Synthesis, X-ray Analysis, Biological Evaluation and Molecular Docking Study of New Thiazoline Derivatives

Yahia N Mabkhot; H Algarni; Abdulrhman Alsayari; Abdullatif Bin Muhsinah; Nabila A Kheder; Zainab M Almarhoon; Faiz A Al-Aizari

doi:10.3390/molecules24091654

Synthesis, X-ray Analysis, Biological Evaluation and Molecular Docking Study of New Thiazoline Derivatives

Molecules. 2019 Apr 26;24(9):1654. doi: 10.3390/molecules24091654.

Authors

Yahia N Mabkhot¹, H Algarni^{2

3}, Abdulrhman Alsayari⁴, Abdullatif Bin Muhsinah⁵, Nabila A Kheder⁶, Zainab M Almarhoon⁷, Faiz A Al-Aizari^{8

9}

Affiliations

¹ Department of Pharmaceutical Chemistry, College of Pharmacy, King Khalid University, Abha 61441, Saudi Arabia. ygaber@kku.edu.sa.
² Department of Physics, Faculty of Sciences, King Khalid University, P.O. Box 9004, Abha 61441, Saudi Arabia. halgarni@kku.edu.sa.
³ Research Centre for Advanced Materials Science (RCAMS), King Khalid University, P.O. Box 9004, Abha 61441, Saudi Arabia. halgarni@kku.edu.sa.
⁴ Department of Pharmacognosy, College of Pharmacy, King Khalid University, Abha 61441, Saudi Arabia. alsayari@kku.edu.sa.
⁵ Department of Pharmacognosy, College of Pharmacy, King Khalid University, Abha 61441, Saudi Arabia. ajmohsnah@kku.edu.sa.
⁶ Department of Chemistry, Faculty of Science, Cairo University, Giza 12613, Egypt. nabila.abdelshafy@gmail.com.
⁷ Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia. zalmarhoon@ksu.edu.sa.
⁸ Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia. faizalaizari@yahoo.com.
⁹ Department of Chemistry, Faculty of Science, AL-Baydha University, Albaydah 38018, Yemen. faizalaizari@yahoo.com.

Abstract

A series of new thiazoline derivatives were synthesized. Structure analyses were accomplished employing ¹H-NMR, ¹³C-NMR, X-ray and MS techniques. The in vitro antitumor activities were assessed against human hepatocellular carcinoma (HepG-2) and colorectal carcinoma (HCT-116) cell lines. The results revealed that the thiazolines 5b and 2c exhibited significant activity against the two cell lines. The in vitro antimicrobial screening showed that the thiazolines 2c, 5b and 5d showed promising inhibition activity against Salmonella sp. Additionally, the inhibition activity of thiazolines 2e and 5b against Escherichia coli was comparable to that of the reference compound gentamycin.

Keywords: X-ray crystallography; antimicrobial activity; cytotoxic activity; molecular docking; thiazoline.

MeSH terms

Anti-Bacterial Agents / chemical synthesis
Anti-Bacterial Agents / chemistry
Anti-Bacterial Agents / pharmacology
Antineoplastic Agents / chemical synthesis
Antineoplastic Agents / chemistry
Antineoplastic Agents / pharmacology
Cell Line, Tumor
Cell Survival / drug effects
Chemistry Techniques, Synthetic*
Dose-Response Relationship, Drug
Humans
Hydrogen Bonding
Molecular Docking Simulation*
Molecular Structure
Organic Chemicals / chemical synthesis
Organic Chemicals / chemistry*
Organic Chemicals / pharmacology*
Spectrum Analysis
Structure-Activity Relationship

Substances

Anti-Bacterial Agents
Antineoplastic Agents
Organic Chemicals

Grants and funding

R. G. P. 2/23/40/2019/King Khalid University