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Synthesis 2025; 57(23): 3606-3610
DOI: 10.1055/a-2705-4229
Paper

Total Synthesis of Vestitol and Medicarpin

Authors

  • Jigang Gao

    1   School of Food and Drug, Shenzhen Polytechnic University, Shenzhen, China (Ringgold ID: RIN47891)
    2   Shenzhen Institutes of Advanced Technology, Chinese Academy of Sciences, Shenzhen, China (Ringgold ID: RIN12381)

  • Qiling Chen

    1   School of Food and Drug, Shenzhen Polytechnic University, Shenzhen, China (Ringgold ID: RIN47891)

  • Shaobin Su

    2   Shenzhen Institutes of Advanced Technology, Chinese Academy of Sciences, Shenzhen, China (Ringgold ID: RIN12381)

  • Bin Cheng

    1   School of Food and Drug, Shenzhen Polytechnic University, Shenzhen, China (Ringgold ID: RIN47891)

  • Hongjian Yang

    3   Chemistry Department, Foshan Ionova Biotherapeutics Co., Inc., Foshan, China

  • Haiyan Sun

    1   School of Food and Drug, Shenzhen Polytechnic University, Shenzhen, China (Ringgold ID: RIN47891)

We thank Innovation Team of Guangdong Education Department (No. 2022KCXTD054), Guangdong Basic and Applied Basic Research Foundation (No. 2022A1515111032) and Shenzhen Science and Technology Innovation Committee (No. 20220815100042003) for the financial support.
Supported by: Innovation Team of Guangdong Education Department 2022KCXTD054
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Graphical Abstract

Corrected by:

Correction: Total Synthesis of Vestitol and MedicarpinSynthesis 2025; 57(23): e2-e2
DOI: 10.1055/a-2768-9232

Abstract

Total synthesis of vestitol and medicarpin, two isoflavonoids with distinct skeletons, was successfully achieved using a single intermediate as the starting point. This six-step synthetic approach features a BBr3-promoted tandem O-demethylation/cyclization reaction, which enables the rapid construction of the pterocarpan core structure. Subsequently, a Pd/C-catalyzed hydrogenation/hydrogenolysis reaction was employed to respectively synthesize vestitol and medicarpin.

Keywords

Total synthesis - Isoflavonoid - Medicarpin - Vestitol - Hydrogenation

Supplementary Material



Publication History

Received: 03 June 2025

Accepted after revision: 29 August 2025

Accepted Manuscript online:
19 September 2025

Article published online:
09 October 2025

© 2025. Thieme. All rights reserved.

Georg Thieme Verlag KG
Oswald-Hesse-Straße 50, 70469 Stuttgart, Germany

 

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