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Elucidating molecular control of terpenoid and phenylpropanoid biosynthesis in Agastache rugosa – an East Asian medicinal plant

100%

Bielecka M., Zielinska S., Pencakowski B., Pytys A., Praszmo A., Matkowski A.

BioTechnologia. Journal of Biotechnology Computational Biology and Bionanotechnology

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2015

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tom 96

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nr 1

2

Cannabinoid-like anti-inflammatory compounds from flax fiber

100%

Styrczewska M., Kulma A., Ratajczak K., Amarowicz R., Szopa J.

Cellular and Molecular Biology Letters

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2012

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tom 17

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nr 3

Flax is a valuable source of fibers, linseed and oil. The compounds of the latter two products have already been widely examined and have been proven to possess many health-beneficial properties. In the course of analysis of fibers extract from previously generated transgenic plants overproducing phenylpropanoids a new terpenoid compound was discovered. The UV spectra and the retention time in UPLC analysis of this new compound reveal similarity to a cannabinoid-like compound, probably cannabidiol (CBD). This was confirmed by finding two ions at m/z 174.1 and 231.2 in mass spectra analysis. Further confirmation of the nature of the compound was based on a biological activity assay. It was found that the compound affects the expression of genes involved in inflammatory processes in mouse and human fibroblasts and likely the CBD from Cannabis sativa activates the specific peripheral cannabinoid receptor 2 (CB2) gene expression. Besides fibers, the compound was also found in all other flax tissues. It should be pointed out that the industrial process of fabric production does not affect CBD activity. The presented data suggest for the first time that flax products can be a source of biologically active cannabinoid-like compounds that are able to influence the cell immunological response. These findings might open up many new applications for medical flax products, especially for the fabric as a material for wound dressing with anti-inflammatory properties.

3

A biomimetic approach to some specifically functionalized cyclic terpenoids

100%

Kulcitki V.

Acta Biochimica Polonica

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2007

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tom 54

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nr 4

679-693

The paper relates on the current advancements in the synthesis of complex cyclic terpenoids by superacidic induced cyclization of open chain precursors. It is shown that functional groups disposal in the initial substrate strongly influences the reaction outcome. Possible variations of the investigated compound structures include particularly α-functionalization and α,ω-bifunctionalization. This approach allowed a selective initiation of cyclization sequence from an internal double bond or suspending the ring closure cascade to partially cyclized compounds. The reported synthetic schemes are attempts to mimic the biogenetical processes postulated in the living systems.

4

Evaluation of antiamoebic and antimicrobial activities in vitro of Chaenomeles japonica (Thunb.) Lindl. ex Spach extracts

100%

Klikowska M., Derda M., Thiem B., Wlodarczyk A., Dlugaszewska J., Stochmal A., Zuchowski J., Hadas E.

Acta Biologica Cracoviensia. Series Botanica

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2019

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tom 61

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nr 2

5

The effects of heavy metals, content of nutrients and inoculation with mycorrhizal fungi on the level of terpenoids in roots of Pinus sylvestris seedlings

100%

Werner A., Napierala-Filipiak A., Mardarowicz M., Gawdzik J.

Acta Physiologiae Plantarum

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2004

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tom 26

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nr 2

6

Concentrations of terpenes in mycorrhizal roots of Scots pine [Pinus sylvestris L.] seedlings grown in vitro

100%

Napierala-Filipiak A., Werner A., Mardarowicz M., Gawdzik J.

Acta Physiologiae Plantarum

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2002

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tom 24

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nr 2

7

Hormonal activity and membrane action of plants terpenoids

100%

Zamaraeva M. V., Hagelgans A. I., Lubnina L. V., Abramov A. Y., Ahmedhodjaeva H. S., Saidhodjaev A. I., Glazyrina N. G., Salakhutdinov B. A.

Cellular and Molecular Biology Letters

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1999

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tom 04

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nr 2

Terpenoids are a numerous class of natural compounds that possess various biological activities, including estrogenic action. In the present paper we report the results of study of estrogen and membrane activity of aromatic and aliphatic derivatives of sesquiterpen alcohol carotene, isolated from Ferula genus, directly testing the hypothesis that these compounds modulate hormone production via affecting the mobilization of intracellular calcium. We have found that the complex ethers of sesquiterpen with aromatic but not with aliphatic substituents, more than 3-time increased the weight of uterus of prepubertal rats and stimulated the appearance of estrus in ovariectomized female rats in 80-100% of injected animals. Experiment carried out on intact cells (thymocytes) using the Ca2+ indicator Fura-2/AM showed that terpenoids exhibited stimulatory effect on the pubescence of rats by the increase of [Ca2+]i. Furthermore, as observed in the experiments in vitro, these terpenoids dramatically inhibit Ca-ATPase and Na, K-ATPase of intracellular and plasma membranes and cause structural changes in membranes as was shown by EPR spectroscopy method. These data suggest that sesquiterpens could exert their estrogen-like activity via increase of intracellular Ca2+.

8

Antisense oligodeoxynucleotide treatment as a new method of gene expression manipulation in flax

80%

Kostyn A., Kostyn K., Kulma A., Szopa-Skorkowski J.

BioTechnologia. Journal of Biotechnology Computational Biology and Bionanotechnology

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2015

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tom 96

|

nr 1

9

Culinary and medicinal mushrooms: insight into growing technologies

80%

Zieba P., Sekara A., Sulkowska-Ziaja K., Muszynska B.

Acta Mycologica

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2020

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tom 55

|

nr 2

10

Biotransformation of menthol by sporulated surface cultures of Penicillium sp. and study of the pathways involved

80%

Esmaeili A., Hoseiny Zarea A., Sharafian S., Safaiyan S., Rustaiyan A.

Herba Polonica

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2009

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tom 55

|

nr 1

78-83

A simple and efficient method of carrying out biotransformation reactions on terpenoid compounds was developed. For these experiments, a sporulated surface culture of Penicillium sp. was inoculated on solid media in conical flasks. After a short incubation the spores germinated and a mycelia culture was formed. After a week the cultures had completely sporulated and a bioconversion reaction started. For this purpose, a known volume of menthol was added onto the sporulated surface of culture. After 7 days, a period during which transformation took place, menthol was extracted with Et2O three times. After evaporation the recognition by GC and GC/MS was followed. The main bioconverted products obtained from menthol by surface Penicillium sp. with the use of sporulated surface culture were α-pinene (18.0%), sabinene (11.6%), trans-p-menthan-1-ol (10.6%), p-menth-1-ene (5.8%), 1,8-cineole (6.4%) and limonene (3.2%). The pathways of biotransformation of menthol by Penicillium sp. to main products are also discussed.

11

Terpenoids from a multiple shoot culture of Telekia speciosa

80%

Stojakowska A., Malarz J., Kisiel W.

Acta Societatis Botanicorum Poloniae

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2011

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tom 80

|

nr 3

Multiple shoots of Telekia speciosa were cultivated on MS medium containing 4.44 µM BAP and 0.54 µM NAA, solidified with agar. After eight weeks of culture the shoots were harvested and extracted with methanol. From the methanol extract one pseudoguaianolide – 2,3-dihydroaromaticin and three thymol derivatives: 8-hydroxy-9,10-diisobutyryloxythymol, 10-isobutyryloxy-8,9-epoxythymyl isobutyrate and 10-(2-methylbutyryloxy)-8,9-epoxythymyl isobutyrate were isolated as major secondary metabolites. Moreover, the shoots produced megastigmane and monoterpene glucosides, which were isolated for the first time from the species. The content of 2,3-dihydroaromaticin in the shoot culture was similar to that found in the intact plant, whereas yields of the three thymol derivatives were higher from multiple shoots than from the plants grown in the open field.

12

Evaluation of changes in the growth and chemical constituents of Anoectochilus formosanus Hayata grown under hydroponic conditions

80%

Nguyen H. C., Nhu T. Q. M., Dung P. V., Hieu N. D., Tuan T. T., Huyen P. X., Truong D.-H.

BioTechnologia. Journal of Biotechnology Computational Biology and Bionanotechnology

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2018

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tom 99

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nr 4

13

Changes in biochemical composition of needles of ornamental dwarf spruce [Picea glauca 'Conica'] induced by spruce spider mite [Oligonychus ununguis Jacobi, Acari: Tetranychidae] feeding

80%

Kielkiewicz M., Puchalska E., Czajkowska B.

Acta Physiologiae Plantarum

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2005

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tom 27

|

nr 4A

The impact of spruce spider mite (SSM) (Oligonychus ununguis Jacobi, Acari: Tetranychidae) feed-ng on needle compounds of young dwarf white spruce (Picea glauca ’Conica’), important in defence against pests, was determined. It was shown that the direction and intensity of changes in chemical composition of spruce needles was related to the density of spruce spider mite popu-a-ion. Relative to uninfested controls, needles of trees infested by 2-6 mites per 5 cm of twig during 8 weeks con-ained markedly higher concentration of soluble proteins, total phenolics and essential oil volatiles (linalool, β-phellandrene, β-myrcene, δ-3-carene, p-cymene, limonene, α-pinene, β-pinene, borneol, methyl salicylate, geranyl acetate). Feeding of a three times larger population of mites (18 specimens per 5 cm of twig) caused either reduction of concentration of those compounds, or no significant difference in comparison to the control. The results of our study show that O. ununguis at relatively low density (not exceeding 2-6 specimens per 5 cm of twig per 8 weeks) stimulates even susceptible host-plant to alter metabolism, however induced responses are suppressed as mite density increases. Findings are discussed in relation to the importance of changes in the concentration of needle primary and secondary metabolites to white spruce defence against O. ununguis.

Ograniczanie wyników

Elucidating molecular control of terpenoid and phenylpropanoid biosynthesis in Agastache rugosa – an East Asian medicinal plant

Cannabinoid-like anti-inflammatory compounds from flax fiber

A biomimetic approach to some specifically functionalized cyclic terpenoids

Evaluation of antiamoebic and antimicrobial activities in vitro of Chaenomeles japonica (Thunb.) Lindl. ex Spach extracts

The effects of heavy metals, content of nutrients and inoculation with mycorrhizal fungi on the level of terpenoids in roots of Pinus sylvestris seedlings

Concentrations of terpenes in mycorrhizal roots of Scots pine [Pinus sylvestris L.] seedlings grown in vitro

Hormonal activity and membrane action of plants terpenoids

Antisense oligodeoxynucleotide treatment as a new method of gene expression manipulation in flax

Culinary and medicinal mushrooms: insight into growing technologies

Biotransformation of menthol by sporulated surface cultures of Penicillium sp. and study of the pathways involved

Terpenoids from a multiple shoot culture of Telekia speciosa

Evaluation of changes in the growth and chemical constituents of Anoectochilus formosanus Hayata grown under hydroponic conditions

Changes in biochemical composition of needles of ornamental dwarf spruce [Picea glauca 'Conica'] induced by spruce spider mite [Oligonychus ununguis Jacobi, Acari: Tetranychidae] feeding