Total Synthesis of Isohericerinol A and Its Analogues to Access Their Potential Neurotrophic Effects.
J Org Chem
; 87(16): 10836-10847, 2022 08 19.
Article
em En
| MEDLINE
| ID: mdl-35946352
ABSTRACT
The secondary metabolites from Hericium erinaceus are well-known to have neurotrophic and neuroprotective effects. Isohericerinol A (1), isolated by our colleagues from its fruiting parts has a strong ability to increase the nerve growth factor secretion in C6 glioma cells. The current work describes the total synthesis of 1 and its regioisomer 5 in a few steps. We present two different approaches to 1 and a regiodivergent approach for both 1 and 5 by utilizing easily accessible feedstocks. Interestingly, the natural product 1, regioisomer 5, and their intermediates exhibited potent neurotrophic activity in in vitro experimental systems. Thus, these synthetic strategies provide access to a systematic structure-activity relationship study of natural product 1.
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Produtos Biológicos
/
Fármacos Neuroprotetores
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Glioma
Limite:
Humans
Idioma:
En
Ano de publicação:
2022
Tipo de documento:
Article