Synthesis, Characterization, Cytotoxicity Study and Docking Studies of New Fused-pyrazoline Derivatives derived from Bis-Chalcones Against Breast Cancer cells

Alidmat, Mohammad Murwih; Ning, Tan Zhi; Khairuddean, Melati; Shayazi, Nurul Hayati; Nik Mohammad Kamal, Nik Nur Syazni; Muhammad, Musthahimah

doi:10.21608/ejchem.2021.73796.3648

	Synthesis, Characterization, Cytotoxicity Study and Docking Studies of New Fused-pyrazoline Derivatives derived from Bis-Chalcones Against Breast Cancer cells
Egyptian Journal of Chemistry
Article 2, Volume 64, Issue 12, December 2021, Page 6901-6911 PDF (907.02 K)
Document Type: Original Article
DOI: 10.21608/ejchem.2021.73796.3648
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Authors
Mohammad Murwih Alidmat¹; Tan Zhi Ning²; Melati Khairuddean ²; Nurul Hayati Shayazi²; Nik Nur Syazni Nik Mohammad Kamal³; Musthahimah Muhammad³
¹School of chemical science Universiti Sains Malaysia
²School of Chemical Sciences, University Sains Malaysia, 11800 Penang, Malaysia
³Advanced Medical and Dental Institute, Universiti Sains Malaysia, 13200 Kepala Batas, Penang, Malaysia
Abstract
Breast cancer is one of the prevalent diseases that kill millions of women worldwide. The development of resistance and side effects of chemotherapy drugs is a common obstacle in the treatment of breast cancer. Recently, the focus of drug discovery has increased toward a valuable structure known as chalcones due to their extensive bioactivity in cancer treatment. In this study, 6 chalcones and 4 fused-pyrazoline derivatives have been synthesized (1-6) using the Claisen-Schmidt condensation technique for cyclopentanone and cyclohexanone with different aromatic aldehydes at room temperature. Chalcones 2-3 and 5-6 were used in cyclo-condensation reaction with thiosemicarbazide to form new fused pyrazoline derivatives. All the synthesized chalcones and fused pyrazoline were characterized using ATR-FTIR, H-NMR and 13C-NMR (1D ). The cytotoxic activity of these new chalcone compounds was investigated against breast cancer cell lines (MCF-7) and normal breast cell lines (MCF-10A). The results showed that compounds 1 and 10 exhibited significant antiproliferative effects against MCF-7 with IC50 values of 8 µM and 8.5 µM when exposed for 48 hours compared with the reference anticancer drug, tamoxifen. Molecular docking analysis showed that compounds 1 and 10 entered the pocket of ERα and interaction with the amino acids in high affinity of binding as tamoxifen.
Keywords
fused-pyrazoline; cyclopentanone; cyclohexanone; Docking Studies; cytotoxicity


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