The total synthesis of sevanol, a novel lignan isolated from the thyme plant (Thymus armeniacus)

Recently, a novel lignan sevanol was isolated from the thyme plant Thymus armeniacus. During structure-functional elucidation it showed significant biological activity on ASIC3 acid sensing channels. Herein we describe the first synthesis of sevanol with a 3% overall yield. The construction of a dihydronaphthalene ring by oxidative dimerization of a protected dihydroxycinnamic acid ester in the presence of ferric chloride (III) is a key step in this first total synthesis of sevanol. © 2018 Elsevier Ltd

Authors
Belozerova O.A.1 , Deigin V.I. 1, 2 , Khrushchev A.Y.1 , Dubinnyi M.A.1 , Kublitski V.S.1
Journal
Number of issue
13
Language
English
Pages
1449-1453
Status
Published
Volume
74
Year
2018
Organizations
  • 1 Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, ul. Miklukho-Maklaya 16/10, Moscow, 117997, Russian Federation
  • 2 Peoples’ Friendship University of Russia (RUDN), ul. Miklukho-Maklaya 6, Moscow, 117198, Russian Federation
Keywords
Lignan; Oxidative coupling; Sevano; Synthesis
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