2. Academic Validation
  3. Synthesis of 3,5-dihydroxy-7,8-dimethoxy-2-(4-methoxyphenyl)benzopyran-4-one derivatives as anticancer agents

Synthesis of 3,5-dihydroxy-7,8-dimethoxy-2-(4-methoxyphenyl)benzopyran-4-one derivatives as anticancer agents

  • Bioorg Med Chem Lett. 2016 Nov 1;26(21):5322-5327. doi: 10.1016/j.bmcl.2016.09.036.
Sarita Singh 1,  Ateeque Ahmad 2,  Dushyant Singh Raghuvanshi 1,  Mohammad Hasanain 3,  Karishma Agarwal 2,  Vijaya Dubey 4,  Kaniz Fatima 4,  Sarfaraz Alam 5,  Jayanta Sarkar 3,  Suaib Luqman 4,  Feroz Khan 5,  Sudeep Tandon 2,  Atul Gupta 6
Affiliations

Affiliations

  • 1 Medicinal Chemistry Department, CSIR-Central Institute of Medicinal and Aromatic Plants, PO CIMAP, Kukrail Road, Lucknow 226015, India.
  • 2 Process Chemistry and Technology Department, CSIR-Central Institute of Medicinal and Aromatic Plants, PO CIMAP, Kukrail Road, Lucknow 226015, India.
  • 3 Division of Biochemistry, CSIR-Central Drug Research Institute, Sector-10, Jankipuram Extension, Lucknow 226 031, India.
  • 4 Molecular Bioprospection Department, CSIR-Central Institute of Medicinal and Aromatic Plants, PO CIMAP, Kukrail Road, Lucknow 226015, India.
  • 5 Metabolic Structural Biology Department, CSIR-Central Institute of Medicinal and Aromatic Plants, PO CIMAP, Kukrail Road, Lucknow 226015, India.
  • 6 Medicinal Chemistry Department, CSIR-Central Institute of Medicinal and Aromatic Plants, PO CIMAP, Kukrail Road, Lucknow 226015, India. Electronic address: atisky2001@yahoo.co.in.
PMID: 27671497 DOI: 10.1016/j.bmcl.2016.09.036
Abstract

Different alkyl amide (15a-l) and alkyl amine (16a-e) derivatives of 7,8-dimethoxy-3-hydroxy-2-(4-methoxyphenyl)benzopyran-4-one were synthesized and evaluated for their Anticancer activity against five different Cancer cell lines using SRB assay. Compounds 15e, 15i, 15j and 16a-e showed significant Anticancer activity within the range of IC50 2.58-34.86μM. The most promising molecule, 16c, was further analyzed for its effect on cell cycle and Apoptosis of Estrogen Receptor positive Cancer cells (MCF-7 cells) which showed that 16c triggered Apoptosis in MCF-7 cells and arrested cells population at sub-G0 (apoptotic) and G2M phase. In tubulin polymerization assay, 16c interfered with kinetics of tubulin polymerization.

Keywords

Anticancer; Benzopyran; Chromanone; Flavone; Flavonoids.

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