Hydrogen sulfide releasing compounds : synthesis,characterization and anti-cancer effect study

• Main Author: Song, Zhijian
• Other Authors: School of Physical and Mathematical Sciences
• Format: Theses and Dissertations
• Language: English
• Published: 2014
• Subjects: DRNTU::Science::Chemistry::Biochemistry
• Online Access: http://hdl.handle.net/10356/61624
• Institution: Nanyang Technological University

Recent studies have shown hydrogen sulphide (H2S) as a promising gas mediator, which has versatile bio-functions, such as cardiovascular protection, nervous system protection, anti-tumour, ion-channel regulation, and so on. It is believed that garlic’s health function is closely related to the H2S releasing property of its organosulfur compounds. However, H2S releasing compounds extracted from plants are neither stable nor in high enrichment. Hence, people are paying attention to artificially synthesized H2S donors, which may have potential medicinal value. Based on the current structures of some natural products, we developed a series of novel H2S releasing compounds and studied their structure activity relationship. In this report, we modified natural amino acid, sugar and reported effective H2S releasing compounds. Release of H2S from the synthesized compounds into solution was examined with methlyene blue method and using fluorescent probe; anti-cancer activity in cell was characterized by crystal violet staining. Among all the synthesized compounds, thiosugar and allylic disulfide are able to release H2S continuously for more than one week. In addition, thiosugar can selectively kill MCF7, MB231, SKOV3 and shows low toxicity to non-cancer cells. Besides early stage cancer cells, allylic disulfide is able to selectively kill several kinds of late stage cancer cells, such as T47D, OVCR10.