Functionalization of Natural Compounds to Enhance the Bioactivity of Zerumbone in Cancer Chemotherapy | Chapter 4 | Recent Developments in Chemistry and Biochemistry Research Vol. 10

The alkylation reaction was employed to conjugate zerumbone with 3-substituted quinazolinone-4(3H)-ones and quinolines, resulting in the synthesis of 11 novel conjugates. These conjugates were thoroughly characterized using 1D-, 2D-NMR, and HRMS spectral data. Their enhanced bioactivity was evaluated through anti-inflammatory assays, specifically by inhibiting NO production in RAW 267.4 cells. Additionally, their cytotoxic activity was assessed against three human cancer cell lines: HepG2, SK-LU-1, and MCF-7. The results demonstrated that all 11 conjugates exhibited significantly potent cytotoxic activity, with IC50 values ranging from 1.01 to 9.86 µg/mL, surpassing the efficacy of the parent compound zerumbone. Furthermore, in silico studies, including EGFR inhibitory activity through docking and molecular dynamics simulations, were conducted to identify the most potent compounds. These studies highlighted the key interactions of zerumbone derivatives 16a-k with critical amino acids in the active site of the EGFR (PDB ID 4HJO) protein.

 

Author (s) Details

Ngoc Hung Truong
Institute of Natural Products Chemistry, Vietnam Academy of Science and Technology, 1H Building, 18 Hoang Quoc Viet Street, Cau Giay, Hanoi, 100000, Vietnam.

 

Duc Anh Le
Institute of Chemistry and Material, Academy of Military Science and Technology, 17 Hoang Sam Street, Cau Giay, Hanoi, 100000, Vietnam.

 

Thi Ha Vu
Institute of Natural Products Chemistry, Vietnam Academy of Science and Technology, 1H Building, 18 Hoang Quoc Viet Street, Cau Giay, Hanoi, 100000, Vietnam.

 

Thi Inh Cam
Institute of Natural Products Chemistry, Vietnam Academy of Science and Technology, 1H Building, 18 Hoang Quoc Viet Street, Cau Giay, Hanoi, 100000, Vietnam.

 

Huu Nghi Do
Institute of Natural Products Chemistry, Vietnam Academy of Science and Technology, 1H Building, 18 Hoang Quoc Viet Street, Cau Giay, Hanoi, 100000, Vietnam.

 

Manh Cuong Nguyen
Institute of Natural Products Chemistry, Vietnam Academy of Science and Technology, 1H Building, 18 Hoang Quoc Viet Street, Cau Giay, Hanoi, 100000, Vietnam.

 

Khac Vu Tran
Hanoi University of Science and Technology, 1 Dai Co Viet Str., Hai Ba Trung Street, Hanoi 100000, Vietnam.

 

Hanh Nguyen Tran
University of Science and Technology of Hanoi, A21 Building, 18 Hoang Quoc Viet Street, Cau Giay, Hanoi 100000, Vietnam.

 

Van Chung Pham
Applied Medicinal Chemistry and Pharmaceutical Technology JSC, 45/24 Dien Bien Phu Street, Ngo Quyen, Hai Phong 180000, Vietnam.

 

Van Chinh Luu
Institute of Natural Products Chemistry, Vietnam Academy of Science and Technology, 1H Building, 18 Hoang Quoc Viet Street, Cau Giay, Hanoi, 100000, Vietnam.

 

Please see the book here:- https://doi.org/10.9734/bpi/rdcbr/v10/3608