Title: | Volatile organic sulfur-containing constituents in Poncirus trifoliata (L.) Raf. (Rutaceae) |
Author(s): | Starkenmann C; Niclass Y; Escher S; |
Address: | "Firmenich SA, Corporate R&D Division, CH-1211 Geneva 8, Switzerland. christian.starkenmann@firmenich.com" |
ISSN/ISBN: | 0021-8561 (Print) 0021-8561 (Linking) |
Abstract: | "During our screening of plant materials to find new natural fragrance and flavor ingredients, we discovered two series of 3-sulfanylalkyl alkanoates in a peel extract of fruits of wild-growing Poncirus trifoliata (L.) Raf. (Rutaceae), a species closely related to Citrus. The two series belong to alkanoates of 3-methyl-3-sulfanylbutan-1-ol and 3-sulfanylhexan-1-ol, respectively, and thus are members of a family of natural molecules having in common a 1,3-positioned O,S moiety. The alkanoate residues comprise all even-numbered saturated fatty acids from C2 (acetate) to C18 (octadecanoate). Among the 20 sulfur-containing compounds identified, 14 are described for the first time as naturally occurring in a botanical species. Several cysteine-S-conjugates were synthesized as hypothetical precursors of the new volatile sulfur-containing constituents, where after S-(3-hydroxy-1,1-dimethylpropyl)-L-cysteine, S-[3-(acetyloxy)-1,1-dimethylpropyl]-L-cysteine, and S-[1-(2-hydroxyethyl)butyl]-L-cysteine were identified in the fruit peel. No cysteine-S-conjugates were detected in the fruit juice" |
Keywords: | "Mass Spectrometry Nuclear Magnetic Resonance, Biomolecular Plant Extracts/*chemistry Poncirus/*chemistry Sulfur Compounds/chemistry/*isolation & purification;" |
Notes: | "MedlineStarkenmann, Christian Niclass, Yvan Escher, Sina eng 2007/05/10 J Agric Food Chem. 2007 May 30; 55(11):4511-7. doi: 10.1021/jf063453h. Epub 2007 May 8" |