Chloroethylaminoanthraquinones are described with intercalating and alkylating capacity that potentially covalently cross-link topoisomerase II (topo II) to DNA. These compounds have potent cytotoxic activity (IC(50) = 0.9-7.6 nM) against the A2780 human ovarian carcinoma cell line. Hydroxyethylaminoanthraquinones also reported in this paper have similar IC(50) values (0.7-1.7 nM) in the same cell line. Alchemix (ZP281M, 1-(2-[N,N-bis(2-chloroethyl)amino]ethylamino)-4-(2-[N,N-(dimethyl)amino]ethylamino)-5,8-dihydroxy-9,10-anthracenedione), an alkylating anthraquinone, retains excellent antitumor activity in Adriamycin-resistant (2780AD) and cisplatin-resistant (2780/cp70) cell lines in vitro and in vivo. This indicates that Alchemix can evade both P-glycoprotein efflux pump and DNA mismatch repair-mediated resistance. In treated cells, Alchemix was shown to preferentially induce drug-stabilized covalent bound topo IIalpha-DNA complexes over topo IIbeta-DNA complexes.
Download full-text PDF |
Source |
|---|
Publication Analysis
Top Keywords
Similar Publications
Transformation of polycyclic aromatic hydrocarbons during frying stinky tofu.
Food Chem
January 2025
Department of Food Science and Technology, School of Agriculture and Biology, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, China. Electronic address:
Reductions in polycyclic aromatic hydrocarbon (PAH) concentrations have been observed during frying. However, transformation mechanisms of PAHs remain unclear. We hypothesize that PAHs may be oxidized into oxygenated polycyclic aromatic hydrocarbons (OPAHs) and other derivatives during frying.
View Article and Find Full Text PDFAnalysis of alkyl-anthraquinone derivatives from hydrogen peroxide industrial process, using LC × LC-HRMS with shifting gradients.
Anal Methods
December 2024
Universite Claude Bernard Lyon 1, ISA UMR 5280, CNRS, 5 rue de la Doua, 69100 Villeurbanne, France.
The characterization of industrial working solutions containing numerous structurally related compounds and isomers requires the use of two-dimensional liquid chromatography coupled with high-resolution mass spectrometry (LC × LC-HRMS). The separation of alkyl-anthraquinone derivatives produced during hydrogen peroxide production was achieved by coupling a biphenyl and a C18 in the first and second dimensions, combined with the use of continuous shifting gradients in the second dimension (D). The use of shifting gradients offers a significant advantage over regular gradients, with a 20% increase in occupancy and better separation of isomers eluted within the same modulation.
View Article and Find Full Text PDFMitoxantrone-Based Novel Conditioning Regimen Leads to Great Survival Benefit in Peripheral T-Cell Lymphoma Compared to BEAM Regimen.
Cancer Med
December 2024
Department of Hematology, Huadong Hospital, Fudan University, Shanghai, China.
Background: Peripheral T-cell lymphomas (PTCL) frequently result in relapsed or refractory diseases. Upfront autologous hematopoietic stem cell transplantation (ASCT) using the BEAM (carmustine, etoposide, cytarabine, and melphalan) regimen is recommended. However, relapses are common in PTCL, highlighting a critical need for improved survival outcomes in these patients.
View Article and Find Full Text PDFSequence-Selective Recognition of the d(GGCGCC) DNA Palindrome by Oligopeptide Derivatives of Mitoxantrone. Enabling for Simultaneous Targeting of the Two Guanine Bases Upstream from the Central Intercalation Site in Both Grooves and along Both Strands.
ACS Omega
October 2024
DMMT, University of Brescia, Viale Europa 11, Brescia 25121, Italy.
The d(GGCGCC) palindrome is encountered in several oncogenic and retroviral sequences. In order to target it, we previously designed several oligopeptide derivatives of the mitoxantrone and ametantrone anticancer intercalators. These have two arms with a cationic side-chain in the major groove, each destined to bind along each strand O/N of the two successive guanine bases (G1-G2/G1'-G2') upstream from the central anthraquinone intercalation site.
View Article and Find Full Text PDFPhotocatalytic Decarboxylative Fluorination by Quinone-Based Isoreticular Covalent Organic Frameworks.
J Am Chem Soc
August 2024
Department of Chemical Sciences, Indian Institute of Science Education and Research Kolkata, Mohanpur 741246, India.
The strategic incorporation of fluorine atoms into molecules has become a cornerstone of modern pharmaceuticals, agrochemicals, and materials science. Herein, we have developed a covalent organic framework (COF)-based, robust photocatalyst that enables the photofluorodecarboxylation reaction of diverse carboxylic acids, producing alkyl fluorides with remarkable efficiency. The catalytic activity of an anthraquinone-based COF catalyst outperforms other structurally analogous β-ketoenamine COFs.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!