Cytotoxic prenylated acetophenone dimers from Acronychia pedunculata. 2012

Eirini Kouloura, and Maria Halabalaki, and Marie-Christine Lallemand, and Sangkil Nam, and Richard Jove, and Marc Litaudon, and Khalijah Awang, and Hamid A Hadi, and Alexios-Leandros Skaltsounis
Laboratory of Pharmacognosy and Natural Products Chemistry, School of Pharmacy, University of Athens , Panepistimioupoli Zografou, 15771 Athens, Greece.

Three new acetophenone dimers or Acronychia-type acetophenones, acropyrone (1), acropyranol A (2), and acropyranol B (3), were isolated from the trunk bark of Acronychia pedunculata and structurally characterized, together with four known acetophenone dimers, acrovestone (4), acrovestenol (5), acrofolione A (6), and acrofolione B (7), the acetophenone monomer acronyline (8), and four furoquinoline alkaloids. The chemical structures of the new isolated compounds were elucidated unambiguously by spectroscopic data analysis. The cytotoxic activities of the isolated acetophenone dimers were evaluated against the DU145 prostate and A2058 melanoma human cancer cell lines as well as the NHDF normal cell line. Acrovestone (4) and acrovestenol (5) exhibited substantial cytotoxicity, with IC(50) values of 0.38 and 2.8 μM against A2058 melanoma cells as well as 0.93 and 2.7 μM against DU145 prostate cancer cells, respectively.

UI MeSH Term Description Entries
D008297 Male Males
D004354 Drug Screening Assays, Antitumor Methods of investigating the effectiveness of anticancer cytotoxic drugs and biologic inhibitors. These include in vitro cell-kill models and cytostatic dye exclusion tests as well as in vivo measurement of tumor growth parameters in laboratory animals. Anticancer Drug Sensitivity Tests,Antitumor Drug Screens,Cancer Drug Tests,Drug Screening Tests, Tumor-Specific,Dye Exclusion Assays, Antitumor,Anti-Cancer Drug Screens,Antitumor Drug Screening Assays,Tumor-Specific Drug Screening Tests,Anti Cancer Drug Screens,Anti-Cancer Drug Screen,Antitumor Drug Screen,Cancer Drug Test,Drug Screen, Anti-Cancer,Drug Screen, Antitumor,Drug Screening Tests, Tumor Specific,Drug Screens, Anti-Cancer,Drug Screens, Antitumor,Drug Test, Cancer,Drug Tests, Cancer,Screen, Anti-Cancer Drug,Screen, Antitumor Drug,Screens, Anti-Cancer Drug,Screens, Antitumor Drug,Test, Cancer Drug,Tests, Cancer Drug,Tumor Specific Drug Screening Tests
D006801 Humans Members of the species Homo sapiens. Homo sapiens,Man (Taxonomy),Human,Man, Modern,Modern Man
D000098 Acetophenones Derivatives of the simplest aromatic ketone acetophenone (of general formula C6H5C(O)CH3).
D000818 Animals Unicellular or multicellular, heterotrophic organisms, that have sensation and the power of voluntary movement. Under the older five kingdom paradigm, Animalia was one of the kingdoms. Under the modern three domain model, Animalia represents one of the many groups in the domain EUKARYOTA. Animal,Metazoa,Animalia
D000972 Antineoplastic Agents, Phytogenic Agents obtained from higher plants that have demonstrable cytostatic or antineoplastic activity. Antineoplastics, Botanical,Antineoplastics, Phytogenic,Agents, Phytogenic Antineoplastic,Botanical Antineoplastics,Phytogenic Antineoplastic Agents,Phytogenic Antineoplastics
D015394 Molecular Structure The location of the atoms, groups or ions relative to one another in a molecule, as well as the number, type and location of covalent bonds. Structure, Molecular,Molecular Structures,Structures, Molecular
D024301 Plant Bark The outer layer of the woody parts of plants. Bark, Plant,Bark, Tree,Tree Bark,Barks, Plant,Barks, Tree,Plant Barks,Tree Barks
D027821 Rutaceae A plant family in the order Sapindales that grows in warmer regions and has conspicuous flowers. Acronychia,Atalantia,Australian Wild Lime,Bauerella,Fortunella,Glycosmis,Haplophyllum,Kumquat,Lime, Australian Wild,Melicope,Microcitrus,Raulinoa,Sarcomelicope,Severinia,Swinglea,Teclea,Vepris,Zieria,Agathosma,Acronychias,Agathosmas,Atalantias,Bauerellas,Fortunellas,Glycosmi,Haplophyllums,Kumquats,Melicopes,Raulinoas,Sarcomelicopes,Severinias,Swingleas,Tecleas,Vepri,Wild Lime, Australian,Zierias

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