New Sesquiterpenoids from Clary Sage Oil (Salvia sclarea L.)

✍ Scribed by Bruno Maurer; Arnold Hauser

• Book ID: 102858809
• Publisher: John Wiley and Sons
• Year: 1983
• Tongue: German
• Weight: 723 KB
• Volume: 66
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/hlca.19830660734

✦ Synopsis

Abstract

Six sesquiterpenoids, (R, 5__E__)‐2, 12‐epoxycaryophyll‐5‐ene (1), (2 R, 5__E__)‐caryophyll‐5‐en‐12‐al (2), (2__S__, 5__E__)‐caryophyll‐5‐en‐12‐al (3), isospathulenol (4), (1__R__, 5__R__)‐ 1,5‐epoxysalvial‐4(14)‐ene (5), and salvial‐4(14)‐en‐l‐one (6) have been identified for the first time in clary sage oil (Salvia sclarea L.). The structures and absolute configurations of 1–6 are corroborated by partial syntheses and their organoleptic properties are discussed.

The compounds 5, 6 and mintsulfide (14) possess the rare C‐skeleton C, for which the semisystematic name ‘salvialane’ is proposed. The sesquiterpenoids 1–5 are new.