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Synthesis and cytotoxic effects of deoxy-tomentellin

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  • Medicinal Chemistry & Natural Products
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Abstract

Cannabigerol (1, CBG), methyl 4-[(2E)-3,7-dimethyl-2,6-octadienyl)oxy]-3-methoxybenzoate (2, DTM), 5-fluorouracil (3, FU) as a reference, and cannabidiol (4, CBD) were tested for their growth inhibitory effects against KB(ATCC NO, OCL 17) cell lines using two different assays, the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-2H-tetrazoliumbromide (MTT) assay and the sulforhod-amine B protein (SRB) assay. These compounds showed inhibitory activityin vitro in the micromolar range against KB cell lines. In general, the antitumor activities of these compounds (1, 2, 3 and4) were dose-dependent over the micromolar concentration range of 1 to 100 M. The comparison of IC50 values of these compounds in tumor cell lines showed that their susceptibility to these compounds decreases in the following order: DTM>CBD >5-FU>CBG by MTT assay and DTM=CBD>5-FU>CBG by SRB assay. CBG1, DTM2, 5-FU3, and CBD4 were tested for their cytotoxic effects on NIH 3T3 fibroblasts using two different assays, the MTT assay and SRB assay. These compounds exhibited potent cytotoxic activitiesin vitro in the micromolar range against NIH 3T3 fibroblasts. In general, the cytotoxic acivities of these compounds (1, 2, 3 and4) were dose-dependent over the micromolar concentraion range of 1 to 100 M. The comparison of CD50 values of these compounds in NIH 3T3 fibroblasts shows that their susceptibility to these compounds in decreases the following order(:) CBD>5-FU>DTM>CBG by MTT assay, CBD>5-FU>CBG>DTM by SRB assay. These results suggest that DTM 2 has the most growth-inhibitory activity against KB cell lines.

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Authors and Affiliations

  1. Department of Oral Anatomy, School of Dentistry, Professional Graduate School of Oriental Medicine, Wonkwang University, 570-749, Iksan, Korea

    Du Seok Han, Kui Ho Jung & Woo Young Jung

  2. Department of Natural Products, Professional Graduate School of Oriental Medicine, Wonkwang University, 570-749, Iksan, Korea

    Kil Ung Kang & Seung Hwa Baek

  3. Department of Environmental Industry, Wonkwang Health College, 570-750, Iksan, Korea

    In Kyo Oh

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  1. Du Seok Han
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  2. Kui Ho Jung
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  5. Kil Ung Kang
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  6. Seung Hwa Baek
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Correspondence to Seung Hwa Baek.

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Han, D.S., Jung, K.H., Jung, W.Y. et al. Synthesis and cytotoxic effects of deoxy-tomentellin. Arch Pharm Res 23, 121–127 (2000). https://doi.org/10.1007/BF02975500

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  • DOI: https://doi.org/10.1007/BF02975500

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