threo-Guaiacylglycerol-beta-coniferyl aldehyde ether | CAS:650600-33-2

threo-Guaiacylglycerol-beta-coniferyl aldehyde ether

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Product Name	threo-Guaiacylglycerol-beta-coniferyl aldehyde ether
Price:	$318 / 5mg
CAS No.:	650600-33-2
Catalog No.:	CFN95417
Molecular Formula:	C₂₀H₂₂O₇
Molecular Weight:	374.4 g/mol
Purity:	>=98%
Type of Compound:	Lignans
Physical Desc.:	Powder
Source:	The herbs of Leucaena leucocephala
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download:	COA MSDS
Similar structural:	Comparison (Web) (SDF)
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Size /Price /Stock	10 mM * 1 mL in DMSO / $270.3 / In-stock
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threo-Guaiacylglycerol-beta-coniferyl aldehyde ether Description

Source:	The herbs of Leucaena leucocephala
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage:	Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C). Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com
After receiving:	The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.

Kinase Assay:

Bioorg Chem . 2018 Dec;81:382-388

Stereoisomeric guaiacylglycerol-β-coniferyl aldehyde ether induces distinctive apoptosis by downregulation of MEK/ERK pathway in hepatocellular carcinoma cells[Pubmed: 30196208]

Two 8-O-4'-type neolignan epimers erythro-guaiacylglycerol-β-coniferyl aldehyde ether (1) and threo-guaiacylglycerol-β-coniferyl aldehyde ether (2) were isolated from the stems of Picrasma quassioides. Further chiral separation gave two pairs of enantiomers 1a/1b and 2a/2b. The cytotoxicity assay against hepatocellular carcinoma Hep3B and HepG2 cells was evaluated by MTT assay. The results showed that 1b (IC50 = 45.56 μM) and 2b (IC50 = 39.02 μM) had more cytotoxic effect than its enantiomers 1a (IC50 = 82.66 μM) and 2a (IC50 = 67.97 μM) in Hep3B cells, respectively. Moreover, 1b and 2b could induce more apoptotic cells as well as higher reactive oxygen species (ROS) generation than 1a and 2a at 50 μM. In addition, a further study on the phosphoinositide 3-kinase (PI3K)/AKT and mitogen-activated protein kinase kinase (MEK)/extracellular signal-regulated kinase (ERK) signaling pathways was investigated. The results revealed that all compounds had no significant effect on PI3K/AKT pathway, however, 1b and 2b attenuated the relative levels of p-MEK and p-ERK when compared with 1a and 2a. Taken together, the absolute configurations of guaiacylglycerol-β-coniferyl aldehyde ether had an impact on the inhibitory effect on Hep3B cells. The inactivation of MEK/ERK signaling pathway might contribute to apoptosis induction and ROS generation in 1b- and 2b-treated cells.

Structure Identification:

Arch Pharm Res . 2007 Apr;30(4):402-407

Lignans from the fruits of Cornus kousa Burg. and their cytotoxic effects on human cancer cell lines[Pubmed: 17489353]

The fruits of Cornus kousa Burg. were extracted with 80% aqueous MeOH, and the concentrated extract partitioned with EtOAc, n-BuOH and H2O. Six lignans were isolated from the EtOAc fraction through repeated silica gel, ODS and Sephadex LH-20 column chromatographies. From the physico-chemical data, including NMR, MS and IR, the chemical structures of the compounds were determined to be (+)-pinoresinol (1), (-)-balanophonin (2), (+)-laricresinol (3), erythro-guaiacylglycerol-beta-coniferyl aldehyde ether (4), threo-Guaiacylglycerol-beta-coniferyl aldehyde ether (5) and dihydrodehydrodiconiferyl alcohol (6), which were isolated for the first time from this plant. Most of these compounds showed cytotoxicity against human colon carcinoma (HCT-116) and human hepatocellular carcinoma (HepG2) cell lines in vitro, with IC50 values ranging from 19.1 to 71.3 microg/mL.

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Lignans Compound Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	2.6709 mL	13.3547 mL	26.7094 mL	53.4188 mL	66.7735 mL
5 mM	0.5342 mL	2.6709 mL	5.3419 mL	10.6838 mL	13.3547 mL
10 mM	0.2671 mL	1.3355 mL	2.6709 mL	5.3419 mL	6.6774 mL
50 mM	0.0534 mL	0.2671 mL	0.5342 mL	1.0684 mL	1.3355 mL
100 mM	0.0267 mL	0.1335 mL	0.2671 mL	0.5342 mL	0.6677 mL

CFN96620	threo-7-O-Methylguaiacylglycerol beta-coniferyl ether	150333-85-0	390.43	C₂₁H₂₆O₇
CFN95416	Erythro-Guaiacylglycerol-beta-coniferyl aldehyde ether	74474-55-8	374.4	C₂₀H₂₂O₇
CFN95417	threo-Guaiacylglycerol-beta-coniferyl aldehyde ether	650600-33-2	374.4	C₂₀H₂₂O₇
CFN95625	alpha-[4-[(1E)-2-Carboxyethenyl]-2-hydroxyphenoxy]-beta,3,4-trihydroxybenzenepropanoic acid	285136-03-0	376.3	C₁₈H₁₆O₉
CFN89049	erythro-Guaiacylglycerol beta-sinapyl ether 7-O-glucoside	412029-03-9	568.57	C₂₇H₃₆O₁₃
CFN95178	Citrusin B	105279-10-5	568.6	C₂₇H₃₆O₁₃
CFN96310	erythro-Guaiacylglycerol beta-sinapyl ether	877875-96-2	406.4	C₂₁H₂₆O₈
CFN96077	7-O-Acetyl-4-O-demethylpolysyphorin	89706-39-8	446.5	C₂₄H₃₀O₈
CFN89032	erythro-Guaiacylglycerol beta-threo-syringylglycerol ether	1313434-74-0	440.44	C₂₁H₂₈O₁₀
CFN96353	2',4'-Dihydroxy-3,7':4,8'-diepoxylign-7-ene	666250-52-8	298.3	C₁₈H₁₈O₄