2. Academic Validation
  3. Synthesis and biochemical studies of novel organic selenides with increased selectivity for hepatocellular carcinoma and breast adenocarcinoma

Synthesis and biochemical studies of novel organic selenides with increased selectivity for hepatocellular carcinoma and breast adenocarcinoma

  • Eur J Med Chem. 2019 Oct 1:179:515-526. doi: 10.1016/j.ejmech.2019.06.075.
Saad Shaaban 1,  Abeer M Ashmawy 2,  Amr Negm 3,  Ludger A Wessjohann 4
Affiliations

Affiliations

  • 1 Chemistry Department, College of Science, King Faisal University, Al-Hofuf, Saudi Arabia; Organic Chemistry Division, Department of Chemistry, Faculty of Science, Mansoura University, Egypt. Electronic address: sibrahim@kfu.edu.sa.
  • 2 Cancer Biology Department, National Cancer Institute, Cairo University, Egypt.
  • 3 BioChemistry Department, Faculty of Science, Mansoura University, Mansoura, Egypt.
  • 4 Leibniz Institute of Plant Biochemistry, Department of Bioorganic Chemistry, Halle (Saale), Germany. Electronic address: wessjohann@ipb-halle.de.
PMID: 31276896 DOI: 10.1016/j.ejmech.2019.06.075
Abstract

Nineteen organoselenides were synthesized and tested for their intrinsic cytotoxicity in hepatocellular carcinoma (HepG2) and breast adenocarcinoma (MCF-7) cell lines and their corresponding selective cytotoxicity (SI) was estimated using normal lung fibroblast (WI-38) cells. Most of the organic selenides exhibited good Anticancer activity, and this was more pronounced in HepG2 cells. Interestingly, the naphthoquinone- (5), thiazol- (12), and the azo-based (13) organic selenides demonstrated promising SI (up to 76). Furthermore, the amine 4c, naphthoquinone 5, and azo-based 13 and 15 organic selenides were able to down-regulate the expression of Bcl-2 and up-regulate the expression levels of IL-2, IL-6 and CD40 in HepG2 cells compared to untreated cells. Moreover, most of the synthesized candidates manifested good free radical-scavenging and GPx-like activities comparable to vitamin C and ebselen. The obtained results suggested that some of the presented organoselenium candidates have promising anti-HepG2 and antioxidant activities.

Keywords

Antioxidant; Azo coupling; Breast adenocarcinoma; Diselenides; Hepatocellular carcinoma; Michael-type reaction; Selenides; Selenocyanates.

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