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1-O-Alkylglycerol Ethers from the Marine Sponge Guitarra abbotti and Their Cytotoxic Activity

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1-O-Alkylglycerol Ethers from the Marine Sponge Guitarra abbotti and Their Cytotoxic Activity. / Dyshlovoy, Sergey A; Fedorov, Sergey N; Svetashev, Vasily I; Makarieva, Tatiana N; Kalinovsky, Anatoliy I; Moiseenko, Olga P; Krasokhin, Vladimir B; Shubina, Larisa K; Guzii, Alla G; von Amsberg, Gunhild; Stonik, Valentin A.

In: MAR DRUGS, Vol. 20, No. 7, 409, 22.06.2022.

Research output: SCORING: Contribution to journal › SCORING: Journal article › Research › peer-review

Harvard

Dyshlovoy, SA, Fedorov, SN, Svetashev, VI, Makarieva, TN, Kalinovsky, AI, Moiseenko, OP, Krasokhin, VB, Shubina, LK, Guzii, AG, von Amsberg, G & Stonik, VA 2022, '1-O-Alkylglycerol Ethers from the Marine Sponge Guitarra abbotti and Their Cytotoxic Activity', MAR DRUGS, vol. 20, no. 7, 409. https://doi.org/10.3390/md20070409

APA

Dyshlovoy, S. A., Fedorov, S. N., Svetashev, V. I., Makarieva, T. N., Kalinovsky, A. I., Moiseenko, O. P., Krasokhin, V. B., Shubina, L. K., Guzii, A. G., von Amsberg, G., & Stonik, V. A. (2022). 1-O-Alkylglycerol Ethers from the Marine Sponge Guitarra abbotti and Their Cytotoxic Activity. MAR DRUGS, 20(7), [409]. https://doi.org/10.3390/md20070409

Vancouver

Dyshlovoy SA, Fedorov SN, Svetashev VI, Makarieva TN, Kalinovsky AI, Moiseenko OP et al. 1-O-Alkylglycerol Ethers from the Marine Sponge Guitarra abbotti and Their Cytotoxic Activity. MAR DRUGS. 2022 Jun 22;20(7). 409. https://doi.org/10.3390/md20070409

Bibtex

@article{527503d55f774ed69d1c19363298dee6,
title = "1-O-Alkylglycerol Ethers from the Marine Sponge Guitarra abbotti and Their Cytotoxic Activity",
abstract = "The cytotoxicity-bioassay-guided fractionation of the ethanol extract from the marine sponge Guitarra abbotti, whose 1-O-alkyl-sn-glycerol ethers (AGEs) have not been investigated so far, led to the isolation of a complex lipid fraction containing, along with previously known compounds, six new lipids of the AGE type. The composition of the AGE fraction as well as the structures of 6 new and 22 previously known compounds were established using 1H and 13C NMR, GC/MS, and chemical conversion methods. The new AGEs were identified as: 1-O-(Z-docos-15-enyl)-sn-glycerol (1), 1-O-(Z-docos-17-enyl)-sn-glycerol (2), 1-O-(Z-tricos-15-enyl)-sn-glycerol (3), 1-O-(Z-tricos-16-enyl)-sn-glycerol (4), 1-O-(Z-tricos-17-enyl)-sn-glycerol (5), and 1-O-(Z-tetracos-15-enyl)-sn-glycerol (6). The isolated AGEs show weak cytotoxic activity in THP-1, HL-60, HeLa, DLD-1, SNU C4, SK-MEL-28, and MDA-MB-231 human cancer cells. A further cytotoxicity analysis in JB6 P+ Cl41 cells bearing mutated MAP kinase genes revealed that ERK2 and JNK1 play a cytoprotective role in the cellular response to the AGE-induced cytotoxic effects.",
keywords = "Animals, Ethers/pharmacology, Gas Chromatography-Mass Spectrometry, Glycerol/pharmacology, Glyceryl Ethers/pharmacology, Humans, Porifera",
author = "Dyshlovoy, {Sergey A} and Fedorov, {Sergey N} and Svetashev, {Vasily I} and Makarieva, {Tatiana N} and Kalinovsky, {Anatoliy I} and Moiseenko, {Olga P} and Krasokhin, {Vladimir B} and Shubina, {Larisa K} and Guzii, {Alla G} and {von Amsberg}, Gunhild and Stonik, {Valentin A}",
year = "2022",
month = jun,
day = "22",
doi = "10.3390/md20070409",
language = "English",
volume = "20",
journal = "MAR DRUGS",
issn = "1660-3397",
publisher = "MDPI AG",
number = "7",

}

RIS

TY - JOUR

T1 - 1-O-Alkylglycerol Ethers from the Marine Sponge Guitarra abbotti and Their Cytotoxic Activity

AU - Dyshlovoy, Sergey A

AU - Fedorov, Sergey N

AU - Svetashev, Vasily I

AU - Makarieva, Tatiana N

AU - Kalinovsky, Anatoliy I

AU - Moiseenko, Olga P

AU - Krasokhin, Vladimir B

AU - Shubina, Larisa K

AU - Guzii, Alla G

AU - von Amsberg, Gunhild

AU - Stonik, Valentin A

PY - 2022/6/22

Y1 - 2022/6/22

N2 - The cytotoxicity-bioassay-guided fractionation of the ethanol extract from the marine sponge Guitarra abbotti, whose 1-O-alkyl-sn-glycerol ethers (AGEs) have not been investigated so far, led to the isolation of a complex lipid fraction containing, along with previously known compounds, six new lipids of the AGE type. The composition of the AGE fraction as well as the structures of 6 new and 22 previously known compounds were established using 1H and 13C NMR, GC/MS, and chemical conversion methods. The new AGEs were identified as: 1-O-(Z-docos-15-enyl)-sn-glycerol (1), 1-O-(Z-docos-17-enyl)-sn-glycerol (2), 1-O-(Z-tricos-15-enyl)-sn-glycerol (3), 1-O-(Z-tricos-16-enyl)-sn-glycerol (4), 1-O-(Z-tricos-17-enyl)-sn-glycerol (5), and 1-O-(Z-tetracos-15-enyl)-sn-glycerol (6). The isolated AGEs show weak cytotoxic activity in THP-1, HL-60, HeLa, DLD-1, SNU C4, SK-MEL-28, and MDA-MB-231 human cancer cells. A further cytotoxicity analysis in JB6 P+ Cl41 cells bearing mutated MAP kinase genes revealed that ERK2 and JNK1 play a cytoprotective role in the cellular response to the AGE-induced cytotoxic effects.

AB - The cytotoxicity-bioassay-guided fractionation of the ethanol extract from the marine sponge Guitarra abbotti, whose 1-O-alkyl-sn-glycerol ethers (AGEs) have not been investigated so far, led to the isolation of a complex lipid fraction containing, along with previously known compounds, six new lipids of the AGE type. The composition of the AGE fraction as well as the structures of 6 new and 22 previously known compounds were established using 1H and 13C NMR, GC/MS, and chemical conversion methods. The new AGEs were identified as: 1-O-(Z-docos-15-enyl)-sn-glycerol (1), 1-O-(Z-docos-17-enyl)-sn-glycerol (2), 1-O-(Z-tricos-15-enyl)-sn-glycerol (3), 1-O-(Z-tricos-16-enyl)-sn-glycerol (4), 1-O-(Z-tricos-17-enyl)-sn-glycerol (5), and 1-O-(Z-tetracos-15-enyl)-sn-glycerol (6). The isolated AGEs show weak cytotoxic activity in THP-1, HL-60, HeLa, DLD-1, SNU C4, SK-MEL-28, and MDA-MB-231 human cancer cells. A further cytotoxicity analysis in JB6 P+ Cl41 cells bearing mutated MAP kinase genes revealed that ERK2 and JNK1 play a cytoprotective role in the cellular response to the AGE-induced cytotoxic effects.

KW - Animals

KW - Ethers/pharmacology

KW - Gas Chromatography-Mass Spectrometry

KW - Glycerol/pharmacology

KW - Glyceryl Ethers/pharmacology

KW - Humans

KW - Porifera

U2 - 10.3390/md20070409

DO - 10.3390/md20070409

M3 - SCORING: Journal article

C2 - 35877702

VL - 20

JO - MAR DRUGS

JF - MAR DRUGS

SN - 1660-3397

IS - 7

M1 - 409

ER -