Caparrapidiol and caparrapitriol: Two new acyclic sesquiterpene alcohols.

✍ Scribed by J.Borges del Castillo; C.J.W. Brooks; M.M. Campbell

• Book ID: 104250386
• Publisher: Elsevier Science
• Year: 1966
• Tongue: French
• Weight: 216 KB
• Volume: 7
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)99956-3

✦ Synopsis

We report the isolation and chsracterisation of compounds which appear to be the first naturally occurring acyclic sesquiterpene diol and triol.

Capsrrapi oil or resin, which is obtained by incision at the base of the Colombien tree Ocotea caparrapi, was examined by Tapia (1) who reported the isolation of an alcohol, "caparrapiol", C15H260, and an acid, C15H2603.

We have examined a sample of caparrapi oil collected by Dr. A.Fernandez Pereat the acidic fraction was insignificant.

Acidic components have, however, been observed in other samples (2). Chromatography of the oil (3 g) on alumina (150 g Woelm, grade III) using a light petroleum-diethyl ether gradient elution, afforded the major component (2.76 g) as a colourless oil. Analysis indicated the formula C15H260, and this fraction was shown to be (+)S-nerolidol, (I), from its infra-red, n.m.r. and mass spectra, its physical constants (n 20, 1.4807; [aID + 18' in EtOB) end gasliquid chromatogrsphic properties.

Caparrnpi oil appears to be the richest source of nerolidol so far described.