Therapeutic potential of dithiocarbamate supported gold compounds

Adokoh, Christian K.

doi:10.1039/c9ra09682e

Cited by 49 publications

(15 citation statements)

References 94 publications

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“…This dithiocarbamate compound showed an enhancement factor of 9.8 × 10 5 when used for surface-enhanced Raman scattering imaging [98]. Generally, the medical applications could be ascribed to their ability to form metal chelate and the high reactivity of dithiocarbamate anions to other moieties (such as thiol) [98,99]. Other medical applications of dithiocarbamate, which are discussed in this review, are summarized in Figure 8.…”

Section: Medical Applications Of Dithiocarbamate Compoundsmentioning

confidence: 96%

“…Gold nanoparticles functionalized with biomimetic amino acid dithiocarbamate were used as nanoprobe for cell imaging as a result of their negligible toxicity to human cells. This dithiocarbamate compound showed an enhancement factor of 9.8 × 10 5 when used for surface-enhanced Raman scattering imaging [98]. Generally, the medical applications could be ascribed to their ability to form metal chelate and the high reactivity of dithiocarbamate anions to other moieties (such as thiol) [98,99].…”

Section: Medical Applications Of Dithiocarbamate Compoundsmentioning

confidence: 97%

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The Versatility in the Applications of Dithiocarbamates

Ajiboye

Marzouki

Onwudiwe

2022

IJMS

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Dithiocarbamate ligands have the ability to form stable complexes with transition metals, and this chelating ability has been utilized in numerous applications. The complexes have also been used to synthesize other useful compounds. Here, the up-to-date applications of dithiocarbamate ligands and complexes are extensively discussed. Some of these are their use as enzyme inhibitor and treatment of HIV and other diseases. The application as anticancer, antimicrobial, medical imaging and anti-inflammatory agents is examined. Moreover, the application in the industry as vulcanization accelerator, froth flotation collector, antifouling, coatings, lubricant additives and sensors is discussed. The various ways in which they have been employed in synthesis of other compounds are highlighted. Finally, the agricultural uses and remediation of heavy metals via dithiocarbamate compounds are comprehensively discussed.

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Section: Medical Applications Of Dithiocarbamate Compoundsmentioning

confidence: 96%

Section: Medical Applications Of Dithiocarbamate Compoundsmentioning

confidence: 97%

The Versatility in the Applications of Dithiocarbamates

Ajiboye

Marzouki

Onwudiwe

2022

IJMS

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“…Derivatives of Au(III) dithiocarbamate (AuDTC) have been prepared with strong proteosome inhibition and anticancer activity against breast and prostate cancer. − These complexes possessed dibromido ligands and peptide ligands ligated to the Au center via a thiolate moiety. Modifications to AuDTC by incorporating C^N-cyclometalated ligands and tuning the ancillary ligands with different dialkyl dithiocarbamate ligands generate highly potent Au(III) complexes with selective mitochondria targeting (Chart ).…”

Section: Therapeutic Gold Complexesmentioning

confidence: 99%

Next Generation Gold Drugs and Probes: Chemistry and Biomedical Applications

et al. 2023

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The gold drugs, gold sodium thiomalate (Myocrisin), aurothioglucose (Solganal), and the orally administered auranofin (Ridaura), are utilized in modern medicine for the treatment of inflammatory arthritis including rheumatoid and juvenile arthritis; however, new gold agents have been slow to enter the clinic. Repurposing of auranofin in different disease indications such as cancer, parasitic, and microbial infections in the clinic has provided impetus for the development of new gold complexes for biomedical applications based on unique mechanistic insights differentiated from auranofin. Various chemical methods for the preparation of physiologically stable gold complexes and associated mechanisms have been explored in biomedicine such as therapeutics or chemical probes. In this Review, we discuss the chemistry of next generation gold drugs, which encompasses oxidation states, geometry, ligands, coordination, and organometallic compounds for infectious diseases, cancer, inflammation, and as tools for chemical biology via gold–protein interactions. We will focus on the development of gold agents in biomedicine within the past decade. The Review provides readers with an accessible overview of the utility, development, and mechanism of action of gold-based small molecules to establish context and basis for the thriving resurgence of gold in medicine.

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“…Dithiocarbamates have been extensively used as ligands with transition metals because of their antitumor activity. Dithiocarbamate gold derivatives constitute one of the most studied families [ 38 , 39 , 40 ], particularly gold(III) derivatives, owing to their structural analogy with platinum(II) and their stability in biological environments. Thus, dithiocarbamate gold(III) complexes were found to overcome intrinsic and acquired cisplatin resistance by the inhibition of RNA and DNA synthesis [ 41 , 42 ].…”

Section: Introductionmentioning

confidence: 99%

Sulfonamide-Derived Dithiocarbamate Gold(I) Complexes Induce the Apoptosis of Colon Cancer Cells by the Activation of Caspase 3 and Redox Imbalance

et al. 2022

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Two new families of dithiocarbamate gold(I) complexes derived from benzenesulfonamide with phosphine or carbene as ancillary ligands have been synthesized and characterized. In the screening of their in vitro activity on human colon carcinoma cells (Caco-2), we found that the more lipophilic complexes—those with the phosphine PPh3—exhibited the highest anticancer activity whilst also displaying significant cancer cell selectivity. [Au(S2CNHSO2C6H5)(PPh3)] (1) and [Au(S2CNHSO2-p-Me-C6H4)(IMePropargyl)] (8) produce cell death, probably by intrinsic apoptosis (mitochondrial membrane potential modification) and caspase 3 activation, causing cell cycle arrest in the G1 phase with p53 activation. Besides this, both complexes might act as multi-target anticancer drugs, as they inhibit the activity of the enzymes thioredoxin reductase (TrxR) and carbonic anhydrase (CA IX) with the alteration of the redox balance, and show a pro-oxidant effect.

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Therapeutic potential of dithiocarbamate supported gold compounds

Abstract: Chrysotherapy or aurotherapy, the use of gold as medicine, is two thousand years old.

Cited by 49 publications

References 94 publications

The Versatility in the Applications of Dithiocarbamates

The Versatility in the Applications of Dithiocarbamates

Next Generation Gold Drugs and Probes: Chemistry and Biomedical Applications

Sulfonamide-Derived Dithiocarbamate Gold(I) Complexes Induce the Apoptosis of Colon Cancer Cells by the Activation of Caspase 3 and Redox Imbalance

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