(±)-Xylaridines A and B, Highly Conjugated Alkaloids from the Fungus Xylaria longipes
Autor: | Wen-Xuan Wang, Rong Huang, Tao Feng, Zheng-Hui Li, Xian Wang, Yongsheng Zheng, Huan Sun, Qingxia Yuan, Jing Li, Ji-Kai Liu, Juan He, He-Ping Chen |
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Rok vydání: | 2019 |
Předmět: |
Molecular Structure
Xylariales 010405 organic chemistry Stereochemistry Organic Chemistry Stereoisomerism Conjugated system 010402 general chemistry Ring (chemistry) 01 natural sciences Biochemistry 0104 chemical sciences chemistry.chemical_compound Alkaloids X-Ray Diffraction chemistry Biosynthesis Xylaria longipes Molecule Physical and Theoretical Chemistry Nonane Enantiomer |
Zdroj: | Organic Letters. 21:1511-1514 |
ISSN: | 1523-7052 1523-7060 |
DOI: | 10.1021/acs.orglett.9b00312 |
Popis: | Two highly conjugated alkaloids xylaridines A (1) and B (2) were obtained as racemates from the fungus Xylaria longipes. They were resoluted into optically pure enantiomers, respectively. Their structures were determined by extensive spectroscopic analyses, X-ray diffraction, and equivalent circulating density (ECD) calculations. Compound 1 possesses a 5/6/6/5/5 fused ring system with unique 2-azaspiro[4.4]nonane substructure. The hypothesis of biosynthesis pathways for 1 and 2 was proposed. |
Databáze: | OpenAIRE |
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