Fumigaclavine A

Fumigaclavine A is an antibacterial ergoline alkaloid produced by endophytic Aspergillus.[1]

Fumigaclavine A

Names
IUPAC name [(6aR,9R,10S)-7,9-Dimethyl-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinoline-10-yl] acetate
Other names (8α,9β)-6,8-Dimethylergolin-9-ol acetate
Identifiers
3D model (JSmol)	Interactive image
PubChem CID	3035188
CompTox Dashboard (EPA)	DTXSID40988499
SMILES C[C@@H]1CN([C@@H]2CC3=CNC4=CC=CC(=C34)C2[C@H]1OC(=O)C)C
Properties
Chemical formula	C18H22N2O2
Molar mass	298.386 g·mol^−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Both 8α and 8β diastereomers (epimers) were named fumigaclavine A in scientific literature.[2]

See also

• Fumigaclavine B
• Fumigaclavine C
• Fumigaclavine A dimethylallyltransferase

References

1. Pinheiro, EA; Carvalho, JM; Dos Santos, DC; Feitosa, AD; Marinho, PS; Guilhon, GM; De Souza, AD; Da Silva, FM; Marinho, AM (2012). "Antibacterial activity of alkaloids produced by endophytic fungus Aspergillus sp. EJC08 isolated from medical plant Bauhinia guianensis". Natural Product Research. 27 (18): 1633–8. doi:10.1080/14786419.2012.750316. PMID 23234304.
2. Wallwey, Christiane; Li, Shu-Ming (2011-03-01). "Ergot alkaloids: structure diversity, biosynthetic gene clusters and functional proof of biosynthetic genes". Natural Product Reports. 28 (3): 496–510. doi:10.1039/C0NP00060D. ISSN 1460-4752. PMID 21186384.