title: Cyclopalladated and cycloplatinated benzophenone imines: antitumor, antibacterial and antioxidant activities, DNA interaction and cathepsin B inhibition.
abstract: The antitumor, antibacterial and antioxidant activity, DNA interaction and cathepsin B inhibition of cyclo-ortho-palladated and -platinated compounds [Pd(C,N)]2(μ-X)2 [X=OAc (1), X=Cl (2)] and trans-N,P-[M(C,N)X(PPh3)] [M=Pd, X=OAc (3), M=Pd, X=Cl (4), M=Pt, X=Cl (5)] are discussed [(C,N)=cyclo-ortho-metallated benzophenone imine]. The cytotoxicity of compound 5 has been evaluated towards human breast (MDA-MB-231 and MCF-7) and colon (HCT-116) cancer cell lines and that of compounds 1-4 towards the HCT-116 human colon cancer cell line. These cytotoxicities have been compared with those previously reported for compounds 1-4 towards MDA-MB-231 and MCF-7 cancer cell lines. Compound 3 and 4 were approximately four times more active than cisplatin against the MDA-MB-231 and MCF-7 cancer cell lines, and compound 5, was approximately four times more potent than cisplatin against the HCT-116 cancer cell line. The antibacterial activity of compounds 1-5 was in between the ranges of activity of the commercial antibiotic compounds cefixime and roxithromycin. Complexes 1-2 and 4-5 presented also antioxidant activity. Compounds 1-5 alter the DNA tertiary structure in a similar way to cisplatin, but at higher concentration, and do not present a high efficiency as cathepsin B inhibitors. Compound 5 has not been previously described, and its preparation, characterization, and X-ray crystal structure are reported.
authors: Departament de Química Inorgànica, Facultat de Química, Universitat de Barcelona, Martí i Franquès 1-11, 08028 Barcelona, Spain; Institut de Biomedicina (IBUB), Universitat de Barcelona, Barcelona, Spain. Electronic address: joan.albert@qi.ub.es.
authors: Joan
authors: J
authors: Albert
authors: Departament de Química Inorgànica, Facultat de Química, Universitat de Barcelona, Martí i Franquès 1-11, 08028 Barcelona, Spain.
authors: Lucía
authors: L
authors: D'Andrea
authors: Departament de Química Inorgànica, Facultat de Química, Universitat de Barcelona, Martí i Franquès 1-11, 08028 Barcelona, Spain; Institut de Biomedicina (IBUB), Universitat de Barcelona, Barcelona, Spain.
authors: Jaume
authors: J
authors: Granell
authors: Departament de Química Inorgànica, Facultat de Química, Universitat de Barcelona, Martí i Franquès 1-11, 08028 Barcelona, Spain.
authors: Pepita
authors: P
authors: Pla-Vilanova
authors: Laboratori de Química Orgànica, Facultat de Farmàcia, Universitat de Barcelona, Av. Joan XXIII s/n, 08028 Barcelona, Spain. Electronic address: quirantese@ub.edu.
authors: Josefina
authors: J
authors: Quirante
authors: Department of Chemistry, Government College University, Faisalabad, Pakistan.
authors: Muhammad Kaleem
authors: MK
authors: Khosa
authors: Biomed Division LEITAT Technological Center, Parc Científic, Edifici Hèlix, Baldiri Reixach 15-21, 08028 Barcelona, Spain.
authors: Carme
authors: C
authors: Calvis
authors: Biomed Division LEITAT Technological Center, Parc Científic, Edifici Hèlix, Baldiri Reixach 15-21, 08028 Barcelona, Spain.
authors: Ramon
authors: R
authors: Messeguer
authors: Departament de Bioquímica i Biologia Molecular, Facultat de Farmàcia, Universitat de Barcelona, Av. Joan XXIII s/n, 08028 Barcelona, Spain; Institut de Biomedicina (IBUB), Universitat de Barcelona, Barcelona, Spain.
authors: Josefa
authors: J
authors: Badía
authors: Departament de Bioquímica i Biologia Molecular, Facultat de Farmàcia, Universitat de Barcelona, Av. Joan XXIII s/n, 08028 Barcelona, Spain; Institut de Biomedicina (IBUB), Universitat de Barcelona, Barcelona, Spain.
authors: Laura
authors: L
authors: Baldomà
authors: Departament de Cristallografia, Mineralogia i Dipòsits Minerals, Universitat de Barcelona, Martí i Franquès s/n, 08028 Barcelona, Spain; Unitat de Difracció de RX, Centre Científic i Tecnològic de la Universitat de Barcelona, Solé i Sabarís 1-3, 08028 Barcelona, Spain.
authors: Mercè
authors: M
authors: Font-Bardia
authors: Departament de Cristallografia, Mineralogia i Dipòsits Minerals, Universitat de Barcelona, Martí i Franquès s/n, 08028 Barcelona, Spain.
authors: Teresa
authors: T
authors: Calvet
mesh_terms: D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000737:chemistry / Q000494:pharmacology; D000975:Antioxidants / Q000737:chemistry / Q000494:pharmacology; D002401:Cathepsin B / Q000037:antagonists & inhibitors*; D045744:Cell Line, Tumor; D003500:Cyclization; D004247:DNA / Q000737:chemistry*; D006801:Humans; D010165:Palladium / Q000737:chemistry* / Q000494:pharmacology; D017671:Platinum Compounds / Q000737:chemistry* / Q000494:pharmacology; D066244:Proton Magnetic Resonance Spectroscopy; D021241:Spectrometry, Mass, Electrospray Ionization
chemical_list: D000900:Anti-Bacterial Agents; D000970:Antineoplastic Agents; D000975:Antioxidants; D017671:Platinum Compounds; D010165:Palladium; D004247:DNA; D002401:Cathepsin B
keywords: Anticancer; Cyclometalated; DNA; Metalloproteases; Palladium; Platinum