2. Academic Validation
  3. Design, synthesis and anticancer activity of sulfenylated imidazo-fused heterocycles

Design, synthesis and anticancer activity of sulfenylated imidazo-fused heterocycles

  • Bioorg Med Chem Lett. 2021 Oct 1:49:128307. doi: 10.1016/j.bmcl.2021.128307.
Ravi Chitrakar 1,  Deepa Rawat 1,  Ramakrishna Sistla 2,  Lakshma Nayak Vadithe 3,  Adimurthy Subbarayappa 4
Affiliations

Affiliations

  • 1 Academy of Scientific & Innovative Research, Natural Products and Green Chemistry Division, CSIR-Central Salt & Marine Chemicals Research Institute, G.B. Marg, Bhavnagar 364002, Gujarat, India.
  • 2 Department of Applied Biology, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India. Electronic address: sistla@iict.res.in.
  • 3 Department of Applied Biology, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India.
  • 4 Academy of Scientific & Innovative Research, Natural Products and Green Chemistry Division, CSIR-Central Salt & Marine Chemicals Research Institute, G.B. Marg, Bhavnagar 364002, Gujarat, India. Electronic address: adimurthy@csmcri.res.in.
PMID: 34363936 DOI: 10.1016/j.bmcl.2021.128307
Abstract

We report herein, the design, synthesis and study of Anticancer properties of sulfenylated 2-phenylimidazo[1,2-a]pyridines and their analogues. A set of twenty sulfenylated imidazo[1, 2-a]pyridine derivatives were synthesized. Whereby elusive amendments to the imidazo[1,2-a]pyridine motif confer dramatic changes in functional affinity of a novel action to modulate Anticancer activity in seven different human Cancer cell lines i.e.: MDA MB 231 (breast), HepG2 (liver), Hela (cervical), A549 (lung), U87MG (glioblastoma), SKMEL-28 (skin melanoma) and DU-145 (prostate) by employing MTT assay. Among the series, compounds 4e (naphthalene), 4f (styrene) and 4h (thiomethyl) showed potent activity towards human liver Cancer cells HepG2. Cell cycle analysis results revealed that these compounds arrested the cell cycle at G2/M phase and induced Apoptosis in human liver Cancer cells HepG2. It was further confirmed by Hoechst staining, Measurement of mitochondrial membrane potential (ΔΨm) and Annexin V-FITC assay.

Keywords

Anticancer agents; Chemotherapeutic agents; Human cancer cell lines; Metabolically stable; Sulfinylated Imidazo[1,2-a]pyridine.

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