High Production of β-Thujaplicin Glycosides by Immobilized Plant Cells of Nicotiana Tabacum
β-Thujaplicin (hinokitiol) is a tropolone derivative present in the heartwood of cupressaceous plants and is used as a medicine, a food additive, and a preservative, and in cosmetics as hair tonic. The cultured plant cells o. Nicotiana tabacum glycosylated β-thujaplicin to two glucosides, 4-isopropyltropolone 2-0-β-D-glucoside (6%) and 6-isopropyltropolone 2-O-β-D-glucoside (12%), and two gentiobiosides, 4-isopropyltropolone 2-O-β-D-gentiobioside (2%) and 6-isopropyltropolone 2-O-β-D-gentiobioside (5%) after 48 h incubation. The use of immobilized cells o. N. tabacum in sodium alginate gel much improved the yield of the products; the glycosylation of β-thujaplicin with immobilize. N. tabacum gave the glycoside products, 4-isopropyltropolone 2-O-β-D-glucoside (11%), 4-isopropyltropolone 2-O-β-D-gentiobioside (6%), 6-isopropyltropolone 2-O-β-D-glucoside (20%), and 6-isopropyltropolone 2-O-β-D-gentiobioside (10%). On the other hand, 4-isopropyltropolone 2-O-β-D-glucoside (14%), 4-isopropyltropolone 2-O-β-D-gentiobioside (7%), 6-isopropyltropolone 2-O-β-D-glucoside (33%), and 6-isopropyltropolone 2-O-β-D-gentiobioside (13%) were obtained through the biotransformation with immobilized cells in the medium without iron ions. In comparison with the case of bioconversion in the normal medium containing iron ions, removal of iron ions improved the yields of products.
KeywordsGlycosylation β-thujaplicin β-glucoside β-gentiobiosid Nicotiana tabacum immobilized cells
Unable to display preview. Download preview PDF.
- 15.Inamori, Y., Shinohara, S., Tsujibo, H., Okabe, T., Morita, Y., Sakagami, Y., Kumeda, Y., Ishida, N. (1999) Antimicrobial activity and metalloprotease inhibition of hinokitiol-related compounds, the constituents o. Thujopsis dolabrata S. and Z. hondai Mak. Biol. Pharm. Bull. 22, 990–993.CrossRefGoogle Scholar
This article is distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution, and reproduction in any medium, provided you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made.