Total Synthesis of the Neuroprotective Agent Cudraisoflavone J
- Authors
- Lu, Qili; Harmalkar, Dipesh S.; Quan, Guofeng; Kwon, Haeun; Cho, Jungsook; Choi, Yongseok; Lee, Dongho; Lee, Kyeong
- Issue Date
- 23-Apr-2021
- Publisher
- AMER CHEMICAL SOC
- Citation
- JOURNAL OF NATURAL PRODUCTS, v.84, no.4, pp.1359 - 1365
- Indexed
- SCIE
SCOPUS
- Journal Title
- JOURNAL OF NATURAL PRODUCTS
- Volume
- 84
- Number
- 4
- Start Page
- 1359
- End Page
- 1365
- URI
- https://scholar.korea.ac.kr/handle/2021.sw.korea/128207
- DOI
- 10.1021/acs.jnatprod.1c00121
- ISSN
- 0163-3864
- Abstract
- Cudraisoflavone J (1), isolated from Cudrania tricuspidata, is a potent neuroprotective compound with a chiral center. Herein, we report the first total synthesis of racemic cudraisoflavone J (1) using a Claisen rearrangement and a Suzuki coupling reaction as the key steps. Racemic secondary alcohol was kinetically resolved to give (+)- and (-)-cudraisoflavone J with up to 97 and 88% enantiomeric excess, respectively. The modified Mosher's method was used to elucidate the absolute configuration of naturally occurring cudraisoflavone J.
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Collections - Graduate School > Department of Plant Biotechnology > 1. Journal Articles
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