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Polyhydroxylated Alkaloids Isolated from Mulberry Trees (Morus alba L.) and Silkworms (Bombyx mori L.)
Abstract
New polyhydroxylated alkaloids, (2R,3R,4R)-2-hydroxymethyl-3,4-dihydroxypyrrolidine-N-propionamide from the root bark of Morus alba L., and 4-O-alpha-D-galactopyranosyl-calystegine B(2) and 3 beta,6 beta-dihydroxynortropane from the fruits, were isolated by column chromatography using a variety of ion-exchange resins. Fifteen other polyhydroxylated alkaloids were also isolated. 1-Deoxynojirimycin, a potent alpha-glucosidase inhibitor, was concentrated 2.7-fold by silkworms feeding on mulberry leaves. Some alkaloids contained in mulberry leaves were potent inhibitors of mammalian digestive glycosidases but not inhibitors of silkworm midgut glycosidases, suggesting that the silkworm has enzymes specially adapted to enable it to feed on mulberry leaves. The possibility of preventing the onset of diabetes and obesity using natural dietary supplements containing 1-deoxynojirimycin and other alpha-glucosidase inhibitors in high concentration is of great potential interest.
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Cited by
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Kim, Y.-M., Jeong, Y.-K., Wang, M.-H., Lee, W.-Y., & Rhee, H.-I. (2005) · Nutrition · doi:10.1016/j.nut.2004.10.014 · Cited by 531
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Ying, Z., Han, X., & Li, J. (2011) · Food Chemistry · doi:10.1016/j.foodchem.2011.01.083 · Cited by 385
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Horne, G., Wilson, F. X., Tinsley, J., Williams, D. H., & Storer, R. (2011) · Drug Discovery Today · doi:10.1016/j.drudis.2010.08.017 · Cited by 320
Wang, Y., Xiang, L., Wang, C., Tang, C., & He, X. (2013) · PLoS ONE · doi:10.1371/journal.pone.0071144 · Cited by 279
Metadata
- Authors
- Asano, N., Yamashita, T., Yasuda, K., Ikeda, K., Kizu, H., Kameda, Y., Kato, A., Nash, R. J., Lee, H. S., & Ryu, K. S.
- Venue
- Journal of Agricultural and Food Chemistry
- Publisher
- American Chemical Society (ACS)
- Published
- 2001-08-16
- Volume
- 49
- Issue
- 9
- Pages
- 4208-4213
- ISSN
- 0021-8561 (ISSN-L)
- 1520-5118
- OpenAlex
- W2031200361
- Cited by
- 390
- References
- 0
- FWCI
- 8.39
- Type
- journal article
- Language
- en
- Open access
- closed
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- Asano, N., Yamashita, T., Yasuda, K., Ikeda, K., Kizu, H., Kameda, Y., Kato, A., Nash, R. J., Lee, H. S., & Ryu, K. S. (2001). Polyhydroxylated Alkaloids Isolated from Mulberry Trees (Morus alba L.) and Silkworms (Bombyx mori L.). Journal of Agricultural and Food Chemistry. https://doi.org/10.1021/jf010567e
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