메뉴 건너뛰기




Volumn 139, Issue , 2014, Pages 88-97

Multifunctional and potent roles of the 3-hydroxypropoxy group provide eldecalcitol's benefit in osteoporosis treatment

Author keywords

Alfacalcidol; Calcitriol; CYP24A1; Eldecalcitol; Osteoporosis; Vitamin D binding protein; Vitamin D receptor

Indexed keywords

ALFACALCIDOL; CALCITRIOL; CARRIER PROTEIN; ELDECALCITOL; VITAMIN D BINDING PROTEIN; VITAMIN D RECEPTOR;

EID: 84886734747     PISSN: 09600760     EISSN: 18791220     Source Type: Journal    
DOI: 10.1016/j.jsbmb.2013.10.007     Document Type: Review
Times cited : (19)

References (89)
  • 5
    • 4644274495 scopus 로고    scopus 로고
    • Comparative efficacy of hormone replacement therapy, etidronate, calcitonin, alfacalcidol, and vitamin K in postmenopausal women with osteoporosis: The Yamaguchi Osteoporosis Prevention Study
    • Y. Ishida, and S. Kawai Comparative efficacy of hormone replacement therapy, etidronate, calcitonin, alfacalcidol, and vitamin K in postmenopausal women with osteoporosis: the Yamaguchi Osteoporosis Prevention Study American Journal of Medicine 117 2004 549 555
    • (2004) American Journal of Medicine , vol.117 , pp. 549-555
    • Ishida, Y.1    Kawai, S.2
  • 9
    • 0002561289 scopus 로고    scopus 로고
    • Characteristics of 22-oxacalcitriol (OCT) and 2β-(3-hydroxypropoxy)- calcitriol (ED-71)
    • D. Feldman, F.H. Glorieux, J.W. Pike, Academic Press New York
    • N. Kubodera, K. Sato, and Y. Nishii Characteristics of 22-oxacalcitriol (OCT) and 2β-(3-hydroxypropoxy)-calcitriol (ED-71) D. Feldman, F.H. Glorieux, J.W. Pike, Vitamin D 1997 Academic Press New York 1071 1086
    • (1997) Vitamin D , pp. 1071-1086
    • Kubodera, N.1    Sato, K.2    Nishii, Y.3
  • 10
    • 33644997918 scopus 로고    scopus 로고
    • Development of OCT and ED-71
    • F. David, J.W. Pike, F.H. Glorieux, 2nd ed. Academic Press Burlington
    • N. Kubodera Development of OCT and ED-71 F. David, J.W. Pike, F.H. Glorieux, Vitamin D 2nd ed. 2005 Academic Press Burlington 1525 1541
    • (2005) Vitamin D , pp. 1525-1541
    • Kubodera, N.1
  • 12
    • 74049140398 scopus 로고    scopus 로고
    • D-hormone derivatives for the treatment of osteoporosis: From alfacalcidol to eldecalcitol
    • N. Kubodera D-hormone derivatives for the treatment of osteoporosis: from alfacalcidol to eldecalcitol Mini Reviews in Medicinal Chemistry 9 2009 1416 1422
    • (2009) Mini Reviews in Medicinal Chemistry , vol.9 , pp. 1416-1422
    • Kubodera, N.1
  • 14
    • 79960617710 scopus 로고    scopus 로고
    • Effect of eldecalcitol, an active vitamin D analog, on hip structure and biomechanical properties: 3D assessment by clinical CT
    • M. Ito, T. Nakamura, M. Fukunaga, M. Shiraki, and T. Matsumoto Effect of eldecalcitol, an active vitamin D analog, on hip structure and biomechanical properties: 3D assessment by clinical CT Bone 49 2011 328 334
    • (2011) Bone , vol.49 , pp. 328-334
    • Ito, M.1    Nakamura, T.2    Fukunaga, M.3    Shiraki, M.4    Matsumoto, T.5
  • 16
    • 84881473408 scopus 로고    scopus 로고
    • Eldecalcitol reduces the risk of severe vertebral fractures and improves the health-related quality of life in patients with osteoporosis
    • H. Hagino, T. Takano, M. Fukunaga, M. Shiraki, T. Nakamura, and T. Matsumoto Eldecalcitol reduces the risk of severe vertebral fractures and improves the health-related quality of life in patients with osteoporosis Journal of Bone and Mineral Metabolism 31 2013 183 189
    • (2013) Journal of Bone and Mineral Metabolism , vol.31 , pp. 183-189
    • Hagino, H.1    Takano, T.2    Fukunaga, M.3    Shiraki, M.4    Nakamura, T.5    Matsumoto, T.6
  • 18
    • 0036210478 scopus 로고    scopus 로고
    • ED-71, a vitamin D analog, is a more potent inhibitor of bone resorption than alfacalcidol in an estrogen-deficient rat model of osteoporosis
    • Y. Uchiyama, Y. HiguchI, S. Takeda, T. Masaki, A. Shira-ishi, K. Sato, N. Kubodera, K. Ikeda, and E. Ogata ED-71, a vitamin D analog, is a more potent inhibitor of bone resorption than alfacalcidol in an estrogen-deficient rat model of osteoporosis Bone 30 2002 582 588
    • (2002) Bone , vol.30 , pp. 582-588
    • Uchiyama, Y.1    Higuchi, Y.2    Takeda, S.3    Masaki, T.4    Shira-Ishi, A.5    Sato, K.6    Kubodera, N.7    Ikeda, K.8    Ogata, E.9
  • 20
    • 0037303766 scopus 로고    scopus 로고
    • A new active vitamin D analog, ED-71, causes increase in bone mass with preferential effects on bone in osteoporotic patients
    • N. Kubodera, N. Tsuji, Y. Uchiyama, and K. Endo A new active vitamin D analog, ED-71, causes increase in bone mass with preferential effects on bone in osteoporotic patients Journal of Cellular Biochemistry 88 2003 286 289
    • (2003) Journal of Cellular Biochemistry , vol.88 , pp. 286-289
    • Kubodera, N.1    Tsuji, N.2    Uchiyama, Y.3    Endo, K.4
  • 22
    • 84856018800 scopus 로고    scopus 로고
    • Analogs for the treatment of osteoporosis
    • F. David, J.W. Pike, J.S. Adams, 3rd ed. Academic Press San Diego
    • N. Kubodera, and F. Takahashi Analogs for the treatment of osteoporosis F. David, J.W. Pike, J.S. Adams, Vitamin D 3rd ed. 2011 Academic Press San Diego 1489 1496
    • (2011) Vitamin D , pp. 1489-1496
    • Kubodera, N.1    Takahashi, F.2
  • 25
    • 84861577327 scopus 로고    scopus 로고
    • 25-Hydroxyvitamin D-24-hydroxylase (CYP24A1): Its important role in the degradation of vitamin D
    • G. Jones, D.E. Prosser, and M. Kaufmann 25-Hydroxyvitamin D-24-hydroxylase (CYP24A1): its important role in the degradation of vitamin D Archives of Biochemistry and Biophysics 523 2012 9 18
    • (2012) Archives of Biochemistry and Biophysics , vol.523 , pp. 9-18
    • Jones, G.1    Prosser, D.E.2    Kaufmann, M.3
  • 26
    • 84865382853 scopus 로고    scopus 로고
    • New perspectives on the vitamin D binding protein
    • R.F. Chun New perspectives on the vitamin D binding protein Cell Biochemistry and Function 30 2012 445 456
    • (2012) Cell Biochemistry and Function , vol.30 , pp. 445-456
    • Chun, R.F.1
  • 27
    • 0023913120 scopus 로고
    • The steroid and thyroid hormone receptor superfamily
    • R.M. Evans The steroid and thyroid hormone receptor superfamily Science 240 1988 889 895
    • (1988) Science , vol.240 , pp. 889-895
    • Evans, R.M.1
  • 29
    • 82755189460 scopus 로고    scopus 로고
    • 3 (eldecalcitol) is a potent regulator of calcium and phosphate metabolism
    • 3 (eldecalcitol) is a potent regulator of calcium and phosphate metabolism Calcified Tissue International 89 2011 372 378
    • (2011) Calcified Tissue International , vol.89 , pp. 372-378
    • Brown, A.J.1    Ritter, C.S.2
  • 30
    • 84867815906 scopus 로고    scopus 로고
    • The vitamin D analog ED-71 is a potent regulator of intestinal phosphate absorption and Napi-IIb
    • A.J. Brown, F. Zhang, and C.S. Ritter The vitamin D analog ED-71 is a potent regulator of intestinal phosphate absorption and Napi-IIb Endocrinology 153 2012 5150 5156
    • (2012) Endocrinology , vol.153 , pp. 5150-5156
    • Brown, A.J.1    Zhang, F.2    Ritter, C.S.3
  • 33
    • 84861572206 scopus 로고    scopus 로고
    • Bone effects of vitamin D - Discrepancies between in vivo and in vitro studies
    • T. Suda, F. Takahashi, and N. Takahashi Bone effects of vitamin D - discrepancies between in vivo and in vitro studies Archives of Biochemistry and Biophysics 523 2012 22 29
    • (2012) Archives of Biochemistry and Biophysics , vol.523 , pp. 22-29
    • Suda, T.1    Takahashi, F.2    Takahashi, N.3
  • 35
    • 84881179845 scopus 로고    scopus 로고
    • Eldecalcitol and calcitriol stimulates 'bone minimodeling,' focal bone formation without prior bone resorption, in rat trabecular bone
    • H. Saito, S. Takeda, and N. Amizuka Eldecalcitol and calcitriol stimulates 'bone minimodeling,' focal bone formation without prior bone resorption, in rat trabecular bone Journal of Steroid Biochemistry and Molecular Biology 136 2013 178 182
    • (2013) Journal of Steroid Biochemistry and Molecular Biology , vol.136 , pp. 178-182
    • Saito, H.1    Takeda, S.2    Amizuka, N.3
  • 41
    • 79953684005 scopus 로고    scopus 로고
    • Suppression of PTH by the vitamin D analog eldecalcitol is modulated by its high affinity for the serum vitamin D-binding protein and resistance to metabolism
    • C.S. Ritter, and A.J. Brown Suppression of PTH by the vitamin D analog eldecalcitol is modulated by its high affinity for the serum vitamin D-binding protein and resistance to metabolism Journal of Cellular Biochemistry 112 2011 1348 1352
    • (2011) Journal of Cellular Biochemistry , vol.112 , pp. 1348-1352
    • Ritter, C.S.1    Brown, A.J.2
  • 43
    • 77951920659 scopus 로고    scopus 로고
    • Regulation of phosphate homeostasis by PTH, vitamin D, and FGF23
    • C. Bergwitz, and H. Jüppner Regulation of phosphate homeostasis by PTH, vitamin D, and FGF23 Annual Review of Medicine 61 2010 91 104
    • (2010) Annual Review of Medicine , vol.61 , pp. 91-104
    • Bergwitz, C.1    Jüppner, H.2
  • 44
    • 79955392940 scopus 로고    scopus 로고
    • Effects of eldecalcitol on the pharmacokinetics of the CYP3A4 substrate, simvastatin - Double blind, randomized, placebo-controlled, parallel group comparative study in healthy male volunteers
    • K. Miyata, Y. Ohba, M. Abe, K. Terao, T. Kawanishi, and A. Ohnishi Effects of eldecalcitol on the pharmacokinetics of the CYP3A4 substrate, simvastatin - double blind, randomized, placebo-controlled, parallel group comparative study in healthy male volunteers Japanese Pharmacology and Therapeutics 39 2011 275 285
    • (2011) Japanese Pharmacology and Therapeutics , vol.39 , pp. 275-285
    • Miyata, K.1    Ohba, Y.2    Abe, M.3    Terao, K.4    Kawanishi, T.5    Ohnishi, A.6
  • 47
    • 0028960317 scopus 로고
    • Pharmacokinetic studies of vitamin D analogues: Relationship to vitamin D binding protein (DBP)
    • A.M. Kissmeyer, I.S. Mathiasen, S. Latini, and L. Binderup Pharmacokinetic studies of vitamin D analogues: relationship to vitamin D binding protein (DBP) Endocrine 3 1995 263 266
    • (1995) Endocrine , vol.3 , pp. 263-266
    • Kissmeyer, A.M.1    Mathiasen, I.S.2    Latini, S.3    Binderup, L.4
  • 50
    • 78649717331 scopus 로고    scopus 로고
    • The vitamin D analogue 2MD increases bone turnover but not BMD in postmenopausal women with osteopenia: Results of a 1-year phase 2 double-blind, placebo-controlled, randomized clinical trial
    • H.F. DeLuca, W. Bedale, N. Binkley, J.C. Gallagher, M. Bolognese, M. Peacock, J. Aloia, M. Clagett-Dame, and L. Plum The vitamin D analogue 2MD increases bone turnover but not BMD in postmenopausal women with osteopenia: results of a 1-year phase 2 double-blind, placebo-controlled, randomized clinical trial Journal of Bone and Mineral Research 26 2011 538 545
    • (2011) Journal of Bone and Mineral Research , vol.26 , pp. 538-545
    • Deluca, H.F.1    Bedale, W.2    Binkley, N.3    Gallagher, J.C.4    Bolognese, M.5    Peacock, M.6    Aloia, J.7    Clagett-Dame, M.8    Plum, L.9
  • 51
    • 67649366435 scopus 로고    scopus 로고
    • Therapeutic applications for novel non-hypercalcemic vitamin D receptor ligands
    • M. Choi, and M. Makishima Therapeutic applications for novel non-hypercalcemic vitamin D receptor ligands Expert Opinion on Therapeutic Patents 19 2009 593 606
    • (2009) Expert Opinion on Therapeutic Patents , vol.19 , pp. 593-606
    • Choi, M.1    Makishima, M.2
  • 53
    • 0033963897 scopus 로고    scopus 로고
    • The crystal structure of the nuclear receptor for vitamin D bound to its natural ligand
    • N. Rochel, J.M. Wurtz, A. Mitschler, B. Klaholz, and D. Moras The crystal structure of the nuclear receptor for vitamin D bound to its natural ligand Molecular Cell 5 2000 173 179
    • (2000) Molecular Cell , vol.5 , pp. 173-179
    • Rochel, N.1    Wurtz, J.M.2    Mitschler, A.3    Klaholz, B.4    Moras, D.5
  • 55
    • 1842607351 scopus 로고    scopus 로고
    • Crystal structures of the vitamin D nuclear receptor liganded with the vitamin D side chain analogues calcipotriol and seocalcitol, receptor agonists of clinical importance. Insights into a structural basis for the switching of calcipotriol to a receptor antagonist by further side chain modification
    • G. Tocchini-Valentini, N. Rochel, J.M. Wurtz, and D. Moras Crystal structures of the vitamin D nuclear receptor liganded with the vitamin D side chain analogues calcipotriol and seocalcitol, receptor agonists of clinical importance. Insights into a structural basis for the switching of calcipotriol to a receptor antagonist by further side chain modification Journal of Medicinal Chemistry 47 2004 1956 1961
    • (2004) Journal of Medicinal Chemistry , vol.47 , pp. 1956-1961
    • Tocchini-Valentini, G.1    Rochel, N.2    Wurtz, J.M.3    Moras, D.4
  • 60
    • 33947109474 scopus 로고    scopus 로고
    • Adaptability of the vitamin D nuclear receptor to the synthetic ligand Gemini: Remodelling the LBP with one side chain rotation
    • F. Ciesielski, N. Rochel, and D. Moras Adaptability of the vitamin D nuclear receptor to the synthetic ligand Gemini: remodelling the LBP with one side chain rotation Journal of Steroid Biochemistry and Molecular Biology 103 2007 235 242
    • (2007) Journal of Steroid Biochemistry and Molecular Biology , vol.103 , pp. 235-242
    • Ciesielski, F.1    Rochel, N.2    Moras, D.3
  • 61
    • 34247105422 scopus 로고    scopus 로고
    • Crystal structure of the vitamin D nuclear receptor ligand binding domain in complex with a locked side chain analog of calcitriol
    • N. Rochel, S. Hourai, X. Pérez-García, A. Rumbo, A. Mourino, and D. Moras Crystal structure of the vitamin D nuclear receptor ligand binding domain in complex with a locked side chain analog of calcitriol Archives of Biochemistry and Biophysics 460 2007 172 176
    • (2007) Archives of Biochemistry and Biophysics , vol.460 , pp. 172-176
    • Rochel, N.1    Hourai, S.2    Pérez-García, X.3    Rumbo, A.4    Mourino, A.5    Moras, D.6
  • 70
    • 77954730912 scopus 로고    scopus 로고
    • Crystal structure of hereditary vitamin D-resistant rickets-associated mutant H305Q of vitamin D nuclear receptor bound to its natural ligand
    • N. Rochel, S. Hourai, and D. Moras Crystal structure of hereditary vitamin D-resistant rickets-associated mutant H305Q of vitamin D nuclear receptor bound to its natural ligand Journal of Steroid Biochemistry and Molecular Biology 121 2010 84 87
    • (2010) Journal of Steroid Biochemistry and Molecular Biology , vol.121 , pp. 84-87
    • Rochel, N.1    Hourai, S.2    Moras, D.3
  • 72
    • 80255126234 scopus 로고    scopus 로고
    • Finding a better path to drug selectivity
    • Y. Kawasaki, and E. Freire Finding a better path to drug selectivity Drug Discovery Today 16 2011 985 990
    • (2011) Drug Discovery Today , vol.16 , pp. 985-990
    • Kawasaki, Y.1    Freire, E.2
  • 73
    • 80052974259 scopus 로고    scopus 로고
    • Improving drug candidates by design: A focus on physicochemical properties as a means of improving compound disposition and safety
    • N.A. Meanwell Improving drug candidates by design: a focus on physicochemical properties as a means of improving compound disposition and safety Chemical Research in Toxicology 24 2011 1420 1456
    • (2011) Chemical Research in Toxicology , vol.24 , pp. 1420-1456
    • Meanwell, N.A.1
  • 75
    • 77958535230 scopus 로고    scopus 로고
    • Binding kinetics and mechanism of action: Toward the discovery and development of better and best in class drugs
    • R. Zhang, and F. Monsma Binding kinetics and mechanism of action: toward the discovery and development of better and best in class drugs Expert Opinion on Drug Discovery 5 2010 1023 1029
    • (2010) Expert Opinion on Drug Discovery , vol.5 , pp. 1023-1029
    • Zhang, R.1    Monsma, F.2
  • 76
    • 44049103958 scopus 로고    scopus 로고
    • Residence time of receptor-ligand complexes and its effect on biological function
    • P.J. Tummino, and R.A. Copeland Residence time of receptor-ligand complexes and its effect on biological function Biochemistry 47 2008 5481 5492
    • (2008) Biochemistry , vol.47 , pp. 5481-5492
    • Tummino, P.J.1    Copeland, R.A.2
  • 79
    • 0014722597 scopus 로고
    • Enthalpy-entropy compensation phenomena in water solutions of proteins and small molecules: A ubiquitous properly of water
    • R. Lumry, and S. Rajender Enthalpy-entropy compensation phenomena in water solutions of proteins and small molecules: a ubiquitous properly of water Biopolymers 9 1970 1125 1227
    • (1970) Biopolymers , vol.9 , pp. 1125-1227
    • Lumry, R.1    Rajender, S.2
  • 86
    • 84879684673 scopus 로고    scopus 로고
    • Alfacalcidol in men with osteoporosis: A prospective, observational, 2-year trial on 214 patients
    • J.D. Ringe, P. Farahmand, and E. Schacht Alfacalcidol in men with osteoporosis: a prospective, observational, 2-year trial on 214 patients Rheumatology International 33 2013 637 643
    • (2013) Rheumatology International , vol.33 , pp. 637-643
    • Ringe, J.D.1    Farahmand, P.2    Schacht, E.3
  • 87
    • 3042600925 scopus 로고    scopus 로고
    • The effects of calcitriol on falls and fractures and physical performance tests
    • J.C. Gallagher The effects of calcitriol on falls and fractures and physical performance tests Journal of Steroid Biochemistry and Molecular Biology 89-90 2004 497 501
    • (2004) Journal of Steroid Biochemistry and Molecular Biology , vol.89-90 , pp. 497-501
    • Gallagher, J.C.1
  • 89
    • 77957110074 scopus 로고    scopus 로고
    • Vitamin D nutritional policy needs a vision for the future
    • A.W. Norman, and R. Bouillon Vitamin D nutritional policy needs a vision for the future Experimental Biology and Medicine 235 2010 1034 1045
    • (2010) Experimental Biology and Medicine , vol.235 , pp. 1034-1045
    • Norman, A.W.1    Bouillon, R.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.