A series of 3-aryl-5,7-dimethoxyquinolin-4-ones 8 and 3-aryl-5,7-dimethoxy-2,3-dihydroquinolin-4-ones 13 were synthesized in good yields. Demethylation under a range of conditions afforded the corresponding 5-hydroxy and 5,7-dihydroxy derivatives. Biological evaluation against a range of cancer cells lines showed that the quinolin-4-one scaffold was more cytotoxic than the reduced 2,3-dihydroquinolin-4-one scaffold. The most active monohydroxy compound 15f demonstrated 85.9-99% reduction in cell viability against the cell lines tested.

Download full-text PDF

Source
http://dx.doi.org/10.1016/j.bmc.2013.11.047DOI Listing

Publication Analysis

Top Keywords

synthesis anticancer
4
anticancer evaluation
4
evaluation 3-substituted
4
3-substituted quinolin-4-ones
4
quinolin-4-ones 23-dihydroquinolin-4-ones
4
23-dihydroquinolin-4-ones series
4
series 3-aryl-57-dimethoxyquinolin-4-ones
4
3-aryl-57-dimethoxyquinolin-4-ones 3-aryl-57-dimethoxy-23-dihydroquinolin-4-ones
4
3-aryl-57-dimethoxy-23-dihydroquinolin-4-ones synthesized
4
synthesized good
4

Similar Publications

A series of Dehydroabietylamine (DHAA) C-ring Schiff derivatives, L3-L20, were synthesized and their in vitro cytotoxic activity against the human tumor cell lines cervix HeLa, breast MCF-7, lung A549, liver HepG2, and the nonmalignant cell line umbilical vein HUVEC was investigated. Most of the compounds showed varying degrees of anticancer activity against HeLa cell lines while demonstrating lower toxicity to normal HUVEC cells compared to DHAA and doxorubicin (DOX), especially compound L19, which not only enhanced the anticancer activity of DHAA, but also significantly reduced the toxicity to normal cells, achieving a selectivity index (SI) 118 times higher than that of DHAA and 245 times higher than that of DOX. In addition, compound L19 induced apoptosis in HeLa cells in a dose-dependent manner and arrested the cell cycle in S phase.

View Article and Find Full Text PDF

Patients with metastatic breast cancer face reduced quality of life and increased mortality rates, necessitating more effective anti-cancer strategies. Building on previous research that identified metastatic-niche-specific metabolic vulnerabilities, we investigated how a ketogenic diet enhances estrogen receptor (ER)-positive liver metastatic breast cancer's response to Fulvestrant (Fulv) treatment. Using in vitro cell lines and in vivo xenograft metastasis mouse models, we examined the molecular mechanisms of combining ER targeting with a ketogenic diet.

View Article and Find Full Text PDF

Orphan nuclear receptor NR2E3 is a new molecular vulnerability in solid tumors by activating p53.

Cell Death Dis

January 2025

Center for Precision Medicine Research, Marshfield Clinic Research Institute, Marshfield Clinic Health System, Marshfield, WI, USA.

The orphan nuclear receptor NR2E3 has emerged as a potential tumor suppressor, yet its precise mechanisms in tumorigenesis require further investigation. Here, we demonstrate that the full-length protein isoform of NR2E3 instead of its short isoform activates wild-type p53 and is capable of rescuing certain p53 mutations in various cancer cell lines. Importantly, we observe a higher frequency of NR2E3 mutations in three solid tumors compared to the reference population, highlighting its potential significance in tumorigenesis.

View Article and Find Full Text PDF

Bougainvillea glabra-mediated synthesis of Zr₃O and chitosan-coated zirconium oxide nanoparticles: Multifunctional antibacterial and anticancer agents with enhanced biocompatibility.

Int J Biol Macromol

January 2025

Department of Chemistry, Amrita School of Physical Sciences, Coimbatore, Amrita Vishwa Vidyapeetham, 641112, India; Functional Materials Laboratory, Amrita School of Engineering, Coimbatore, Amrita Vishwa Vidyapeetham, 641112, India. Electronic address:

The effectiveness and safety of nanomaterials (NMs) are essential for their use in healthcare. This study focuses on creating NPs with multifunctional antibacterial and anticancer properties to combat bacterial infections and cancer disease more effectively than traditional antibiotics. This study investigates the synthesis of ZrO and chitosan (ch) coated zirconium oxide nanoparticles (chZrO NPs) using Bougainvillea glabra (B.

View Article and Find Full Text PDF

The transforming growth factor β (TGF-β) type 1 receptor (ALK5) plays a key role in tumor microenvironment. Small-molecule inhibitors of TGFβR1 provides a prospective approach for the treatment of malignant tumors. In this study, a series of 4-((3-(tetrahydro-2H-pyran-4-yl)-1H-pyrazol-4-yl)oxy)quinoline derivatives were identified as novel, potential TGFβR1 inhibitors.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!