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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.


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 (Picea abies (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 P. abies. 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 Streptococcus equi subsp. equi as a model organism. Based on our results 1,6-dehydropinidine is common in alkaloid extractions from P. abies (0.4 ± 0.03 mg g-1 dw in mature needles) and it is especially abundant in young spruce shoots (2.7 ± 0.5 mg g-1 dw). Moreover; 1,6-dehydropinidine extracted from P. abies sprouts showed mild antibacterial potential against Streptococcus equi subsp. equi (MIC 55 µg mL-1). 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.

SUBMITTER: Virjamo V 

PROVIDER: S-EPMC7582581 | biostudies-literature | 2020 Oct

REPOSITORIES: biostudies-literature

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

Virjamo Virpi V   Fyhrquist Pia P   Koskinen Akseli A   Lavola Anu A   Nissinen Katri K   Julkunen-Tiitto Riitta R  

Molecules (Basel, Switzerland) 20201006 19


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-deh  ...[more]

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