A polyamine with diverse biological activities
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N,N′-Diferuloylputrescine

Item No. 41436

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N,N′-1,4-butanediylbis[3-(4-hydroxy-3-methoxyphenyl)-2-propenamide
CAS Number
42369-86-8
Synonyms
  • bis-Ferulamidobutane
  • (E/Z)-Terrestribisamide
Molecular Formula
C24H28N2O6
Formula Weight
440.5
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble: ≥10 mg/mlEthanol: Slightly soluble: 0.1-1 mg/ml
SMILES
COC1=CC(C=CC(NCCCCNC(C=CC2=CC=C(O)C(OC)=C2)=O)=O)=CC=C1O
InChi Code
InChI=1S/C24H28N2O6/c1-31-21-15-17(5-9-19(21)27)7-11-23(29)25-13-3-4-14-26-24(30)12-8-18-6-10-20(28)22(16-18)32-2/h5-12,15-16,27-28H,3-4,13-14H2,1-2H3,(H,25,29)(H,26,30)
InChi Key
CHEMZHJQHCVLFI-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    Product Description

    N,N′-Diferuloylputrescine is a polyamine that has been found in Z. mays and has diverse biological activities.1,2,3 It scavenges DPPH (Item No. 14805), superoxide, and hydroxyl radicals in cell-free assays (IC50s = 38.5, 291.6, and 351.9 µM, respectively).1 N,N′-Diferuloylputrescine inhibits tyrosinase (IC50 = 291.3 µM for the mushroom enzyme) and forskolin-induced pigmentation in B16/F10 melanoma cells when used at a concentration of 50 µg/ml.1,2 It inhibits LPS-induced increases in nitric oxide (NO) and inducible nitric oxide synthase (iNOS) levels, as well as NF-κB activity, in RAW 264.7 macrophages when used at a concentration of 50 µM.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Choi, S.W., Lee, S.K., Kim, E.O., et al. Antioxidant and antimelanogenic activities of polyamine conjugates from corn bran and related hydroxycinnamic acids. J. Agric. Food Chem. 55(10), 3920-3925 (2007).

    2. Kim, M.J., Kim, S.M., Im, K.R., et al. Effect of hydroxycinnamic acid derivatives from corn bran on melanogenic protein expression. J. Korean Soc. Appl. Biol. Chem. 53(4), 422-426 (2010).

    3. Kim, E.O., Min, K.J., Kwon, T.K., et al. Anti-inflammatory activity of hydroxycinnamic acid derivatives isolated from corn bran in lipopolysaccharide-stimulated Raw 264.7 macrophages. Food Chem. Toxicol. 50(5), 1309-1316 (2012).