Oleoyl-estrone is a precursor of an estrone-derived ponderostat signal
Oleoyl-estrone (OE) is a powerful anti-obesity compound that decreases food intake, decreases insulin resistance and circulating cholesterol. OE stimulates a severe loss of body fat by decreasing adipose tissue lipid synthesis and maintaining lipolysis. Therefore, the body economy loses lipid energy...
| Autores: | , , , , , , , , , , |
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| Tipo de recurso: | artículo |
| Estado: | Versión aceptada para publicación |
| Fecha de publicación: | 2011 |
| País: | España |
| Institución: | Universidad de Barcelona |
| Repositorio: | Dipòsit Digital de la UB |
| OAI Identifier: | oai:diposit.ub.edu:2445/130564 |
| Acceso en línea: | https://hdl.handle.net/2445/130564 |
| Access Level: | acceso abierto |
| Palabra clave: | Oleat d'estrona Teixit adipós Oleoyl-estrone Adipose tissues |
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Oleoyl-estrone is a precursor of an estrone-derived ponderostat signalVilà Pont, RuthCabot, CristinaVillarreal, LauraMonegal, AnaAyet Galcerà, EvaRomero Romero, María del MarGrasa Martínez, Maria del MarEsteve Ràfols, MontserratFernández López, José AntonioRemesar Betlloch, XavierAlemany, Marià, 1946-Oleat d'estronaTeixit adipósOleoyl-estroneAdipose tissuesOleoyl-estrone (OE) is a powerful anti-obesity compound that decreases food intake, decreases insulin resistance and circulating cholesterol. OE stimulates a severe loss of body fat by decreasing adipose tissue lipid synthesis and maintaining lipolysis. Therefore, the body economy loses lipid energy because energy expenditure is maintained. This study analyses the discrepancy between OE effects and the distribution of labelled OE in plasma. Estrone radioimmunoassay of organic solvent plasma extracts of rats treated with OE showed the massive presence of acyl-estrone, but. saponification did not release estrone, but containing similar unknown compound. Analysis of label distribution in plasma after oral gavages of 3H-OE showed the presence of a more hydrophilic compound than OE or any estrogen as well as 3H2O, formed from 3H-OE in the acidic stomach medium. OE was not attached toa specific transporter in plasma. Through serum HPLC analysis we found W, a labelled derivative more hydrophilic than OE or estrone. The results were confirmed using 14C-OE. HPLC-MS/MS studies showed that plasma OE levels were one order of magnitude lower than those of W. When liver cell cytosols from rats laden with 3H-OE were incubated with nuclei from untreated rats, the OE-derived label (i.e., W's) was found attached to nuclear DNA. Neither estradiol nor estrone interfered with its binding. W is a fairly hydrophilic compound of low molecular weight containing the estrone nucleus, but it is not an ester because saponification or esterases do not yield estrone as OE does. It is concluded that OE acts through its conversion to W, its active form; which binds to a nuclear receptor different from that of estrogen. The estimated W serum levels are proportional to the pharmacological OE effects in vivo. We postulate W as a new type of hormone that exerts the full range of in vivo effects thus far attributed to OE. The full identification of W is anticipated to open the way for the development of new OE-like anti-obesity drugs.Elsevier Ltd2011info:eu-repo/semantics/articleinfo:eu-repo/semantics/acceptedVersionapplication/pdfhttps://hdl.handle.net/2445/130564Articles publicats en revistes (Bioquímica i Biomedicina Molecular)reponame:Dipòsit Digital de la UBinstname:Universidad de BarcelonaInglésVersió postprint del document publicat a: https://doi.org/10.1016/j.jsbmb.2011.01.017Journal of Steroid Biochemistry and Molecular Biology, 2011, vol. 124, num. 3-5, p. 99-111https://doi.org/10.1016/j.jsbmb.2011.01.017(c) Elsevier Ltd, 2011info:eu-repo/semantics/openAccessoai:diposit.ub.edu:2445/1305642026-05-27T06:46:51Z |
| dc.title.none.fl_str_mv |
Oleoyl-estrone is a precursor of an estrone-derived ponderostat signal |
| title |
Oleoyl-estrone is a precursor of an estrone-derived ponderostat signal |
| spellingShingle |
Oleoyl-estrone is a precursor of an estrone-derived ponderostat signal Vilà Pont, Ruth Oleat d'estrona Teixit adipós Oleoyl-estrone Adipose tissues |
| title_short |
Oleoyl-estrone is a precursor of an estrone-derived ponderostat signal |
| title_full |
Oleoyl-estrone is a precursor of an estrone-derived ponderostat signal |
| title_fullStr |
Oleoyl-estrone is a precursor of an estrone-derived ponderostat signal |
| title_full_unstemmed |
Oleoyl-estrone is a precursor of an estrone-derived ponderostat signal |
| title_sort |
Oleoyl-estrone is a precursor of an estrone-derived ponderostat signal |
| dc.creator.none.fl_str_mv |
Vilà Pont, Ruth Cabot, Cristina Villarreal, Laura Monegal, Ana Ayet Galcerà, Eva Romero Romero, María del Mar Grasa Martínez, Maria del Mar Esteve Ràfols, Montserrat Fernández López, José Antonio Remesar Betlloch, Xavier Alemany, Marià, 1946- |
| author |
Vilà Pont, Ruth |
| author_facet |
Vilà Pont, Ruth Cabot, Cristina Villarreal, Laura Monegal, Ana Ayet Galcerà, Eva Romero Romero, María del Mar Grasa Martínez, Maria del Mar Esteve Ràfols, Montserrat Fernández López, José Antonio Remesar Betlloch, Xavier Alemany, Marià, 1946- |
| author_role |
author |
| author2 |
Cabot, Cristina Villarreal, Laura Monegal, Ana Ayet Galcerà, Eva Romero Romero, María del Mar Grasa Martínez, Maria del Mar Esteve Ràfols, Montserrat Fernández López, José Antonio Remesar Betlloch, Xavier Alemany, Marià, 1946- |
| author2_role |
author author author author author author author author author author |
| dc.subject.none.fl_str_mv |
Oleat d'estrona Teixit adipós Oleoyl-estrone Adipose tissues |
| topic |
Oleat d'estrona Teixit adipós Oleoyl-estrone Adipose tissues |
| description |
Oleoyl-estrone (OE) is a powerful anti-obesity compound that decreases food intake, decreases insulin resistance and circulating cholesterol. OE stimulates a severe loss of body fat by decreasing adipose tissue lipid synthesis and maintaining lipolysis. Therefore, the body economy loses lipid energy because energy expenditure is maintained. This study analyses the discrepancy between OE effects and the distribution of labelled OE in plasma. Estrone radioimmunoassay of organic solvent plasma extracts of rats treated with OE showed the massive presence of acyl-estrone, but. saponification did not release estrone, but containing similar unknown compound. Analysis of label distribution in plasma after oral gavages of 3H-OE showed the presence of a more hydrophilic compound than OE or any estrogen as well as 3H2O, formed from 3H-OE in the acidic stomach medium. OE was not attached toa specific transporter in plasma. Through serum HPLC analysis we found W, a labelled derivative more hydrophilic than OE or estrone. The results were confirmed using 14C-OE. HPLC-MS/MS studies showed that plasma OE levels were one order of magnitude lower than those of W. When liver cell cytosols from rats laden with 3H-OE were incubated with nuclei from untreated rats, the OE-derived label (i.e., W's) was found attached to nuclear DNA. Neither estradiol nor estrone interfered with its binding. W is a fairly hydrophilic compound of low molecular weight containing the estrone nucleus, but it is not an ester because saponification or esterases do not yield estrone as OE does. It is concluded that OE acts through its conversion to W, its active form; which binds to a nuclear receptor different from that of estrogen. The estimated W serum levels are proportional to the pharmacological OE effects in vivo. We postulate W as a new type of hormone that exerts the full range of in vivo effects thus far attributed to OE. The full identification of W is anticipated to open the way for the development of new OE-like anti-obesity drugs. |
| publishDate |
2011 |
| dc.date.none.fl_str_mv |
2011 |
| dc.type.none.fl_str_mv |
info:eu-repo/semantics/article info:eu-repo/semantics/acceptedVersion |
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article |
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acceptedVersion |
| dc.identifier.none.fl_str_mv |
https://hdl.handle.net/2445/130564 |
| url |
https://hdl.handle.net/2445/130564 |
| dc.language.none.fl_str_mv |
Inglés |
| language_invalid_str_mv |
Inglés |
| dc.relation.none.fl_str_mv |
Versió postprint del document publicat a: https://doi.org/10.1016/j.jsbmb.2011.01.017 Journal of Steroid Biochemistry and Molecular Biology, 2011, vol. 124, num. 3-5, p. 99-111 https://doi.org/10.1016/j.jsbmb.2011.01.017 |
| dc.rights.none.fl_str_mv |
(c) Elsevier Ltd, 2011 info:eu-repo/semantics/openAccess |
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(c) Elsevier Ltd, 2011 |
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openAccess |
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application/pdf |
| dc.publisher.none.fl_str_mv |
Elsevier Ltd |
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Elsevier Ltd |
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Articles publicats en revistes (Bioquímica i Biomedicina Molecular) reponame:Dipòsit Digital de la UB instname:Universidad de Barcelona |
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Universidad de Barcelona |
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Dipòsit Digital de la UB |
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Dipòsit Digital de la UB |
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