Synthesis, Antitumor Activity, and Structure-activity Relationship of Some Benzo[a]pyrano[2,3-c]phenazine Derivatives

Title:Synthesis, Antitumor Activity, and Structure-activity Relationship of Some Benzo[a]pyrano[2,3-c]phenazine Derivatives

Volume: 18 Issue: 10

Author(s): Jing Gao, Ming Chen, Xue Tong, He Zhu, Hongbin Yan, Daichun Liu, Wanjing Li, Shengyu Qi, Dake Xiao, Yongzhi Wang, Yuanyuan Lu and Feng Jiang

Affiliation:

Keywords: Antitumor activity, benzo[a]pyrano[2, 3-c]phenazine, SAR.

Abstract: A series of benzo[a]pyrano[2,3-c]phenazine derivatives with a wide range of substitutions at ring C of the benzophenazine were designed and synthesized using the one-pot, four-component domino reactions. The targeted compounds were evaluated for their antitumor activities against HCT116, MCF7, HepG2 and A549 cancer cell lines in vitro. The most active compound 6{1,2,1,9} featured the CN and p-dimethylamino phenyl substituents on γ-pyran structure on ring C. Significantly, compound 6{1,2,1,9} was found to have the highest growth inhibitory activity against the HepG2 cell line with IC₅₀ values of 6.71 µM, which was 1.6-fold more potent than positive control anticancer drug Hydroxycamptothecine (HCPT). Furthermore, structure-activity relationship (SAR) studies on the substitutions at ring C were discussed in details.

Cite this article as:

Gao Jing, Chen Ming, Tong Xue, Zhu He, Yan Hongbin, Liu Daichun, Li Wanjing, Qi Shengyu, Xiao Dake, Wang Yongzhi, Lu Yuanyuan and Jiang Feng, Synthesis, Antitumor Activity, and Structure-activity Relationship of Some Benzo[a]pyrano[2,3-c]phenazine Derivatives, Combinatorial Chemistry & High Throughput Screening 2015; 18 (10) . https://dx.doi.org/10.2174/1386207318666150915113549