Literature DB >> 18782668

Synthesis of unsymmetrical biphenyls as potent cytotoxic agents.

Gang Wu1, Huan-Fang Guo, Kun Gao, Yi-Nan Liu, Kenneth F Bastow, Susan L Morris-Natschke, Kuo-Hsiung Lee, Lan Xie.   

Abstract

Twenty-six unsymmetrical biphenyls were synthesized and evaluated for cytotoxic activity against DU145, A549, KB and KB-Vin tumor cell lines. Three compounds 27, 35 and 40 showed very potent activity against the HTCL panel with an IC(50) value range of 0.04-3.23 microM. In addition, fourteen active compounds were all more potent against the drug-resistant KB-Vin cell line than the parental KB cell line. Preliminary SAR analysis indicated that two bulky substituents on the 2,2'-positions of unsymmetrical biphenyl skeleton are necessary and crucial for in vitro anticancer activity, thus providing a good starting point to develop unsymmetrical biphenyls as novel anticancer agents.

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Year:  2008        PMID： 18782668      PMCID： PMC2577197          DOI： 10.1016/j.bmcl.2008.08.050

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN： 0960-894X            Impact factor:   2.823


  16 in total

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3.  Asymmetric total synthesis of dibenzocyclooctadiene lignan natural products.

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5.  Enantiomerically pure alpha-amino acid synthesis via hydroboration-suzuki cross-coupling.

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6.  Dibenzocyclooctadiene lingnans: a class of novel inhibitors of P-glycoprotein.

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7.  Comparison of in vitro anticancer-drug-screening data generated with a tetrazolium assay versus a protein assay against a diverse panel of human tumor cell lines.

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Journal:  J Natl Cancer Inst       Date:  1990-07-04       Impact factor: 13.506

8.  Gomisin A inhibits tumor promotion by 12-O-tetradecanoylphorbol-13-acetate in two-stage carcinogenesis in mouse skin.

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9.  Antiproliferative effects of dibenzocyclooctadiene lignans isolated from Schisandra chinensis in human cancer cells.

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10.  Inhibition by gomisin C (a lignan from Schizandra chinensis) of the respiratory burst of rat neutrophils.

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  4 in total

1.  Discovery of novel antitumor dibenzocyclooctatetraene derivatives and related biphenyls as potent inhibitors of NF-κB signaling pathway.

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2.  Chemo- and regioselective benzylic C(sp3)-H oxidation bridging the gap between hetero- and homogeneous copper catalysis.

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3.  Cu(II)-Catalyzed Homocouplings of (Hetero)Arylboronic Acids with the Assistance of 2-O-Methyl-d-Glucopyranose.

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4.  Cu(ii)-vitamin C-complex catalyzed photo-induced homocoupling reaction of aryl boronic acid in base-free and visible light conditions.

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  4 in total

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