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© Natural Resources Institute Finland © Natural Resources Institute Finland
Tuula Jyske, Jan-Erik Raitanen, Eila Järvenpää, Risto Korpinen, Petri Kilpeläinen, Susan Kunnas, Tytti Sarjala, Patrik Eklund, Tuomo Tupasela, Anna-Liisa Välimaa
Natural Resources Institute Finland (Luke)
How to boost the use of high-value
substances of trees?
4/16/2018 1
Jyske et al.,Tiedetreffit, JAMK, Biotalousinstituutti,
Saarijärvi, 17.4.2018
© Natural Resources Institute Finland
Boosting the use of high-value substances
from trees: innovating treatment techniques
for improved usability in products (InnoTrea)
• Academy of Finland Key Project Funding to:
– Strengthen the research impact
– Promote active collaboration with the end-
users of research results
• Based on the earlier high-quality research
– Curiosity-driven solution-driven
2 4/16/2018
Jyske et al.,Tiedetreffit, JAMK, Biotalousinstituutti,
Saarijärvi, 17.4.2018
© Natural Resources Institute Finland © Natural Resources Institute Finland
Previous research examples
3 4/16/2018
Jyske et al.,Tiedetreffit, JAMK, Biotalousinstituutti,
Saarijärvi, 17.4.2018
© Natural Resources Institute Finland
Forest-based bioeconomy
• Saw milling and pulping
– Backbone of the Finnish bioeconomy
• Millions of tons of side-streams / a
– Combustion for energy and heat
– Cascading use for higher value
4 4/16/2018
Jyske et al.,Tiedetreffit, JAMK, Biotalousinstituutti,
Saarijärvi, 17.4.2018
© Natural Resources Institute Finland
Sugars,
phenolics,
minerals
Resin
acids,
lignans,
terpenes
Stilbenes, suberin,
betulinol,
tannins
Lignans,
stilbenes
Side-streams and fresh biomass
5 4/16/2018
Jyske et al.,Tiedetreffit, JAMK, Biotalousinstituutti,
Saarijärvi, 17.4.2018
Knots
Seeds,
Berries
Bark
Resin Sap
Compounds with
antioxidant,
antimicrobial,
antifungal,
anti-inflammatory
effects
Sprouts,
Needles, Leaves
Vitamins,
polyphenols,
flavonoids,
aromatic oils,
waxes, organic
acids, terpenes
© Natural Resources Institute Finland
Value-added during refining
Primary production
Conversion High value
products and services
6 4/16/2018 Jyske et al.,Tiedetreffit, JAMK, Biotalousinstituutti,
Saarijärvi, 17.4.2018
Price development
~32 €/T ~9–400 €/L
Conifer bark Powders Ingredients Cosmetics
~160 €/kg ~100–3000 €/L
Pharmaceuticals
~5700–? €/kg
© Natural Resources Institute Finland
Stilbene glucosides
Polyphenols with antioxidant, antimicrobial, and photoprotective properties
7
htt
p:/
/dem
entia
researc
hfo
undatio
n.o
rg.a
u/
Trans-Piceid
Resveratrol Trans-Astringin
Trans-Isorhapontin
Picea abies Vitis vinifera
Jyske et al.,Tiedetreffit, JAMK, Biotalousinstituutti,
Saarijärvi, 17.4.2018
1 M tons of spruce bark/year in Finland: 50 000 tons of stilbenes
4/16/2018
© Natural Resources Institute Finland
How much stilbenes within trees?
8 4/16/2018
Jyske et al.,Tiedetreffit, JAMK, Biotalousinstituutti,
Saarijärvi, 17.4.2018
• Stilbene glucoside content:
– 5%–15% of DW
• Highly variable:
– age, height, tissue
– inner bark
– butt-logs of the first commercial
thinning and older timber
Jyske, T., Laakso, T., Latva-Mäenpää, H.,
Tapanila, T., Saranpää, P. 2014. Biomass &
Bioenergy 71: 216–227. Stilbene amount mg g-1 DW
H
eig
ht
level
Bark tissue
© Natural Resources Institute Finland
Where do the stilbenes accumulate?
9 4/16/2018
Stilbenes highly
compartmentalized in axial
phloem parenchyma:
– Stability in vacuoles?
– Micro-encapsulation to
preserve the extracted
compounds in products?
Cryo-TOF-SIMS/SEM of frozen-hydrated
phloem in planta. m/z 245: trans-astringin.
Scale bar: 100 μm.
3D synchrotron radiation microtomography.
Scale bar: 50 μm.
Jyske T., Kuroda, K., Suuronen, J-P., Pranovich, A.,
Roig Juan, S., Aoki, D., Fukushima, K. 2016.
Plant Physiology 172: 913-928 .
Jyske et al.,Tiedetreffit, JAMK, Biotalousinstituutti,
Saarijärvi, 17.4.2018
© Natural Resources Institute Finland
Northern trees: rich source of stilbenes
10
0
50
100
150
Pr Sa Lo Si So
Stilbene amount mg g-1 DW
0
1
2
3
Pr Sa Lo Si So
Isorh/Ast -ratio
• North site: total content
• Northern origins:
Isorhapontin/Astringin –ratio
Jyske et al.,Tiedetreffit, JAMK, Biotalousinstituutti,
Saarijärvi, 17.4.2018 4/16/2018
North site
South site
Origins from south to north
Jyske, T., Laakso, T., Saranpää, P. 201X.
© Natural Resources Institute Finland © Natural Resources Institute Finland
InnoTrea project concept
11 4/16/2018
Jyske et al.,Tiedetreffit, JAMK, Biotalousinstituutti,
Saarijärvi, 17.4.2018
© Natural Resources Institute Finland
Target area: Lapland
• 9 M ha of forests in
Lapland
– certified for organic
wild food collecting
• Enthusiastic SMEs:
– new business based on
natural raw-materials
12 4/16/2018
Jyske et al.,Tiedetreffit, JAMK, Biotalousinstituutti,
Saarijärvi, 17.4.2018
© Natural Resources Institute Finland
The project concept
• Goals:
– New products from bioactive compounds
– Support R&D
– Add value for side-streams
– Create interdisciplinary networks
• What do we do?
– Research & co-creation with SMEs
– Scientific verification of raw-material potentials
– Paths from raw-materials to products
– Improved quality and prolonged shelf-life
13
4/16/2018
Jyske et al.,Tiedetreffit, JAMK, Biotalousinstituutti,
Saarijärvi, 17.4.2018
RESEARCH, TESTING,
DEMOS, PILOTS, QUALITY
CONTROL, CO-CREATION –
WORKSHOPS, FREEDOM-TO-
OPERATE –ANALYSIS
© Natural Resources Institute Finland
Bioactivity
&
applicability
Regulatory
&
commercial
aspects
Operational
models
for storage
and logistics
Cascading
use:
extraction,
fractioning &
use of the
remaining
material
Bark
properties
&
chemistry
We cover the whole value-chain
14
Jyske et al.,Tiedetreffit, JAMK, Biotalousinstituutti,
Saarijärvi, 17.4.2018
Utilization
of bark for
new
products
4/16/2018
© Natural Resources Institute Finland
Raw-material
collection, storage,
quality control
Extractions
Water, ethanol, CO2,
glycerol
Refining of extracts
Concentration,
microencapsulation, spray
drying, liquid/liquid-
extraction, chromatography
Cosmetics
Energy,
biochar,
compost
Remaining material:
Combustion,
pyrolysis, biogas
production ,
composting
Testing
Stability, antimicrobial,
antioxidative properties, UV,
sensory properties, toxicity,
anti-inflammation properties
New products
Market analysis, IPR
Pharmaceutical
ingredients
Flavors, aromas
Drinks, food
Wound care
Functional
materials
In practice…
4/16/2018
Jyske et al.,Tiedetreffit, JAMK, Biotalousinstituutti,
Saarijärvi, 17.4.2018 15
© Natural Resources Institute Finland
Dissemination and networking
16 4/16/2018
Jyske et al.,Tiedetreffit, JAMK, Biotalousinstituutti,
Saarijärvi, 17.4.2018
© Natural Resources Institute Finland © Natural Resources Institute Finland
Case studies
17 4/16/2018
Jyske et al.,Tiedetreffit, JAMK, Biotalousinstituutti,
Saarijärvi, 17.4.2018
© Natural Resources Institute Finland
Research needs of SMEs
18 4/16/2018
Jyske et al.,Tiedetreffit, JAMK, Biotalousinstituutti,
Saarijärvi, 17.4.2018
Biomass-
collecting
companies Wound
care,
Cosmetics
Superfood/
Food
manufacturers Farmers Saw mills
Meat & fish
products
manufacturers
Optimized
handling?
Sensory quality?
Chemical content?
Preservatives, aromas?
Antimicrobial?
Antifungal?
Antioxidant?
Income from side-products?
© Natural Resources Institute Finland
On-going case studies
19 4/16/2018
Jyske et al.,Tiedetreffit, JAMK, Biotalousinstituutti,
Saarijärvi, 17.4.2018
1) Storage stability of bark stilbenes
2) Biological activities of spruce inner bark
extracts:
– Potential for material protection
3) Sprouts & needles, bark tannins:
– Optimized processing for improved
shelf-life and quality of products
© Natural Resources Institute Finland
1) Storage stability of stilbenes of spruce bark
20 4/16/2018
Jyske et al.,Tiedetreffit, JAMK, Biotalousinstituutti,
Saarijärvi, 17.4.2018
20 16.4.2018
IST
D
Sugars No stilbenes!?
Iso
rha
po
ntin
IST
D
Sugars Astrin
gin
Pic
eid
Fresh
bark
from
saw
mill
1-year
stored
bark
from
saw
mill
© Natural Resources Institute Finland
Do the stilbenes form larger structures?
21 4/16/2018
Jyske et al.,Tiedetreffit, JAMK, Biotalousinstituutti,
Saarijärvi, 17.4.2018
Principal of size exclusion chromatography New bark
Old bark
© Natural Resources Institute Finland
Storage tests at biomass terminals
22 4/16/2018
Jyske et al.,Tiedetreffit, JAMK, Biotalousinstituutti,
Saarijärvi, 17.4.2018
Logs Bark pile
Hanna Brännström, Eelis Halmemies, Juha Nurmi
© Natural Resources Institute Finland
Storage tests at biomass terminals
23 4/16/2018
Jyske et al.,Tiedetreffit, JAMK, Biotalousinstituutti,
Saarijärvi, 17.4.2018
0
5
10
15
20
25
0 4 12
Sti
lben
es m
g/g
DW
Weeks
Stilbene content
Logs
Pile
0.E+00
1.E+06
2.E+06
0 4 12
µM
TE
/L
Weeks
Antioxidant activity (ORAC, hAQ 100 g)
Logs innerbark
Logs outerbark
Bark pile
Vitamin C(100 g)
© Natural Resources Institute Finland
Studies under progress:
• Chemical changes of stilbenes during storage
– Underlying environmental and biological factors causing
the changes?
– Stilbenes are leaching out?
– Stilbenes are degraded by microbial/enzymatic activity?
– Stilbenes are oxidized in the bark pile?
24 4/16/2018
Jyske et al.,Tiedetreffit, JAMK, Biotalousinstituutti,
Saarijärvi, 17.4.2018
© Natural Resources Institute Finland
2) Antimicrobial activity of spruce bark extracts
• Stilbenes are UV-sensitive:
– Trans-cis –isomerization and
photocyclization (i.e.,
phenantrene formation)
– Degradation products?
– Oligomerization?
• Biological activities?
• Potential in cosmetics?
25 4/16/2018
Jyske et al.,Tiedetreffit, JAMK, Biotalousinstituutti,
Saarijärvi, 17.4.2018
R
hv
R
R
Ar
PhPh
Ar
Ar
PhPh
Ar
Ar= substituted ring,Ph= unsubstituted ring
© Natural Resources Institute Finland
Preparation of several extracts for testing
26 4/16/2018
Jyske et al.,Tiedetreffit, JAMK, Biotalousinstituutti,
Saarijärvi, 17.4.2018
• XAD7HP-fractionated hydrophilic EtOH
extract; soluble sugars removed
• UV-treated XAD7HP-fractionated hydrophilic
EtOH extract
© Natural Resources Institute Finland
Chemical analysis of the most interesting extracts
27 4/16/2018
Jyske et al.,Tiedetreffit, JAMK, Biotalousinstituutti,
Saarijärvi, 17.4.2018
0.36
4.79
8.78
59.25
XAD-treated extract
(+)-Catechin
Trans-Piceid
Trans-Astringin
Trans-Isorhapontin
0.3 0.3
4.4 2.3
24.7
1.2
3.6
11.8
2.6
XAD-treated UV-irradiated extract
(+)-Catechin
Trans-Piceid
Trans-Isorhapontin
Cis-Piceid
Cis-Isorhapontin
Cis-Astringin
Phenantrene-Astringin
Phenantrene-Isorhapontin
Degradationproducts
© Natural Resources Institute Finland
Antimicrobial activity of XAD-treated extracts
28 4/16/2018
Jyske et al.,Tiedetreffit, JAMK, Biotalousinstituutti,
Saarijärvi, 17.4.2018
Stronger inhibitory effect of UV-irradiated extract!
UV
© Natural Resources Institute Finland
Studies under progress:
• Chemical changes of stilbenes during UV-reactions in
relation to oligomerization and degradation
– Glucosides vs. aglycons using model compounds?
• Minimum inhibitory values (MIC) for the extracts
• Material protection applications
• More microbial strains to be tested
29 4/16/2018
Jyske et al.,Tiedetreffit, JAMK, Biotalousinstituutti,
Saarijärvi, 17.4.2018
© Natural Resources Institute Finland
3) Spruce sprouts, needles, and bark extracts
• Short harvesting period of the spruce
sprouts:
– Can the sprouts be replaced by
mature needles?
• How to handle to best preserve the
quality (flavour, colour, content and
quality of active compounds)?
• Test products in collaboration with
SMEs
– Ice creams
– Reindeer chips
• Chemical composition: phenols,
flavonoids, alkaloids, vitamins
• Antioxidant and antimicrobial activity,
for preservation of foodstuffs
30 4/16/2018
Jyske et al.,Tiedetreffit, JAMK, Biotalousinstituutti,
Saarijärvi, 17.4.2018
0
20
40
60
80
100
120
Sprouts Needlesm
g/g
DW
C-vitamin, HPLC
© Natural Resources Institute Finland
Conclusions
• High variability in natural products properties
– Research vital to define operational guidelines for biomass use
– Need to utilize raw materials as a whole: cascading use
• Complex chemistry of natural products
− UV-light modifies stilbenes (e.g., oxidation / degradation /
formation of larger structures)
– Further studies needed to reveal biological activities
• Open-minded research collaboration with SMEs, start-ups, and
major forestry industries
– enabling biocircular economy
31 4/16/2018
Jyske et al.,Tiedetreffit, JAMK, Biotalousinstituutti,
Saarijärvi, 17.4.2018
© Natural Resources Institute Finland
Thank you! Jan-Erik Raitanen
Risto Korpinen
Eila Järvenpää
Susan Kunnas
Tytti Sarjala
Anna-Liisa Välimaa
Tiina Väyrynen
Hanna Brännström
Eelis Halmemies
Juha Nurmi
Petri Kilpeläinen
Patrik Eklund
Maarit Mäki
Tuomo Tupasela
Kimmo Rasa
Saija Rasi
Pekka Saranpää
Tapio Laakso
Andrey Pranovich
Patrik Eklund
Jussi-Petteri Suuronen
Katsushi Kuroda
Dan Aoki
Kazuhiko Fukushima
32 4/16/2018
Jyske et al.,Tiedetreffit, JAMK, Biotalousinstituutti,
Saarijärvi, 17.4.2018
© Natural Resources Institute Finland
Thank you!
33 4/16/2018
Jyske et al.,Tiedetreffit, JAMK, Biotalousinstituutti,
Saarijärvi, 17.4.2018