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通过化学合成进行天然产物预测:两种新的一叶萩生物碱的发现。

Natural product anticipation via chemical synthesis: Discovery of two new securinega alkaloids.

作者信息

Kim Minji, Park Sangbin, Kang Gyumin, Jang Yoon Seo, Kim Ki Hyun, Han Sunkyu, Kim Chung Sub

机构信息

Department of Biopharmaceutical Convergence, Sungkyunkwan University, Suwon 16419, Republic of Korea.

Department Chemistry, Korea Advanced Institute of Science & Technology (KAIST), Daejeon 34141, Republic of Korea.

出版信息

iScience. 2024 Jul 14;27(8):110495. doi: 10.1016/j.isci.2024.110495. eCollection 2024 Aug 16.

DOI:10.1016/j.isci.2024.110495
PMID:39148712
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11325371/
Abstract

The isolation of a natural product conventionally precedes its chemical synthesis. Often, the isolation and structure determination of a natural product present in minute quantities in its natural source pose formidable challenges, akin to finding "a needle in a haystack." On the other hand, leveraging plausible biosynthetic insights and biomimetic synthetic expertise would allow for the prior synthesis of presumed natural products, followed by their verification in natural sources. In this study, we unveil two novel securinega alkaloids, securingines H and I, employing the natural product anticipation through synthesis approach. Structural analysis of securingines H and I suggests that they are biosynthetic derivatives of secu'amamine E and securinol A, respectively. We posit that this "synthesis first" strategy represents a valuable approach to the discovery of new natural products.

摘要

天然产物的分离通常先于其化学合成。通常,从天然来源中微量存在的天然产物的分离和结构测定面临巨大挑战,类似于“大海捞针”。另一方面,利用合理的生物合成见解和仿生合成技术,可以先合成推测的天然产物,然后在天然来源中进行验证。在本研究中,我们通过合成方法利用天然产物预测,揭示了两种新型的一叶萩生物碱,即一叶萩碱H和I。一叶萩碱H和I的结构分析表明,它们分别是secu'amamine E和一叶萩醇A的生物合成衍生物。我们认为这种“先合成”策略是发现新天然产物的一种有价值的方法。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1056/11325371/aa645933ddd3/fx8.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1056/11325371/4e1a851ec723/sc1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1056/11325371/50a80681ff1a/sc2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1056/11325371/9ac34ae826f3/sc3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1056/11325371/e4b2d1a94889/fx2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1056/11325371/599af3ad957b/fx3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1056/11325371/cdaf0d4eaaf9/fx4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1056/11325371/95181c7e1c47/fx5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1056/11325371/3a01f3d67539/fx6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1056/11325371/6eeb9cc754d1/fx7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1056/11325371/aa645933ddd3/fx8.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1056/11325371/c7be9c5dd36f/fx1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1056/11325371/91ec84dad2f8/gr1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1056/11325371/4e1a851ec723/sc1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1056/11325371/50a80681ff1a/sc2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1056/11325371/9ac34ae826f3/sc3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1056/11325371/e4b2d1a94889/fx2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1056/11325371/599af3ad957b/fx3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1056/11325371/cdaf0d4eaaf9/fx4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1056/11325371/95181c7e1c47/fx5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1056/11325371/3a01f3d67539/fx6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1056/11325371/6eeb9cc754d1/fx7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1056/11325371/aa645933ddd3/fx8.jpg

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