Parathyroid hormone analogues for the treatment of osteoporosis

C - Chemistry – Metallurgy – 07 – K

Patent

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Details

C07K 14/635 (2006.01) A61K 38/29 (2006.01) A61P 19/10 (2006.01) G01N 33/74 (2006.01) A61K 38/00 (2006.01)

Patent

CA 2261564

This invention describes analogues of human parathyroid hormone which have increased activities in bone restoration, and increased bioavailabilities. The peptides described are derivatives of hPTH-(1-31) which are cyclized for example, by formation of Lactams between either Glu22 and Lys26 or Lys26 and Asp30. In addition, the natural Lys27 may be substituted by either a Leu or other hydrophobic residues, such as Ile, norleucine, Met, Val, Ala, Trp, or Phe. Typically, these analogues have enhanced abilities to stimulate adenylyl cyclase in rat osteosarcoma cells, and show increased activities in bone restoration, using the ovariectomized rat model. The analogues also show enhanced activities and bioavailabilities, as demonstrated by their hypotensive effects in the rat. An assay which correlates hypotensive activity with osteogenic activity is also described.

L'invention concerne des analogues de la parathormone humaine, lesquels présentent des activités de reconstitution osseuse, ainsi que des biodisponibilités, accrues. Les peptides décrits sont des dérivés de hPTH-(1-31), lesquels sont cyclisés, par exemple, par formation de lactames soit entre Glu<22> et Lys<26>, soit entre Lys<26> et Asp<30>. En outre, on peut substituer Lys<27> naturel soit par Leu, soit par d'autres restes hydrophobes, tels que Ile, norleucine, Met, Val, Ala, Trp ou Phe. Généralement, ces analogues présentent des possibilités plus grandes de stimulation de l'adénylyle cyclase dans les cellules de l'ostéosarcome du rat, et démontrent une activité accrue dans la reconstitution osseuse, à l'aide du modèle de la rate ovariectomisée. Ces analogues possèdent également des activités et biodisponibilités accrues, comme cela est démontré par leurs effets hypotenseurs sur le rat. On décrit également un dosage qui corrèle l'activité hypotensive à l'activité ostéogène.

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