메뉴 건너뛰기




Volumn 2, Issue , 2005, Pages 1405-1422

Overview: Rational Design of 1α,25-Dihydroxyvitamin D3 Analogs (Deltanoids)

Author keywords

[No Author keywords available]

Indexed keywords


EID: 84884879461     PISSN: None     EISSN: None     Source Type: Book    
DOI: 10.1016/B978-012252687-9/50084-X     Document Type: Chapter
Times cited : (25)

References (70)
  • 1
    • 0024510484 scopus 로고
    • The role of the vitamin D endocrine system in health and disease
    • Reichle H, Koeffler HP, Norman AW The role of the vitamin D endocrine system in health and disease. N Engl J Med 1989, 320:980-991.
    • (1989) N Engl J Med , vol.320 , pp. 980-991
    • Reichle, H.1    Koeffler, H.P.2    Norman, A.W.3
  • 2
    • 0025086226 scopus 로고
    • The mechanisms of vitamin D toxicity
    • Vieth R The mechanisms of vitamin D toxicity. Bone Miner 1990, 11:267-272.
    • (1990) Bone Miner , vol.11 , pp. 267-272
    • Vieth, R.1
  • 3
    • 0028988403 scopus 로고
    • Structure-function relationships in the vitamin D endocrine system
    • Bouillon R, Okamura WH, Norman AW Structure-function relationships in the vitamin D endocrine system. Endocr Rev 1995, 16:200-257.
    • (1995) Endocr Rev , vol.16 , pp. 200-257
    • Bouillon, R.1    Okamura, W.H.2    Norman, A.W.3
  • 4
    • 0031755168 scopus 로고    scopus 로고
    • Current understanding of the molecular actions of vitamin D
    • Jones G, Strugnell SA, DeLuca HF Current understanding of the molecular actions of vitamin D. Physiol Rev 1998, 78:1193-1231.
    • (1998) Physiol Rev , vol.78 , pp. 1193-1231
    • Jones, G.1    Strugnell, S.A.2    DeLuca, H.F.3
  • 6
    • 0015392087 scopus 로고
    • Hormonal control of the renal conversion of 25-hydroxycholecalciferol to 1,25-dihydroxycholecalciferol
    • Rasmussen H, Wong M, Bikle D, Goodman DBP Hormonal control of the renal conversion of 25-hydroxycholecalciferol to 1,25-dihydroxycholecalciferol. J Clin Invest 1972, 51:2502-2504.
    • (1972) J Clin Invest , vol.51 , pp. 2502-2504
    • Rasmussen, H.1    Wong, M.2    Bikle, D.3    Goodman, D.B.P.4
  • 15
    • 0036227148 scopus 로고    scopus 로고
    • Cellular and molecular events associated with the bone-protecting activity of the noncalcemic vitamin D analog Ro-26-9228 in osteopenic rats
    • Peleg S, Uskokovic M, Ahene A, Vickery B, Avnur Z Cellular and molecular events associated with the bone-protecting activity of the noncalcemic vitamin D analog Ro-26-9228 in osteopenic rats. Endocrin 2002, 143:1625-1636.
    • (2002) Endocrin , vol.143 , pp. 1625-1636
    • Peleg, S.1    Uskokovic, M.2    Ahene, A.3    Vickery, B.4    Avnur, Z.5
  • 16
    • 0003473269 scopus 로고    scopus 로고
    • Seocalcitol (EB 1089): A vitamin D analog of anticancer potential. Background, design, synthesis, preclinical, and clinical evaluation
    • Hansen CM, Hamberg KJ, Binderup E, Binderup L Seocalcitol (EB 1089): A vitamin D analog of anticancer potential. Background, design, synthesis, preclinical, and clinical evaluation. Curr Pharm Design 2000, 6:803-828.
    • (2000) Curr Pharm Design , vol.6 , pp. 803-828
    • Hansen, C.M.1    Hamberg, K.J.2    Binderup, E.3    Binderup, L.4
  • 17
    • 0003412412 scopus 로고    scopus 로고
    • Chapter 1, Wiley-Interscience, New York, NY. Fifth Edition
    • Smith MB, March J Advanced Organic Chemistry 2001, Chapter 1, Wiley-Interscience, New York, NY. Fifth Edition.
    • (2001) Advanced Organic Chemistry
    • Smith, M.B.1    March, J.2
  • 22
    • 0033938195 scopus 로고    scopus 로고
    • Conceptually new deltanoids (vitamin D analogs) inhibit multistage skin tumorigenesis
    • Kensler TW, Dolan PM, Gange SJ, Lee J-K, Wang Q, Posner GH Conceptually new deltanoids (vitamin D analogs) inhibit multistage skin tumorigenesis. Carcinogen 2000, 21:1341-1345.
    • (2000) Carcinogen , vol.21 , pp. 1341-1345
    • Kensler, T.W.1    Dolan, P.M.2    Gange, S.J.3    Lee, J.-K.4    Wang, Q.5    Posner, G.H.6
  • 25
    • 1542678306 scopus 로고    scopus 로고
    • Vitamin D analogs as modulators of vitamin D receptor action
    • Peleg S, Posner GH Vitamin D analogs as modulators of vitamin D receptor action. Curr Trends Med Chem 2003, 3:1555-1572.
    • (2003) Curr Trends Med Chem , vol.3 , pp. 1555-1572
    • Peleg, S.1    Posner, G.H.2
  • 26
    • 0033963897 scopus 로고    scopus 로고
    • The crystal structure of the nuclear receptor for vitamin D bound to its natural ligand
    • Rochel N, Wurtz JM, Mitschler A, Klaholz B, Moras D The crystal structure of the nuclear receptor for vitamin D bound to its natural ligand. Molecular Cell 2000, 5:173-179.
    • (2000) Molecular Cell , vol.5 , pp. 173-179
    • Rochel, N.1    Wurtz, J.M.2    Mitschler, A.3    Klaholz, B.4    Moras, D.5
  • 30
    • 0033539165 scopus 로고    scopus 로고
    • Synthesis, biological activity, and conformational analysis of four seco-D-15,19-bisnor-1α,25-dihydroxyvitamin D analogs, diastereomeric at C17 and C20
    • Zhou X, Zhu G-D, Van Haver D, Vandewalle M, De Clercq PJ, Verstuyf A, Bouillon R Synthesis, biological activity, and conformational analysis of four seco-D-15,19-bisnor-1α,25-dihydroxyvitamin D analogs, diastereomeric at C17 and C20. J Med Chem 1999, 42:3539-3556.
    • (1999) J Med Chem , vol.42 , pp. 3539-3556
    • Zhou, X.1    Zhu, G.-D.2    Van Haver, D.3    Vandewalle, M.4    De Clercq, P.J.5    Verstuyf, A.6    Bouillon, R.7
  • 33
    • 0001969324 scopus 로고    scopus 로고
    • Preclinical profile of the cyclohexanediol Ro 65-2299, a potential oral antipsoriatic
    • Printing and Reprographics, University of California, Riverside, A.W. Norman, R. Bouillon, M. Thomasset (Eds.)
    • Bauer FW, Barbier P, Mohr P, Phister T, Pirson W, Theil F-P Preclinical profile of the cyclohexanediol Ro 65-2299, a potential oral antipsoriatic. Vitamin D Endocrine System: Structural, Biological. Genetic, and Clinical Aspects 2000, 615-618. Printing and Reprographics, University of California, Riverside. A.W. Norman, R. Bouillon, M. Thomasset (Eds.).
    • (2000) Vitamin D Endocrine System: Structural, Biological. Genetic, and Clinical Aspects , pp. 615-618
    • Bauer, F.W.1    Barbier, P.2    Mohr, P.3    Phister, T.4    Pirson, W.5    Theil, F.-P.6
  • 34
    • 0001474784 scopus 로고    scopus 로고
    • 3 analogs, which selectively restore activity to a vitamin D receptor mutant associated with rickets
    • 3 analogs, which selectively restore activity to a vitamin D receptor mutant associated with rickets. Org Lett 2002, 4:3863-3866.
    • (2002) Org Lett , vol.4 , pp. 3863-3866
    • Swann, S.L.1    Bergh, J.J.2    Farach-Carson, M.C.3    Koh, J.T.4
  • 35
    • 2242435340 scopus 로고    scopus 로고
    • Structure-based design of selective agonists for a rickets-associated mutant of the vitamin D receptor
    • Swann SL, Bergh J, Farach-Carson MC, Ocasio CA, Koh JT Structure-based design of selective agonists for a rickets-associated mutant of the vitamin D receptor. J Am Chem Soc 2002, 124:13795-13805.
    • (2002) J Am Chem Soc , vol.124 , pp. 13795-13805
    • Swann, S.L.1    Bergh, J.2    Farach-Carson, M.C.3    Ocasio, C.A.4    Koh, J.T.5
  • 37
    • 0032560137 scopus 로고    scopus 로고
    • Conformation function relationship of vitamin D: Conformational analysis predicts potential side-chain structure
    • Yamada S, Yamamoto K, Masuno H, Ohta M Conformation function relationship of vitamin D: Conformational analysis predicts potential side-chain structure. J Med Chem 1998, 41:1467-1475.
    • (1998) J Med Chem , vol.41 , pp. 1467-1475
    • Yamada, S.1    Yamamoto, K.2    Masuno, H.3    Ohta, M.4
  • 38
    • 0034041644 scopus 로고    scopus 로고
    • Structure function analysis of vitamin D and VDR model
    • Yamada S, Yamamoto K, Masuno H Structure function analysis of vitamin D and VDR model. Curr Pharm Des 2000, 6:733-748.
    • (2000) Curr Pharm Des , vol.6 , pp. 733-748
    • Yamada, S.1    Yamamoto, K.2    Masuno, H.3
  • 43
    • 84884846662 scopus 로고    scopus 로고
    • Tokyo Medical and Dental University, Tokyo, Japan. We thank Drs. Masuno and Yamada for these docking data
    • Unpublished results of Drs. H. Masuno and S. Yamada, Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University, Tokyo, Japan. We thank Drs. Masuno and Yamada for these docking data.
    • Institute of Biomaterials and Bioengineering
    • Masuno, H.1    Yamada, S.2
  • 46
    • 0033605271 scopus 로고    scopus 로고
    • 3: Analog to probe A-ring conformation in vitamin D-receptor complex
    • 3: Analog to probe A-ring conformation in vitamin D-receptor complex. Tett Lett 1999, 40:1697-1700.
    • (1999) Tett Lett , vol.40 , pp. 1697-1700
    • Shimizu, M.1    Iwasaki, Y.2    Ohno, A.3    Yamada, S.4
  • 54
    • 0028583082 scopus 로고
    • Synthetic approaches to vitamin D
    • Dai H, Posner GH Synthetic approaches to vitamin D. Synthesis 1994, 1383-1398.
    • (1994) Synthesis , pp. 1383-1398
    • Dai, H.1    Posner, G.H.2
  • 55
    • 0032487676 scopus 로고    scopus 로고
    • 3 compounds of high biological activity: Synthesis and biological evaluation of 2-hydroxymethyl, 2-methyl and 2-methylene analogs
    • 3 compounds of high biological activity: Synthesis and biological evaluation of 2-hydroxymethyl, 2-methyl and 2-methylene analogs. J Med Chem 1998, 41:4662-4674.
    • (1998) J Med Chem , vol.41 , pp. 4662-4674
    • Sicinski, R.R.1    Prahl, J.M.2    Smith, C.M.3    DeLuca, H.F.4
  • 57
    • 11944270778 scopus 로고
    • Synthesis of vitamin D (calciferol)
    • Zhu G, Okamura WH Synthesis of vitamin D (calciferol). Chem Rev 1994, 95:1877-1952.
    • (1994) Chem Rev , vol.95 , pp. 1877-1952
    • Zhu, G.1    Okamura, W.H.2
  • 61
    • 0035175877 scopus 로고    scopus 로고
    • The practical synthesis of vitamin D analogs: A challenge for process research
    • Kabat MM, Radinov R The practical synthesis of vitamin D analogs: A challenge for process research. Curr Opin Drug Discovery Dev 2001, 4:808-833.
    • (2001) Curr Opin Drug Discovery Dev , vol.4 , pp. 808-833
    • Kabat, M.M.1    Radinov, R.2
  • 62
    • 0035822901 scopus 로고    scopus 로고
    • Efficient synthesis of 1α-fluoro A-ring phosphine oxide, a useful building block for vitamin D analogs, from ( S)-carvone via a highly selective palladium-catalyzed isomerization of dieneoxide to dieneol
    • Kabat MM, Garofalo LM, Daniewski AR, Hutchings SD, Liu W, Okabe M, Radinov R, Zhou Y Efficient synthesis of 1α-fluoro A-ring phosphine oxide, a useful building block for vitamin D analogs, from ( S)-carvone via a highly selective palladium-catalyzed isomerization of dieneoxide to dieneol. J Org Chem 2001, 66:6141-6150.
    • (2001) J Org Chem , vol.66 , pp. 6141-6150
    • Kabat, M.M.1    Garofalo, L.M.2    Daniewski, A.R.3    Hutchings, S.D.4    Liu, W.5    Okabe, M.6    Radinov, R.7    Zhou, Y.8
  • 67
    • 0027067026 scopus 로고
    • New strategies for the synthesis of vitamin D metabolites via Pd-catalyzed reactions
    • Trost BM, Dumas J, Villa M New strategies for the synthesis of vitamin D metabolites via Pd-catalyzed reactions. J Am Chem Soc 1992, 114:9836-9845.
    • (1992) J Am Chem Soc , vol.114 , pp. 9836-9845
    • Trost, B.M.1    Dumas, J.2    Villa, M.3
  • 70
    • 84884846662 scopus 로고    scopus 로고
    • Tokyo Medical and Dental University, Tokyo, Japan. We thank Drs. Masuno and Yamada for these docking data
    • Unpublished results of Drs. H. Masuno and S. Yamada, Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University, Tokyo, Japan. We thank Drs. Masuno and Yamada for these docking data.
    • Institute of Biomaterials and Bioengineering
    • Masuno, H.1    Yamada, S.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.