Olivil

J Agric Food Chem. 2014 Jan 8;62(1):144-51.

Radical-scavenging compounds from olive tree (Olea europaea L.) wood.[Pubmed: 24328093]

The purpose of this study was to complete knowledge on the chemical composition and radical-scavenging activity of olive tree wood.
METHODS AND RESULTS:
Two new monoterpene glycosides, (-)-oleuropeic acid 6'-O-α-D-glucopyranosyl ester (6a) and (-)-perillic acid 1'-O-β-D-primeverosyl ester (8), together with the known compounds (-)-oleuropeic acid (1), (-)-Olivil (2), the aldehydic form of oleuropein aglycone (3), (+)-1-hydroxypinoresinol 1-O-β-D-glucopyranoside (4), (-)-oleuropeic acid 1'-O-β-D-glucopyranosyl ester (5), (-)-oleuropeic acid 6'-O-β-D-glucopyranosyl ester (6b), and (-)-Olivil 4-O-β-D-glucopyranoside (7) were isolated from an ethyl acetate extract. The radical scavengers found (2-4 and 7) were detected and isolated with the help of the online HPLC-DAD-DPPH/ABTS technique.
CONCLUSIONS:
Compounds 2-4 and 7 displayed a higher antioxidative effect against the free radical DPPH than the reference BHT and lower than hydroxytyrosol, whereas compounds 1, 5, 6a, 6b, and 8 showed no activity.

Biosci Biotechnol Biochem. 2003 Feb;67(2):415-9.

(-)-olivil and (+)-1-acetoxypinoresinol from the olive tree (Olea europaea Linne; Oleaceae) as feeding stimulants of the olive weevil (Dyscerus perforatus).[Pubmed: 12729011]

METHODS AND RESULTS:
Guided by a feeding stimulant activity test on the olive weevil (Dyscerus perforatus), two compounds that showed potent feeding stimulant activity were isolated from the olive tree (Olea europaea). Based on their spectral data and a literature survey, they were identified as (-)-Olivil (1) and (+ )-1-acetoxypinoresinol (2).
CONCLUSIONS:
The activities of these minor lignans were significantly higher for the female than for the male weevil.

Biosci Biotechnol Biochem. 2005 Jan;69(1):113-22.

Synthesis and antioxidant activity of olivil-type lignans.[Pubmed: 15665475]

METHODS AND RESULTS:
Olivil-type lignans, an enantiomeric type of natural Olivil, were synthesized for the first time to evaluate the relationship between the structure of Olivil and its antioxidant activity. A comparison of the antioxidant activity with that of other synthesized tetrahydrofuran lignans indicated reduced activity with the tertiary hydroxy group.
CONCLUSIONS:
A different effect of the two phenolic groups of Olivil on the antioxidant activity was also observed.