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Facile Green One-Pot Synthesis and Antiproliferative Activity of Some Novel Functionalized 4-(4-Oxo-4H-chromen-3-yl)­pyrano[2,3-c]pyrazoles and 5-(4-Oxo-4H-chromen-3-yl)­pyrano[2,3-d]pyrimidines

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Abstract

A facile, green, one-pot, and catalyst-free synthesis of a series of novel functionalized 4-(4-oxo-4H-chromen-3-yl)pyrano[2,3-c]pyrazoles and 5-(4-oxo-4H-chromen-3-yl)pyrano[2,3-d]pyrimidines was achieved. The proposed method involves a one-pot three-component reaction of readily available starting materials, 4-oxo-4H-chromene-3-carbaldehyde, malononitrile, and cyclic active methylene compounds in water as solvent. The target compounds were assessed for their in vitro anticancer activity against human prostate (PC-3), ovary (SKOV3), and cervical cancer (HeLa) cell lines by using sulforhodamine B assay (SRB) with doxorubicin as reference drug. Some of the synthesized compounds exhibited acceptable anticancer properties.

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Funding

The authors thank the Deanship of Scientific Research at the King Khalid University for funding this work through research groups program (grant no. RGP.2/2/42).

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, King Khalid University, 61421, Abha, Saudi Arabia

    T. E. Ali & M. A. Assiri

  2. Department of Chemistry, Faculty of Education, Ain Shams University, Roxy, 11711, Cairo, Egypt

    T. E. Ali

  3. Department of Biology, Faculty of Science, King Khalid University, 61421, Abha, Saudi Arabia

    A. A. Shati, M. Y. Alfaifi & S. E. I. Elbehairi

  4. Cell Culture Lab, Egyptian Organization for Biological Products and Vaccines (VACSERA Holding Company), Agouza, 12311, Giza, Egypt

    S. E. I. Elbehairi

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  1. T. E. Ali
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  4. M. Y. Alfaifi
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Correspondence to T. E. Ali.

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Ali, T.E., Assiri, M.A., Shati, A.A. et al. Facile Green One-Pot Synthesis and Antiproliferative Activity of Some Novel Functionalized 4-(4-Oxo-4H-chromen-3-yl)­pyrano[2,3-c]pyrazoles and 5-(4-Oxo-4H-chromen-3-yl)­pyrano[2,3-d]pyrimidines. Russ J Org Chem 58, 106–113 (2022). https://doi.org/10.1134/S1070428022010158

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