A Polyol-Polyol Super-Carbon-Chain Compound Containing Thirty-Six Carbon Stereocenters from the Dinoflagellate Amphidinium gibbosum: Absolute Configuration and Multi-Segment Modification
| Autor: | Yi Yu, Zeng Luo, Yan-Lan Zhu, Jun Wu, Li Shen, Wan-Shan Li |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2020 |
| Předmět: |
marine dinoflagellate
super-carbon-chain compound Stereochemistry Polymers Pharmaceutical Science chemistry.chemical_element 010402 general chemistry 01 natural sciences Article Stereocenter multi-segment modification Polyol Drug Discovery Amphidinium gibbosum lcsh:QH301-705.5 Pharmacology Toxicology and Pharmaceutics (miscellaneous) chemistry.chemical_classification Carbon chain biology Molecular Structure 010405 organic chemistry Amphidinium Dinoflagellate Absolute configuration biology.organism_classification 0104 chemical sciences NMR spectra database absolute configuration lcsh:Biology (General) chemistry Dinoflagellida Carbon |
| Zdroj: | Marine Drugs Volume 18 Issue 12 Marine Drugs, Vol 18, Iss 590, p 590 (2020) |
| ISSN: | 1660-3397 |
| Popis: | A super-carbon-chain compound, named gibbosol C, featuring a polyoxygenated C70-linear-carbon-chain backbone encompassing two acyclic polyol chains, was obtained from the South China Sea dinoflagellate Amphidinium gibbosum. Its planar structure was elucidated by extensive NMR investigations, whereas its absolute configurations, featuring the presence of 36 carbon stereocenters and 30 hydroxy groups, were successfully established by comparison of NMR data of the ozonolyzed products with those of gibbosol A, combined with J-based configuration analysis, Kishi&rsquo s universal NMR database, and the modified Mosher&rsquo s MTPA ester method. Multi-segment modification was revealed as the smart biosynthetic strategy for the dinoflagellate to create remarkable super-carbon-chain compounds with structural diversity. |
| Databáze: | OpenAIRE |
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