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Synthesis, Docking Study, Cytotoxicity, Antioxidant, and Anti-microbial Activities of Novel 2,4-Disubstituted Thiazoles Based on Phenothiazine

[ Vol. 17 , Issue. 2 ]

Author(s):

Tran Nguyen Minh An*, Pham Thai Phuong, Nguyen Minh Quang, Nguyen Van Son, Nguyen Van Cuong, Le Van Tan, Mai Dinh Tri, Mahboob Alam and Pham Van Tat   Pages 151 - 159 ( 9 )

Abstract:


A series of novel 1,3-thiazole derivatives (5a-i) with a modified phenothiazine moiety were synthesized and tested against cancer cell line MCF-7 for their cytotoxicity. Most of them (5a-i) were less cytotoxic or had no activity against MCF-7 cancer cell line.

Material and Methods: The IC50 value of compound (4) was 33.84 μM. The compounds (5a-i) were also evaluated for antimicrobial activities, but no significant activity was observed. The antioxidant activity was conducted for target compounds (5a-i). The IC50 value of compound (5b) was 0.151mM.

Results: The total amount of energy, ACE (atomic contact energy), energy of receptor (PDB: 5G5J), and ligand interaction of structure (4) were found to be 22.448 Kcal.mol-1 , -247.68, and -91.91 Kcal.mol-1, respectively. The structure (4) is well binded with the receptor because the values of binding energy, steric energy, and the number of hydrogen bondings are -91.91, 22.448 kcal.mol-1, and 2, respectively. It shows that structure (4) has good cytotoxicity with MCF-7 in vitro.

Conclusion: The increasing of docking ability of structures (5a-i) with the receptor is presented in increasing order as (5f)>(5e)>(5g)>(5a)>(5b)>(5d)>(5c)>(5i)>(5h). The structure bearing substitution as thiosemicarbazone (4), nitrogen heterocyclic (5f), halogen (5e), and azide (5g) showed good cytotoxicity activity in vitro.

Keywords:

2, 4-Disubstituted thiazole, phenothiazine, cytotoxicity, antioxidant activity, molecular docking, anti-microbial activities.

Affiliation:

Faculty of Chemical Engineering, Industrial University of Ho Chi Minh City, Ho Chi Minh City, Faculty of Chemical Engineering, Industrial University of Ho Chi Minh City, Ho Chi Minh City, Faculty of Chemical Engineering, Industrial University of Ho Chi Minh City, Ho Chi Minh City, Faculty of Chemical Engineering, Industrial University of Ho Chi Minh City, Ho Chi Minh City, Faculty of Chemical Engineering, Industrial University of Ho Chi Minh City, Ho Chi Minh City, Faculty of Chemical Engineering, Industrial University of Ho Chi Minh City, Ho Chi Minh City, Institute of Chemical Technology, Vietnam Academy of Science and Technology, Ho Chi Minh City, Division of Chemistry and Biotechnology, Dongguk University, Gyeongju, Faculty of Science and Technology, Hoa Sen University, Ho Chi Minh City

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