Citation:
YANG Lingying, ZENG Qingyou, YANG Daomao. Chemoenzymatic Synthesis of Danshensu[J]. Chinese Journal of Applied Chemistry,
;2016, 33(9): 1073-1078.
doi:
10.11944/j.issn.1000-0518.2016.09.150444
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Danshensu is one of water-soluble components in Chinese medicine Danshen(Salvia miltiorrhiza bunge) and has some potential pharmaceutical activities. Danshensu was prepared through chemoenzymatic synthesis starting from the Erlenmeyer condensation of 3,4-dihydroxybenzaldehyde and acetyl glycine and followed by ring opening reaction to give α-acetamino-β-(3,4-diacetoxylphenyl)acrylic acid. Hydrolysis of the substituted acrylic acid with hydrochloric acid gave β-(3,4-dihydroxyphenyl) pyruvate. Finally, Danshensu was obtained by enzymatic reduction of β-(3,4-dihydroxyphenyl) pyruvate with resting cells of pediococcus acidilactici. The overall yield is 69.4% and the optical purity of Danshensu is 97.5% ee.
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