The novel economical synthesis and antimicrobial activity of a trithiocarbonate derivative

Yahia N Mabkhot; Jamal M A Khaled; Mujeeb A S Sultan; Naiyf S H A Alharbi; Salim S Al-Showiman; Hazem A Ghabbour; Abdulrahman Alsayari; Abdullatif Bin Muhsinah; H Algarni

doi:10.1016/j.bioorg.2019.103157

The novel economical synthesis and antimicrobial activity of a trithiocarbonate derivative

Bioorg Chem. 2019 Oct:91:103157. doi: 10.1016/j.bioorg.2019.103157. Epub 2019 Jul 29.

Authors

Yahia N Mabkhot¹, Jamal M A Khaled², Mujeeb A S Sultan³, Naiyf S H A Alharbi⁴, Salim S Al-Showiman⁵, Hazem A Ghabbour⁶, Abdulrahman Alsayari⁷, Abdullatif Bin Muhsinah⁸, H Algarni⁹

Affiliations

¹ Department of Pharmaceutical Chemistry, College of Pharmacy, King Khalid University, Abha, Saudi Arabia. Electronic address: ygaber@kku.edu.sa.
² Department of Botany and Microbiology, College of Science, King Saud University, Saudi Arabia. Electronic address: gkhaled@ksu.edu.sa.
³ Department of Chemistry, College of Sciences, P.O. Box 2455, Riyadh 11451, Saudi Arabia; Department of Pharmacy, Faculty of Medical Sciences, Aljanad University, Taiz, Republic of Yemen. Electronic address: Alhosami1983@yahoo.co.uk.
⁴ Department of Botany and Microbiology, College of Science, King Saud University, Saudi Arabia. Electronic address: nalharbi1@KSU.EDU.SA.
⁵ Department of Chemistry, Science College, King Saud University, P.O. Box 2455, Saudi Arabia. Electronic address: showiman@KSU.EDU.SA.
⁶ Department of Medicinal Chemistry, Faculty of Pharmacy, University of Mansoura, Mansoura 35516, Egypt.
⁷ Department of Pharmacognosy, College of Pharmacy, King Khalid University, Abha, Saudi Arabia. Electronic address: alsayari@kku.edu.sa.
⁸ Department of Pharmacognosy, College of Pharmacy, King Khalid University, Abha, Saudi Arabia. Electronic address: ajmohsnah@kku.edu.sa.
⁹ Department of Physics, Faculty of Sciences, King Khalid University, P.O. Box 9004, Abha, Saudi Arabia; Research Centre for Advanced Materials Science (RCAMS), King Khalid University, Abha, 61413131413, P.O. Box 9004, Saudi Arabia. Electronic address: halgarni@kku.edu.sa.

PMID: 31421509
DOI: 10.1016/j.bioorg.2019.103157

Abstract

The compound diethyl 2,2'-(thiocarbonyl-bis(sulfanediyl))-diacetate 4 belongs to the trithiocarbonate class containing a trithiocarbonate function group flanked by ethyl acetate. In this procedure, a novel economic synthesis route to obtain compound 4 is described. This compound proved to possess broad-spectrum antimicrobial activity both in vitro and in vivo, and could be used as a lead compound. It is worth mentioning that this compound has been patented [No. US 9,988,348 B1; date of patent: June 5, 2018].

Keywords: Antimicrobial activity; Diethyl 2,2′ (thiocarbonyl bis (sulfanediyl)) diacetate; Synthesis; Trithiocarbonate.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Anti-Infective Agents / chemical synthesis*
Anti-Infective Agents / pharmacology*
Bacteria / drug effects*
Fungi / drug effects*
Male
Mice
Microbial Sensitivity Tests
Thiones / chemistry*

Substances

Anti-Infective Agents
Thiones
trithiocarbonic acid