 2382-10-7.
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics