Department of Phytochemistry
Our studies are focused on biologically active secondary metabolites from plants and plant tissue cultures, with special interest in compounds biosynthesized by the plants of Cichorieae and Inuleae tribes (Asteraceae family). Recently, we have been investigating formerly unexamined Lactuca species of African and Asian origin, in a search of antioxidative and anti-inflammatory compounds.
Scope of research:
- plant secondary metabolites - isolation and structure identification/elucidation,
- qualitative and quantitative analysis of bioactive compounds in a plant material,
- regulation of plant metabolism in vitro and in vivo,
- bioactivity assays,
- tissue cultures of medicinal plants.
In cooperation with other research teams and institutions we perform analyses of selected compounds in a plant material of different origin, provide pure compounds for bioactivity evaluation and share plant materials for biological studies.
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Eupatoriopicrin Inhibits Pro-inflammatory Functions of Neutrophils via Suppression of IL-8 and TNF-alpha Production and p38 and ERK 1/2 MAP Kinases.
Barbara Michalak, Jakub P Piwowarski, Sebastian Granica, Birgit Waltenberger, Atanas G Atanasov, Shafaat Y Khan, Johannes M Breuss, Pavel Uhrin, Barbara Żyżyńska-Granica, Anna Stojakowska, Hermann Stuppner, Anna K Kiss
Journal of natural products, 10.1021/acs.jnatprod.8b00939
PMID:30653318 -
Major terpenoids from Telekia speciosa flowers and their cytotoxic activity in vitro.
Anna Stojakowska, Agnieszka Galanty, Janusz Malarz, Marta Michalik
Natural product research, 10.1080/14786419.2018.1437431
PMID:29430966 -
Does co-inoculation of Lactuca serriola with endophytic and arbuscular mycorrhizal fungi improve plant growth in a polluted environment?
Rafał Ważny, Piotr Rozpądek, Roman J Jędrzejczyk, Marta Śliwa, Anna Stojakowska, Teresa Anielska, Katarzyna Turnau
Mycorrhiza, 10.1007/s00572-018-0819-y
PMID:29359253 -
Structure elucidation of an unusual new sesquiterpene lactone glucoside ester from Crepis pannonica.
Klaudia Michalska, Edward Szneler, Wanda Kisiel
Magnetic resonance in chemistry : MRC, 10.1002/mrc.4358
PMID:26376761 -
Mycorrhizal fungi modulate phytochemical production and antioxidant activity of Cichorium intybus L. (Asteraceae) under metal toxicity.
P Rozpądek, K Wężowicz, A Stojakowska, J Malarz, E Surówka, Ł Sobczyk, T Anielska, R Ważny, Z Miszalski, K Turnau
Chemosphere, 10.1016/j.chemosphere.2014.04.023 S0045-6535(14)00493-7
PMID:25048909 -
Chemotaxonomic value of magastigmane glucosides of Cichorium calvum.
Klaudia Michalska, Alex Beharav, Wanda Kisiel
Natural product communications,
PMID:24689202 -
Long-term cultured hairy roots of chicory-a rich source of hydroxycinnamates and 8-deoxylactucin glucoside.
Janusz Malarz, Anna Stojakowska, Wanda Kisiel
Applied biochemistry and biotechnology, 10.1007/s12010-013-0446-1
PMID:23975347 -
Sesquiterpene lactones from Lactuca canadensis and their chemotaxonomic significance.
Klaudia Michalska, Edward Szneler, Wanda Kisiel
Phytochemistry, 10.1016/j.phytochem.2013.02.005 S0031-9422(13)00060-5
PMID:23522933 -
Root tubers of Lactuca tuberosa as a source of antioxidant phenolic compounds and new furofuran lignans.
Anna Stojakowska, Klaudia Michalska, Janusz Malarz, Alex Beharav, Wanda Kisiel
Food chemistry, 10.1016/j.foodchem.2012.11.062 S0308-8146(12)01794-3
PMID:23411240 -
Chemical composition of essential oils from a multiple shoot culture of Telekia speciosa and different plant organs.
Anna Wajs-Bonikowska, Anna Stojakowska, Danuta Kalemba
Natural product communications,
PMID:22799093 -
Complete NMR spectral assignments of two lactucin-type sesquiterpene lactone glycosides from Picris conyzoides.
Klaudia Michalska, Edward Szneler, Wanda Kisiel
Magnetic resonance in chemistry : MRC, 10.1002/mrc.2801
PMID:22002327 -
Arbuscular mycorrhizal fungi alter thymol derivative contents of Inula ensifolia L.
Szymon Zubek, Anna Stojakowska, Teresa Anielska, Katarzyna Turnau
Mycorrhiza, 10.1007/s00572-010-0306-6
PMID:20177715 -
Sesquiterpenoids and phenolics from roots of Taraxacum udum.
Klaudia Michalska, Jolanta Marciniuk, Wanda Kisiel
Fitoterapia, 10.1016/j.fitote.2009.12.004
PMID:20006977 -
Structural analysis of 1L-chiro-inositol diester from Taraxacum udum.
Klaudia Michalska, Marek Zylewski, Jolanta Marciniuk, Wanda Kisiel
Carbohydrate research, 10.1016/j.carres.2009.10.019
PMID:19926080 -
Structure elucidation and complete NMR spectral assignments of two new sesquiterpene lactone xylosides from Lactuca triangulata.
Klaudia Michalska, Marek Zylewski, Wanda Kisiel
Magnetic resonance in chemistry : MRC, 10.1002/mrc.2323
PMID:18785195
- Thymol derivatives from the roots of Xerolekia speciosissima an endemic species of the pre-Alpine area Kłeczek N., Malarz J., Kosecka-Strojek M., Musielak B., Stojakowska A. 2019. DOI: 10.1016/j.phytol.2019.01.010
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Sesquiterpene lactones and phenolics from roots of Leontodon hispidus subsp. hispidus
Michalska K., Pieron K., Stojakowska A. 2018. Nat. Prod. Commun., 13, 393-394.
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Phenolics and terpenoids from a wild edible plant Lactuca orientalis (Boiss.) Boiss.: A preliminary study
Stojakowska A., Michalska K., Kłeczek N., Malarz J., Beharav A. 2018. J. Food Comp. Anal., 69, 20-24.
- Bioactive phenolics from in vitro cultures of Lactuca aculeata Boiss. et Kotschy Stojakowska A., Malarz J. 2017. Phytochem. Lett., 19, 7-11
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Sesquiterpenoids from roots of Lactuca sativa var. angustana cv. "Gruener Stern"
Michalska K., Michalski O., Stojakowska A. 2016. DOI 10.1016/j.phytol.2016.10.023
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Hydroxycinnamates from elecampane (Inula helenium L.) callus culture
Stojakowska A., Malarz J., Kiss A.K. 2016. Acta Physiol. Plant., 38, 41, DOI 10.1007/s11738-016-2069-y
- Acylated hydroxycinnamic acid glucosides from flowers of Telekia speciosa Stojakowska A., Malarz J., Żylewski M., Kisiel W. 2015. Phytochemistry Lett., 12, 257-261
- Chemical constituents of Lactuca dregeana Michalska K., Kisiel W., Stojakowska A. 2015. Biochem. Syst. Ecol., 59, 302-304.
- Quantitative analysis of sesquiterpene lactones and thymol derivatives in extracts from Telekia speciosa Stojakowska A., Malarz J., Kisiel W. 2015. Phytochemistry Lett., 11, 378-383.
- Variation of sesquiterpene lactone contents in Lactuca georgica natural populations from Armenia Beharav A., Stojakowska A., Ben-David R., Malarz J., Michalska K., Kisiel W. 2015. Genet. Resour. Crop Evol., 62, 431-441.
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Chemical constituents from Lactuca inermis, a wild African species.
Michalska K., Kisiel W.
Biochem. Syst. Ecol., 2014, 55, 104-106. - A new neolignan glucoside from hairy roots of Cichorium intybus Malarz J., Stojakowska A., Szneler E., Kisiel W. 2013. Phytochemistry Lett., 6, 59-61
- Phenolic constituents of Lactuca tenerrima Michalska K., Stojakowska A., Kisiel W. 2012. Biochem. Syst. Ecol., 42, 32-34.
- Terpenoids from a multiple shoot culture of Telekia speciosa Stojakowska A., Malarz J., Kisiel W. 2011. Acta Soc. Bot. Pol., 80, 253-256.
- Caffeic acid derivatives from a hairy root culture of Lactuca virosa Stojakowska A., Malarz J., Szewczyk A., Kisiel W. 2012. Acta Physiol. Plant., 34, 291-298.
interests
techniques
- 1H and 13C nuclear magnetic resonance (one- and two-dimensional techniques – HSQC, HMBC, COSY, NOESY)
- centrifugally accelerated TLC
- conventional column chromatography
- direct organogenesis
- electrophoresis
- hairy root cultures
- HPLC UV
- indirect organogenesis
- mass sectroscopy
- plant tissue cultures
- spectroscopy UV-VIS
- thin-layer chromatography
- undifferentiated (callus and cell suspension) cultures