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新型大麻素能配体的2-取代冰片药效基团的合成与表征

Synthesis and characterization of 2-substituted bornane pharmacophores for novel cannabinergic ligands.

作者信息

Duclos Richard I, Lu Dai, Guo Jianxin, Makriyannis Alexandros

机构信息

Center for Drug Discovery, Northeastern University, 360 Huntington Avenue, 116 Mugar Life Sciences Building, Boston, MA 02115, USA.

出版信息

Tetrahedron Lett. 2008 Sep 22;49(39):5587-5589. doi: 10.1016/j.tetlet.2008.07.029.

DOI:10.1016/j.tetlet.2008.07.029
PMID:23935221
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3738215/
Abstract

Analogously to the fenchyl and adamantyl groups, the bornyl and epimeric isobornyl groups are compact lipophilic substituents that can be incorporated into drug design to improve pharmacological or physicochemical properties. Methods are reported for the synthesis and characterization of 2-substituted norbornanes and bornanes that can serve as novel cannabinergic ligand intermediates.

摘要

与葑基和金刚烷基类似,冰片基和差向异构异冰片基是紧密的亲脂性取代基,可引入药物设计中以改善药理或物理化学性质。本文报道了可作为新型大麻素能配体中间体的2-取代降冰片烷和冰片烷的合成及表征方法。

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Bornyl- and isobornyl-Delta8-tetrahydrocannabinols: a novel class of cannabinergic ligands.冰片基和异冰片基-Δ⁸-四氢大麻酚:一类新型大麻素能配体。
J Med Chem. 2008 Oct 23;51(20):6393-9. doi: 10.1021/jm8005299. Epub 2008 Oct 1.
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The discovery of adamantyl-derived, inhaled, long acting beta(2)-adrenoreceptor agonists.金刚烷基衍生的吸入型长效β₂肾上腺素能受体激动剂的发现。
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Bornyl (3,4,5-trihydroxy)-cinnamate--an optimized human neutrophil elastase inhibitor designed by free energy calculations.
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Synthesis and characterization of a compact tricyclic resorcinol from (+)- and (-)-3-pinanol.由(+)-和(-)-3-蒎烷醇合成并表征一种紧凑的三环间苯二酚
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J Med Chem. 2008 Oct 23;51(20):6393-9. doi: 10.1021/jm8005299. Epub 2008 Oct 1.
龙脑(3,4,5-三羟基)肉桂酸酯——一种通过自由能计算设计的优化型人中性粒细胞弹性蛋白酶抑制剂。
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Isofagomine- and 2,5-anhydro-2,5-imino-D-glucitol-based glucocerebrosidase pharmacological chaperones for Gaucher disease intervention.用于戈谢病干预的基于异法戈明和2,5-脱水-2,5-亚氨基-D-葡萄糖醇的葡萄糖脑苷脂酶药理学伴侣分子。
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