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莫汉吉酸H和莫汉吉醇:来自一种泥滩衍生的新的氨基苯乙酮衍生物。

Mohangic Acid H and Mohangiol: New -Aminoacetophenone Derivatives from a Mudflat-Derived sp.

作者信息

Son Juwan, Lee Ju Heon, Cho Yong-Joon, Moon Kyuho, Bae Munhyung

机构信息

College of Pharmacy, Gachon University, Incheon 21936, Republic of Korea.

Department of Molecular Bioscience, Kangwon National University, Chuncheon 24341, Republic of Korea.

出版信息

Mar Drugs. 2025 Jul 30;23(8):307. doi: 10.3390/md23080307.

Abstract

sp. AWH31-250, isolated from a tidal mudflat in the Nakdong River estuary in Busan, Republic of Korea, was found to produce two novel -aminoacetophenone derivatives, mohangic acid H () and mohangiol (). Their planar structures were established by comprehensive 1D and 2D NMR spectroscopy, mass spectrometry, and UV analysis, possessing a shorter carbon-chain with a diene moiety, whereas known mohangic acids A-F bear a longer carbon-chain with a triene moiety. The absolute configurations of the key stereogenic centers were determined via computational DP4+ calculations and bioinformatic analysis of the ketoreductase domain sequence from the biosynthetic gene cluster. Based on the careful gene analysis along with whole-genome sequencing, the first plausible biosynthetic pathway of mohangic acids A-G and mohangiol was proposed. Mohangic acid H () and mohangiol () displayed moderate inhibitory activity against isocitrate lyase with IC values of 21.37 and 21.12 µg/mL, respectively.

摘要

从韩国釜山洛东江入海口的潮间带泥滩中分离出的菌株AWH31-250,被发现能产生两种新型的α-氨基苯乙酮衍生物,莫汉吉酸H()和莫汉吉醇()。它们的平面结构通过综合一维和二维核磁共振光谱、质谱和紫外分析得以确定,其碳链较短且带有二烯部分,而已知的莫汉吉酸A - F则带有较长的碳链且带有三烯部分。关键立体中心的绝对构型通过计算DP4 +计算和对生物合成基因簇中酮还原酶结构域序列的生物信息学分析来确定。基于仔细的基因分析以及全基因组测序,提出了莫汉吉酸A - G和莫汉吉醇的首个合理生物合成途径。莫汉吉酸H()和莫汉吉醇()对异柠檬酸裂解酶显示出中等抑制活性,IC值分别为21.37和21.12μg/mL。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/25cd/12387680/b1c9e0e50eca/marinedrugs-23-00307-g001.jpg

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