Preparative separation of α- and β-santalenes and (Z)-α- and (Z)-β-santalols using silver nitrate-impregnated silica gel medium pressure liquid chromatography and analysis of sandalwood oil.
The major sesquiterpene constituents of East-Indian sandalwood oil (Z)-α- and (Z)-β-santalols have shown to be responsible for most of the biological activities and organoleptic properties of sandalwood oil. The work reported here describes the strategic use of medium pressure liquid chromatography (MPLC) for the separation of both α- and β-santalenes and (Z)-α- and (Z)-β-santalols. Silver nitrate impregnated silica gel was used as the stationary phase in MPLC for quantitative separation of α- and β-santalenes and (Z)-α- and (Z)-β-santalols with mobile phases hexane and dichloromethane, respectively. The purities of α-santalene and (Z)-α-santalol obtained were >96%; however, β-santalene and (Z)-β-santalol were obtained with their respective inseparable epi-isomers. Limits of quantification (LoQ) relative to the FID detector were measured for important sesquiterpene alcohols of heartwood oil of S. album using serial dilutions of the standard stock solutions and demonstrated that the quality of the commercial sandalwood oil can be assessed for the content of individual sesquiterpene alcohols regulated by Australian Standard (AS2112-2003), International Organization for Standardization ISO 3518:2002 (E) and European Union (E. U.).
Chemistry-Biology Unit, Division of Organic Chemistry, National Chemical Laboratory, Council of Scientific and Industrial Research (CSIR), Pune 411008, India.
Pankaj P
PP
Daramwar
Prabhakar Lal
PL
Srivastava
Balaraman
B
Priyadarshini
Hirekodathakallu V
HV
Thulasiram
D002853:Chromatography, Liquid; D008401:Gas Chromatography-Mass Spectrometry; D010938:Plant Oils / Q000032:analysis*; D000081223:Polycyclic Sesquiterpenes; D011312:Pressure; D032123:Santalum / Q000737:chemistry*; D012717:Sesquiterpenes / Q000032:analysis* / Q000737:chemistry / Q000302:isolation & purification*; D058428:Silica Gel / Q000737:chemistry*; D012835:Silver Nitrate / Q000737:chemistry*; D013237:Stereoisomerism
D010938:Plant Oils; D000081223:Polycyclic Sesquiterpenes; D012717:Sesquiterpenes; C577370:alpha-santalene; C043206:santalol; D058428:Silica Gel; D012835:Silver Nitrate; C076763:sandalwood oil