Chemo-enzymatic synthesis of the ester-linked monosaccharide conjugate of docetaxel, 7-glycolyldocetaxel 2″-O-β-D-galactopyranoside, was achieved by using lactase as a biocatalyst. The water-solubility and, EE and LE values for the liposome of 7-glycolyldocetaxel 2″-O-β-D-galactopyranoside were much higher than those of docetaxel. The immunoliposome containing 7-glycolyldocetaxel 2″-O-β-D-galactopyranoside showed effective suppression of tumor growth.
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ShimodaK., KubotaN., UesugiD., HamadaH. (2014) Glycosylation of artepillin C with cultured plant cells of Phytolacca americana. Natural Product Communications, 9, 683–685.
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ShimodaK., KubotaN., UesugiD., FujitakaY., OkadaS., TanigawaM., HamadaH. (2015) Regioselective glycosylation of 3-, 5-, 6-, and 7-hydroxyflavones by cultured plant cells. Natural Product Communications, 10, 923–924.
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ShimodaK., KubotaN., HamadaH., HamadaH. (2015) Synthesis of resveratrol glycosides by plant glucosyltransferase and cyclodextrin glucanotransferase and their neuroprotective activity. Natural Product Communications, 10, 995–996.
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HamadaH., HamadaH., ShimodaK. (2015) Synthesis of ε-viniferin glycosides by glucosyltransferase from Phytolacca americana and their inhibitory activity on histamine release from rat peritoneal mast cells. Natural Product Communications, 10, 1017–1018.
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ShimodaK., KubotaN., UesugiD., TanigawaM., HamadaH. (2016) Hydroxylation and glycosylation of phenylpropanoids by cultured cells of Phytolacca americana. Natural Product Communications, 11, 197–198.
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HamadaH., HamadaH., ShimodaK. (2016) Glycosylation of trans-resveratrol by cultured plant cells under illumination of LEDs. Natural Product Communications, 11, 199–200.
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