3,4-Dihydroxybenzaldehyde

Min.Order / FOB Price:Get Latest Price

10 Milligram	Negotiable

10 Milligram

Negotiable

Min.Order :10 Milligram
Purity: ≥98%
Payment Terms : T/T

Keywords

3,4-Dihydroxybenzaldehyde 139-85-5 standard supplier in China

Quick Details

Appearance:detailed see specifications
Application:analysis,activity test,Botanical Reference Materials,Standard materials
PackAge:According to the clients requirement.
ProductionCapacity:1|Metric Ton|Day
Storage:Store at 2~8°C
Transportation:by air or by ocean shipping

Superiority:

Hubei CuiRan Biotechnology Co., Ltd is a leading company in the research, development, manufacture and marketing of High Quality Phytochemicals and Extracts(especially Active Ingredients from Traditional Chinese Medicine，Traditional Chinese Medicine), Natural Active Pharmaceutical Ingredients worldwide. From small quantities for R&D or reference standard, to large quantities for customizing or manufacturing, Biopurify emphasizes on consistent and reliable services for his customers.
With excellent quality products and good service, we have clients from more than dozens countries and regions, and we pride ourselves in providing our customers with a total satisfaction experiences.
We are doing our best to be your reliable partner for high quality Phytochemicals and Reference Standards from china.

Our main services:
A. Supply active ingredients and reference standards ofTraditional Chinese Medicine, from mgs to kgs scale.
B. Custom extraction and purification, target Herb Active Ingredients
C. Custom synthesis and semi-synthesis for Natural Active Ingredients
D. CR, CM and PD services from lab scale, pilot scale to commercial scale(GMP is also available)
E.Traditional Chinese Medicine compounds library

1.Provide traditional Chinese medicine reference materials and natural active ingredients;
2.More than 2200 compounds are available for selection, continuously building high-quality natural product libraries for drug research and development;
3.Provide various screening libraries and more inhibitor products;
4.Provide separation and structural determination of natural products;
5.Laboratory scale pilot to commercial scale collaborative research and process development services.More than 180 experiences in phytochemistry (still increasing)
Each product has passed very strict testing (NMR/MS/HPLC)
Agents from many countries

General tips：For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging：1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition：Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Details:

Chemical Properties of 3,4-Dihydroxybenzaldehyde

Cas No.	139-85-5
PubChem ID	8768	Appearance	Powder
Formula	C₇H₆O₃	M.Wt	138.1
Type of Compound	Phenols	Storage	Desiccate at -20°C
Solubility	DMSO : ≥ 50 mg/mL (362.00 mM) *"≥" means soluble, but saturation unknown.
Chemical Name	3,4-dihydroxybenzaldehyde
SMILES	C1=CC(=C(C=C1C=O)O)O
Standard InChIKey	IBGBGRVKPALMCQ-UHFFFAOYSA-N
General tips	For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging	1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment.
Shipping Condition	Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of 3,4-Dihydroxybenzaldehyde

The heartwood of Cassia garrettiana

Biological Activity of 3,4-Dihydroxybenzaldehyde

Description

3,4-Dihydroxybenzaldehyde, a potent tyrosinase inhibitor, has antifungal activity, it can inhibit oxidative DNA damage and apoptosis via its antioxidant activity. It inhibits the phosphotransferase activity of CKII with IC(50) of about 783 microM, it may function by inhibiting oncogenic disease, at least in part, through the inhibition of CKII activity. It inhibits the H2O2-induced apoptosis of granulosa cells, promotes estradiol secretion in granulosa cells and enhanced the mRNA expression levels of steroidogenic factor 1, a promoter of key steroidogenic enzymes.

Targets

ROS | PARP | Antifection | Tyronase | CKII

In vitro

3,4-Dihydroxybenzaldehyde Derived from Prunus mume Seed Inhibits Oxidative Stress and Enhances Estradiol Secretion in Human Ovarian Granulosa Tumor Cells.[Pubmed: 25320407]

Acta Histochem Cytochem. 2014 Jun 28;47(3):103-12.

Granulosa cells form ovarian follicles and play important roles in the growth and maturation of oocytes. The protection of granulosa cells from cellular injury caused by oxidative stress is an effective therapy for female infertility.
METHODS AND RESULTS:
We here investigated an effective bioactive compound derived from Prunus mume seed extract that protects granulosa cells from hydrogen peroxide (H2O2)-induced apoptosis. We detected the bioactive compound, 3,4-Dihydroxybenzaldehyde (3,4-DHBA), via bioactivity-guided isolation and found that it inhibited the H2O2-induced apoptosis of granulosa cells. We also showed that 3,4-DHBA promoted estradiol secretion in granulosa cells and enhanced the mRNA expression levels of steroidogenic factor 1, a promoter of key steroidogenic enzymes.
CONCLUSIONS:
These results suggest that P. mume seed extract may have clinical potential for the prevention and treatment of female infertility.

3,4-dihydroxybenzaldehyde, a fungistatic substance from green Cavendish bananas.[Reference: WebLink]

Phytochemistry, 1969, 8(2):393-5.

A fungistatic substance has been isolated from the outer skin of green Cavendish bananas and identified as 3,4-Dihydroxybenzaldehyde. The compound has been shown to inhibit the growth of Gloeosporium musarum, a fungus which causes ripe fruit rot in the banana.

Protocol of 3,4-Dihydroxybenzaldehyde

Kinase Assay

Apoptotic cell death through inhibition of protein kinase CKII activity by 3,4-dihydroxybenzaldehyde purified from Xanthium strumarium.[Pubmed: 19023807]

Nat Prod Res. 2008;22(16):1441-50.

METHODS AND RESULTS:
The CKII inhibitory compound was purified from the fruit of Xanthium strumarium by organic solvent extraction and silica gel chromatography. The inhibitory compound was identified as 3,4-Dihydroxybenzaldehyde by analysis with FT-IR, FAB-Mass, EI-Mass, (1)H-NMR and (13)C-NMR. 3,4-Dihydroxybenzaldehyde inhibited the phosphotransferase activity of CKII with IC(50) of about 783 microM. Steady-state studies revealed that the inhibitor acts as a competitive inhibitor with respect to the substrate ATP. A value of 138.6 microM was obtained for the apparent K(i). Concentration of 300 microM 3,4-Dihydroxybenzaldehyde caused 50% growth inhibition of human cancer cell U937. 3,4-Dihydroxybenzaldehyde-induced cell death was characterised with the cleavage of poly(ADP-ribose) polymerase and procaspase-3. Furthermore, the inhibitor induced the fragmentation of DNA into multiples of 180 bp, indicating that it triggered apoptosis. This induction of apoptosis by 3,4-Dihydroxybenzaldehyde was also confirmed by using flow cytometry analysis.
CONCLUSIONS:
Since CKII is involved in cell proliferation and oncogenesis, these results suggest that 3,4-Dihydroxybenzaldehyde may function by inhibiting oncogenic disease, at least in part, through the inhibition of CKII activity.

Cell Research

3,4-dihydroxybenzaldehyde purified from the barley seeds (Hordeum vulgare) inhibits oxidative DNA damage and apoptosis via its antioxidant activity.[Pubmed: 19022639]

Phytomedicine. 2009 Jan;16(1):85-94.

Barley is a major crop worldwide. It has been reported that barley seeds have an effect on scavenging ROS. However, little has been known about the functional role of the barley on the inhibition of DNA damage and apoptosis by ROS.
METHODS AND RESULTS:
In this study, we purified 3,4-Dihydroxybenzaldehyde from the barley with silica gel column chromatography and HPLC and then identified it by GC/MS. And we firstly investigated the inhibitory effects of 3,4-Dihydroxybenzaldehyde purified from the barley on oxidative DNA damage and apoptosis induced by H(2)O(2), the major mediator of oxidative stress and a potent mutagen. In antioxidant activity assay such as DPPH radical and hydroxyl radical scavenging assay, Fe(2+) chelating assay, and intracellular ROS scavenging assay by DCF-DA, 3,4-Dihydroxybenzaldehyde was found to scavenge DPPH radical, hydroxyl radical and intracellular ROS. Also it chelated Fe(2+). In in vitro oxidative DNA damage assay and the expression level of phospho-H2A.X, it inhibited oxidative DNA damage and its treatment decreased the expression level of phospho-H2A.X. And in oxidative cell death and apoptosis assay via MTT assay and Hoechst 33342 staining, respectively, the treatment of 3,4-Dihydroxybenzaldehyde attenuated H(2)O(2)-induced cell death and apoptosis.
CONCLUSIONS:
These results suggest that the barley may exert the inhibitory effect on H(2)O(2)-induced tumor development by blocking H(2)O(2)-induced oxidative DNA damage, cell death and apoptosis.

Structure Identification

The Korea Jounnal of Herbology, 2006, 21(2):1-7.

Tyronase Inhibitory Effect of 3,4-Dihydroxybenzaldehyde Isolated from Pinellia ternata.[Reference: WebLink]

The purpose of this study is to isolate tyrosinase inhibitory material from Pinellia ternata and characterize its own structure and activity.
METHODS AND RESULTS:
Pinellia ternata (600g) was extracted with 95% methanol (1L) at for 4 days, with shaking at 250rpm. The extract was further solvent-fractionated with n-hexane, chloroform, ethylacetate and water. The active fraction was subjected to JAI recycling prep-HPLC JAIGEL GS-320 column. The structure was identified for the active peak with NMR and GC. Results : Tyrosinase was potently inhibited by 95% methanol extracts from Pinellia ternata. The IC(50) value of the extracts was estimated to be 0.05mg/ml. The extracts was divided into four solvent-fractions, and the most potent tyrosinase inhibition was found in ethylacetate layer. IC(50) value of ethylacetate fraction was 0.001mg/ml. This fraction was further purified with JAI Recycling Preparative HPLC (Model: LC 9104). The isolated compound showing inhibitory activity was characterized on its chemical structure by NMR and the compound was identified as 3,4-Dihydroxybenzaldehyde. IC(50) was found to be 7.74 which is much lower than that of kojic acid .
CONCLUSIONS:
The data suggest that 3,4-Dihydroxybenzaldehyde isolated and identified from Pinellia ternata is very strong inhibitor to melanin biosynthesis.

Preparing Stock Solutions of 3,4-Dihydroxybenzaldehyde

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	7.2411 mL	36.2056 mL	72.4113 mL	144.8226 mL	181.0282 mL
5 mM	1.4482 mL	7.2411 mL	14.4823 mL	28.9645 mL	36.2056 mL
10 mM	0.7241 mL	3.6206 mL	7.2411 mL	14.4823 mL	18.1028 mL
50 mM	0.1448 mL	0.7241 mL	1.4482 mL	2.8965 mL	3.6206 mL
100 mM	0.0724 mL	0.3621 mL	0.7241 mL	1.4482 mL	1.8103 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

References on 3,4-Dihydroxybenzaldehyde

3,4-dihydroxybenzaldehyde purified from the barley seeds (Hordeum vulgare) inhibits oxidative DNA damage and apoptosis via its antioxidant activity.[Pubmed:19022639]

Phytomedicine. 2009 Jan;16(1):85-94.

Barley is a major crop worldwide. It has been reported that barley seeds have an effect on scavenging ROS. However, little has been known about the functional role of the barley on the inhibition of DNA damage and apoptosis by ROS. In this study, we purified 3,4-Dihydroxybenzaldehyde from the barley with silica gel column chromatography and HPLC and then identified it by GC/MS. And we firstly investigated the inhibitory effects of 3,4-Dihydroxybenzaldehyde purified from the barley on oxidative DNA damage and apoptosis induced by H(2)O(2), the major mediator of oxidative stress and a potent mutagen. In antioxidant activity assay such as DPPH radical and hydroxyl radical scavenging assay, Fe(2+) chelating assay, and intracellular ROS scavenging assay by DCF-DA, 3,4-Dihydroxybenzaldehyde was found to scavenge DPPH radical, hydroxyl radical and intracellular ROS. Also it chelated Fe(2+). In in vitro oxidative DNA damage assay and the expression level of phospho-H2A.X, it inhibited oxidative DNA damage and its treatment decreased the expression level of phospho-H2A.X. And in oxidative cell death and apoptosis assay via MTT assay and Hoechst 33342 staining, respectively, the treatment of 3,4-Dihydroxybenzaldehyde attenuated H(2)O(2)-induced cell death and apoptosis. These results suggest that the barley may exert the inhibitory effect on H(2)O(2)-induced tumor development by blocking H(2)O(2)-induced oxidative DNA damage, cell death and apoptosis.

3,4-Dihydroxybenzaldehyde Derived from Prunus mume Seed Inhibits Oxidative Stress and Enhances Estradiol Secretion in Human Ovarian Granulosa Tumor Cells.[Pubmed:25320407]

Acta Histochem Cytochem. 2014 Jun 28;47(3):103-12.

Granulosa cells form ovarian follicles and play important roles in the growth and maturation of oocytes. The protection of granulosa cells from cellular injury caused by oxidative stress is an effective therapy for female infertility. We here investigated an effective bioactive compound derived from Prunus mume seed extract that protects granulosa cells from hydrogen peroxide (H2O2)-induced apoptosis. We detected the bioactive compound, 3,4-Dihydroxybenzaldehyde (3,4-DHBA), via bioactivity-guided isolation and found that it inhibited the H2O2-induced apoptosis of granulosa cells. We also showed that 3,4-DHBA promoted estradiol secretion in granulosa cells and enhanced the mRNA expression levels of steroidogenic factor 1, a promoter of key steroidogenic enzymes. These results suggest that P. mume seed extract may have clinical potential for the prevention and treatment of female infertility.

Preparation and characterization of di-, tri-, and tetranuclear schiff base complexes derived from diamines and 3,4-dihydroxybenzaldehyde.[Pubmed:24453995]

Bioinorg Chem Appl. 2013;2013:219356.

A series of new di-, tri-, and tetranuclear Co(II) and Cu(II) complexes of three new diSchiff base ligands were synthesized by two different methods. The first method involved the synthesis of the three ligands from condensation reaction of 3,4-Dihydroxybenzaldehyde (L'H2) with ethylenediamine (en), o-phenylenediamine (o-PD), or 4,5-dimethyl-1,2-phenylendiamine (DMPD) in a mole ratio of 2 : 1 followed by the reaction of the resulting Schiff bases ligands with Cu(II) or Co(II) ions in the presence of 2,2'-bipyridyl (L) to form the di- and trinuclear metal complexes. The second method involved the condensation of the copper complex LCu(II)L' (L = 2,2'-bipyridyl, L' = 4-formylbenzene-1,2-bis(olate)) with en, o-PD, or DMPD in a mole ratio of 2 : 1, respectively, followed by reaction with CuCl2 or Cu(ClO4)2 to form di-, tri-, and tetranuclear copper (II) complexes, respectively. The structures of the ligands and metal complexes were characterized by elemental analyses, NMR, and FTIR spectra. The geometries of metal complexes were suggested according to elemental analysis, electronic spectra, thermal analyses, atomic absorption, and magnetic moments and conductivity measurements.

Apoptotic cell death through inhibition of protein kinase CKII activity by 3,4-dihydroxybenzaldehyde purified from Xanthium strumarium.[Pubmed:19023807]

Nat Prod Res. 2008;22(16):1441-50.

The CKII inhibitory compound was purified from the fruit of Xanthium strumarium by organic solvent extraction and silica gel chromatography. The inhibitory compound was identified as 3,4-Dihydroxybenzaldehyde by analysis with FT-IR, FAB-Mass, EI-Mass, (1)H-NMR and (13)C-NMR. 3,4-Dihydroxybenzaldehyde inhibited the phosphotransferase activity of CKII with IC(50) of about 783 microM. Steady-state studies revealed that the inhibitor acts as a competitive inhibitor with respect to the substrate ATP. A value of 138.6 microM was obtained for the apparent K(i). Concentration of 300 microM 3,4-Dihydroxybenzaldehyde caused 50% growth inhibition of human cancer cell U937. 3,4-Dihydroxybenzaldehyde-induced cell death was characterised with the cleavage of poly(ADP-ribose) polymerase and procaspase-3. Furthermore, the inhibitor induced the fragmentation of DNA into multiples of 180 bp, indicating that it triggered apoptosis. This induction of apoptosis by 3,4-Dihydroxybenzaldehyde was also confirmed by using flow cytometry analysis. Since CKII is involved in cell proliferation and oncogenesis, these results suggest that 3,4-Dihydroxybenzaldehyde may function by inhibiting oncogenic disease, at least in part, through the inhibition of CKII activity.

Description

Protocatechualdehyde (Catechaldehyde), a natural polyphenol compound isolated from the roots of radix Salviae Miltiorrhizae, is associated with a wide variety of biological activities and has been widely used in medicine as an antioxidant, anti-aging, an antibacterial and anti-inflammatory agent.

Keywords:

3,4-Dihydroxybenzaldehyde,139-85-5,Natural Products, buy 3,4-Dihydroxybenzaldehyde , 3,4-Dihydroxybenzaldehyde supplier , purchase 3,4-Dihydroxybenzaldehyde , 3,4-Dihydroxybenzaldehyde cost , 3,4-Dihydroxybenzaldehyde manufacturer , order 3,4-Dihydroxybenzaldehyde , high purity 3,4-Dihydroxybenzaldehyde

View All

Visit Store