A polyphenol with diverse biological activities
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3,4-Dihydroxybenzaldehyde

Item No. 27547

Technical Information
Formal Name
3,4-dihydroxy-benzaldehyde
CAS Number
139-85-5
Synonyms
  • NSC 22961
  • Protocatechualdehyde
  • Protocatechuic aldehyde
Molecular Formula
C7H6O3
Formula Weight
Purity
≥98%
A solid
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:3): 0.25 mg/mlEthanol: 20 mg/ml
λmax
234, 280, 315 nm
SMILES
OC1=C(O)C=CC(C=O)=C1
InChi Code
InChI=1S/C7H6O3/c8-4-5-1-2-6(9)7(10)3-5/h1-4,9-10H
InChi Key
IBGBGRVKPALMCQ-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    3,4-Dihydroxybenzaldehyde is a polyphenol that has been found in S. miltiorrhiza and has diverse biological activities, including antibacterial, antioxidative, and anticancer properties.1,2,3,4 It is active against methicillin-resistant S. aureus (MRSA) when used at a concentration of 0.01 µg/ml.2 It prevents hexavalent chromium-induced formation of reactive oxygen species (ROS) and reactive nitrogen species (RNS) in a concentration-dependent manner and increases glutathione (GSH) levels in isolated human erythrocytes.1 3,4-Dihydroxybenzaldehyde selectively inhibits human DNA topoisomerase II (IC50 = 150 µM) over human topoisomerase I and a variety of mammalian polymerases (IC50s = >200 µM).3 It inhibits proliferation of HT-29 cells when used at a concentration of 362 µM but not HCT116 cells at a concentration of 100 µM.4,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Husain, N., and Mahmood, R. 3,4-Dihydroxybenzaldehyde quenches ROS and RNS and protects human blood cells from Cr(VI)-induced cytotoxicity and genotoxicity. Toxicol. In Vitro 50, 293-304 (2018).

    2. Rempe, C.S., Burris, K.P., Woo, H.L., et alComputational ranking of yerba mate small molecules based on their predicted contribution to antibacterial activity against methicillin-resistant Staphylococcus aureus. PLoS One 10(5), e0123925 (2015).

    3. Kuriyama, I., Nakajima, Y., Nishida, H., et alInhibitory effects of low molecular weight polyphenolics from Inonotus obliquus on human DNA topoisomerase activity and cancer cell proliferation. Mol. Med. Rep. 8(2), 535-542 (2013).

    4. Zhong, S., Li, Y.-G., Ji, D.-F., et alProtocatechualdehyde induces S-phase arrest and apoptosis by stimulating the p27KIP1-Cyclin A/D1-CDK2 and mitochondrial apoptotic pathways in HT-29 cells. Molecules 21(7), 934 (2016).