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IUCrData Jul 2023The title compound, CHI, is an ethynyl-substituted anthracene. The C-C-I bond angles deviate from 180°, being affected by inter-molecular I⋯π inter-actions. These...
The title compound, CHI, is an ethynyl-substituted anthracene. The C-C-I bond angles deviate from 180°, being affected by inter-molecular I⋯π inter-actions. These inter-actions form a two-dimensional supra-molecular structure further supported by offset π-π stacking of neighboring anthracene moieties.
PubMed: 37937130
DOI: 10.1107/S2414314623005539 -
IUCrData Mar 2024In the title compound, CHBrN, the dihedral angles between the anthracene ring system and the phenyl rings are 89.51 (14) and 74.03 (15)°. In the extended structure,...
In the title compound, CHBrN, the dihedral angles between the anthracene ring system and the phenyl rings are 89.51 (14) and 74.03 (15)°. In the extended structure, a weak C-H⋯Br inter-action occurs, which generates [100] chains, but no significant π-π or C-H⋯π inter-actions are observed.
PubMed: 38586526
DOI: 10.1107/S2414314624002074 -
Journal of the American Chemical Society Mar 2024The symmetrical 7,16-diaza-6,8,15,17-tetrakis(triisopropylsilylethynyl)heptacene was obtained by a Pd-catalyzed reaction of a 2,3-diamino-1,4-diethynylanthracene with a...
The symmetrical 7,16-diaza-6,8,15,17-tetrakis(triisopropylsilylethynyl)heptacene was obtained by a Pd-catalyzed reaction of a 2,3-diamino-1,4-diethynylanthracene with a 2,3-dibromo-1,4-diethynyl anthracene. Positioning the TIPS-ethynyl groups adjacent to the central ring suppresses dimerization via [4+4] cycloadditions and Diels-Alder reactions; the middle pyrazine ring renders this species stable to oxidation. A single crystal structure was obtained, and thin film transistors with μ = 0.042 cm V s were produced. Transposition of the alkynyl groups into the 5,8,15,18-positions with a quinoxaline unit in the center of the heptacene decreases the stability, as does the introduction of two more nitrogen atoms into the 5,18-positions. The hydrocarbon 6,8,15,17-tetrakis(triisopropylsilylethynyl)heptacene is reasonably stable with a half-life of 25 h in solution. Four correctly placed TIPS-ethynyl groups protect heptacene cores.
PubMed: 38413006
DOI: 10.1021/jacs.3c13629 -
Cell Reports. Medicine Sep 2023Inhibition of adenosine A2A receptor (A2AR) is a promising approach for cancer immunotherapy currently evaluated in several clinical trials. We here report that...
Inhibition of adenosine A2A receptor (A2AR) is a promising approach for cancer immunotherapy currently evaluated in several clinical trials. We here report that anti-obesogenic and anti-inflammatory functions of A2AR, however, significantly restrain hepatocellular carcinoma (HCC) development. Adora2a deletion in mice triggers obesity, non-alcoholic steatohepatitis (NASH), and systemic inflammation, leading to spontaneous HCC and promoting dimethylbenzyl-anthracene (DMBA)- or diethylnitrosamine (DEN)-induced HCC. Conditional Adora2a deletion reveals critical roles of myeloid and hepatocyte-derived A2AR signaling in restraining HCC by limiting hepatic inflammation and steatosis. Remarkably, the impact of A2AR pharmacological blockade on HCC development is dependent on pre-existing NASH. In support of our animal studies, low ADORA2A gene expression in human HCC is associated with cirrhosis, hepatic inflammation, and poor survival. Together, our study uncovers a previously unappreciated tumor-suppressive function for A2AR in the liver and suggests caution in the use of A2AR antagonists in patients with NASH and NASH-associated HCC.
Topics: Humans; Animals; Mice; Carcinoma, Hepatocellular; Non-alcoholic Fatty Liver Disease; Receptor, Adenosine A2A; Liver Neoplasms; Inflammation
PubMed: 37729873
DOI: 10.1016/j.xcrm.2023.101188 -
ACS Omega Aug 2023This work reports on the antibacterial activity of two tetrandrine derivatives, with acridine () and anthracene () units, against Gram-positive and Gram-negative...
This work reports on the antibacterial activity of two tetrandrine derivatives, with acridine () and anthracene () units, against Gram-positive and Gram-negative bacteria of clinical importance by the broth microdilution method as well as their antioxidant activity against ABTS and DPPH radicals. Unlike natural tetrandrine, its derivatives inhibited bacterial growth, showing selectivity against with notable activity of (MIC = 0.035 μg/mL); this compound also has good activity against the ABTS radical (IC = 4.59 μg/mL). Cell membrane integrity studies and reactive oxygen species (ROS) detection by fluorescent stains helped to understand possible mechanisms related to antibacterial activity, while electrophoretic mobility assays showed that the derivatives can bind to bacterial DNA plasmid. The results indicate that can induce a general state of oxidative stress in and , while induces an oxidative response in . Complementary electrochemical studies were included.
PubMed: 37576675
DOI: 10.1021/acsomega.3c01368 -
Molecules (Basel, Switzerland) Dec 2023Anthraquinones are bioactive natural products, which are often found in medicinal herbs. These compounds exert antioxidant-related pharmacological actions including... (Review)
Review
Anthraquinones are bioactive natural products, which are often found in medicinal herbs. These compounds exert antioxidant-related pharmacological actions including neuroprotective effects, anti-inflammation, anticancer, hepatoprotective effects and anti-aging, etc. Considering the benefits from their pharmacological use, recently, there was an upsurge in the development and utilization of anthraquinones as reactive oxygen species (ROS) regulators. In this review, a deep discussion was carried out on their antioxidant activities and the structure-activity relationships. The antioxidant mechanisms and the chemistry behind the antioxidant activities of both natural and synthesized compounds were furtherly explored and demonstrated. Due to the specific chemical activity of ROS, antioxidants are essential for human health. Therefore, the development of reagents that regulate the imbalance between ROS formation and elimination should be more extensive and rational, and the exploration of antioxidant mechanisms of anthraquinones may provide new therapeutic tools and ideas for various diseases mediated by ROS.
Topics: Humans; Antioxidants; Reactive Oxygen Species; Anthraquinones; Structure-Activity Relationship
PubMed: 38138627
DOI: 10.3390/molecules28248139 -
Phytomedicine : International Journal... Oct 2023Experimental studies emphasize the therapeutic potential of plant-derived photosensitizers used in photodynamic therapy. Moreover, several in vitro and in vivo research... (Review)
Review
BACKGROUND
Experimental studies emphasize the therapeutic potential of plant-derived photosensitizers used in photodynamic therapy. Moreover, several in vitro and in vivo research present the promising roles of less-known anthraquinones that can selectively target cancer cells and eliminate them after light irradiation. This literature review summarizes the current knowledge of chosen plant-based-photosensitizers in PDT to show the results of emodin, aloe-emodin, parietin, rubiadin, hypericin, and soranjidiol in photodynamic therapy of cancer treatment and describe the comprehensive perspective of their role as natural photosensitizers.
METHODS
Literature searches of chosen anthraquinones were conducted on PubMed.gov with keywords: "emodin", "aloe-emodin", "hypericin", "parietin", "rubiadin", "soranjidiol" with "cancer" and "photodynamic therapy".
RESULTS
According to literature data, this review concentrated on all existing in vitro and in vivo studies of emodin, aloe-emodin, parietin, rubiadin, soranjidiol used as natural photosensitizers emphasizing their effectiveness and detailed mechanism of action in anticancer therapy. Moreover, comprehensive preclinical and clinical studies on hypericin reveal that the above-described substances may be included in the phototoxic treatment of different cancers.
CONCLUSIONS
Overall, this review presented less-known anthraquinones with their promising molecular mechanisms of action. It is expected that in the future they may be used as natural PSs in cancer treatment as well as hypericin.
Topics: Photosensitizing Agents; Anthraquinones
PubMed: 37603973
DOI: 10.1016/j.phymed.2023.155035 -
Frontiers in Microbiology 2023Polycyclic aromatic hydrocarbons (PAHs) are chemicals that are released into the environment during activities of the petroleum industry. The bioaccumulation,...
Polycyclic aromatic hydrocarbons (PAHs) are chemicals that are released into the environment during activities of the petroleum industry. The bioaccumulation, carcinogenic and mutagenic potential of PAHs necessitates the bioremediation of these contaminants. However, bioremediation of PAHs has a number of limitations including the inability of a single microbe to degrade all of the PAH fraction's environmental constituents. Therefore, a different paradigm, employing microalgal-bacterial consortium (MBC), may be used to effectively remove PAHs contaminants. In this type of interaction, the microalgae and bacteria species in the consortium work together in a way that enhances the overall performance of the MBC. Bacterial species in the consortium provide essential nutrients or growth factors by degrading toxic substances and provide these to microalgae, while the microalgae species provide organic carbon for the bacterial species to grow. For the first time, the ability of () microalgae to break down phenanthrene (PHE) and anthracene (ANT) was investigated. Phenanthrene was shown to be more effectively degraded by (98%) as compared to () 19%. Similarly, has effectively degrade anthracene (98%) as compared with (45%). The consortia of and has shown a slight increase in the degradation of PHE (96%) and ANT (99%). Our findings show that did not inhibit the growth of and in the consortia has effectively eliminated the PAHs from the media. Therefore has a tremendous potential to remove PAHs from the polluted environment. Future research will be conducted to assess 's capacity to eliminate PAHs that exhibit high molar masses than that of PHE and ANT.
PubMed: 37771703
DOI: 10.3389/fmicb.2023.1227210 -
International Journal of Molecular... Oct 2023Breast cancer (BC) is the most common malignancy among women worldwide. In recent years, significant progress has been made in BC therapy. However, serious side effects... (Review)
Review
Breast cancer (BC) is the most common malignancy among women worldwide. In recent years, significant progress has been made in BC therapy. However, serious side effects resulting from the use of standard chemotherapeutic drugs, as well as the phenomenon of multidrug resistance (MDR), limit the effectiveness of approved therapies. Advanced research in the BC area is necessary to create more effective and safer forms of therapy to improve the outlook for individuals diagnosed with this aggressive neoplasm. For decades, plants and natural products with anticancer properties have been successfully utilized in treating various medical conditions. Anthraquinone derivatives are tricyclic secondary metabolites of natural origin that have been identified in plants, lichens, and fungi. They represent a few botanical families, e.g., Rhamnaceae, Rubiaceae, Fabaceae, Polygonaceae, and others. The review comprehensively covers and analyzes the most recent advances in the anticancer activity of 1,8-dihydroanthraquinone derivatives (emodin, aloe-emodin, hypericin, chrysophanol, rhein, and physcion) applied both individually, or in combination with other chemotherapeutic agents, in in vitro and in vivo BC models. The application of nanoparticles for in vitro and in vivo evidence in the context of 1,8-dihydroanthraquinone derivatives was also described.
Topics: Humans; Female; Emodin; Breast Neoplasms; Rheum; Anthraquinones; Plant Extracts; Polygonaceae
PubMed: 37958772
DOI: 10.3390/ijms242115789 -
BMC Cancer Sep 2023Cardiotoxicity is among the most important adverse effects of childhood cancer treatment. Anthracyclines, mitoxantrone and radiotherapy involving the heart are its main...
BACKGROUND
Cardiotoxicity is among the most important adverse effects of childhood cancer treatment. Anthracyclines, mitoxantrone and radiotherapy involving the heart are its main causes. Subclinical cardiac dysfunction may over time progress to clinical heart failure. The majority of previous studies have focused on late-onset cardiotoxicity. In this systematic review, we discuss the prevalence and risk factors for acute and early-onset cardiotoxicity in children and adolescents with cancer treated with anthracyclines, mitoxantrone or radiotherapy involving the heart.
METHODS
A literature search was performed within PubMed and reference lists of relevant studies. Studies were eligible if they reported on cardiotoxicity measured by clinical, echocardiographic and biochemical parameters routinely used in clinical practice during or within one year after the start of cancer treatment in ≥ 25 children and adolescents with cancer. Information about study population, treatment, outcomes of diagnostic tests used for cardiotoxicity assessment and risk factors was extracted and risk of bias was assessed.
RESULTS
Our PubMed search yielded 3649 unique publications, 44 of which fulfilled the inclusion criteria. One additional study was identified by scanning the reference lists of relevant studies. In these 45 studies, acute and early-onset cardiotoxicity was studied in 7797 children and adolescents. Definitions of acute and early-onset cardiotoxicity prove to be highly heterogeneous. Prevalence rates varied for different cardiotoxicity definitions: systolic dysfunction (0.0-56.4%), diastolic dysfunction (30.0-100%), combinations of echocardiography and/or clinical parameters (0.0-38.1%), clinical symptoms (0.0-25.5%) and biomarker levels (0.0-37.5%). Shortening fraction and ejection fraction significantly decreased during treatment. Cumulative anthracycline dose proves to be an important risk factor.
CONCLUSIONS
Various definitions have been used to describe acute and early-onset cardiotoxicity due to childhood cancer treatment, complicating the establishment of its exact prevalence. Our findings underscore the importance of uniform international guidelines for the monitoring of cardiac function during and shortly after childhood cancer treatment.
Topics: Humans; Adolescent; Child; Cardiotoxicity; Mitoxantrone; Neoplasms; Heart; Anthracyclines; Polyketides
PubMed: 37710224
DOI: 10.1186/s12885-023-11353-9