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Synthesis and study of novel thiolato-gold(I) complexes as anticancer agents
Thesis (MSc)--Stellenbosch University, 2025.
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| Format: | Thesis |
| Language: | English |
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Stellenbosch : Stellenbosch University
2025
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| _version_ | 1867613884740796416 |
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| access_status_str | Open Access |
| author | Scott, Sarah Anne |
| author2 | Chellan, Prinessa |
| author_browse | Chellan, Prinessa Scott, Sarah Anne |
| author_facet | Chellan, Prinessa Scott, Sarah Anne |
| author_sort | Scott, Sarah Anne |
| collection | Thesis |
| dc_rights_str_mv | Stellenbosch University |
| description | Thesis (MSc)--Stellenbosch University, 2025. |
| format | Thesis |
| id | oai:scholar.sun.ac.za:10019.1/133120 |
| institution | Stellenbosch University (South Africa) |
| language | English |
| last_indexed | 2026-06-10T12:43:14.822Z |
| license_str | Other — see source repository |
| provenance_str_mv | Harvested via OAI-PMH from SUNScholar — Stellenbosch University Repository |
| publishDate | 2025 |
| publishDateRange | 2025 |
| publishDateSort | 2025 |
| publisher | Stellenbosch : Stellenbosch University |
| publisherStr | Stellenbosch : Stellenbosch University |
| record_format | dspace |
| source_str | SUNScholar — Stellenbosch University Repository |
| spelling | oai:scholar.sun.ac.za:10019.1/133120 Synthesis and study of novel thiolato-gold(I) complexes as anticancer agents Scott, Sarah Anne Chellan, Prinessa Kaschula, Catherine Stellenbosch University. Faculty of Science. Dept. of Chemistry and Polymer Science. Gold compounds -- Therapeutic use Antineoplastic agents Thiols Carcinogenesis Thesis (MSc)--Stellenbosch University, 2025. Scott, S. A. 2025. Synthesis and study of novel thiolato-gold(I) complexes as anticancer agents. Unpublished masters thesis. Stellenbosch: Stellenbosch University [online]. Available: https://scholar.sun.ac.za/items/553d5ca9-4b35-4471-b866-4c06f73fbbae ENGLISH ABSTRACT: Cancer remains a global health issue and is the second leading cause of death worldwide. Based on the World Health Organisation’s global cancer observatory, 20 million cases and 9.7 million deaths were reported in 2022. Currently there is no perfect treatment for cancer with most chemotherapeutic drugs causing a number of debilitating side effects. The success of the platinum-based drug, cisplatin, resulted in extensive investigation into other metallodrugs. A rise in the incidence of cisplatin resistance also prompted the need for new and effective drugs with targeted mechanisms of action. Drug repurposing is an emerging trend in anticancer drug development as it is faster and more cost effect. The gold(I) drug auranofin, once used to treat rheumatoid arthritis, has been evaluated for repurposing for a number of applications including cancer. The treatment of cancer cells with auranofin and other gold(I) drugs has been shown to target the thioredoxin reductase system as well as other cellular thiols and induce cell death. This project involves the synthesis and characterisation of gold(I) complexes containing both a thiol and a phosphine ligand. The complexes were all obtained in moderate to good yields. Full characterisation was completed and included 1H, 31P and 13C NMR spectroscopy, FT-IR spectroscopy and electrospray ionisation mass spectrometry. The solubility and stability of the complexes were studied under physiological conditions to evaluated how they may react once placed in an aqueous environment. The complexes were evaluated against two cancer cell lines namely, A549 lung cancer and MCF-7 breast cancer and were found to have very good activity against both cell lines but improved activity on the breast cell line. The complexes showed no selectivity for cancer cells over healthy cells as similar levels of activity were seen against the normal cell line HEK-293. They did, however, show less activity when compared to the control drug cisplatin. AFRIKAANSE OPSOMMING: Kanker bly 'n we reldwye gesondheidskwessie en is die tweede grootste oorsaak van doodwe reldwyd. Gebaseer op die We reldgesondheidsorganisasies we reldwye kankersterrewag, is 20 miljoen gevalle en 9,7 miljoen sterftes in 2022 aangemeld. Tans is daar geen perfekte behandeling vir kanker met die meeste chemoterapeutiese middels wat 'n aantal aftakelende newe-effekte veroorsaak nie. Die sukses van die platinumgebaseerde middel, cisplatin, het gelei tot uitgebreide ondersoek na ander metallodrugs. 'n Toename in die voorkoms van sisplatienweerstand het ook die behoefte aan nuwe en effektiewe middels met geteikende meganismes van werking veroorsaak. Hergebruik van dwelms is 'n opkomende neiging in die ontwikkeling van medisyne teen kanker, aangesien dit vinniger en koste-effek is. Die goue (I) middel auranofin, een keer gebruik om rumatoï ede artritis te behandel, is gee valueer vir hergebruik vir 'n aantal toepassings, insluitend kanker. Daar is getoon dat die behandeling van kankerselle met auranofien en ander goud(I) middels die tioredoksienreduktasestelsel sowel as ander sellule re toile teiken en seldood veroorsaak. Hierdie projek behels die sintese en karakterisering van goud(I)-komplekse wat beide 'n tiol- en 'n fosfienligand bevat. Die komplekse is almal in matige tot goeie opbrengste verkry. Volledige karakterisering is voltooi en het 1H, 31P en 13C KMR spektroskopie, FTIR spektroskopie en elektrosproei ionisasie massaspektrometrie ingesluit. Die oplosbaarheid en stabiliteit van die komplekse is bestudeer onder fisiologiese toestande om te evalueer hoe hulle kan reageer sodra dit in 'n waterige omgewing geplaas is. Die komplekse is gee valueer teen twee kankersellyne, naamlik A549 longkanker en MCF7 borskanker en daar is gevind dat dit baie goeie aktiwiteit teen beide sellyne het, maar verbeterde aktiwiteit op die borssellyn. Die komplekse het geen selektiwiteit vir kankerselle bo gesonde selle getoon nie aangesien soortgelyke vlakke van aktiwiteit teen die normale sellyn HEK-293 gesien is. Hulle het egter minder aktiwiteit getoon in vergelyking met die kontrolemiddel cisplatin. Masters 2025-07-18T08:14:03Z 2025-07-18T08:14:03Z 2025-03 Thesis https://scholar.sun.ac.za/handle/10019.1/133120 en Stellenbosch University xiv, 111 pages : illustrations application/pdf Stellenbosch : Stellenbosch University |
| spellingShingle | Gold compounds -- Therapeutic use Antineoplastic agents Thiols Carcinogenesis Scott, Sarah Anne Synthesis and study of novel thiolato-gold(I) complexes as anticancer agents |
| title | Synthesis and study of novel thiolato-gold(I) complexes as anticancer agents |
| title_full | Synthesis and study of novel thiolato-gold(I) complexes as anticancer agents |
| title_fullStr | Synthesis and study of novel thiolato-gold(I) complexes as anticancer agents |
| title_full_unstemmed | Synthesis and study of novel thiolato-gold(I) complexes as anticancer agents |
| title_short | Synthesis and study of novel thiolato-gold(I) complexes as anticancer agents |
| title_sort | synthesis and study of novel thiolato gold i complexes as anticancer agents |
| topic | Gold compounds -- Therapeutic use Antineoplastic agents Thiols Carcinogenesis |
| url | https://scholar.sun.ac.za/handle/10019.1/133120 |
| work_keys_str_mv | AT scottsarahanne synthesisandstudyofnovelthiolatogoldicomplexesasanticanceragents |