Pegaharmols A–B, Axially Chiral β-Carboline-quinazoline Dimers from the Roots of Peganum harmala
Autor: | Hui-Ming Hua, Jingjing Xue, Yong-Kui Jing, Yue-Tong Wang, Qin Zhang, Dahong Li, Bin Lin, Kai-Bo Wang, Sheng-Ge Li |
---|---|
Rok vydání: | 2020 |
Předmět: |
Circular dichroism
biology 010405 organic chemistry Stereochemistry Organic Chemistry 010402 general chemistry Mass spectrometry biology.organism_classification 01 natural sciences Biochemistry Vasicine 0104 chemical sciences chemistry.chemical_compound chemistry Peganum harmala Quinazoline Physical and Theoretical Chemistry Axial symmetry |
Zdroj: | Organic Letters. 22:7522-7525 |
ISSN: | 1523-7052 1523-7060 |
DOI: | 10.1021/acs.orglett.0c02709 |
Popis: | Two nonbiaryl axially chiral β-carboline-quinazoline dimers, pegaharmols A (1) and B (2), were isolated from the roots of Peganum harmala. Their planar structures were elucidated by the spectroscopic methods of high-resolution mass spectrometry and 1D and 2D nuclear magnetic resonance (NMR). The stereochemistry was established by a comparison between the experimental data of NMR and electronic circular dichroism and the computed data by quantum mechanical calculations. It is discovered for the first time that the β-carboline at the C-8 position is bonded to the vasicine at the C-9 position. 1 exhibited moderate cytotoxic activity against HL-60 and A549 cell lines. |
Databáze: | OpenAIRE |
Externí odkaz: |