Revision of the structure of isochaetoglobosin Db based on NMR analysis and biosynthetic consideration
| Autor: | Gang Ding, Zhong-qi Wei, Xiang-Mei Tan, Yuan-Yuan Li, Lin Chen, Yan-Duo Wang, Li Shen |
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| Rok vydání: | 2020 |
| Předmět: |
Physics
Chaetoglobosins 010405 organic chemistry Stereochemistry General Chemical Engineering Structure (category theory) General Chemistry 010402 general chemistry Ring (chemistry) 01 natural sciences Nmr data 0104 chemical sciences NMR spectra database chemistry.chemical_compound chemistry Pyrrole |
| Zdroj: | RSC Advances. 10:23969-23974 |
| ISSN: | 2046-2069 |
| Popis: | Isochaetoglobosin Db is a new chaetoglobosin possessing a unique 3,4-substituted pyrrole ring isolated and named by Qiu et al., and it is different from any one of the 14 sub-types in the macrocyclic ring of chaetoglobosins classified in our previous work. Its chemical shift values, coupling constants and biosynthetic consideration implied that the proposed structure of isochaetoglobosin Db was incorrect. In this report, based on detailed NMR data analysis together with biosynthetic consideration, the structure of isochaetoglobosin Db is suggested to be revised to that of penochalasin C. The NMR spectra of penochalasin C measured in the same solvent (DMSO-d6) as that of isochaetoglobosin Db supported the above conclusion. The results imply that reasonable biosynthetic consideration could complement spectroscopic structural determination, and also support that the 1H-NMR rule of chaetoglobosin summarized in our previous work can provide help for dereplication and rectification. |
| Databáze: | OpenAIRE |
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