New effective compounds, which can be endogenous donors of a signaling molecule - hydrogen sulfide in the body, were synthesized by SUSU scientists. Due to this property, the obtained compounds are potential drugs with a cancer-preventing effect. The research work was published in the Russian Chemical Bulletin (Q3).
Organosulfur compounds with anticancer, antibacterial, and antirheumatic properties have been studied for some years by scientists from South Ural State University and N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences. In the latest study, they attempted to search for new derivatives of 1,2-dithiol-3-thiones - compounds with various biological activities.
Several years ago, scientists proved that the 1,2-dithiol-3-thione fragment is an efficient endogenous donor of hydrogen sulfide in the body. It means that it can increase the gas content in human blood and tissues. One of the most studied hydrogen sulfide donors in the world is 5- (4-hydroxyphenyl) -3H-1,2-dithiol-3-thione.
Scientists have previously developed an effective method for producing the compound. In the last work, the researchers reflected the strategy of a fundamentally new way of introducing a dithiolthione fragment based on the previously synthesized 4,5-dichloro-1,2-dithiol-3-thione into hybrid molecules.
Cellular hydrogen sulfide regulates important functions of the cardiovascular, immune, nervous, respiratory and gastrointestinal systems. A fundamentally new achievement was the introduction of a new heterocyclic fragment containing a dithiolothionic cycle to obtain an endogenous hydrogen sulfide donor containing a natural non-toxic thioglycoside molecule."
Oleg Rakitin, Professor and Doctor of Chemistry, South Ural State University
G. B. Elyakov carried out the synthesis and proof of the structure of new compounds in the joint laboratory of SUSU and the Institute of Organic Chemistry of the Russian Academy of Sciences, with his colleagues from the Pacific Institute of Bioorganic Chemistry. The scientists tested the efficacy in mouse epidermal cell models (JB6 Cl41 P +) and in soft agar human leukemia cell models. The study of cancer preventive (anticancer) activity was carried out at the Pacific Institute of Bioorganic Chemistry. The cooperation of groups working in various fields of science has become a distinctive feature of research.
As a result, the scientists synthesized six new acetylthioglycoside derivatives of 4-chloro-1,2-dithiol-3-thione. It has been established that all of them can be used as potential drugs with anti-cancer effects.
The research is fundamental. In the future, scientists intend to obtain other compounds, fragments of which can release two or even three endogenously produced signaling molecules of hydrogen sulfide, carbon monoxide, and nitric oxide. The findings can create a breakthrough in obtaining multipurpose drugs and are of interest to organizations specializing in cancer preventive therapy.
Source:
Journal reference:
Fedorov, S. N., et al. (2021) Synthesis and studies of acetylthioglycoside conjugates of 4-chloro-1,2-dithiole-3-thione as potential antitumor agents. Russian Chemical Bulletin. doi.org/10.1007/s11172-021-3127-1.