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光杆菌素A - C的全合成及药理评价

Total Synthesis and Pharmacological Evaluation of Phochrodines A-C.

作者信息

Bouchard Jacob L, Chang Sichen, Krishnan Srinivasan, Presley Christopher C, Boutaud Olivier, Schley Nathan D, Engers Darren W, Engers Julie L, Lindsley Craig W, Bender Aaron M

机构信息

Warren Center for Neuroscience Drug Discovery, Vanderbilt University, Nashville, Tennessee 37232, United States.

Department of Pharmacology, Vanderbilt University, Nashville, Tennessee 37232, United States.

出版信息

J Nat Prod. 2025 Apr 25;88(4):996-1003. doi: 10.1021/acs.jnatprod.5c00104. Epub 2025 Apr 1.

DOI:10.1021/acs.jnatprod.5c00104
PMID:40169259
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC12038836/
Abstract

The first syntheses of the -isolated natural products phochrodines A-C are reported. Functional group manipulations on a key 5-chromeno[4,3-]pyridine intermediate, itself synthesized from intramolecular Suzuki-Miyaura coupling, enabled facile and high-yielding syntheses of all three natural products. Additionally, sufficient material was generated to enable detailed pharmacological profiling of each compound. Preliminary drug metabolism and pharmacokinetic (DMPK) experiments and ancillary pharmacology screening revealed phochrodine C () as an attractive scaffold for further modification, particularly for medicinal chemists working in the antidepressant space.

摘要

报道了分离出的天然产物磷酸二氢铵A-C的首次合成。对关键的5-色烯并[4,3-]吡啶中间体进行官能团操作，该中间体本身由分子内铃木-宫浦偶联反应合成，实现了所有三种天然产物的简便且高产率的合成。此外，还制备了足够的材料以对每种化合物进行详细的药理学分析。初步的药物代谢和药代动力学（DMPK）实验以及辅助药理学筛选表明，磷酸二氢铵C（）是进一步修饰的有吸引力的骨架，特别是对于从事抗抑郁药物研究的药物化学家而言。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8af/12038836/9820560cfd81/np5c00104_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8af/12038836/6c1b62ca7644/np5c00104_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8af/12038836/103a80ee697f/np5c00104_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8af/12038836/1329b809557b/np5c00104_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8af/12038836/9820560cfd81/np5c00104_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8af/12038836/6c1b62ca7644/np5c00104_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8af/12038836/103a80ee697f/np5c00104_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8af/12038836/1329b809557b/np5c00104_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8af/12038836/9820560cfd81/np5c00104_0004.jpg

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