Synthesis and antiproliferative activity of side-chain unsaturated and homologated analogs of 1,25-dihydroxyvitamin D2: (24E)-(1S)-24-Dehydro-24a-homo-1,25-dihydroxyergocalciferol and congeners☆

作者: Michał Chodyński , Joanna Wietrzyk , Ewa Marcinkowska , Adam Opolski , Wiesław Szelejewski

DOI: 10.1016/S0039-128X(02)00038-7

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摘要: Abstract A series of analogs 1,25-dihydroxyergocalciferol ( 1 – 4 ) was synthesized and screened for their antiproliferative activity in vitro. The structure new designed based on biological the previously obtained side-chain modified vitamin D 2 3 . were by Julia olefination C 22 -vitamin sulfone 11 with aldehyde 15 tested against cells human breast cancer lines T47D MCF7 as well mouse leukemia lines, HL-60 WEHI-3, respectively. Analog (PRI-1907) showed strongest out present 1,25-dihydroxyvitamin mono homologated double unsaturated side chain. 3–150 times stronger, depending cell line, than that 1,25-dihydroxycholecalciferol (calcitriol), used standard.

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