Design, synthesis and biological evaluation of homoerythrina alkaloid derivatives bearing a triazole moiety as PARP-1 inhibitors and as potential antitumor drugs

Bioorganic Chemistry
2020.0

Abstract

A series of homoerythrina alkaloid derivatives containing a 1,2,3-triazole moiety as PARP-1 inhibitors were designed and synthesized. And their anti-proliferative activity was further evaluated. Compound 10n had excellent activity to inhibit proliferation of A549 cells (IC(50)鈥?鈥?.89鈥痬uM), which was higher than harringtonine (IC(50)鈥?鈥?0.55鈥痬uM), pemetrexed (IC(50)鈥?鈥?.39鈥痬uM), and rucaparib (IC(50)鈥?鈥?.91鈥痬uM). Furthermore, the selectivity index of compound 10n was higher than rucaparib and pemetrexed for lung cancer cells. Flow cytometry analysis showed that compound 10n significantly arrested the cell cycle in the S phase, then induced apoptosis of A549 cells (apoptosis rate is 46%), which effectively inhibited cell proliferation. Simultaneously, western blot analysis revealed that compound 10n could prevent the biosynthesis of PAR. Further analysis results revealed that compound 10n could inhibit the expression of cyclin A, down-regulate the expression of bcl-2/bax, activate caspase-3, and ultimately induce apoptosis of A549 cells. All the results indicated that compound 10n had potential research value as a novel PARP-1 inhibitor in antitumor, and it provided a new reference for further development of PARP-1 inhibitors. CI - Copyright (c) 2019 Elsevier Inc. All rights reserved.

Knowledge Graph

Similar Paper

Design, synthesis and biological evaluation of homoerythrina alkaloid derivatives bearing a triazole moiety as PARP-1 inhibitors and as potential antitumor drugs
Bioorganic Chemistry 2020.0
Design, synthesis and biological evaluation of pyridazino[3,4,5-de]quinazolin-3(2H)-one as a new class of PARP-1 inhibitors
Bioorganic & Medicinal Chemistry Letters 2015.0
Design, synthesis and biological evaluation of novel imidazo[4,5-c]pyridinecarboxamide derivatives as PARP-1 inhibitors
Bioorganic & Medicinal Chemistry Letters 2013.0
Identification of novel PARP-1 inhibitors: Drug design, synthesis and biological evaluation
Bioorganic & Medicinal Chemistry Letters 2015.0
Design, synthesis, and bioactivity study on Lissodendrins B derivatives as PARP1 inhibitor
Bioorganic & Medicinal Chemistry 2022.0
Synthesis and Evaluation of a New Generation of Orally Efficacious Benzimidazole-Based Poly(ADP-ribose) Polymerase-1 (PARP-1) Inhibitors as Anticancer Agents
Journal of Medicinal Chemistry 2009.0
Discovery of Novel Bromophenol–Thiosemicarbazone Hybrids as Potent Selective Inhibitors of Poly(ADP-ribose) Polymerase-1 (PARP-1) for Use in Cancer
Journal of Medicinal Chemistry 2019.0
Synthesis of isoquinolinone-based tetracycles as poly (ADP-ribose) polymerase-1 (PARP-1) inhibitors
Bioorganic & Medicinal Chemistry 2009.0
Discovery of 2-substituted 1 H -benzo[ d ]immidazole-4-carboxamide derivatives as novel poly(ADP-ribose)polymerase-1 inhibitors with in vivo anti-tumor activity
European Journal of Medicinal Chemistry 2017.0
Design and synthesis of novel 1,2,3-triazole-pyrimidine hybrids as potential anticancer agents
European Journal of Medicinal Chemistry 2014.0