ENANTIOMERS OF THE 1',6'-ISOMER OF NEPLANOCIN A
    6.
    发明公开
    ENANTIOMERS OF THE 1',6'-ISOMER OF NEPLANOCIN A 审中-公开
    萘普生1',6'-异构体的对映体A

    公开(公告)号:EP3177296A1

    公开(公告)日:2017-06-14

    申请号:EP15829746.5

    申请日:2015-08-04

    申请人: Auburn University

    摘要: Enantiomers of 1′,6′-isoneplanocin, including derivatives of the enantiomers of 1′,6′-isoneplanocin, are disclosed along with novel synthetic methods. In particular, a substituted cyclopentane epoxide is synthesized into the enantiomers of 1′,6′-isoneplanocin. Enantiomers of carbocyclic nucleoside analogs of 3-deazaneplanocin to provide D- and L-like 1′,6′-iso-3-deazaneplanocin are also disclosed. The small molecule chemotherapeutic compounds beneficially provide DNA and RNA antiviral activity, demonstrating activity towards, for example, human cytomegalovirus, measles, Ebola, norovirus, dengue, vaccinia and HBV. Compounds exhibiting reduced S-adenosylhomocysteine hydrolase inhibitory effects are disclosed and provide improved toxicity profiles in comparison to neplanocin. The invention provides improved prophylactic and/or therapeutic antiviral efficacy.

    摘要翻译: 1',6'-异内皮素的对映异构体,包括1',6'-异内皮素的对映异构体的衍生物,与新的合成方法一起公开。 具体地说,将取代的环戊烷环氧化物合成为1',6'-异构体素的对映异构体。 还公开了3-脱氮烷丙氨酸的碳环核苷类似物的对映异构体,以提供D-和L-样1',6'-异-3-脱氮杂丙烷。 小分子化学治疗化合物有益地提供DNA和RNA抗病毒活性,表现出对例如人巨细胞病毒,麻疹,埃博拉病毒,诺罗病毒,登革热,牛痘和HBV的活性。 公开了表现出降低的S-腺苷高半胱氨酸水解酶抑制作用的化合物,并且与neplanocin相比提供了改善的毒性特征。 本发明提供改善的预防性和/或治疗性抗病毒功效。