Concise total synthesis of flavone C-glycoside having potent anti-inflammatory activity

Autor: Toshiyuki Wakimoto, Haruo Nukaya, Sachiko Kondo, Kiyoshi Tanaka, Tomoyuki Kimura, Hisashi Mihara, Kuniro Tsuji, Takumi Furuta
Rok vydání: 2004
Předmět:
Zdroj: Tetrahedron. 60:9375-9379
ISSN: 0040-4020
DOI: 10.1016/j.tet.2004.08.015
Popis: The total synthesis of anti-inflammatory active flavone C-glycoside isolated from oolong tea extract is achieved. Introducing a C-glucosyl moiety to an aryl system and constructing a fused tetracyclic ring characteristic to this natural product were conducted based on the O-to-C rearrangement of sugar moiety and the successive intramolecular Mitsunobu reaction, respectively. This concise and efficient synthetic pathway is applicable to the large-scale synthesis of target flavone and for constructing a large library of related compounds.
Databáze: OpenAIRE