| Autor: |
Chaolei Wang, Jieyun Jiang, Hequan Yao, Mingqin Shen, Xue Yang, Xiaoming Wu, Guoxiang Wei, Jie Liu, Jinyi Xu |
| Rok vydání: |
2014 |
| Předmět: |
|
| Zdroj: |
Organicbiomolecular chemistry. 12(37) |
| ISSN: |
1477-0539 |
| Popis: |
The first asymmetric total synthesis of antihypertensive natural products S-(+)-XJP and R-(−)-XJP has been achieved in 8 steps starting from commercially available 6-bromo-2-hydroxy-3-methoxybenzaldehyde. Key steps included intramolecular Heck reaction and oxidative ozonolysis reaction with the retention of stereochemistry. A latent functionality strategy was implemented to circumvent the racemization in this endeavor. The protocol described here provided a fast and easily accessible synthetic method to obtain optically pure isochroman-4-one derivatives. Furthermore, the in vivo antihypertensive effects of (±)-XJP, S-(+)-XJP and R-(−)-XJP were investigated on spontaneously hypertensive rats. The obtained results could provide valuable information to identify a promising lead for further chemical modification research. |
| Databáze: |
OpenAIRE |
| Externí odkaz: |
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