Chemical profiling and bioactivity of body wall lipids from strongylocentrotus droebachiensis

Alexander N. Shikov, Into Laakso, Olga N. Pozharitskaya, Tuulikki Sepp nen-Laakso, Anna S. Krishtopina, Marina N. Makarova, Heikki Vuorela, Valery Makarov

Research output: Contribution to journalArticleScientificpeer-review

1 Citation (Scopus)

Abstract

The lipids from gonads and polyhydroxynaphthoquinone pigments from body walls of sea urchins are intensively studied. However, little is known about the body wall (BW) lipids. Ethanol extract (55 ?C) contained about equal amounts of saturated (SaFA) and monounsaturated fatty acids (MUFA) representing 60% of total fatty acids, with myristic, palmitic and eicosenoic acids as major SaFAs and MUFAs, respectively. Non-methylene-interrupted dienes (13%) were composed of eicosadienoic and docosadienoic acids. Long-chain polyunsaturated fatty acids (LC-PUFA) included two main components, n6 arachidonic and n3 eicosapentaenoic acids, even with equal concentrations (15 µg/mg) and a balanced n6/n3 PUFA ratio (0.86). The UPLC-ELSD analysis showed that a great majority of the lipids (80%) in the ethanolic extract were phosphatidylcholine (60 µg/mg) and phosphatidylethanolamine (40 µg/mg), while the proportion of neutral lipids remained lower than 20%. In addition, alkoxyglycerol derivatives—chimyl, selachyl, and batyl alcohols—were quantified. We have assumed that the mechanism of action of body wall lipids in the present study is via the inhibition of MAPK p38, COX-1, and COX-2. Our findings open the prospective to utilize this lipid fraction as a source for the development of drugs with anti-inflammatory activity.

Original languageEnglish
Article number365
JournalMarine Drugs
Volume15
Issue number12
DOIs
Publication statusPublished - 24 Nov 2017
MoE publication typeA1 Journal article-refereed

Fingerprint

Strongylocentrotus
Lipids
Fatty Acids
Palmitic Acids
Monounsaturated Fatty Acids
Eicosapentaenoic Acid
Sea Urchins
Omega-3 Fatty Acids
Gonads
p38 Mitogen-Activated Protein Kinases
Phosphatidylcholines
Unsaturated Fatty Acids
Anti-Inflammatory Agents
Ethanol
Acids

Keywords

  • Body wall lipids
  • COX
  • GC-MS
  • Inhibition of p38 MAPK
  • Sea urchin
  • UPLC-ELSD
  • Cyclooxygenase Inhibitors/chemistry
  • Gas Chromatography-Mass Spectrometry
  • Strongylocentrotus/chemistry
  • Lipids/chemistry
  • Aquatic Organisms
  • Animals
  • Cell Line/drug effects

Cite this

Shikov, A. N., Laakso, I., Pozharitskaya, O. N., nen-Laakso, T. S., Krishtopina, A. S., Makarova, M. N., ... Makarov, V. (2017). Chemical profiling and bioactivity of body wall lipids from strongylocentrotus droebachiensis. Marine Drugs, 15(12), [365]. https://doi.org/10.3390/md15120365
Shikov, Alexander N. ; Laakso, Into ; Pozharitskaya, Olga N. ; nen-Laakso, Tuulikki Sepp ; Krishtopina, Anna S. ; Makarova, Marina N. ; Vuorela, Heikki ; Makarov, Valery. / Chemical profiling and bioactivity of body wall lipids from strongylocentrotus droebachiensis. In: Marine Drugs. 2017 ; Vol. 15, No. 12.
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abstract = "The lipids from gonads and polyhydroxynaphthoquinone pigments from body walls of sea urchins are intensively studied. However, little is known about the body wall (BW) lipids. Ethanol extract (55 ?C) contained about equal amounts of saturated (SaFA) and monounsaturated fatty acids (MUFA) representing 60{\%} of total fatty acids, with myristic, palmitic and eicosenoic acids as major SaFAs and MUFAs, respectively. Non-methylene-interrupted dienes (13{\%}) were composed of eicosadienoic and docosadienoic acids. Long-chain polyunsaturated fatty acids (LC-PUFA) included two main components, n6 arachidonic and n3 eicosapentaenoic acids, even with equal concentrations (15 µg/mg) and a balanced n6/n3 PUFA ratio (0.86). The UPLC-ELSD analysis showed that a great majority of the lipids (80{\%}) in the ethanolic extract were phosphatidylcholine (60 µg/mg) and phosphatidylethanolamine (40 µg/mg), while the proportion of neutral lipids remained lower than 20{\%}. In addition, alkoxyglycerol derivatives—chimyl, selachyl, and batyl alcohols—were quantified. We have assumed that the mechanism of action of body wall lipids in the present study is via the inhibition of MAPK p38, COX-1, and COX-2. Our findings open the prospective to utilize this lipid fraction as a source for the development of drugs with anti-inflammatory activity.",
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Shikov, AN, Laakso, I, Pozharitskaya, ON, nen-Laakso, TS, Krishtopina, AS, Makarova, MN, Vuorela, H & Makarov, V 2017, 'Chemical profiling and bioactivity of body wall lipids from strongylocentrotus droebachiensis', Marine Drugs, vol. 15, no. 12, 365. https://doi.org/10.3390/md15120365

Chemical profiling and bioactivity of body wall lipids from strongylocentrotus droebachiensis. / Shikov, Alexander N.; Laakso, Into; Pozharitskaya, Olga N.; nen-Laakso, Tuulikki Sepp; Krishtopina, Anna S.; Makarova, Marina N.; Vuorela, Heikki; Makarov, Valery.

In: Marine Drugs, Vol. 15, No. 12, 365, 24.11.2017.

Research output: Contribution to journalArticleScientificpeer-review

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T1 - Chemical profiling and bioactivity of body wall lipids from strongylocentrotus droebachiensis

AU - Shikov, Alexander N.

AU - Laakso, Into

AU - Pozharitskaya, Olga N.

AU - nen-Laakso, Tuulikki Sepp

AU - Krishtopina, Anna S.

AU - Makarova, Marina N.

AU - Vuorela, Heikki

AU - Makarov, Valery

PY - 2017/11/24

Y1 - 2017/11/24

N2 - The lipids from gonads and polyhydroxynaphthoquinone pigments from body walls of sea urchins are intensively studied. However, little is known about the body wall (BW) lipids. Ethanol extract (55 ?C) contained about equal amounts of saturated (SaFA) and monounsaturated fatty acids (MUFA) representing 60% of total fatty acids, with myristic, palmitic and eicosenoic acids as major SaFAs and MUFAs, respectively. Non-methylene-interrupted dienes (13%) were composed of eicosadienoic and docosadienoic acids. Long-chain polyunsaturated fatty acids (LC-PUFA) included two main components, n6 arachidonic and n3 eicosapentaenoic acids, even with equal concentrations (15 µg/mg) and a balanced n6/n3 PUFA ratio (0.86). The UPLC-ELSD analysis showed that a great majority of the lipids (80%) in the ethanolic extract were phosphatidylcholine (60 µg/mg) and phosphatidylethanolamine (40 µg/mg), while the proportion of neutral lipids remained lower than 20%. In addition, alkoxyglycerol derivatives—chimyl, selachyl, and batyl alcohols—were quantified. We have assumed that the mechanism of action of body wall lipids in the present study is via the inhibition of MAPK p38, COX-1, and COX-2. Our findings open the prospective to utilize this lipid fraction as a source for the development of drugs with anti-inflammatory activity.

AB - The lipids from gonads and polyhydroxynaphthoquinone pigments from body walls of sea urchins are intensively studied. However, little is known about the body wall (BW) lipids. Ethanol extract (55 ?C) contained about equal amounts of saturated (SaFA) and monounsaturated fatty acids (MUFA) representing 60% of total fatty acids, with myristic, palmitic and eicosenoic acids as major SaFAs and MUFAs, respectively. Non-methylene-interrupted dienes (13%) were composed of eicosadienoic and docosadienoic acids. Long-chain polyunsaturated fatty acids (LC-PUFA) included two main components, n6 arachidonic and n3 eicosapentaenoic acids, even with equal concentrations (15 µg/mg) and a balanced n6/n3 PUFA ratio (0.86). The UPLC-ELSD analysis showed that a great majority of the lipids (80%) in the ethanolic extract were phosphatidylcholine (60 µg/mg) and phosphatidylethanolamine (40 µg/mg), while the proportion of neutral lipids remained lower than 20%. In addition, alkoxyglycerol derivatives—chimyl, selachyl, and batyl alcohols—were quantified. We have assumed that the mechanism of action of body wall lipids in the present study is via the inhibition of MAPK p38, COX-1, and COX-2. Our findings open the prospective to utilize this lipid fraction as a source for the development of drugs with anti-inflammatory activity.

KW - Body wall lipids

KW - COX

KW - GC-MS

KW - Inhibition of p38 MAPK

KW - Sea urchin

KW - UPLC-ELSD

KW - Cyclooxygenase Inhibitors/chemistry

KW - Gas Chromatography-Mass Spectrometry

KW - Strongylocentrotus/chemistry

KW - Lipids/chemistry

KW - Aquatic Organisms

KW - Animals

KW - Cell Line/drug effects

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U2 - 10.3390/md15120365

DO - 10.3390/md15120365

M3 - Article

AN - SCOPUS:85039853344

VL - 15

JO - Marine Drugs

JF - Marine Drugs

SN - 1660-3397

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Shikov AN, Laakso I, Pozharitskaya ON, nen-Laakso TS, Krishtopina AS, Makarova MN et al. Chemical profiling and bioactivity of body wall lipids from strongylocentrotus droebachiensis. Marine Drugs. 2017 Nov 24;15(12). 365. https://doi.org/10.3390/md15120365