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--- boswellia_sacra_flueck [2015/08/27 13:43] – andreas
+++ boswellia_sacra_flueck [2023/02/25 22:58] (aktuell) – andreas
@@ Zeile 9: / Zeile 9: @@
 [A chemical investigation by headspace SPME and GC-MS of volatile and semi-volatile terpenes in various olibanum samples. Hamm, S., Bleton, J., Connan, J., & Tchapla, A., Phytochemistry, Vol.66(12), 2005, 1499-1514]
-"Burning of Boswellia resin as incense has been part of religious and cultural ceremonies formillennia and is believed to contribute to the spiritual exaltation associated with such events. Transient receptor potential vanilloid (TRPV) 3 is an ion channel implicated in the perception of warmth in the skin. TRPV3 mRNA has also been found in neurons through-out the brain; however, the role of TRPV3 channels there remains unknown. Here we show that incensole acetate (IA), a Boswellia resin constituent, is a potent TRPV3 agonist that causes anxiolytic-like and antidepressive-like behavioral effects in wild-type (WT) mice with concomitant changes in c-Fos activation in the brain." \\
+"Burning of Boswellia resin as incense has been part of religious and cultural ceremonies for millennia and is believed to contribute to the spiritual exaltation associated with such events. Transient receptor potential vanilloid (TRPV) 3 is an ion channel implicated in the perception of warmth in the skin. TRPV3 mRNA has also been found in neurons through-out the brain; however, the role of TRPV3 channels there remains unknown. Here we show that incensole acetate (IA), a Boswellia resin constituent, is a potent TRPV3 agonist that causes anxiolytic-like and antidepressive-like behavioral effects in wild-type (WT) mice with concomitant changes in c-Fos activation in the brain." \\
 [Incensole acetate, an incense component, elicits psychoactivity by activating TRPV3 channels in the brain. Moussaieff, A., et al.,  The FASEB Journal, Vol.22(8), 2008, 3024-3034]
-"... 250 components had been identified in olibanum oil or as pyranolysis products of the resin; however, no charcater-impact compound was among these... Olibanum resin contains several odorless cembranoid diterpenes [7.511-7.513 meaning cembrene A, incensol, 1-hydroxycembrene A] and pentycaclic diterpenes, of which yet unidentified pyrolysis products are considered to contribute to the typical odor of incense smoke. Cembrene A was initially identified in pine tree resins, whereas incensol and its 1-hydroxy derivative occur in olibanum only." \\
+| {{:alpha_pinene.jpg| α-pinene}} \\ α-pinene | {{:serratol.jpg| serratol}} \\ serratol | {{:incensole.jpg| incensole}} \\ incensole |
+"250 components had been identified in olibanum oil or as pyranolysis products of the resin; however, no character-impact compound was among these... Olibanum resin contains several odorless cembranoid diterpenes [7.511-7.513 meaning cembrene A, incensol, 1-hydroxycembrene A] and pentycaclic diterpenes, of which yet unidentified pyrolysis products are considered to contribute to the typical odor of incense smoke. Cembrene A was initially identified in pine tree resins, whereas incensol and its 1-hydroxy derivative occur in olibanum only." \\
+Only one synthetic incense odorant, namely 2-methyl undecanoic acid (Mystikal) with its humid resinous incense note, conveys the typical olibanum odor. \\
 [Scent and Chemistry, Günther Ohloff, Wilhelm Pickenhagen, Philip Kraft, Wiley-VCH, 2012, 323]
 α-Pinene (11-24%), limonene (11-18%) and myrcene (2-8%) were the main components of B.sacra extracts. α-Pinene, β-myrcene, 1,8-cineole, linalool, verbenone, trans-carveol, carvone, thymoquinone, germacrene D, α-copaene, p-cresol, serratol, o-methyl anisole, sotolone, ethyl 3-methylbutanoate and especially two unidentified substances (A: broth, meat, spicy and and B: coniferous, woody, peppery) were identified
 as odor-active constituents in B. sacra. \\
-Serratol (also called 1-hydroxycembrene A, cembrenol, S(-)-cembra-3E,7E,11E-triene-1-ol), present at 0.3-3.2%, was described as woody, rosiny and incense-like by GC–O evaluation. The peak assigned as isoincensole and isoincensole acetate by Hamm et al. was in fact a coeluting peak of serratol and incensol, confirmed by measurements on a FFAP column. Serratol was detected in only three samples with low FD factors, so the sensory relevance of these diterpenes in B.sacra frankincense is probably insignificant. \\
+Serratol (also called 1-hydroxycembrene A, S(-)-cembra-3E,7E,11E-triene-1-ol), present at 0.3-3.2%, was described as woody, rosiny and incense-like by GC-O evaluation. The peak assigned as isoincensole and isoincensole acetate by Hamm et al. was in fact a coeluting peak of serratol and incensole, confirmed by measurements on a FFAP column. Serratol was detected in only three samples with low FD factors, so the sensory relevance of these diterpenes in B.sacra frankincense is probably insignificant. \\
-[Identification of odorants in frankincense (Boswellia sacra Flueck.) by aroma extract dilution analysis and two-dimensional gas chromatography–mass spectrometry/olfactometry., Niebler, J., Buettner, A., Phytochemistry, 109, 2015, 66-75]
+[Identification of odorants in frankincense (Boswellia sacra Flueck.) by aroma extract dilution analysis and two-dimensional gas chromatography-mass spectrometry/olfactometry., Niebler, J., Buettner, A., Phytochemistry, 109, 2015, 66-75]
+Two oxygenated sesquiterpenes, rotundone and mustakone, are potent odorants of frankincense with very low odor thresholds. During GC-O analysis it was observed that close to the threshold level, rotundone imparts a more woody, coniferous, incense-like, and only slightly peppery smell, while at somewhat higher levels the strong, distinct peppery note arises. Mustakone (non-anosmic panelists: odor th <0.01 ng/L) is "...described by panelists as spicy, woody, slightly fatty, meat-broth-like, and balsamic. Interestingly, some panelists remarked that the smell resembles that of α-copaene, which was reported to contribute to the smell of frankincense and smells 'spicy, broth, woody'." \\
+[Fragrant Sesquiterpene Ketones as Trace Constituents in Frankincense Volatile Oil of Boswellia sacra., Niebler, J., Zhuravlova, K., Minceva, M., Buettner, A., Journal of natural products, 79(4), 2016, 1160-1164] \\
+[[https://pubs.acs.org/doi/abs/10.1021/acs.jnatprod.5b00836]]
+| {{:rotundone.jpg| rotundone }} \\ rotundone | {{:mustakone.jpg| mustakone }} \\ mustakone | {{:olibanicacid.jpg| olibanic acid(s)}} \\ olibanic acids |
+(1S,2S)-(+)-trans- and (1S,2R)-(+)-cis-2-Octylcyclopropyl-1-carboxylic acid are key molecular constituents contributing to the characteristic odor of olibanum. These highly potent odorants occure in ppm amounts in all frankincense samples analyzed "... even those showing radically different volatile compositions. These cyclopropyl-derived acids provide the very characteristic old churchlike endnote of the frankincense odor." \\
+[Cerutti‐Delasalle, C., Mehiri, M., Cagliero, C., Rubiolo, P., Bicchi, C., Meierhenrich, U. J., & Baldovini, N. (2016). The (+)‐cis‐and (+)‐trans‐Olibanic Acids: Key Odorants of Frankincense. Angewandte Chemie, 128(44), 13923-13927]
+{{:boswellia_sacra.jpg}}\\
+Boswelllia sacra, Florida
+[[https://creativecommons.org/licenses/by/2.0//|CC BY 2.0]], Author: Scott Zona [[https://en.wikipedia.org/wiki/Frankincense#/media/File:Boswellia_sacra.jpg|Wikimedia Commons]]