Mallotojaponin C

Mallotojaponin C is a dimeric phlorogucinol found in Mallotus oppositifolius.

Mallotojaponin C
Chemical structure of mallotojaponin C
Names
Preferred IUPAC name
1,1′-{Methylenebis[2,6-dihydroxy-4-methoxy-5-(3-methylbut-2-en-1-yl)-3,1-phenylene]}di(ethan-1-one)
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
  • InChI=1S/C29H36O8/c1-14(2)9-11-18-24(32)22(16(5)30)26(34)20(28(18)36-7)13-21-27(35)23(17(6)31)25(33)19(29(21)37-8)12-10-15(3)4/h9-10,32-35H,11-13H2,1-8H3
    Key: SQDDGCHCPZMCOU-UHFFFAOYSA-N
  • InChI=1/C29H36O8/c1-14(2)9-11-18-24(32)22(16(5)30)26(34)20(28(18)36-7)13-21-27(35)23(17(6)31)25(33)19(29(21)37-8)12-10-15(3)4/h9-10,32-35H,11-13H2,1-8H3
    Key: SQDDGCHCPZMCOU-UHFFFAOYAI
  • CC(=O)c1c(O)c(c(OC)c(c1O)C\C=C(\C)/C)Cc2c(OC)c(C\C=C(/C)\C)c(O)c(C(=O)C)c2O
Properties
C29H36O8
Molar mass 512.59 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

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
  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.


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