Synthesis of the fungal natural product (-)-xylariamide A
Article
Kotiw, Michael and Davis, Rohan A.. 2005. "Synthesis of the fungal natural product (-)-xylariamide A." Tetrahedron Letters: the international journal for the rapid publication of all preliminary communications in organic chemistry. 46 (31), pp. 5199-5201. https://doi.org/10.1016/j.tetlet.2005.05.114
| Article Title | Synthesis of the fungal natural product (-)-xylariamide A |
|---|---|
| ERA Journal ID | 1602 |
| Article Category | Article |
| Authors | Kotiw, Michael (Author) and Davis, Rohan A. (Author) |
| Journal Title | Tetrahedron Letters: the international journal for the rapid publication of all preliminary communications in organic chemistry |
| Journal Citation | 46 (31), pp. 5199-5201 |
| Number of Pages | 3 |
| Year | 2005 |
| Place of Publication | United Kingdom |
| ISSN | 0040-4039 |
| 1873-3581 | |
| Digital Object Identifier (DOI) | https://doi.org/10.1016/j.tetlet.2005.05.114 |
| Web Address (URL) | https://www.sciencedirect.com/science/article/pii/S004040390501172X |
| Abstract | The first synthesis of the fungal natural product (-)-xylariamide A 1 is reported. N,O- Bis(trimethylsilyl)acetamide induced coupling of D-tyrosine with (E)-but-2-enedioic acid 2,5-dioxo-pyrrolidin-1-yl ester methyl ester 5 produced the dechloro natural product 6, which was subsequently monochlorinated using oxone and KCl to yield synthetic 1. (-)-Xylariamide A 1, (+)-xylariamide A 2 and (-)-dechloroxylariamide A 6 displayed no cytotoxic or antimicrobial activity. |
| Keywords | synthesis; natural product; (-)-Xylariamide A; (+)-Xylariamide A; (-)-Dechloroxylariamide A; N,O-Bis(trimethylsily)acetamide |
| Contains Sensitive Content | Does not contain sensitive content |
| ANZSRC Field of Research 2020 | 310705. Mycology |
| 340502. Natural products and bioactive compounds | |
| 340503. Organic chemical synthesis | |
| Public Notes | File reproduced in accordance with the copyright policy of the publisher/author. |
| Byline Affiliations | Department of Biological and Physical Sciences |
| Griffith University |
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