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Methyl (S)-(5-methylidene-4-oxocyclopent-2-en-1-yl)acetate as a readily available pharmacologically important subunit of cross-conjugated cyclopentenone prostaglandins
Russian Chemical Bulletin ( IF 1.7 ) Pub Date : 2020-03-01 , DOI: 10.1007/s11172-020-2796-5
N. S. Vostrikov , Z. R. Makaev , V. V. Zagitov , F. A. Lakhvich , F. S. Pashkovsky , M. S. Miftakhov

A short and convenient synthesis of exomethylidenecyclopentenone core of cyclopentenone prostaglandins (+)−3 from (−) Corey lactone diol is described. The chiral 5-phenylthio and 5-phenylsulfonyl derivatives of exomethylidenecyclopentenone were obtained and their cytotoxic properties were studied in comparison with the synthesized earlier ethylthio and ethylsulfonyl derivatives of (±)−3, announced as its more stable bioisosteres.

中文翻译:

(S)-(5-methylidene-4-oxocyclopent-2-en-1-yl) 乙酸甲酯作为交叉偶联的环戊烯酮前列腺素的一种容易获得的药理学上重要的亚基

描述了从 (-) Corey 内酯二醇快速方便地合成环戊烯酮前列腺素 (+)-3 的外亚甲基环戊烯酮核心。获得了外亚甲基环戊烯酮的手性 5-苯硫基和 5-苯磺酰基衍生物,并与较早合成的 (±)-3 的乙硫基和乙磺酰基衍生物进行了比较,研究了它们的细胞毒性,宣布其为更稳定的生物电子等排体。
更新日期:2020-03-01
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