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Mallotophenone

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Mallotophenone
Chemical structure of mallotophenone
Names
IUPAC name
1-[3-[(3-acetyl-2,4-dihydroxy-6-methoxy-5-methylphenyl)methyl]-2,6-dihydroxy-4-methoxy-5-methylphenyl]ethanone
Identifiers
3D model (JSmol)
ChemSpider
KEGG
  • InChI=1S/C21H24O8/c1-8-16(24)14(10(3)22)18(26)12(20(8)28-5)7-13-19(27)15(11(4)23)17(25)9(2)21(13)29-6/h24-27H,7H2,1-6H3
    Key: JXSPGOIAWPYMGS-UHFFFAOYSA-N
  • InChI=1/C21H24O8/c1-8-16(24)14(10(3)22)18(26)12(20(8)28-5)7-13-19(27)15(11(4)23)17(25)9(2)21(13)29-6/h24-27H,7H2,1-6H3
    Key: JXSPGOIAWPYMGS-UHFFFAOYAZ
  • Cc1c(O)c(C(=O)C)c(O)c(c1OC)Cc(c(OC)c2C)c(O)c(C(C)=O)c2O
Properties
C21H24O8
Molar mass 404.41 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Mallotophenone is a dimeric phlorogucinol found in Mallotus oppositifolius or in Mallotus japonicus.

The bioassay-guided fractionation of an ethanol extract of the leaves and inflorescence of M. oppositifolius collected in Madagascar led to the isolation of the two new bioactive dimeric phloroglucinols mallotophenone, together with mallotojaponins B and C. These compounds show antiproliferative and antiplasmodial activities.[1]

References

  1. ^ Harinantenaina, Liva; Bowman, Jessica D.; Brodie, Peggy J.; Slebodnick, Carla; Callmander, Martin W.; Rakotobe, Etienne; Randrianaivo, Richard; Rasamison, Vincent E.; Gorka, Alexander; Roepe, Paul D.; Cassera, Maria B.; Kingston, David G. I. (2013). "Antiproliferative and Antiplasmodial Dimeric Phloroglucinols fromMallotus oppositifoliusfrom the Madagascar Dry Forest(1)". Journal of Natural Products. 76 (3): 388–93. doi:10.1021/np300750q. PMC 3606680. PMID 23286240.