1,6-Dehydropinidine Is an Abundant Compound in Picea abies (Pinaceae) Sprouts and 1,6-Dehydropinidine Fraction Shows Antibacterial Activity against Streptococcus equi Subsp. equi

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Virjamo, V.; Fyhrquist, P.; Koskinen, A.; Lavola, A.; Nissinen, K.; Julkunen-Tiitto, R. 1,6-Dehydropinidine Is an Abundant Compound in Picea abies (Pinaceae) Sprouts and 1,6-Dehydropinidine Fraction Shows Antibacterial Activity against Streptococcus equi Subsp. equi. Molecules 2020, 25, 4558.

Title: 1,6-Dehydropinidine Is an Abundant Compound in Picea abies (Pinaceae) Sprouts and 1,6-Dehydropinidine Fraction Shows Antibacterial Activity against Streptococcus equi Subsp. equi
Author: Virjamo, Virpi; Fyhrquist, Pia; Koskinen, Akseli; Lavola, Anu; Nissinen, Katri; Julkunen-Tiitto, Riitta
Publisher: Multidisciplinary Digital Publishing Institute
Date: 2020-10-06
URI: http://hdl.handle.net/10138/320248
Abstract: Knowledge about the defensive chemistry of coniferous trees has increased in recent years regarding a number of alkaloid compounds; in addition to phenolics and terpenes. Here, we show that Norway spruce (<i>Picea abies</i> (L.) H. Karst.), an important boreal zone tree species; accumulates 1,6-dehydropinidine (2-methyl-6-(2-propenyl)-1,6-piperideine) in its needles and bark. We reanalyzed previously published GC-MS data to obtain a full picture of 1,6-dehydropinidine in <i>P. abies</i>. 1,6-dehydropinidine appeared to especially accumulate in developing spring shoots. We used solid-phase partitioning to collect the alkaloid fraction of the sprouts and thin-layer chromatography to purify 1,6-dehydropinidine. The antibacterial properties of the 1,6-dehydropinidine fraction were tested using a broth microdilution method; with <i>Streptococcus equi</i> subsp. <i>equi</i> as a model organism. Based on our results 1,6-dehydropinidine is common in alkaloid extractions from <i>P. abies</i> (0.4 &plusmn; 0.03 mg g<sup>&minus;1</sup> dw in mature needles) and it is especially abundant in young spruce shoots (2.7 &plusmn; 0.5 mg g<sup>&minus;1</sup> dw). Moreover; 1,6-dehydropinidine extracted from <i>P. abies</i> sprouts showed mild antibacterial potential against <i>Streptococcus equi</i> subsp. <i>equi</i> (MIC 55 &micro;g mL<sup>&minus;1</sup>). The antibacterial activity of a plant compound thought of as an intermediate rather than an end-product of biosynthesis calls for more detailed studies regarding the biological function of these coniferous alkaloids


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