Literature DB >> 29699439

Synthesis of fisetin and 2',4',6'-trihydroxydihyrochalcone 4'-O-β-neohesperidoside based on site-selective deacetylation and deoxygenation.

Ryuji Tsunekawa1, Kengo Hanaya1, Shuhei Higashibayashi1, Takeshi Sugai1.   

Abstract

Fisetin and 2',4',6'-trihydroxydihyrochalcone 4'-O-β-neohesperidoside were synthesized from commercially available quercetin and naringin in five steps. The key steps are site-selective deacetylation and subsequent deoxygenation. The target molecules were obtained in 37% and 23% yields from the starting materials, respectively.

Entities:  

Keywords:  Fisetin; deoxygenation; dihydrochalcone glycoside; site-selective deacetylation; triflate

Mesh:

Substances:

Year:  2018        PMID: 29699439     DOI: 10.1080/09168451.2018.1467263

Source DB:  PubMed          Journal:  Biosci Biotechnol Biochem        ISSN: 0916-8451            Impact factor:   2.043


  3 in total

1.  Preparation of menisdaurigenin and related compounds.

Authors:  Rie Shirakawa; Sanami Ishikawa; Mizuki Takahasi; Yuuka Ueno; Yoshinori Uekusa; Yuji Narukawa; Takeshi Sugai; Fumiyuki Kiuchi
Journal:  J Nat Med       Date:  2018-08-09       Impact factor: 2.343

2.  Dihydrochalcones: Methods of Acquisition and Pharmacological Properties-A First Systematic Review.

Authors:  Monika Stompor; Daniel Broda; Agata Bajek-Bil
Journal:  Molecules       Date:  2019-12-05       Impact factor: 4.411

3.  Isolation and Identification of Fisetin: An Antioxidative Compound Obtained from Rhus verniciflua Seeds.

Authors:  Su-Hwan Kim; Chang-Ki Huh
Journal:  Molecules       Date:  2022-07-14       Impact factor: 4.927

  3 in total

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