Forrestiacids A and B, Pentaterpene Inhibitors of ACL and Lipogenesis: Extending the Limits of Computational NMR Methods in the Structure Assignment of Complex Natural Products
| العنوان: | Forrestiacids A and B, Pentaterpene Inhibitors of ACL and Lipogenesis: Extending the Limits of Computational NMR Methods in the Structure Assignment of Complex Natural Products |
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| المؤلفون: | Mark T. Hamann, Pankaj Pandey, Amar G. Chittiboyina, Yeun-Mun Choo, Yi Zang, Ting Huang, Ze-Yu Zhao, Jin Feng Hu, Yu-Hang He, Xiaojuan Wang, Hao-Wen Jiang, Pengjun Zhou, Juan Xiong, Jia Li |
| المصدر: | Angewandte Chemie International Edition. 60:22270-22275 |
| بيانات النشر: | Wiley, 2021. |
| سنة النشر: | 2021 |
| مصطلحات موضوعية: | Biological Products, Circular dichroism, Magnetic Resonance Spectroscopy, Bicyclic molecule, Terpenes, Stereochemistry, Lipogenesis, Molecular Conformation, General Chemistry, Lyase, Lanostane, Catalysis, Adduct, chemistry.chemical_compound, chemistry, ATP Citrate (pro-S)-Lyase, Humans, Moiety, Molecule, Enzyme Inhibitors, Abietane |
| الوصف: | Forrestiacids A (1) and B (2) are a novel class of [4+2] type pentaterpenoids derived from a rearranged lanostane moiety (dienophile) and an abietane unit (diene). These unprecedented molecules were isolated using guidance by molecular ion networking (MoIN) from Pseudotsuga forrestii, an endangered member of the Asian Douglas Fir Family. The intermolecular hetero-Diels-Alder adducts feature an unusual bicyclo[2.2.2]octene ring system. Their structures were elucidated by spectroscopic analysis, GIAO NMR calculations and DP4+ probability analyses, electronic circular dichroism calculations, and X-ray diffraction analysis. This unique addition to the pentaterpene family represents the largest and the most complex molecule successfully assigned using computational approaches to predict accurately chemical shift values. Compounds 1 and 2 exhibited potent inhibitory activities (IC50 s |
| تدمد: | 1521-3773 1433-7851 |
| DOI: | 10.1002/anie.202109082 |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::7921c7e3314277c6331d7dccf0109923 https://doi.org/10.1002/anie.202109082 |
| Rights: | CLOSED |
| رقم الانضمام: | edsair.doi.dedup.....7921c7e3314277c6331d7dccf0109923 |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 15213773 14337851 |
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| DOI: | 10.1002/anie.202109082 |