Concise synthesis of Valerena-4,7(11)-diene, a highly active sedative, from valerenic acid.
A concise synthesis of valerena-4,7(11)-diene with potent sedative activity was achieved in three steps involving, reduction of carboxylic acid, bromination of the resulting alcohol, and reduction of the bromide from valerenic acid in a 63% total yield. This synthetic method makes it possible to provide further materials for biological testing to realize comprehensive SAR studies.
Kitayama
Takashi
T
Department of Advanced Bioscience, Graduate School of Agriculture, Kinki University, Nara, Japan. kitayama@nara.kindai.ac.jp
Kawabata
Genki
G
Ito
Michiho
M
D000475:Alkenes; D002264:Carboxylic Acids / Q000737:chemistry; D006993:Hypnotics and Sedatives / Q000138:chemical synthesis*; D007192:Indenes / Q000138:chemical synthesis*; D008722:Methods; D055601:Organic Chemistry Phenomena; D012717:Sesquiterpenes / Q000138:chemical synthesis*
D000475:Alkenes; D002264:Carboxylic Acids; D006993:Hypnotics and Sedatives; D007192:Indenes; D012717:Sesquiterpenes; C037133:valerenic acid