Mallotojaponin B is a dimeric phlorogucinol found in Mallotus oppositifolius.

Mallotojaponin B
Chemical structure of mallotojaponin B
Names
Preferred IUPAC name
1-(3-{[3-Acetyl-2,4-dihydroxy-6-methoxy-5-(3-methylbut-2-en-1-yl)phenyl]methyl}-2,6-dihydroxy-4-methoxy-5-methylphenyl)ethan-1-one
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
  • InChI=1S/C25H30O8/c1-11(2)8-9-15-21(29)19(14(5)27)23(31)17(25(15)33-7)10-16-22(30)18(13(4)26)20(28)12(3)24(16)32-6/h8,28-31H,9-10H2,1-7H3
    Key: WVPDRBVWCPPZIR-UHFFFAOYSA-N
  • Cc1c(c(c(c(c1OC)Cc2c(c(c(c(c2OC)CC=C(C)C)O)C(=O)C)O)O)C(=O)C)O
Properties
C25H30O8
Molar mass 458.50 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

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 mallotojaponins B and C, together with mallotophenone. These compounds show antiproliferative and antiplasmodial activities.[1]

References

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  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.