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

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

Journal Name: Combinatorial Chemistry & High Throughput Screening
Accelerated Technologies for Biotechnology, Bioassays, Medicinal Chemistry and Natural Products Research

Volume 18 , Issue 10 , 2015

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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.

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

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Article Details

Year: 2015
Published on: 15 September, 2015
Page: [960 - 974]
Pages: 15
DOI: 10.2174/1386207318666150915113549
Price: $65

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