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Mallotophenone

From Wikipedia, the free encyclopedia
Mallotophenone
Chemical structure of mallotophenone
Names
Preferred IUPAC name
1,1′-[Methylenebis(2,6-dihydroxy-4-methoxy-5-methyl-3,1-phenylene)]di(ethan-1-one)
Identifiers
3D model (JSmol)
ChemSpider
KEGG
UNII
  • 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 404.415 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Mallotophenone is a dimeric phloroglucinol 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. Diphenylmethanes are compounds that contain diphenylmethane moiety, which is a methane wherein two hydrogen atoms are replaced by two phenyl groups. Mallotophenone is strong as it has a very solid basic compound (based on its pKa).These compounds show antiproliferative and antiplasmodial activities.[1] It’s chemical formula is C21H24O8.

References

[edit]
  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 from Mallotus oppositifolius from the Madagascar Dry Forest(1)". Journal of Natural Products. 76 (3): 388–93. doi:10.1021/np300750q. PMC 3606680. PMID 23286240.

2. PhytoBank: Showing mallotophenone (PHY0034926). (n.d.). PhytoBank. https://phytobank.ca/metabolites/PHY0034926