Sandalwood Biblio - Cropwatch

Brunke E.J. & Tumbrink L. (1986) "First total synthesis of spirosantalol." Progress in Essential Oil
Research pp321-327.
Brunke E.-J. Hammerschmidt F.-J. & Struwe H. (1980) "(+)-epi-Santalol isolierung aus
sandelholzol und partialsynthese aus (+) -alpha-santalol. Tetrahedron Lett. (1980) 2405.
Brunke E.-J. & Klein E. (1982) "Chemistry of sandalwood fragrance" In Fragrance Chemistry. The
Science of Smell, Academic Press NY p397.
Buchbauer G., Stappen I., Pretterklieber C & Wolschann P. (2004) “Structure–activity
relationships of sandalwood odorants: synthesis and odor of tricyclo β-santalol” Eur J Med Chem
39(12), 1039-1046. Abstract: In a series of structure–odor relationship investigations the
synthesis of a new tricyclic β-santalol derivative is described. The product of a multi-step
synthesis appears in an olfactive evaluation more or less odorless may be slightly creamy but
definitely with no sandalwood odor. This modification with a bulky aliphatic bridge in the
neighbourhood of the quaternary C3-atom demonstrated the sensitivity of sandalwood odor on
the structure of β-santalol analogues.
Buchbauer G., Winiwarter S. & Wolschann P. (1992) "Surface comparisons of some odour
molecules: conformational calculations on sandalwood odour V.” J. Comput. Aided Mol. Des.
6(6), 583-592. Abstract: Molecular surface comparison seems to be a very suitable tool for the
investigation of small differences between biologically active and inactive compounds of the same
structural type. A fast method for such comparisons, based on volume matching followed by the
estimation of comparable surface dots, is presented and applied on a few selected sandalwood
odour molecules.
Demole E., Demole C. & Enggist P. (1976) “A chemical investigation of volatile constituents of
volatile constituents of East Indian sandalwood oil (Santalum album L.)” Helv. Chim. Acta 59,
737. Abstract. Distillation foreruns from East Indian sandalwood oil (Santalum album L.),
representing 5-8% of the oil, have been investigated using fractional distillation, preparative
column chromatography, gas liquid chromatography (GLC.), and chemical treatments. This
allowed the isolation and characterization by their spectral data of 46 compounds. 32 of them
were newly identified sandalwood oil constituents including 4 novel substances: santalone (2), 4-
methylcyclohexa-1,3-dien-1-yl methyl ketone (4), 5,6-dimethyl-5-norbornen-exo-2-ol (7), and (E)-
5-(2,3-dimethyl-3-nortricyclyl)-pent-3-en-2-one (20). The other constituents identified were 1-
furfuryl-pyrrole (10) and 10 phenols accompanied by 17 terpene and sesquiterpene derivatives.
Endo-2,endo-3-dimethyl-norbornan-exo-2-ol (6), an -santenol (z), precursor, was present in the
last group of constituents. The compounds 2, 4, 6, 7, 20 have been synthesized as well as
another novel constituent, endo-2-mythyl-3-methylidene-norbornan-exo-2-ol (5).
Dimoglo A.S., Beda A.A., Shvets N.M., Gorbachov M.Yu., Kheifits L.A. & Aulchenko S. (1995)
"Investigation of the relationship between sandalwood odour & chemical structure: electron
topological approach.” New J of Chemistry 19(2), 149-154.
Hatt H.H. & Schoenfeld R. (1956) “Some seed fats of the Santalaceae family.” J. Sci Food Agric
7(2), 130-133. Cropwatch comments. The drying oil from the hard-shelled seeds (50-60% fixed
oil) contains 30-35% santalbic acid and 1% stearolic acid. Tthese acetylenic compounds inhibit
lipoenzymes in experimental animals.
CH 3
(CH 2
) 5
CH C
H
(CH 2
) 7
COOH
santalbic acid
Hayashi K., Haseegawa T., Machiguchi T. & Yoshida T. (2005) “"Isolation and structure of a new
aroma constituent from Indian Sandalwood, Santalum album L." Nippon Kagakkai Koen Yokoshu
85(2), 863. Abstract. This work presents the isolation and structural elucidation of a new aroma
compound in the major component from Indian sandalwood tree, Santalum album L., not from
sandalwood oil obtained through steam distillation. We have found that the compound has a
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