ArticleJournal of medicinal chemistry2009
Replacement of a thiourea-S with an amidine-NH donor group in a platinum-acridine antitumor compound reduces the metal's reactivity with cysteine sulfur.
Article in Journal of medicinal chemistry, 2009. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 14 papers.
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Who cites it
14 citing papers in PubMed.
- Development of Prodrug-Payloads for Targeted Therapeutic Applications of Platinum-Acridine Anticancer Agents.Bioconjugate chemistry · 2023Article
- Recent Progress in Cyclic Aryliodonium Chemistry: Syntheses and Applications.Chemical reviews · 2023Review
- Development of NovelJournal of medicinal chemistry · 2022Article
- DNA Adduct Detection after Post-Labeling Technique with PCR Amplification (DNA-ADAPT-qPCR) Identifies the Pre-ribosomal RNA Gene as a Direct Target of Platinum-Acridine Anticancer Agents.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
- Discovery of a Chiral DNA-Targeted Platinum-Acridine Agent with Potent Enantioselective Anticancer Activity.Angewandte Chemie (International ed. in English) · 2020Article
- Cysteine-Directed Bioconjugation of a Platinum(II)-Acridine Anticancer Agent.Inorganic chemistry · 2019Article
- Platination of cysteine by an epidermal growth factor receptor kinase-targeted hybrid agent.Chemical communications (Cambridge, England) · 2018Article
- Design and cellular studies of a carbon nanotube-based delivery system for a hybrid platinum-acridine anticancer agent.Journal of inorganic biochemistry · 2016Article
- Design of enzymatically cleavable prodrugs of a potent platinum-containing anticancer agent.Chemistry (Weinheim an der Bergstrasse, Germany) · 2014Article
- Mechanism of the palladium-catalyzed hydrothiolation of alkynes to thioethers: a DFT study.Journal of molecular modeling · 2014Article
- Synthetic methods for the preparation of platinum anticancer complexes.Chemical reviews · 2014Review
- Comparative chemogenomics to examine the mechanism of action of dna-targeted platinum-acridine anticancer agents.ACS chemical biology · 2012Article
- Unusual Reactivity of a Potent Platinum-Acridine Hybrid Antitumor Agent.ACS medicinal chemistry letters · 2011Article
- Cytotoxic Profile and Peculiar Reactivity with Biomolecules of a Novel "Rule-Breaker" Iodidoplatinum(II) Complex.ACS medicinal chemistry letters · 2010Article
Corrections and comments
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Authors and funding
3 authors.
Funding
Abstract
The reactivity of two DNA-targeted platinum-acridine conjugates with cysteine sulfur was studied. The conjugate containing an amidine-NH donor group cis to the chloride leaving group showed considerably reduced reactivity with N-acetylcysteine compared to the prototypical derivative containing a thiourea-S linkage. The opposite scenario has been observed previously in reactions with nucleobase nitrogen. Possible consequences of the unique target-selective tuning of the substitution chemistry for the pharmacodynamic properties and biological activity of these agents are discussed.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.