7β-hydroxycholesterol (BioDeep_00001871409)
代谢物信息卡片
化学式: C27H46O2 (402.34976159999997)
中文名称: 7-羟基胆固醇
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC(C)CCCC(C)C1CCC2C1(CCC3C2C(C=C4C3(CCC(C4)O)C)O)C
InChI: InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-25,28-29H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,24+,25+,26+,27-/m1/s1
数据库引用编号
6 个数据库交叉引用编号
- ChEBI: CHEBI:42989
- PubChem: 473141
- DrugBank: DB04706
- ChEMBL: CHEMBL497834
- CAS: 566-27-8
- MetaboLights: MTBLC42989
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
4 个相关的物种来源信息
- 7091 - Bombyx mori: 10.1248/CPB.32.3003
- 558755 - Cryptosula pallasiana: 10.3390/MD9020162
- 859395 - Heteroxenia ghardaqensis: 10.1016/J.ARABJC.2014.11.055
- 8407 - Rana temporaria: 10.1080/14786419.2010.484391
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:
- PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。
文献列表
- Imen Ghzaiel, Amira Zarrouk, Vivien Pires, Jean-Paul Pais de Barros, Sonia Hammami, Mohamed Ksila, Mohamed Hammami, Taoufik Ghrairi, Pierre Jouanny, Anne Vejux, Gérard Lizard. 7β-Hydroxycholesterol and 7-ketocholesterol: New oxidative stress biomarkers of sarcopenia inducing cytotoxic effects on myoblasts and myotubes.
The Journal of steroid biochemistry and molecular biology.
2023 Jun; 232(?):106345. doi:
10.1016/j.jsbmb.2023.106345
. [PMID: 37286110] - Leila Rezig, Imen Ghzaiel, Mohamed Ksila, Aline Yammine, Thomas Nury, Amira Zarrouk, Mohammad Samadi, Moncef Chouaibi, Anne Vejux, Gérard Lizard. Cytoprotective activities of representative nutrients from the Mediterranean diet and of Mediterranean oils against 7-ketocholesterol- and 7β-hydroxycholesterol-induced cytotoxicity: Application to age-related diseases and civilization diseases.
Steroids.
2022 11; 187(?):109093. doi:
10.1016/j.steroids.2022.109093
. [PMID: 36029811] - Imen Ghzaiel, Amira Zarrouk, Soukaina Essadek, Lucy Martine, Souha Hammouda, Aline Yammine, Mohamed Ksila, Thomas Nury, Wiem Meddeb, Mounia Tahri Joutey, Wafa Mihoubi, Claudio Caccia, Valerio Leoni, Mohammad Samadi, Niyazi Acar, Pierre Andreoletti, Sonia Hammami, Taoufik Ghrairi, Anne Vejux, Mohamed Hammami, Gérard Lizard. Protective effects of milk thistle (Sylibum marianum) seed oil and α-tocopherol against 7β-hydroxycholesterol-induced peroxisomal alterations in murine C2C12 myoblasts: Nutritional insights associated with the concept of pexotherapy.
Steroids.
2022 07; 183(?):109032. doi:
10.1016/j.steroids.2022.109032
. [PMID: 35381271] - T Nury, A Yammine, I Ghzaiel, K Sassi, A Zarrouk, F Brahmi, M Samadi, S Rup-Jacques, D Vervandier-Fasseur, J P Pais de Barros, V Bergas, S Ghosh, M Majeed, A Pande, A Atanasov, S Hammami, M Hammami, J Mackrill, B Nasser, P Andreoletti, M Cherkaoui-Malki, A Vejux, G Lizard. Attenuation of 7-ketocholesterol- and 7β-hydroxycholesterol-induced oxiapoptophagy by nutrients, synthetic molecules and oils: Potential for the prevention of age-related diseases.
Ageing research reviews.
2021 07; 68(?):101324. doi:
10.1016/j.arr.2021.101324
. [PMID: 33774195] - Souha Hammouda, Imen Ghzaiel, Pol Picón-Pagès, Wiem Meddeb, Wided Khamlaoui, Sonia Hammami, Francisco J Muñoz, Mohamed Hammami, Amira Zarrouk. Nigella and Milk Thistle Seed Oils: Potential Cytoprotective Effects against 7β-Hydroxycholesterol-Induced Toxicity on SH-SY5Y Cells.
Biomolecules.
2021 05; 11(6):. doi:
10.3390/biom11060797
. [PMID: 34071950] - Mason McComb, Richard W Browne, Sonia Bhattacharya, Mary Lou Bodziak, Dejan Jakimovski, Bianca Weinstock-Guttman, Jens Kuhle, Robert Zivadinov, Murali Ramanathan. The cholesterol autoxidation products, 7-ketocholesterol and 7β-hydroxycholesterol are associated with serum neurofilaments in multiple sclerosis.
Multiple sclerosis and related disorders.
2021 May; 50(?):102864. doi:
10.1016/j.msard.2021.102864
. [PMID: 33677412] - Anne Vejux, Dehbia Abed-Vieillard, Khadija Hajji, Amira Zarrouk, John J Mackrill, Shubhrima Ghosh, Thomas Nury, Aline Yammine, Mohamed Zaibi, Wafa Mihoubi, Habiba Bouchab, Boubker Nasser, Yaël Grosjean, Gérard Lizard. 7-Ketocholesterol and 7β-hydroxycholesterol: In vitro and animal models used to characterize their activities and to identify molecules preventing their toxicity.
Biochemical pharmacology.
2020 03; 173(?):113648. doi:
10.1016/j.bcp.2019.113648
. [PMID: 31586589] - Hiroshi Takahashi, Tatsuya Hoshino. A comparative study of the effects of 7β-hydroxycholesterol, 25-hydroxycholesterol, and cholesterol on the structural and thermal phase behavior of multilamellar dipalmitoylphosphatidylcholine bilayer vesicles.
Chemistry and physics of lipids.
2020 03; 227(?):104872. doi:
10.1016/j.chemphyslip.2020.104872
. [PMID: 31926857] - Thomas Nury, Aline Yammine, Franck Menetrier, Amira Zarrouk, Anne Vejux, Gérard Lizard. 7-Ketocholesterol- and 7β-Hydroxycholesterol-Induced Peroxisomal Disorders in Glial, Microglial and Neuronal Cells: Potential Role in Neurodegeneration : 7-ketocholesterol and 7β-hydroxycholesterol-Induced Peroxisomal Disorders and Neurodegeneration.
Advances in experimental medicine and biology.
2020; 1299(?):31-41. doi:
10.1007/978-3-030-60204-8_3
. [PMID: 33417205] - William J Griffiths, Eylan Yutuc, Jonas Abdel-Khalik, Peter J Crick, Thomas Hearn, Alison Dickson, Brian W Bigger, Teresa Hoi-Yee Wu, Anu Goenka, Arunabha Ghosh, Simon A Jones, Douglas F Covey, Daniel S Ory, Yuqin Wang. Metabolism of Non-Enzymatically Derived Oxysterols: Clues from sterol metabolic disorders.
Free radical biology & medicine.
2019 11; 144(?):124-133. doi:
10.1016/j.freeradbiomed.2019.04.020
. [PMID: 31009661] - Randa Sghaier, Thomas Nury, Valerio Leoni, Claudio Caccia, Jean-Paul Pais De Barros, Ameur Cherif, Anne Vejux, Thibault Moreau, Khalifa Limem, Mohammad Samadi, John J Mackrill, Ahmed Slaheddine Masmoudi, Gérard Lizard, Amira Zarrouk. Dimethyl fumarate and monomethyl fumarate attenuate oxidative stress and mitochondrial alterations leading to oxiapoptophagy in 158N murine oligodendrocytes treated with 7β-hydroxycholesterol.
The Journal of steroid biochemistry and molecular biology.
2019 11; 194(?):105432. doi:
10.1016/j.jsbmb.2019.105432
. [PMID: 31344443] - K Sassi, T Nury, A Zarrouk, R Sghaier, A Khalafi-Nezhad, A Vejux, M Samadi, F Ben Aissa-Fennira, G Lizard. Induction of a non-apoptotic mode of cell death associated with autophagic characteristics with steroidal maleic anhydrides and 7β-hydroxycholesterol on glioma cells.
The Journal of steroid biochemistry and molecular biology.
2019 07; 191(?):105371. doi:
10.1016/j.jsbmb.2019.04.020
. [PMID: 31034873] - B Šošić-Jurjević, D Lütjohann, K Renko, B Filipović, N Radulović, V Ajdžanović, S Trifunović, N Nestorović, J Živanović, M Manojlović Stojanoski, J Kӧhrle, V Milošević. The isoflavones genistein and daidzein increase hepatic concentration of thyroid hormones and affect cholesterol metabolism in middle-aged male rats.
The Journal of steroid biochemistry and molecular biology.
2019 06; 190(?):1-10. doi:
10.1016/j.jsbmb.2019.03.009
. [PMID: 30885834] - Randa Sghaier, Amira Zarrouk, Thomas Nury, Ilham Badreddine, Nora O'Brien, John J Mackrill, Anne Vejux, Mohammad Samadi, Boubker Nasser, Claudio Caccia, Valerio Leoni, Thibault Moreau, Mustapha Cherkaoui-Malki, Ahmed Salhedine Masmoudi, Gérard Lizard. Biotin attenuation of oxidative stress, mitochondrial dysfunction, lipid metabolism alteration and 7β-hydroxycholesterol-induced cell death in 158N murine oligodendrocytes.
Free radical research.
2019 05; 53(5):535-561. doi:
10.1080/10715762.2019.1612891
. [PMID: 31039616] - Amira Zarrouk, Mohammed Ali Smach, Jawhar Hafsa, Randa Sghaier, Hatem Majdoub, Mohammed Hammami, Bassem Charfeddine. Effects of Carpobrotus edulis Extract on Oxidative Stress and 158N Oligodendrocyte Death.
Biomedical and environmental sciences : BES.
2019 Apr; 32(4):291-299. doi:
10.3967/bes2019.039
. [PMID: 31217065] - Amira Zarrouk, Yosra Ben Salem, Jawhar Hafsa, Randa Sghaier, Bassem Charfeddine, Khalifa Limem, Mohamed Hammami, Hatem Majdoub. 7β-hydroxycholesterol-induced cell death, oxidative stress, and fatty acid metabolism dysfunctions attenuated with sea urchin egg oil.
Biochimie.
2018 Oct; 153(?):210-219. doi:
10.1016/j.biochi.2018.06.027
. [PMID: 30003930] - Yidan Sun, Susanne Kopp, Jasmin Strutz, Chaitanya Chakravarthi Gali, Martina Zandl-Lang, Elham Fanaee-Danesh, Andrijana Kirsch, Silvija Cvitic, Saša Frank, Richard Saffery, Ingemar Björkhem, Gernot Desoye, Christian Wadsack, Ute Panzenboeck. Gestational diabetes mellitus modulates cholesterol homeostasis in human fetoplacental endothelium.
Biochimica et biophysica acta. Molecular and cell biology of lipids.
2018 09; 1863(9):968-979. doi:
10.1016/j.bbalip.2018.05.005
. [PMID: 29778664] - Monica Deiana, Simone Calfapietra, Alessandra Incani, Angela Atzeri, Daniela Rossin, Roberto Loi, Barbara Sottero, Noemi Iaia, Giuseppe Poli, Fiorella Biasi. Derangement of intestinal epithelial cell monolayer by dietary cholesterol oxidation products.
Free radical biology & medicine.
2017 12; 113(?):539-550. doi:
10.1016/j.freeradbiomed.2017.10.390
. [PMID: 29102636] - Frans Stellaard, Klaus von Bergmann, Thomas Sudhop, Dieter Lütjohann. The value of surrogate markers to monitor cholesterol absorption, synthesis and bioconversion to bile acids under lipid lowering therapies.
The Journal of steroid biochemistry and molecular biology.
2017 05; 169(?):111-122. doi:
10.1016/j.jsbmb.2016.03.030
. [PMID: 27060336] - Willem-Jan Keune, Jens Hausmann, Ruth Bolier, Dagmar Tolenaars, Andreas Kremer, Tatjana Heidebrecht, Robbie P Joosten, Manjula Sunkara, Andrew J Morris, Elisa Matas-Rico, Wouter H Moolenaar, Ronald P Oude Elferink, Anastassis Perrakis. Steroid binding to Autotaxin links bile salts and lysophosphatidic acid signalling.
Nature communications.
2016 Apr; 7(?):11248. doi:
10.1038/ncomms11248
. [PMID: 27075612] - Zoltán Pataj, Gerhard Liebisch, Gerd Schmitz, Silke Matysik. Quantification of oxysterols in human plasma and red blood cells by liquid chromatography high-resolution tandem mass spectrometry.
Journal of chromatography. A.
2016 Mar; 1439(?):82-88. doi:
10.1016/j.chroma.2015.11.015
. [PMID: 26607314] - Aliki A Rasmiena, Christopher K Barlow, Theodore W Ng, Dedreia Tull, Peter J Meikle. High density lipoprotein efficiently accepts surface but not internal oxidised lipids from oxidised low density lipoprotein.
Biochimica et biophysica acta.
2016 Feb; 1861(2):69-77. doi:
10.1016/j.bbalip.2015.11.002
. [PMID: 26569052] - Thomas Nury, Amira Zarrouk, John J Mackrill, Mohammad Samadi, Philippe Durand, Jean-Marc Riedinger, Margaux Doria, Anne Vejux, Emeric Limagne, Dominique Delmas, Michel Prost, Thibault Moreau, Mohamed Hammami, Régis Delage-Mourroux, Nora M O'Brien, Gérard Lizard. Induction of oxiapoptophagy on 158N murine oligodendrocytes treated by 7-ketocholesterol-, 7β-hydroxycholesterol-, or 24(S)-hydroxycholesterol: Protective effects of α-tocopherol and docosahexaenoic acid (DHA; C22:6 n-3).
Steroids.
2015 Jul; 99(Pt B):194-203. doi:
10.1016/j.steroids.2015.02.003
. [PMID: 25683890] - Oliver Weingärtner, Constanze Husche, Hans F Schött, Timo Speer, Michael Böhm, Charlotte M Miller, Florence McCarthy, Jogchum Plat, Dieter Lütjohann, Ulrich Laufs. Vascular effects of oxysterols and oxyphytosterols in apoE -/- mice.
Atherosclerosis.
2015 May; 240(1):73-9. doi:
10.1016/j.atherosclerosis.2015.02.032
. [PMID: 25765595] - Yalong Wang, Han Jiang, Huizhi Huang, Yanqi Xie, Yunshi Zhao, Xiuhua You, Lipeng Tang, Youqiong Wang, Wei Yin, Pengxin Qiu, Guangmei Yan, Haiyan Hu. Determination of neuroprotective oxysterols in Calculus bovis, human gallstones, and traditional Chinese medicine preparations by liquid chromatography with mass spectrometry.
Journal of separation science.
2015 Mar; 38(5):796-803. doi:
10.1002/jssc.201400850
. [PMID: 25545614] - C Helmschrodt, S Becker, J Thiery, U Ceglarek. Preanalytical standardization for reactive oxygen species derived oxysterol analysis in human plasma by liquid chromatography-tandem mass spectrometry.
Biochemical and biophysical research communications.
2014 Apr; 446(3):726-30. doi:
10.1016/j.bbrc.2013.12.087
. [PMID: 24370823] - Tadashi Ikegami, Akira Honda, Teruo Miyazaki, Motoyuki Kohjima, Makoto Nakamuta, Yasushi Matsuzaki. Increased serum oxysterol concentrations in patients with chronic hepatitis C virus infection.
Biochemical and biophysical research communications.
2014 Apr; 446(3):736-40. doi:
10.1016/j.bbrc.2014.01.176
. [PMID: 24525121] - Yoshiro Saito, Noriko Noguchi. 7-Hydroxycholestrol as a possible biomarker of cellular lipid peroxidation: difference between cellular and plasma lipid peroxidation.
Biochemical and biophysical research communications.
2014 Apr; 446(3):741-4. doi:
10.1016/j.bbrc.2013.12.083
. [PMID: 24380859] - Soliman Khatib, Jacob Vaya. Oxysterols and symptomatic versus asymptomatic human atherosclerotic plaque.
Biochemical and biophysical research communications.
2014 Apr; 446(3):709-13. doi:
10.1016/j.bbrc.2013.12.116
. [PMID: 24393847] - Christin Helmschrodt, Susen Becker, Jenny Schröter, Max Hecht, Gabriela Aust, Joachim Thiery, Uta Ceglarek. Fast LC-MS/MS analysis of free oxysterols derived from reactive oxygen species in human plasma and carotid plaque.
Clinica chimica acta; international journal of clinical chemistry.
2013 Oct; 425(?):3-8. doi:
10.1016/j.cca.2013.06.022
. [PMID: 23827692] - Satoshi Hirayama, Saori Nakagawa, Satoshi Soda, Yumiko Kamimura, Emiko Nishioka, Tsuyoshi Ueno, Yoshifumi Fukushima, Ken-ichi Higuchi, Masanori Inoue, Utako Seino, Hirotoshi Ohmura, Susumu Yamato, Takashi Miida. Ezetimibe decreases serum oxidized cholesterol without impairing bile acid synthesis in Japanese hypercholesterolemic patients.
Atherosclerosis.
2013 Sep; 230(1):48-51. doi:
10.1016/j.atherosclerosis.2013.06.016
. [PMID: 23958251] - Tijana Mitić, Steven Shave, Nina Semjonous, Iain McNae, Diego F Cobice, Gareth G Lavery, Scott P Webster, Patrick W F Hadoke, Brian R Walker, Ruth Andrew. 11β-Hydroxysteroid dehydrogenase type 1 contributes to the balance between 7-keto- and 7-hydroxy-oxysterols in vivo.
Biochemical pharmacology.
2013 Jul; 86(1):146-53. doi:
10.1016/j.bcp.2013.02.002
. [PMID: 23415904] - Kévin Ragot, John J Mackrill, Amira Zarrouk, Thomas Nury, Virginie Aires, Agnès Jacquin, Anne Athias, Jean-Paul Pais de Barros, Anne Véjux, Jean-Marc Riedinger, Dominique Delmas, Gérard Lizard. Absence of correlation between oxysterol accumulation in lipid raft microdomains, calcium increase, and apoptosis induction on 158N murine oligodendrocytes.
Biochemical pharmacology.
2013 Jul; 86(1):67-79. doi:
10.1016/j.bcp.2013.02.028
. [PMID: 23473804] - Jan de Weille, Christine Fabre, Camille Gaven, Norbert Bakalara. Similar pyruvate kinase modifications in glioblastoma cells by 7β-hydroxycholesterol and glutamine withdrawal.
Biochemical pharmacology.
2013 Jul; 86(1):161-7. doi:
10.1016/j.bcp.2013.03.012
. [PMID: 23537700] - Raymond C S Seet, Amy M L Quek, Erle C H Lim, Barry Halliwell. Biomarkers of oxidative damage are elevated among individuals with high cardiovascular risk: refining subject selection strategies for antioxidant trials.
Free radical research.
2013 Apr; 47(4):283-90. doi:
10.3109/10715762.2013.769215
. [PMID: 23343456] - Ming Long Sirius Chung, Kai Yan Eric Lee, Chung-Yung Jetty Lee. Profiling of oxidized lipid products of marine fish under acute oxidative stress.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2013 Mar; 53(?):205-13. doi:
10.1016/j.fct.2012.11.047
. [PMID: 23220612] - Morten Blaabjerg, Dragan Marjanovic. [Cerebrotendinous xanthomatosis is a rare disorder, which requires a specific treatment].
Ugeskrift for laeger.
2013 Jan; 175(5):285-6. doi:
"
. [PMID: 23369332] - Mario Arciello, Salvatore Petta, Valerio Leoni, Gino Iannucci, Giancarlo Labbadia, Carlo Cammà, Antonio Craxì, Clara Balsano. Inverse correlation between plasma oxysterol and LDL-cholesterol levels in hepatitis C virus-infected patients.
Digestive and liver disease : official journal of the Italian Society of Gastroenterology and the Italian Association for the Study of the Liver.
2012 Mar; 44(3):245-50. doi:
10.1016/j.dld.2011.10.022
. [PMID: 22154950] - Ludovic Clarion, Mathilde Schindler, Jan de Weille, Karine Lolmède, Audrey Laroche-Clary, Emmanuelle Uro-Coste, Jacques Robert, Marcel Mersel, Norbert Bakalara. 7β-Hydroxycholesterol-induced energy stress leads to sequential opposing signaling responses and to death of C6 glioblastoma cells.
Biochemical pharmacology.
2012 Jan; 83(1):37-46. doi:
10.1016/j.bcp.2011.09.022
. [PMID: 21983033] - Rodrigo T Iborra, Adriana Machado-Lima, Gabriela Castilho, Valeria S Nunes, Dulcinéia S P Abdalla, Edna R Nakandakare, Marisa Passarelli. Advanced glycation in macrophages induces intracellular accumulation of 7-ketocholesterol and total sterols by decreasing the expression of ABCA-1 and ABCG-1.
Lipids in health and disease.
2011 Sep; 10(?):172. doi:
10.1186/1476-511x-10-172
. [PMID: 21957962] - Wei Li, Moumita Ghosh, Sina Eftekhari, Xi-Ming Yuan. Lipid accumulation and lysosomal pathways contribute to dysfunction and apoptosis of human endothelial cells caused by 7-oxysterols.
Biochemical and biophysical research communications.
2011 Jun; 409(4):711-6. doi:
10.1016/j.bbrc.2011.05.071
. [PMID: 21621514] - Raymond C S Seet, Chung-Yung J Lee, Wai Mun Loke, Shan Hong Huang, Huiwen Huang, Woan Foon Looi, Eng Soh Chew, Amy M L Quek, Erle C H Lim, Barry Halliwell. Biomarkers of oxidative damage in cigarette smokers: which biomarkers might reflect acute versus chronic oxidative stress?.
Free radical biology & medicine.
2011 Jun; 50(12):1787-93. doi:
10.1016/j.freeradbiomed.2011.03.019
. [PMID: 21420490] - Paola Gamba, Gabriella Leonarduzzi, Elena Tamagno, Michela Guglielmotto, Gabriella Testa, Barbara Sottero, Simona Gargiulo, Fiorella Biasi, Alessandro Mauro, José Viña, Giuseppe Poli. Interaction between 24-hydroxycholesterol, oxidative stress, and amyloid-β in amplifying neuronal damage in Alzheimer's disease: three partners in crime.
Aging cell.
2011 Jun; 10(3):403-17. doi:
10.1111/j.1474-9726.2011.00681.x
. [PMID: 21272192] - Yongsheng Wang, Lili Wang, Yan Hu, Lantong Zhang, Zhihan Wang. Isolation and identification of two steroid compounds from Oviductus Ranae.
Natural product research.
2010 Oct; 24(16):1518-22. doi:
10.1080/14786419.2010.484391
. [PMID: 20835952] - Zhongmei Tang, F Peter Guengerich. Dansylation of unactivated alcohols for improved mass spectral sensitivity and application to analysis of cytochrome P450 oxidation products in tissue extracts.
Analytical chemistry.
2010 Sep; 82(18):7706-12. doi:
10.1021/ac1015497
. [PMID: 20795636] - Guihua Xu, Lei Guan, Junliang Sun, Zhen-Yu Chen. Oxidation of cholesterol and beta-sitosterol and prevention by natural antioxidants.
Journal of agricultural and food chemistry.
2009 Oct; 57(19):9284-92. doi:
10.1021/jf902552s
. [PMID: 19754120] - Raymond C S Seet, Chung-Yung J Lee, Erle C H Lim, Amy M L Quek, Leonard L L Yeo, Shan-Hong Huang, Barry Halliwell. Oxidative damage in dengue fever.
Free radical biology & medicine.
2009 Aug; 47(4):375-80. doi:
10.1016/j.freeradbiomed.2009.04.035
. [PMID: 19427377] - Akira Honda, Kouwa Yamashita, Takashi Hara, Tadashi Ikegami, Teruo Miyazaki, Mutsumi Shirai, Guorong Xu, Mitsuteru Numazawa, Yasushi Matsuzaki. Highly sensitive quantification of key regulatory oxysterols in biological samples by LC-ESI-MS/MS.
Journal of lipid research.
2009 Feb; 50(2):350-7. doi:
10.1194/jlr.d800040-jlr200
. [PMID: 18815436] - Dalal Alkazemi, Grace Egeland, Jacob Vaya, Sara Meltzer, Stan Kubow. Oxysterol as a marker of atherogenic dyslipidemia in adolescence.
The Journal of clinical endocrinology and metabolism.
2008 Nov; 93(11):4282-9. doi:
10.1210/jc.2008-0586
. [PMID: 18713821] - Andrea Crosignani, Marina Del Puppo, Emma De Fabiani, Donatella Caruso, Domenico Gallisai, Maria G Mela, Maria L Melzi, Marzia Galli Kienle, Carla Colombo. Plasma oxysterols in normal and cholestatic children as indicators of the two pathways of bile acid synthesis.
Clinica chimica acta; international journal of clinical chemistry.
2008 Sep; 395(1-2):84-8. doi:
10.1016/j.cca.2008.05.011
. [PMID: 18538136] - Antonella Rosa, M Paola Melis, Monica Deiana, Angela Atzeri, Giovanni Appendino, Giulia Corona, Alessandra Incani, Debora Loru, M Assunta Dessì. Protective effect of the oligomeric acylphloroglucinols from Myrtus communis on cholesterol and human low density lipoprotein oxidation.
Chemistry and physics of lipids.
2008 Sep; 155(1):16-23. doi:
10.1016/j.chemphyslip.2008.04.005
. [PMID: 18498764] - Wei Li, Caroline Lidebjer, Xi-Ming Yuan, Aleksander Szymanowski, Karin Backteman, Jan Ernerudh, Per Leanderson, Lennart Nilsson, Eva Swahn, Lena Jonasson. NK cell apoptosis in coronary artery disease: relation to oxidative stress.
Atherosclerosis.
2008 Jul; 199(1):65-72. doi:
10.1016/j.atherosclerosis.2007.10.031
. [PMID: 18068708] - A Vejux, L Malvitte, G Lizard. Side effects of oxysterols: cytotoxicity, oxidation, inflammation, and phospholipidosis.
Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas.
2008 Jul; 41(7):545-56. doi:
10.1590/s0100-879x2008000700001
. [PMID: 18719735] - Dennis H Kim, John A Frangos. Effects of amyloid beta-peptides on the lysis tension of lipid bilayer vesicles containing oxysterols.
Biophysical journal.
2008 Jul; 95(2):620-8. doi:
10.1529/biophysj.107.114983
. [PMID: 18390616] - Chung-Yung J Lee, Shan Hong Huang, Andrew M Jenner, Barry Halliwell. Measurement of F2-isoprostanes, hydroxyeicosatetraenoic products, and oxysterols from a single plasma sample.
Free radical biology & medicine.
2008 Apr; 44(7):1314-22. doi:
10.1016/j.freeradbiomed.2007.12.026
. [PMID: 18226605] - M Menéndez-Carreño, D Ansorena, F I Milagro, J Campión, J A Martínez, I Astiasarán. Inhibition of serum cholesterol oxidation by dietary vitamin C and selenium intake in high fat fed rats.
Lipids.
2008 Apr; 43(4):383-90. doi:
10.1007/s11745-008-3163-8
. [PMID: 18335267] - Bianca Fuhrman, Ayelet Partoush, Nina Volkova, Michael Aviram. Ox-LDL induces monocyte-to-macrophage differentiation in vivo: Possible role for the macrophage colony stimulating factor receptor (M-CSF-R).
Atherosclerosis.
2008 Feb; 196(2):598-607. doi:
10.1016/j.atherosclerosis.2007.06.026
. [PMID: 17675037] - Danuta Zapolska-Downar, Grazyna Nowicka, Grazyna Sygitowicz, Mirosław Jarosz. Anthocyanin-rich Aronox extract from Aronia melanocarpa E protects against 7beta-hydroxycholesterol-induced apoptosis of endothelial cells.
Annals of nutrition & metabolism.
2008; 53(3-4):283-94. doi:
10.1159/000191290
. [PMID: 19142035] - C Knabe, T Sudhop, K von Bergmann, D Lütjohann. Degradation of 24S-hydroxycholesterol in men is not regulated by CYP7A1.
International journal of clinical pharmacology and therapeutics.
2007 Nov; 45(11):577-82. doi:
10.5414/cpp45577
. [PMID: 18077921] - Andrea Crosignani, Marina Del Puppo, Matteo Longo, Emma De Fabiani, Donatella Caruso, Massimo Zuin, Mauro Podda, Norman B Javitt, Marzia Galli Kienle. Changes in classic and alternative pathways of bile acid synthesis in chronic liver disease.
Clinica chimica acta; international journal of clinical chemistry.
2007 Jul; 382(1-2):82-8. doi:
10.1016/j.cca.2007.03.025
. [PMID: 17482152] - Lyubomir G Nashev, Charlie Chandsawangbhuwana, Zoltan Balazs, Atanas G Atanasov, Bernhard Dick, Felix J Frey, Michael E Baker, Alex Odermatt. Hexose-6-phosphate dehydrogenase modulates 11beta-hydroxysteroid dehydrogenase type 1-dependent metabolism of 7-keto- and 7beta-hydroxy-neurosteroids.
PloS one.
2007 Jun; 2(6):e561. doi:
10.1371/journal.pone.0000561
. [PMID: 17593962] - E Bravo, M Napolitano. Mechanisms involved in chylomicron remnant lipid uptake by macrophages.
Biochemical Society transactions.
2007 Jun; 35(Pt 3):459-63. doi:
10.1042/bst0350459
. [PMID: 17511627] - Anne Vejux, Edmond Kahn, Franck Ménétrier, Thomas Montange, Jeannine Lherminier, Jean-Marc Riedinger, Gérard Lizard. Cytotoxic oxysterols induce caspase-independent myelin figure formation and caspase-dependent polar lipid accumulation.
Histochemistry and cell biology.
2007 Jun; 127(6):609-24. doi:
10.1007/s00418-006-0268-0
. [PMID: 17226048] - Yasukazu Yoshida, Yoshiro Saito, Mieko Hayakawa, Yoko Habuchi, Yasuharu Imai, Yoshiyuki Sawai, Etsuo Niki. Levels of lipid peroxidation in human plasma and erythrocytes: comparison between fatty acids and cholesterol.
Lipids.
2007 May; 42(5):439-49. doi:
10.1007/s11745-007-3037-5
. [PMID: 17476548] - M Hansson, M Olin, C-H Floren, S von Bahr, F van't Hooft, S Meaney, G Eggertsen, I Björkhem. Unique patient with cerebrotendinous xanthomatosis. Evidence for presence of a defect in a gene that is not identical to sterol 27-hydroxylase.
Journal of internal medicine.
2007 May; 261(5):504-10. doi:
10.1111/j.1365-2796.2007.01782.x
. [PMID: 17444890] - Marcello Arca, Silvia Natoli, Fausta Micheletta, Sara Riggi, Emanuele Di Angelantonio, Anna Montali, Teresa Maria Antonini, Roberto Antonini, Ulf Diczfalusy, Luigi Iuliano. Increased plasma levels of oxysterols, in vivo markers of oxidative stress, in patients with familial combined hyperlipidemia: reduction during atorvastatin and fenofibrate therapy.
Free radical biology & medicine.
2007 Mar; 42(5):698-705. doi:
10.1016/j.freeradbiomed.2006.12.013
. [PMID: 17291993] - Clett Erridge, David J Webb, Corinne M Spickett. 25-Hydroxycholesterol, 7beta-hydroxycholesterol and 7-ketocholesterol upregulate interleukin-8 expression independently of Toll-like receptor 1, 2, 4 or 6 signalling in human macrophages.
Free radical research.
2007 Mar; 41(3):260-6. doi:
10.1080/10715760601070091
. [PMID: 17364953] - Soichi Kitano, Yasukazu Yoshida, Katsumi Kawano, Nozomu Hibi, Etsuo Niki. Oxidative status of human low density lipoprotein isolated by anion-exchange high-performance liquid chromatography--assessment by total hydroxyoctadecadienoic acid, 7-hydroxycholesterol, and 8-iso-prostaglandin F(2alpha).
Analytica chimica acta.
2007 Feb; 585(1):86-93. doi:
10.1016/j.aca.2006.12.032
. [PMID: 17386651] - S Ferderbar, E C Pereira, E Apolinário, M C Bertolami, A Faludi, O Monte, L E Calliari, J E Sales, A R Gagliardi, H T Xavier, D S P Abdalla. Cholesterol oxides as biomarkers of oxidative stress in type 1 and type 2 diabetes mellitus.
Diabetes/metabolism research and reviews.
2007 Jan; 23(1):35-42. doi:
10.1002/dmrr.645
. [PMID: 16634125] - Stamatiki Roussi, Francine Gossé, Dalal Aoudé-Werner, Xin Zhang, Philippe Geoffroy, Michel Miesch, Eric Marchioni, Francis Raul. Perturbation of polyamine metabolism and its relation to cell death in human colon cancer cells treated by 7beta-hydroxycholesterol and 7beta-hydroxysitosterol.
International journal of oncology.
2006 Dec; 29(6):1549-54. doi:
. [PMID: 17088995]
- Michael C Hall. The effect of oxysterols, individually and as a representative mixture from food, on in vitro cultured bovine ovarian granulosa cells.
Molecular and cellular biochemistry.
2006 Nov; 292(1-2):1-11. doi:
10.1007/s11010-005-9023-4
. [PMID: 16983501] - John B Massey, Henry J Pownall. Structures of biologically active oxysterols determine their differential effects on phospholipid membranes.
Biochemistry.
2006 Sep; 45(35):10747-58. doi:
10.1021/bi060540u
. [PMID: 16939227] - Junko Adachi, Emiko Kurisaki, Risa Kudo, Kanako Nakagawa, Katsuhiko Hatake, Kouichi Hiraiwa, Yasuhiro Ueno. Enhanced lipid peroxidation in tourniquet-release mice.
Clinica chimica acta; international journal of clinical chemistry.
2006 Sep; 371(1-2):79-84. doi:
10.1016/j.cca.2006.02.024
. [PMID: 16624265] - Zhi-Hua Chen, Yasukazu Yoshida, Yoshiro Saito, Azusa Sekine, Noriko Noguchi, Etsuo Niki. Induction of adaptive response and enhancement of PC12 cell tolerance by 7-hydroxycholesterol and 15-deoxy-delta(12,14)-prostaglandin J2 through up-regulation of cellular glutathione via different mechanisms.
The Journal of biological chemistry.
2006 May; 281(20):14440-5. doi:
10.1074/jbc.m600260200
. [PMID: 16565077] - Clovis Rakotoarivelo, Monika Adamczyk, Michel Desgeorges, Keith Langley, Jean-Georges Lorentz, André Mann, Damien Ricard, Elisabeth Scherrer, Alain Privat, Marcel Mersel. 7beta-hydroxycholesterol blocked at C-3-OH inhibits growth of rat glioblastoma in vivo: comparison between 7beta-hydroxycholesteryl-3beta (ester)-oleate and 7beta-hydroxycholesteryl-3-beta-O (ether)-oleyl.
Anticancer research.
2006 May; 26(3A):2053-62. doi:
"
. [PMID: 16827144] - Y Guéguen, M Souidi, C Baudelin, N Dudoignon, S Grison, I Dublineau, C Marquette, P Voisin, P Gourmelon, J Aigueperse. Short-term hepatic effects of depleted uranium on xenobiotic and bile acid metabolizing cytochrome P450 enzymes in the rat.
Archives of toxicology.
2006 Apr; 80(4):187-95. doi:
10.1007/s00204-005-0027-3
. [PMID: 16231126] - C Prunet, J M Petit, A Ecarnot-Laubriet, A Athias, C Miguet-Alfonsi, J F Rohmer, E Steinmetz, D Néel, P Gambert, G Lizard. High circulating levels of 7beta- and 7alpha-hydroxycholesterol and presence of apoptotic and oxidative markers in arterial lesions of normocholesterolemic atherosclerotic patients undergoing endarterectomy.
Pathologie-biologie.
2006 Feb; 54(1):22-32. doi:
10.1016/j.patbio.2004.11.002
. [PMID: 16376175] - Kanako Nakagawa, Junko Adachi, Max C Y Wong, Yasuhiro Ueno. Protective effect of daidzein against acute ethanol-induced lipid peroxidation in rat jejunum.
The Kobe journal of medical sciences.
2006; 52(5):141-9. doi:
"
. [PMID: 17006054] - Stefano Ginanni Corradini, Fausta Micheletta, Silvia Natoli, Massimo Iappelli, Emanuele Di Angelantonio, Rosanna De Marco, Walter Elisei, Maria Siciliano, Massimo Rossi, Pasquale Berloco, Adolfo Francesco Attili, Ulf Diczfalusy, Luigi Iuliano. High preoperative recipient plasma 7beta-hydroxycholesterol is associated with initial poor graft function after liver transplantation.
Liver transplantation : official publication of the American Association for the Study of Liver Diseases and the International Liver Transplantation Society.
2005 Dec; 11(12):1494-504. doi:
10.1002/lt.20524
. [PMID: 16258953] - Wei Li, Anna Hellsten, Li-Hua Xu, Da-Ming Zhuang, Katarina Jansson, Ulf T Brunk, Xi-Ming Yuan. Foam cell death induced by 7beta-hydroxycholesterol is mediated by labile iron-driven oxidative injury: mechanisms underlying induction of ferritin in human atheroma.
Free radical biology & medicine.
2005 Oct; 39(7):864-75. doi:
10.1016/j.freeradbiomed.2005.05.006
. [PMID: 16140207] - M Napolitano, E Bravo. Lipid metabolism and TNF-alpha secretion in response to dietary sterols in human monocyte derived macrophages.
European journal of clinical investigation.
2005 Aug; 35(8):482-90. doi:
10.1111/j.1365-2362.2005.01523.x
. [PMID: 16101668] - Robert Ringseis, Klaus Eder. Effects of dietary fat and oxidized cholesterol on gene expression in rat liver as assessed by cDNA expression array analysis.
European journal of nutrition.
2005 Jun; 44(4):231-41. doi:
10.1007/s00394-004-0515-x
. [PMID: 15309417] - Marina Del Puppo, Andrea Crosignani, Matteo Longo, Massimo Zuin, Mauro Podda, Giovanni Galli, Emma De Fabiani, Pierangela Ciuffreda, Enzo Santaniello, Norman B Javitt, Marzia Galli Kienle. A minimally invasive technique for the evaluation of the regulatory steps of the two major pathways of bile acid synthesis.
Clinica chimica acta; international journal of clinical chemistry.
2005 May; 355(1-2):23-31. doi:
10.1016/j.cccn.2004.11.037
. [PMID: 15820474] - S Lemaire-Ewing, C Prunet, T Montange, A Vejux, A Berthier, G Bessède, L Corcos, P Gambert, D Néel, G Lizard. Comparison of the cytotoxic, pro-oxidant and pro-inflammatory characteristics of different oxysterols.
Cell biology and toxicology.
2005 Mar; 21(2):97-114. doi:
10.1007/s10565-005-0141-2
. [PMID: 16142584] - S Roussi, A Winter, F Gosse, D Werner, X Zhang, E Marchioni, P Geoffroy, M Miesch, F Raul. Different apoptotic mechanisms are involved in the antiproliferative effects of 7beta-hydroxysitosterol and 7beta-hydroxycholesterol in human colon cancer cells.
Cell death and differentiation.
2005 Feb; 12(2):128-35. doi:
10.1038/sj.cdd.4401530
. [PMID: 15550935] - Mona Boaz, Luigi Iuliano, Jonathan Himmelfarb, Zipora Matas, Fausta Micheletta, Ellen McMonagle, Victoria Friedman, Silvia Natoli, Gabriella Gvirtz, Alexander Biro, Shmuel Smetana, Gideon Sabo, Uzi Gafter, Talia Weinstein. Baseline oxysterols and other markers of oxidative stress, inflammation and malnutrition in the vitamin e and intima media thickness progression in end-stage renal disease (VIPER) cohort.
Nephron. Clinical practice.
2005; 100(4):c111-9. doi:
10.1159/000085290
. [PMID: 15849477] - Wei Li, Anna Hellsten, Jerome Dinga Nyhalah, Xi-Ming Yuan. Enhanced expression of natural resistance-associated macrophage protein 1 in atherosclerotic lesions may be associated with oxidized lipid-induced apoptosis.
Annals of the New York Academy of Sciences.
2004 Dec; 1030(?):202-7. doi:
10.1196/annals.1329.026
. [PMID: 15659799] - Yasukazu Yoshida, Etsuo Niki. Detection of lipid peroxidation in vivo: total hydroxyoctadecadienoic acid and 7-hydroxycholesterol as oxidative stress marker.
Free radical research.
2004 Aug; 38(8):787-94. doi:
10.1080/10715760410001700460
. [PMID: 15493451] - Roberto A S Schweizer, Marcel Zürcher, Zoltan Balazs, Bernhard Dick, Alex Odermatt. Rapid hepatic metabolism of 7-ketocholesterol by 11beta-hydroxysteroid dehydrogenase type 1: species-specific differences between the rat, human, and hamster enzyme.
The Journal of biological chemistry.
2004 Apr; 279(18):18415-24. doi:
10.1074/jbc.m313615200
. [PMID: 14973125] - Yasukazu Yoshida, Nanako Itoh, Yoshiro Saito, Mieko Hayakawa, Etsuo Niki. Application of water-soluble radical initiator, 2,2'-azobis[2-(2-imidazolin-2-yl)propane] dihydrochloride, to a study of oxidative stress.
Free radical research.
2004 Apr; 38(4):375-84. doi:
10.1080/1071576042000191763
. [PMID: 15190934] - Fausta Micheletta, Silvia Natoli, Maria Misuraca, Enrico Sbarigia, Ulf Diczfalusy, Luigi Iuliano. Vitamin E supplementation in patients with carotid atherosclerosis: reversal of altered oxidative stress status in plasma but not in plaque.
Arteriosclerosis, thrombosis, and vascular biology.
2004 Jan; 24(1):136-40. doi:
10.1161/01.atv.0000104028.07929.72
. [PMID: 14592846] - Keri L H Carpenter, Peter J Kirkpatrick, Peter L Weissberg, Iain R Challis, Ian F Dennis, Mark A Freeman, Malcolm J Mitchinson. Oral alpha-tocopherol supplementation inhibits lipid oxidation in established human atherosclerotic lesions.
Free radical research.
2003 Nov; 37(11):1235-44. doi:
10.1080/10715760310001604143
. [PMID: 14703736] - Tomi-Pekka Tuomainen, Ulf Diczfalusy, Jari Kaikkonen, Kristiina Nyyssönen, Jukka T Salonen. Serum ferritin concentration is associated with plasma levels of cholesterol oxidation products in man.
Free radical biology & medicine.
2003 Oct; 35(8):922-8. doi:
10.1016/s0891-5849(03)00433-7
. [PMID: 14556856] - Lindsay Maguire, Mikhail Konoplyannikov, Alan Ford, Anita R Maguire, Nora M O'Brien. Comparison of the cytotoxic effects of beta-sitosterol oxides and a cholesterol oxide, 7beta-hydroxycholesterol, in cultured mammalian cells.
The British journal of nutrition.
2003 Oct; 90(4):767-75. doi:
10.1079/bjn2003956
. [PMID: 13129445] - María J Petrón, José A García-Regueiro, Lourdes Martín, Elena Muriel, Teresa Antequera. Identification and quantification of cholesterol and cholesterol oxidation products in different types of Iberian hams.
Journal of agricultural and food chemistry.
2003 Sep; 51(19):5786-91. doi:
10.1021/jf034100a
. [PMID: 12952434] - Steve Meaney, Amir Babiker, Dieter Lütjohann, Ulf Diczfalusy, Magnus Axelson, Ingemar Björkhem. On the origin of the cholestenoic acids in human circulation.
Steroids.
2003 Sep; 68(7-8):595-601. doi:
10.1016/s0039-128x(03)00081-3
. [PMID: 12957664] - Mary Y Chang, Christina Tsoi, Thomas N Wight, Alan Chait. Lysophosphatidylcholine regulates synthesis of biglycan and the proteoglycan form of macrophage colony stimulating factor.
Arteriosclerosis, thrombosis, and vascular biology.
2003 May; 23(5):809-15. doi:
10.1161/01.atv.0000069208.20268.d0
. [PMID: 12663372] - Serge Monier, Mohammad Samadi, Céline Prunet, Mikeäl Denance, Aline Laubriet, Anne Athias, Arnaud Berthier, Eric Steinmetz, Günter Jürgens, Anne Nègre-Salvayre, Ginette Bessède, Stéphanie Lemaire-Ewing, Dominique Néel, Philippe Gambert, Gérard Lizard. Impairment of the cytotoxic and oxidative activities of 7 beta-hydroxycholesterol and 7-ketocholesterol by esterification with oleate.
Biochemical and biophysical research communications.
2003 Apr; 303(3):814-24. doi:
10.1016/s0006-291x(03)00412-1
. [PMID: 12670484] - Junko Adachi, Tetsuo Fujita, Risa Kudo, Migiwa Asano, Yudha Nurhantari, Yasuhiro Ueno. 7-hydroperoxycholesterol and oxysterols as indices of oxidative stress: chronic ethanol feeding and rat skeletal muscle.
Legal medicine (Tokyo, Japan).
2003 Mar; 5 Suppl 1(?):S105-9. doi:
10.1016/s1344-6223(02)00077-9
. [PMID: 12935564]