Structurally diverse polyprenylated acylphloroglucinols from Hypericum uralum Buch.-Ham. ex D. Don
| Autor: | Ai-Zhu Wang, Qiang-Qiang Fang, Tong-Tong Feng, Chang-Heng Tan, Wan-Ying He, Ren-Jie Wei, Qun Lu |
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| Rok vydání: | 2021 |
| Předmět: |
0106 biological sciences
Circular dichroism Hypericum uralum Magnetic Resonance Spectroscopy biology Molecular Structure 010405 organic chemistry Stereochemistry Chemistry Circular Dichroism Clusiaceae Plant Science General Medicine Horticulture Phloroglucinol biology.organism_classification 01 natural sciences Biochemistry 0104 chemical sciences Cytotoxicity Molecular Biology Hypericum 010606 plant biology & botany |
| Zdroj: | Phytochemistry. 187 |
| ISSN: | 1873-3700 |
| Popis: | Uralins A − D, four undescribed polycyclic polyprenylated acylphloroglucinols (PPAPs) featuring an unprecedented fused hexacyclic architecture, a unique monocyclic tetra-seco-tetranor-b-PPAP, an oxidative b-PPAP and a rare norspiroindane-type m-PPAP, respectively, were isolated from the aerial parts of Hypericum uralum, along with ten known PPAPs. Their structures and absolute configurations were elucidated by extensive spectroscopic techniques (MS, NMR, [α]D, CD), conceivable biogenetic pathways and time-dependent density functional theory-based electronic circular dichroism (TDDFT-ECD) calculations. Biological assays showed three b-PPAPs had moderate antioxidative damage activities, while spiroindanes exhibited moderate cytotoxic effects. |
| Databáze: | OpenAIRE |
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