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Issue 26, 2016
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Synthesis and in vitro bone cell activity of analogues of the cyclohexapeptide dianthin G

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Abstract

The cyclohexapeptide natural product dianthin G promotes osteoblast (bone-forming cell) proliferation in vitro at nanomolar concentrations, and is therefore considered a promising candidate for the treatment of osteoporosis. An Nα-methyl amide bond scan of dianthin G was performed to probe the effect of modifying amide bonds on osteoblast proliferation. In addition, to provide greater structural diversity, a series of dicarba dianthin G analogues was synthesised using ring closing metathesis. Dianthin G and one novel dicarba analogue increased the number of human osteoblasts and importantly they did not increase osteoclast (bone-resorbing cell) differentiation in bone marrow cells.

Graphical abstract: Synthesis and in vitro bone cell activity of analogues of the cyclohexapeptide dianthin G

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Publication details

The article was received on 06 May 2016, accepted on 25 May 2016 and first published on 27 May 2016


Article type: Paper
DOI: 10.1039/C6OB00983B
Citation: Org. Biomol. Chem., 2016,14, 6231-6243
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    Synthesis and in vitro bone cell activity of analogues of the cyclohexapeptide dianthin G

    Z. Amso, R. Kowalczyk, Y. Park, M. Watson, J. Lin, D. S. Musson, J. Cornish and M. A. Brimble, Org. Biomol. Chem., 2016, 14, 6231
    DOI: 10.1039/C6OB00983B

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