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Fatty acids derived from royal jelly are modulators of estrogen receptor functions.

Moutsatsou P, Papoutsi Z, Kassi E, Heldring N, Zhao C, Tsiapara A, Melliou E, Chrousos GP, Chinou I, Karshikoff A, Nilsson L, Dahlman-Wright K - PLoS ONE (2010)

Bottom Line: Royal jelly (RJ) excreted by honeybees and used as a nutritional and medicinal agent has estrogen-like effects, yet the compounds mediating these effects remain unidentified.The possible effects of three RJ fatty acids (FAs) (10-hydroxy-2-decenoic-10H2DA, 3,10-dihydroxydecanoic-3,10DDA, sebacic acid-SA) on estrogen signaling was investigated in various cellular systems.Our data propose a possible molecular mechanism for the estrogenic activities of RJ's components which, although structurally entirely different from E(2), mediate estrogen signaling, at least in part, by modulating the recruitment of ERα, ERβ and co-activators to target genes.

View Article: PubMed Central - PubMed

Affiliation: Department of Biological Chemistry, Medical School, University of Athens, Athens, Greece. pmoutsatsou@med.uoa.gr

ABSTRACT
Royal jelly (RJ) excreted by honeybees and used as a nutritional and medicinal agent has estrogen-like effects, yet the compounds mediating these effects remain unidentified. The possible effects of three RJ fatty acids (FAs) (10-hydroxy-2-decenoic-10H2DA, 3,10-dihydroxydecanoic-3,10DDA, sebacic acid-SA) on estrogen signaling was investigated in various cellular systems. In MCF-7 cells, FAs, in absence of estradiol (E(2)), modulated the estrogen receptor (ER) recruitment to the pS2 promoter and pS2 mRNA levels via only ERβ but not ERα, while in presence of E(2) FAs modulated both ERβ and ERα. Moreover, in presence of FAs, the E(2)-induced recruitment of the EAB1 co-activator peptide to ERα is masked and the E(2)-induced estrogen response element (ERE)-mediated transactivation is inhibited. In HeLa cells, in absence of E(2), FAs inhibited the ERE-mediated transactivation by ERβ but not ERα, while in presence of E(2), FAs inhibited ERE-activity by both ERβ and ERα. Molecular modeling revealed favorable binding of FAs to ERα at the co-activator-binding site, while binding assays showed that FAs did not bind to the ligand-binding pocket of ERα or ERβ. In KS483 osteoblasts, FAs, like E(2), induced mineralization via an ER-dependent way. Our data propose a possible molecular mechanism for the estrogenic activities of RJ's components which, although structurally entirely different from E(2), mediate estrogen signaling, at least in part, by modulating the recruitment of ERα, ERβ and co-activators to target genes.

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Structures of 17β-estradiol (17β-E2), 10-hydroxy-2-decenoic acid (10H2DA), 3,10-dihydroxydecanoic acid (3,10DDA) and sebacic acid (SA).
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pone-0015594-g001: Structures of 17β-estradiol (17β-E2), 10-hydroxy-2-decenoic acid (10H2DA), 3,10-dihydroxydecanoic acid (3,10DDA) and sebacic acid (SA).

Mentions: Royal jelly (RJ), a yellowish material excreted by the mandibular and hypopharyngeal glands of worker bees of the genus Apis mellifera, is a food essential for the longevity of the queen bee. RJ exerts estrogen effects in vitro and in vivo, similar to those evoked by 17β-estradiol (E2) [1], [2], [3]. However, the mediators of RJ's estrogenic effects remain unknown. While RJ contains a considerable amount of proteins, free amino acids, sugars, vitamins and sterols, the medium chain fatty acids (FAs) 10-hydroxy-2-decenoic (10H2DA), 3,10-dihydroxydecanoic (3,10 DDA) and sebacic (SA) acids (Fig. 1) are major and unique RJ components [4], [5], [6].


Fatty acids derived from royal jelly are modulators of estrogen receptor functions.

Moutsatsou P, Papoutsi Z, Kassi E, Heldring N, Zhao C, Tsiapara A, Melliou E, Chrousos GP, Chinou I, Karshikoff A, Nilsson L, Dahlman-Wright K - PLoS ONE (2010)

Structures of 17β-estradiol (17β-E2), 10-hydroxy-2-decenoic acid (10H2DA), 3,10-dihydroxydecanoic acid (3,10DDA) and sebacic acid (SA).
© Copyright Policy
Related In: Results  -  Collection

Show All Figures
getmorefigures.php?uid=PMC3008742&req=5

pone-0015594-g001: Structures of 17β-estradiol (17β-E2), 10-hydroxy-2-decenoic acid (10H2DA), 3,10-dihydroxydecanoic acid (3,10DDA) and sebacic acid (SA).
Mentions: Royal jelly (RJ), a yellowish material excreted by the mandibular and hypopharyngeal glands of worker bees of the genus Apis mellifera, is a food essential for the longevity of the queen bee. RJ exerts estrogen effects in vitro and in vivo, similar to those evoked by 17β-estradiol (E2) [1], [2], [3]. However, the mediators of RJ's estrogenic effects remain unknown. While RJ contains a considerable amount of proteins, free amino acids, sugars, vitamins and sterols, the medium chain fatty acids (FAs) 10-hydroxy-2-decenoic (10H2DA), 3,10-dihydroxydecanoic (3,10 DDA) and sebacic (SA) acids (Fig. 1) are major and unique RJ components [4], [5], [6].

Bottom Line: Royal jelly (RJ) excreted by honeybees and used as a nutritional and medicinal agent has estrogen-like effects, yet the compounds mediating these effects remain unidentified.The possible effects of three RJ fatty acids (FAs) (10-hydroxy-2-decenoic-10H2DA, 3,10-dihydroxydecanoic-3,10DDA, sebacic acid-SA) on estrogen signaling was investigated in various cellular systems.Our data propose a possible molecular mechanism for the estrogenic activities of RJ's components which, although structurally entirely different from E(2), mediate estrogen signaling, at least in part, by modulating the recruitment of ERα, ERβ and co-activators to target genes.

View Article: PubMed Central - PubMed

Affiliation: Department of Biological Chemistry, Medical School, University of Athens, Athens, Greece. pmoutsatsou@med.uoa.gr

ABSTRACT
Royal jelly (RJ) excreted by honeybees and used as a nutritional and medicinal agent has estrogen-like effects, yet the compounds mediating these effects remain unidentified. The possible effects of three RJ fatty acids (FAs) (10-hydroxy-2-decenoic-10H2DA, 3,10-dihydroxydecanoic-3,10DDA, sebacic acid-SA) on estrogen signaling was investigated in various cellular systems. In MCF-7 cells, FAs, in absence of estradiol (E(2)), modulated the estrogen receptor (ER) recruitment to the pS2 promoter and pS2 mRNA levels via only ERβ but not ERα, while in presence of E(2) FAs modulated both ERβ and ERα. Moreover, in presence of FAs, the E(2)-induced recruitment of the EAB1 co-activator peptide to ERα is masked and the E(2)-induced estrogen response element (ERE)-mediated transactivation is inhibited. In HeLa cells, in absence of E(2), FAs inhibited the ERE-mediated transactivation by ERβ but not ERα, while in presence of E(2), FAs inhibited ERE-activity by both ERβ and ERα. Molecular modeling revealed favorable binding of FAs to ERα at the co-activator-binding site, while binding assays showed that FAs did not bind to the ligand-binding pocket of ERα or ERβ. In KS483 osteoblasts, FAs, like E(2), induced mineralization via an ER-dependent way. Our data propose a possible molecular mechanism for the estrogenic activities of RJ's components which, although structurally entirely different from E(2), mediate estrogen signaling, at least in part, by modulating the recruitment of ERα, ERβ and co-activators to target genes.

Show MeSH
Related in: MedlinePlus