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Volumn 1840, Issue 10, 2014, Pages 3034-3041

Identification of a naturally occurring retinoid X receptor agonist from Brazilian green propolis

Author keywords

Bioactive natural compound; Drupanin; Peroxisome proliferator activated receptor; Propolis; Retinoid X receptor

Indexed keywords

BIOACTIVE NATURAL COMPOUND; DRUPANIN; PEROXISOME PROLIFERATOR-ACTIVATED RECEPTOR; PROPOLIS; RETINOID X RECEPTOR;

EID: 84905851896     PISSN: 03044165     EISSN: 18728006     Source Type: Journal    
DOI: 10.1016/j.bbagen.2014.06.011     Document Type: Article
Times cited : (29)

References (40)
  • 1
    • 0033574663 scopus 로고    scopus 로고
    • A unified nomenclature system for the nuclear receptor superfamily
    • Nuclear Receptors Nomenclature Committee
    • Nuclear Receptors Nomenclature Committee A unified nomenclature system for the nuclear receptor superfamily Cell 97 1999 161 163
    • (1999) Cell , vol.97 , pp. 161-163
  • 2
    • 1642304065 scopus 로고    scopus 로고
    • Structural determinants of allosteric ligand activation in RXR heterodimers
    • DOI 10.1016/S0092-8674(04)00119-9, PII S0092867404001199
    • A.I. Shulman, C. Larson, D.J. Mangelsdorf, and R. Ranganathan Structural determinants of allosteric ligand activation in RXR heterodimer Cell 116 2004 417 429 (Pubitemid 38366318)
    • (2004) Cell , vol.116 , Issue.3 , pp. 417-429
    • Shulman, A.I.1    Larson, C.2    Mangelsdorf, D.J.3    Ranganathan, R.4
  • 3
    • 84905864841 scopus 로고    scopus 로고
    • Functional evidence for retinoid X receptor (RXR) as a nonsilent partner in the thyroid hormone receptor/RXR heterodimer
    • D. Li, T. Li, F. Wang, H. Tian, and H.H. Samuels Functional evidence for retinoid X receptor (RXR) as a nonsilent partner in the thyroid hormone receptor/RXR heterodimer Mol. Cell. Biol. 116 2004 417 429
    • (2004) Mol. Cell. Biol. , vol.116 , pp. 417-429
    • Li, D.1    Li, T.2    Wang, F.3    Tian, H.4    Samuels, H.H.5
  • 4
    • 78049278719 scopus 로고    scopus 로고
    • Retinoid X receptors: Common heterodimerization partners with distinct functions
    • P. Lefebvre, Y. Benomar, and B. Ataels Retinoid X receptors: common heterodimerization partners with distinct functions Trends Endocrinol. Metab. 21 2010 676 683
    • (2010) Trends Endocrinol. Metab. , vol.21 , pp. 676-683
    • Lefebvre, P.1    Benomar, Y.2    Ataels, B.3
  • 5
    • 1842295133 scopus 로고    scopus 로고
    • Peroxisome proliferator-activated receptors and retinoic acid receptors differentially control the interactions of retinoid X receptor heterodimers with ligands, coactivators, and corepressors
    • J. Direnzo, M. Soderstrom, R. Kurokawa, H. Ogliastro, M. Ricote, S. Ingrey, A. Horlein, M.G. Rosenfeld, and C.K. Glass Peroxisome proliferator-activated receptors and retinoic acid receptors differentially control the interactions of retinoid X receptor heterodimers with ligands, coactivators, and corepressors Mol. Cell. Biol. 17 1997 2166 2176 (Pubitemid 27133303)
    • (1997) Molecular and Cellular Biology , vol.17 , Issue.4 , pp. 2166-2176
    • Direnzo, J.1    Soderstrom, M.2    Kurokawa, R.3    Ogliastro, M.-H.4    Ricote, M.5    Ingrey, S.6    Horlein, A.7    Rosenfeld, M.G.8    Glass, C.K.9
  • 6
    • 33644696706 scopus 로고    scopus 로고
    • Distinct mechanisms of glucose lowering by specific agonists for peroxisomal proliferator activated receptor and retinoic acid X receptors
    • DOI 10.1074/jbc.M505853200
    • X. Li, P.A. Hansen, L. Xi, R.A. Chandraratna, and C.F. Burant Distinct mechanisms of glucose lowering by specific agonists for peroxisomal proliferator activated receptor gamma and retinoic acid X receptors J. Biol. Chem. 280 2005 38317 38327 (Pubitemid 43860306)
    • (2005) Journal of Biological Chemistry , vol.280 , Issue.46 , pp. 38317-38327
    • Li, X.1    Hansen, P.A.2    Xi, L.3    Chandraratna, R.A.S.4    Burant, C.F.5
  • 8
    • 83255176681 scopus 로고    scopus 로고
    • The retinoid X receptors and their ligands
    • M.I. Dawson, and Z. Xia The retinoid X receptors and their ligands Biochim. Biophys. Acta 1821 2012 10 20
    • (2012) Biochim. Biophys. Acta , vol.1821 , pp. 10-20
    • Dawson, M.I.1    Xia, Z.2
  • 9
    • 80052240824 scopus 로고    scopus 로고
    • Furocoumarin derivatives from radix Angelicae dahuricae and their effects on RXRα transcriptional regulation
    • D.P. Liu, Q. Luo, G.H. Wang, Y. Xu, X.K. Zhang, Q.C. Chen, and H.F. Chen Furocoumarin derivatives from radix Angelicae dahuricae and their effects on RXRα transcriptional regulation Molecules 16 2011 6339 6348
    • (2011) Molecules , vol.16 , pp. 6339-6348
    • Liu, D.P.1    Luo, Q.2    Wang, G.H.3    Xu, Y.4    Zhang, X.K.5    Chen, Q.C.6    Chen, H.F.7
  • 10
    • 77956220279 scopus 로고    scopus 로고
    • Identification of a naturally occurring rexinoid, honokiol, that activates the retinoid X receptor
    • H. Kotani, H. Tanabe, H. Mizukami, M. Makishima, and M. Inoue Identification of a naturally occurring rexinoid, honokiol, that activates the retinoid X receptor J. Nat. Prod. 73 2010 1332 1336
    • (2010) J. Nat. Prod. , vol.73 , pp. 1332-1336
    • Kotani, H.1    Tanabe, H.2    Mizukami, H.3    Makishima, M.4    Inoue, M.5
  • 11
    • 84855657286 scopus 로고    scopus 로고
    • A naturally occurring rexinoid, honokiol, can serve as a regulator of various retinoid X receptor heterodimers
    • H. Kotani, H. Tanabe, H. Mizukami, S. Amagaya, and M. Inoue A naturally occurring rexinoid, honokiol, can serve as a regulator of various retinoid X receptor heterodimers Biol. Pharm. Bull. 35 2012 1 9
    • (2012) Biol. Pharm. Bull. , vol.35 , pp. 1-9
    • Kotani, H.1    Tanabe, H.2    Mizukami, H.3    Amagaya, S.4    Inoue, M.5
  • 12
    • 4444330183 scopus 로고    scopus 로고
    • Direct evidence for the plant origin of Brazilian propolis by the observation of honeybee behavior and phytochemical analysis
    • S. Kumazawa, M. Yoneda, I. Shibata, J. Kanaeda, T. Hamasaka, and T. Nakayama Direct evidence for the plant origin of Brazilian propolis by the observation of honeybee behavior and phytochemical analysis Chem. Pharm. Bull. 51 2003 740 742 (Pubitemid 41672744)
    • (2003) Chemical and Pharmaceutical Bulletin , vol.51 , Issue.6 , pp. 740-742
    • Kumazawa, S.1    Yoneda, M.2    Shibata, I.3    Kanaeda, J.4    Hamasaka, T.5    Nakayama, T.6
  • 13
    • 33745270084 scopus 로고    scopus 로고
    • Biological activity of bee propolis in health and disease
    • M. Lotfy Biological activity of bee propolis in health and disease Asian Pac. J. Cancer Prev. 7 2006 22 31
    • (2006) Asian Pac. J. Cancer Prev. , vol.7 , pp. 22-31
    • Lotfy, M.1
  • 15
    • 0037466443 scopus 로고    scopus 로고
    • Inhibitory effects of propolis granular A. P. C on 4-(methylnitrosamino)- 1-(3-pyridyl)-1-butanone-induced lung tumorigenesis in A/J mice
    • DOI 10.1016/S0304-3835(03)00016-8
    • Y. Sugimoto, Y. Iba, R. Kayasuga, Y. Kirino, M. Nishiga, M.A. Hossen, K. Okihara, H. Sugimoto, H. Yamada, and C. Kamei Inhibitory effects of propolis granular A.P.C on 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone-induced lung tumorigenesis in A/J mice Cancer Lett. 193 2003 155 159 (Pubitemid 36428897)
    • (2003) Cancer Letters , vol.193 , Issue.2 , pp. 155-159
    • Sugimoto, Y.1    Iba, Y.2    Kayasuga, R.3    Kirino, Y.4    Nishiga, M.5    Hossen, M.A.6    Okihara, K.7    Sugimoto, H.8    Yamada, H.9    Kamei, C.10
  • 16
    • 84890524777 scopus 로고    scopus 로고
    • Beneficial effects of Brazilian propolis on type 2 diabetes in ob/ob mice: Possible involvement of immune cells in mesenteric adipose tissue
    • H. Kitamura, Y. Naoe, S. Kimura, T. Miyamoto, S. Okamoto, C. Toda, Y. Shimamoto, T. Iwanaga, and I. Miyoshi Beneficial effects of Brazilian propolis on type 2 diabetes in ob/ob mice: possible involvement of immune cells in mesenteric adipose tissue Adipocyte 2 2013 227 236
    • (2013) Adipocyte , vol.2 , pp. 227-236
    • Kitamura, H.1    Naoe, Y.2    Kimura, S.3    Miyamoto, T.4    Okamoto, S.5    Toda, C.6    Shimamoto, Y.7    Iwanaga, T.8    Miyoshi, I.9
  • 17
    • 1642463541 scopus 로고    scopus 로고
    • Antioxidative bioavailability of artepillin C in Brazilian propolis
    • DOI 10.1016/j.abb.2004.02.021, PII S0003986104000888
    • K. Shimizu, H. Ashida, Y. Matsuura, and K. Kanazawa Antioxidative bioavailability of artepillin C in Brazilian propolis Arch. Biochem. Biophys. 424 2004 181 188 (Pubitemid 38401951)
    • (2004) Archives of Biochemistry and Biophysics , vol.424 , Issue.2 , pp. 181-188
    • Shimizu, K.1    Ashida, H.2    Matsuura, Y.3    Kanazawa, K.4
  • 18
    • 84868325591 scopus 로고    scopus 로고
    • Artepillin C, a major ingredient of Brazilian propolis, induces a pungent taste by activating TRPA1
    • T. Hata, S. Tazawa, S. Ohta, M.R. Rhyu, T. Misaka, and K. Ichihara Artepillin C, a major ingredient of Brazilian propolis, induces a pungent taste by activating TRPA1 PLoS One 7 2012 e48072
    • (2012) PLoS One , vol.7 , pp. 48072
    • Hata, T.1    Tazawa, S.2    Ohta, S.3    Rhyu, M.R.4    Misaka, T.5    Ichihara, K.6
  • 20
    • 79952573418 scopus 로고    scopus 로고
    • Artepillin C, as a PPARγ ligand, enhances adipocyte differentiation and glucose uptake in 3T3-L1 cells
    • S.S. Choi, B.Y. Cha, K. Iida, Y.S. Lee, T. Yonezawa, T. Teruya, K. Nagai, and J.T. Woo Artepillin C, as a PPARγ ligand, enhances adipocyte differentiation and glucose uptake in 3T3-L1 cells Biochem. Pharmacol. 81 2011 925 933
    • (2011) Biochem. Pharmacol. , vol.81 , pp. 925-933
    • Choi, S.S.1    Cha, B.Y.2    Iida, K.3    Lee, Y.S.4    Yonezawa, T.5    Teruya, T.6    Nagai, K.7    Woo, J.T.8
  • 21
    • 79957657858 scopus 로고    scopus 로고
    • Brazilian propolis-derived components inhibit TNF-α-mediated downregulation of adiponectin expression via different mechanisms in 3T3-L1 adipocytes
    • R. Ikeda, M. Yanagisawa, N. Takahashi, T. Kawada, S. Kumazawa, N. Yamaotsu, I. Nakagome, S. Hirono, and T. Tsuda Brazilian propolis-derived components inhibit TNF-α-mediated downregulation of adiponectin expression via different mechanisms in 3T3-L1 adipocytes Biochim. Biophys. Acta 1810 2011 695 703
    • (2011) Biochim. Biophys. Acta , vol.1810 , pp. 695-703
    • Ikeda, R.1    Yanagisawa, M.2    Takahashi, N.3    Kawada, T.4    Kumazawa, S.5    Yamaotsu, N.6    Nakagome, I.7    Hirono, S.8    Tsuda, T.9
  • 22
    • 80052601576 scopus 로고    scopus 로고
    • Isolation, identification, and biological evaluation of HIF-1-modulating compounds from Brazilian green propolis
    • H. Hattori, K. Okuda, T. Murase, Y. Shigetsura, K. Narise, G.L. Semenza, and H. Nagasawa Isolation, identification, and biological evaluation of HIF-1-modulating compounds from Brazilian green propolis Bioorg. Med. Chem. 19 2011 5392 5401
    • (2011) Bioorg. Med. Chem. , vol.19 , pp. 5392-5401
    • Hattori, H.1    Okuda, K.2    Murase, T.3    Shigetsura, Y.4    Narise, K.5    Semenza, G.L.6    Nagasawa, H.7
  • 23
    • 77952400166 scopus 로고    scopus 로고
    • Hydroxy monounsaturated fatty acids as agonists for peroxisome proliferator-activated receptors
    • H. Yokoi, H. Mizukami, A. Nagatsu, H. Tanabe, and M. Inoue Hydroxy monounsaturated fatty acids as agonists for peroxisome proliferator-activated receptors Biol. Pharm. Bull. 33 2010 854 861
    • (2010) Biol. Pharm. Bull. , vol.33 , pp. 854-861
    • Yokoi, H.1    Mizukami, H.2    Nagatsu, A.3    Tanabe, H.4    Inoue, M.5
  • 24
    • 69849105847 scopus 로고    scopus 로고
    • Tectoridin, a poor ligand of estrogen receptor alpha, exerts its estrogenic effects via an ERK-dependent pathway
    • K. Kang, S.B. Lee, S.H. Jung, K.H. Cha, W.D. Park, Y.C. Sohn, and C.W. Nho Tectoridin, a poor ligand of estrogen receptor alpha, exerts its estrogenic effects via an ERK-dependent pathway Mol. Cells 27 2009 351 357
    • (2009) Mol. Cells , vol.27 , pp. 351-357
    • Kang, K.1    Lee, S.B.2    Jung, S.H.3    Cha, K.H.4    Park, W.D.5    Sohn, Y.C.6    Nho, C.W.7
  • 25
    • 82255162374 scopus 로고    scopus 로고
    • Molecular determinants of magnolol targeting both RXRα and PPARγ
    • H. Zhang, X. Xu, L. Chen, J. Chen, L. Hu, H. Jiang, and X. Shen Molecular determinants of magnolol targeting both RXRα and PPARγ PLoS One 6 2011 e28253
    • (2011) PLoS One , vol.6 , pp. 28253
    • Zhang, H.1    Xu, X.2    Chen, L.3    Chen, J.4    Hu, L.5    Jiang, H.6    Shen, X.7
  • 28
    • 0033405669 scopus 로고    scopus 로고
    • Isolation of antioxidative compounds from Brazilian propolis: 3,4- dihydroxy-5-prenylcinnamic acid, a novel potent antioxidant
    • K. Hayashi, S. Komura, N. Isaji, N. Ohishi, and K. Yagi Isolation of antioxidative compounds from Brazilian propolis: 3,4-dihydroxy-5-prenylcinnamic acid, a novel potent antioxidant Chem. Pharm. Bull. 47 1999 1521 1524 (Pubitemid 30002083)
    • (1999) Chemical and Pharmaceutical Bulletin , vol.47 , Issue.11 , pp. 1521-1524
    • Hayashi, K.1    Komura, S.2    Isaji, N.3    Ohishi, N.4    Yagi, K.5
  • 30
    • 0034213831 scopus 로고    scopus 로고
    • Crystal structure of the human RXR ligand-binding domain bound to its natural ligand: 9-cis retinoic acid
    • P.F. Egea, A. Mitschler, N. Rochel, M. Ruff, P. Chambon, and D. Moras Crystal structure of the human RXRα ligand-binding domain bound to its natural ligand: 9-cis retinoic acid EMBO J. 19 2000 2592 2601 (Pubitemid 30323548)
    • (2000) EMBO Journal , vol.19 , Issue.11 , pp. 2592-2601
    • Egea, P.F.1    Mitschler, A.2    Rochel, N.3    Ruff, M.4    Chambon, P.5    Moras, D.6
  • 32
    • 3242784885 scopus 로고    scopus 로고
    • Mechanism of the nuclear receptor molecular switch
    • DOI 10.1016/j.tibs.2004.04.006, PII S096800040400088X
    • L. Nagy, and J.W. Schwabe Mechanism of the nuclear receptor molecular switch Trends Biochem. Sci. 29 2004 317 324 (Pubitemid 38968764)
    • (2004) Trends in Biochemical Sciences , vol.29 , Issue.6 , pp. 317-324
    • Nagy, L.1    Schwabe, J.W.R.2
  • 34
    • 66249139527 scopus 로고    scopus 로고
    • Modulating retinoid X receptor with a series of (E)-3-[4-hydroxy-3-(3- alkoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)phenyl]acrylic acids and their 4-alkoxy isomers
    • E.S. Perez, P. Germain, F. Quillard, H. Khanwalkar, F. Rodriguez-Barrios, H. Gronemeyer, A.R. de Lera, and W. Bousuet Modulating retinoid X receptor with a series of (E)-3-[4-hydroxy-3-(3-alkoxy-5,5,8,8-tetramethyl-5,6,7,8- tetrahydronaphthalen-2-yl)phenyl]acrylic acids and their 4-alkoxy isomers J. Med. Chem. 52 2009 3150 3158
    • (2009) J. Med. Chem. , vol.52 , pp. 3150-3158
    • Perez, E.S.1    Germain, P.2    Quillard, F.3    Khanwalkar, H.4    Rodriguez-Barrios, F.5    Gronemeyer, H.6    De Lera, A.R.7    Bousuet, W.8
  • 35
    • 47649097615 scopus 로고    scopus 로고
    • The first potent subtype-selective retinoid X receptor (RXR) agonist possessing a 3-isopropoxy-4-isopropylphenylamino moiety, Net-3IP (RXRα/β-dual agonist)
    • K. Takamatsu, A. Takano, N. Yakushiji, K. Morohashi, K. Morishita, N. Matsuura, M. Makishima, A. Tai, K. Sasaki, and H. Kakuta The first potent subtype-selective retinoid X receptor (RXR) agonist possessing a 3-isopropoxy-4-isopropylphenylamino moiety, Net-3IP (RXRα/β-dual agonist) ChemMedChem 3 2008 780 787
    • (2008) ChemMedChem , vol.3 , pp. 780-787
    • Takamatsu, K.1    Takano, A.2    Yakushiji, N.3    Morohashi, K.4    Morishita, K.5    Matsuura, N.6    Makishima, M.7    Tai, A.8    Sasaki, K.9    Kakuta, H.10
  • 36
    • 0029977518 scopus 로고    scopus 로고
    • A human peroxisome-proliferator-activated receptor-is activated by inducers of adipogenesis, including thiazalidinedione drugs
    • K.G. Lambe, and J.D. Tugwood A human peroxisome-proliferator-activated receptor-γ is activated by inducers of adipogenesis, including thiazolidinedione drugs Eur. J. Biochem. 239 1996 1 7 (Pubitemid 26228133)
    • (1996) European Journal of Biochemistry , vol.239 , Issue.1 , pp. 1-7
    • Lambe, K.G.1    Tugwood, J.D.2
  • 37
    • 0030602866 scopus 로고    scopus 로고
    • The peroxisome proliferator activated receptors (PPARs) and their effects on lipid metabolism and adipocyte differentiation
    • DOI 10.1016/0005-2760(96)00066-5
    • K. Schoonjans, B. Staels, and J. Auwerx The peroxisome proliferator activated receptors (PPARS) and their effects on lipid metabolism and adipocyte differentiation Biochim. Biophys. Acta 1302 1996 93 109 (Pubitemid 26247079)
    • (1996) Biochimica et Biophysica Acta - Lipids and Lipid Metabolism , vol.1302 , Issue.2 , pp. 93-109
    • Schoonjans, K.1    Staels, B.2    Auwerx, J.3
  • 38
    • 84875805056 scopus 로고    scopus 로고
    • Molecular mechanism of 9-cis-retinoic acid inhibition of adipogenesis in 3T3-L1 cells
    • C. Sagara, K. Takahashi, H. Kagechika, and N. Takahashi Molecular mechanism of 9-cis-retinoic acid inhibition of adipogenesis in 3T3-L1 cells Biochem. Biophys. Res. Commun. 433 2013 102 107
    • (2013) Biochem. Biophys. Res. Commun. , vol.433 , pp. 102-107
    • Sagara, C.1    Takahashi, K.2    Kagechika, H.3    Takahashi, N.4
  • 39
    • 67349146720 scopus 로고    scopus 로고
    • Magnolol enhances adipocyte differentiation and glucose uptake in 3T3-L1 cells
    • S.S. Choi, B.Y. Cha, Y.S. Lee, T. Yonezawa, T. Teruya, K. Nagai, and J.T. Woo Magnolol enhances adipocyte differentiation and glucose uptake in 3T3-L1 cells Life Sci. 84 2009 908 914
    • (2009) Life Sci. , vol.84 , pp. 908-914
    • Choi, S.S.1    Cha, B.Y.2    Lee, Y.S.3    Yonezawa, T.4    Teruya, T.5    Nagai, K.6    Woo, J.T.7
  • 40
    • 0032546782 scopus 로고    scopus 로고
    • π-Stacking interactions. Alive and well in proteins
    • DOI 10.1074/jbc.273.25.15458
    • G.B. McGaughey, M. Gagne, and A.K. Rappe π-Stacking interactions: alive and well in proteins J. Biol. Chem. 273 1998 15458 15463 (Pubitemid 28298153)
    • (1998) Journal of Biological Chemistry , vol.273 , Issue.25 , pp. 15458-15463
    • McGaughey, G.B.1    Gagne, M.2    Rappe, A.K.3


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