Terpenoids in Volatile Oil from Bursera graveolens

Abstract

In the study on constituents present in woody material of Bursera graveolens, aroma components responsible for the characteristic spicy, sweet and balsamic odor were examined by gas chromatography/olfactometry (GC/O) and GC/MS. Compounds 1 4 were isolated from volatile oil obtained by ether extraction of Bursera graveolens wood chips and structural determination was conducted by spectroscopic analysis and synthesis as (6S,7aS)-5,6,7,7a-tetrahydro-7a-hydroxy-3,6-dimethyl-2(4H)-benzofuranone 1, (6S)-5,6-dihydro-3,6-dimethyl-2(4H)-benzofuranone 2, ()-mintlactone 3 and ()-isomintlactone 4.

Mono- and sesquiterpenoids of the volatile oil ofBursera graveolens

“…6,7 In this report, we describe mono-and sesquitrpenoids found in B. graveolens, including a new sesquiterpenoid with a woody note.…”

Chemical composition of three extracts ofBursera graveolens

“…Volatile compounds were extracted using diethyl ether extraction 6,7 , SDE and roast aroma extraction from heated chips of Bursera graveolens (palo santo).…”

“…We have previously reported new information on the characterization of the volatile oil of Peruvian B. graveolens. 6,7 In this paper we describe the identification and quantification of the most potent odorants extracted from three extracts of B. graveolens as detected by GC-O.…”

Lactones 38: Synthesis and odoriferous properties of p‐menthane lactones

“…The best‐known mintlactones 1 , 2a–5a and 6 were isolated from the essential oils of several Mentha species . In 1997, Iwabuchi reported the isolation of enantiomeric (+)‐3‐hydroxymintlactone ( 2b ), (+)‐mintlactone ( 3b ), (−)‐isomintlactone ( 4b ) and (−)‐2,3‐didehydromintlactone ( 5b ) from the oils of woods Bursera graveolens . The synthesis of all the eight possible diastereoisomers of the completely saturated analogues of (−)‐mintlactone ( 3a ) and (+)‐isomintlactone ( 4a ) was reported by Gaudin .…”

“…[1][2][3][4][5][6][7] In 1997, Iwabuchi reported the isolation of enantiomeric (+)-3hydroxymintlactone (2b), (+)-mintlactone (3b), (À)-isomintlactone (4b) and (À)-2,3-didehydromintlactone (5b) from the oils of woods Bursera graveolens. [8][9][10] The synthesis of all the eight possible diastereoisomers of the completely saturated analogues of (À)-mintlactone (3a) and (+)-isomintlactone (4a) was reported by Gaudin. [11,12] This work allowed Näf to show the occurrence of three diastereoisomers, 7a-7c, in Mentha piperita L. essential oil.…”