Synthesis of Novel Chalcone-Based Phenothiazine Derivatives as Antioxidant and Anticancer Agents.


Journal

Molecules (Basel, Switzerland)
ISSN: 1420-3049
Titre abrégé: Molecules
Pays: Switzerland
ID NLM: 100964009

Informations de publication

Date de publication:
06 Oct 2020
Historique:
received: 14 08 2020
revised: 22 09 2020
accepted: 05 10 2020
entrez: 10 10 2020
pubmed: 11 10 2020
medline: 20 5 2021
Statut: epublish

Résumé

Based on reported results for the potential medicinal impact of phenothiazine core, as well as the chalcone skeleton that is widely present in many natural products, together with their reported bioactivities, the present work was aimed at combining both moieties in one molecular skeleton and to synthesize and characterize a novel series of chalone-based phenothiazine derivatives. For this purpose, 2-acetylphenothiazine was N-alkylated, followed by the Claisen-Schmidt reaction to produce the chalcones with good yield. Antioxidant activity, as evaluated by 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radical scavenging, was assessed to determine if their antioxidant potential was comparable with ascorbic acid, and attributable to the phenothiazine core. Screening anticancer activities of the synthesized chalone-based phenothiazine derivatives against human breast cancer cell line MCF-7 cells, and human hepatocellular carcinoma HepG-2 cells, compared with standard drugs cisplatin and doxorubicin, was evaluated. The results revealed that compounds 4a

Identifiants

pubmed: 33036301
pii: molecules25194566
doi: 10.3390/molecules25194566
pmc: PMC7583060
pii:
doi:

Substances chimiques

Antineoplastic Agents 0
Antioxidants 0
Chalcones 0
Phenothiazines 0
phenothiazine GS9EX7QNU6

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Déclaration de conflit d'intérêts

The authors declare no conflict of interest.

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Auteurs

Nourah A Al Zahrani (NA)

Chemistry Department, Faculty of Science, King Abdulaziz University, Jeddah 21589, Saudi Arabia.
Chemistry Department, Faculty of Science, University of Jeddah, Jeddah 21959, Saudi Arabia.

Reda M El-Shishtawy (RM)

Chemistry Department, Faculty of Science, King Abdulaziz University, Jeddah 21589, Saudi Arabia.
Dyeing, Printing and Textile Auxiliaries Department, Textile Research Division, National Research Centre, Dokki, Cairo 12611, Egypt.

Mahmoud M Elaasser (MM)

The Regional Center for Mycology and Biotechnology, Al-Azhar University, Cairo 11759, Egypt.

Abdullah M Asiri (AM)

Chemistry Department, Faculty of Science, King Abdulaziz University, Jeddah 21589, Saudi Arabia.
Center of Excellence for Advanced Materials Research, King Abdulaziz University, Jeddah 21589, Saudi Arabia.

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Classifications MeSH