Betaenone C

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Betaenone C
Betaenone C skeletal.svg
Names
IUPAC name
(2S,3R,4R,4aS,5R,7R,8aS)-3-[(2R)-butan-2-yl]-2,7-dihydroxy-4-[(2Z)-3-hydroxyprop-2-enoyl]-2,4,5,7-tetramethyloctahydronaphthalen-1(2H)-one
Identifiers
ChemSpider 10349243 YesY
Jmol-3D images Image
Properties
C21H34O5
Molar mass 366.50 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Betaenone C, like other betaenones (A and B), is a secondary metabolite isolated from the fungus Pleospora betae, a plant pathogen.[1] Of the seven phytotoxins isolated in fungal leaf spots from sugar beet (Beta vulgaris), it showed 89% growth inhibition. Betaenone C has been shown to act by inhibiting RNA and protein synthesis.[2]

Molecular structures of betaenone A, B and C.

References[edit]

  1. ^ Ichihara A.; Oikawa, Hideaki; Hayashi, Kazuko; Sakamura, Sadao; Furusaki, Akio; Matsumoto, Takeshi (1983). "Structures of Betaenones A and B, Novel Phytotoxins from Phoma betae Fr.". J. Am. Chem. Soc. 105: 2907–2908. doi:10.1021/ja00347a070. 
  2. ^ Haraguchi, T.; Oguro, Mieko; Nagano, Hiroshi; Ichihara, Akitami; Sakamura, Sadao (1983). "Specific inhibitors of eukaryotic DNA synthesis and DNA polymerase α, 3-deoxyaphidicolin and aphidicolin-17-monoacetate". Nucleic Acid Res. 11: 1197–2000. doi:10.1093/nar/11.4.1197.