- Synthesis and evaluation of bibenzyl glycosides as potent tyrosinase inhibitors
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Bibenzyl glycosides 1-6 were synthesized from 2,4-dihydoxybenzaldehyde and xylose, glucose, cellobiose or maltose. The key steps in the synthesis were the Wittig reaction and trichloroacetimidate glycosylation. Tests for tyrosinase inhibitory activity sho
- Tajima, Reiko,Oozeki, Hiromi,Muraoka, Seiichi,Tanaka, Saori,Motegi, Yukari,Nihei, Hiroyuki,Yamada, Yoichi,Masuoka, Noriyoshi,Nihei, Ken-Ichi
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p. 1374 - 1381
(2011/04/22)
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- Molecular design of potent tyrosinase inhibitors having the bibenzyl skeleton
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In order to develop water soluble tyrosinase inhibitors, bibenzyl xyloside 1 isolated from Chlorophytum arundinaceum (liliaceae), and its derivatives 2 and 3 were synthesized by using Wittig reaction and trichloroimidate glycosylation procedure as key steps. Xylosides 1-3 showed potent tyrosinase inhibitory activity with IC50s of 1.6, 0.43, and 0.73 μM, respectively, although each NMR data of synthetic bibenzyls was not identical to that of naturally occurring xyloside 1.
- Oozeki, Hiromi,Tajima, Reiko,Nihei, Ken-ichi
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scheme or table
p. 5252 - 5254
(2009/05/07)
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