Details
| Original language | English |
|---|---|
| Pages (from-to) | 17088-17091 |
| Number of pages | 4 |
| Journal | Chemical communications |
| Volume | 51 |
| Issue number | 96 |
| Publication status | Published - 1 Jan 2015 |
Abstract
The filamentous fungus Byssochlamys fulva strain IMI 40021 produces (+)-byssochlamic acid 1, its novel dihydroanalogue 2 and four related secondary metabolites. Agnestadrides A, 17 and B, 18 constitute a novel class of seven-membered ring, maleic anhydride-containing (hence termed heptadride) natural products. The putative maleic anhydride precursor 5 for both nonadride and heptadride biosynthesis was isolated as a fermentation product for the first time and its structure confirmed by synthesis. Acid 5 undergoes facile decarboxylation to anhydride 6. The generic term maleidrides is proposed to encompass biosynthetically-related compounds containing maleic anhydride moieties fused to an alicyclic ring, varying in size and substituents.
ASJC Scopus subject areas
- Chemical Engineering(all)
- Catalysis
- Materials Science(all)
- Electronic, Optical and Magnetic Materials
- Materials Science(all)
- Ceramics and Composites
- Chemistry(all)
- General Chemistry
- Materials Science(all)
- Surfaces, Coatings and Films
- Materials Science(all)
- Metals and Alloys
- Materials Science(all)
- Materials Chemistry
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In: Chemical communications, Vol. 51, No. 96, 01.01.2015, p. 17088-17091.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Novel nonadride, heptadride and maleic acid metabolites from the byssochlamic acid producer Byssochlamys fulva IMI 40021-an insight into the biosynthesis of maleidrides
AU - Szwalbe, Agnieszka J.
AU - Williams, Katherine
AU - O'Flynn, Daniel E.
AU - Bailey, Andrew M.
AU - Mulholland, Nicholas P.
AU - Vincent, Jason L.
AU - Willis, Christine L.
AU - Cox, Russell J.
AU - Simpson, Thomas J.
PY - 2015/1/1
Y1 - 2015/1/1
N2 - The filamentous fungus Byssochlamys fulva strain IMI 40021 produces (+)-byssochlamic acid 1, its novel dihydroanalogue 2 and four related secondary metabolites. Agnestadrides A, 17 and B, 18 constitute a novel class of seven-membered ring, maleic anhydride-containing (hence termed heptadride) natural products. The putative maleic anhydride precursor 5 for both nonadride and heptadride biosynthesis was isolated as a fermentation product for the first time and its structure confirmed by synthesis. Acid 5 undergoes facile decarboxylation to anhydride 6. The generic term maleidrides is proposed to encompass biosynthetically-related compounds containing maleic anhydride moieties fused to an alicyclic ring, varying in size and substituents.
AB - The filamentous fungus Byssochlamys fulva strain IMI 40021 produces (+)-byssochlamic acid 1, its novel dihydroanalogue 2 and four related secondary metabolites. Agnestadrides A, 17 and B, 18 constitute a novel class of seven-membered ring, maleic anhydride-containing (hence termed heptadride) natural products. The putative maleic anhydride precursor 5 for both nonadride and heptadride biosynthesis was isolated as a fermentation product for the first time and its structure confirmed by synthesis. Acid 5 undergoes facile decarboxylation to anhydride 6. The generic term maleidrides is proposed to encompass biosynthetically-related compounds containing maleic anhydride moieties fused to an alicyclic ring, varying in size and substituents.
UR - http://www.scopus.com/inward/record.url?scp=84947998698&partnerID=8YFLogxK
U2 - 10.1039/c5cc06988b
DO - 10.1039/c5cc06988b
M3 - Article
C2 - 26452099
AN - SCOPUS:84947998698
VL - 51
SP - 17088
EP - 17091
JO - Chemical communications
JF - Chemical communications
SN - 1359-7345
IS - 96
ER -