Helichrysetin | CAS:62014-87-3 | Manufacturer ChemFaces

Helichrysetin

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Product Name	Helichrysetin
Price:	$268 / 5mg
CAS No.:	62014-87-3
Catalog No.:	CFN97065
Molecular Formula:	C₁₆H₁₄O₅
Molecular Weight:	286.3 g/mol
Purity:	>=98%
Type of Compound:	Chalcones
Physical Desc.:	Yellow powder
Source:	The fruits of Alpinia katsumadai Hayata.
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download:	COA MSDS SDF Manual
Similar structural:	Comparison (Web) (SDF)
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Size /Price /Stock	10 mM * 1 mL in DMSO / $152.6 / In-stock
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Description:

Helichrysetin has mild anti-HIV-1 PR activity. Helichrysetin has great potentials for development as an anticancer agent, it has cytotoxic effect on four selected cancer cell lines, A549, MCF-7, Ca Ski, and HT-29.

Targets:

HIV

In vitro:

Bioorg Med Chem. 2006 Mar 15;14(6):1710-4.

Anti-HIV-1 protease activity of compounds from Boesenbergia pandurata.[Pubmed: 16263298 ]

METHODS AND RESULTS:
Searching for anti-HIV-1 protease (PR) inhibitors of Thai medicinal plants led to the isolation of a new cyclohexenyl chalcone named panduratin C (1) and chalcone derivatives (2-6) from the methanol extract of Boesenbergia pandurata rhizomes. The known compounds were identified to be panduratin A (2), hydroxypanduratin A (3), Helichrysetin (4), 2',4',6'-trihydroxyhydrochalcone (5), and uvangoletin (6). The structures of all compounds were elucidated on the basis of chemical and spectroscopic methods. It was found that 3 possessed the most potent anti-HIV-1 PR activity with an IC50 value of 5.6 microM, followed by 2 (IC50 = 18.7 microM), whereas other compounds exhibited only mild activity.
CONCLUSIONS:
Structure-activity relationships of these compounds on anti-HIV-1 PR activity are summarized as follows: (1) hydroxyl moiety at position 4 conferred higher activity than methoxyl group; (2) prenylation of dihydrochalcone was essential for activity; (3) hydroxylation at position 4''' reduced activity; and (4) introduction of double bond at C1' and C6' of chalcone gave higher activity. As regards active constituents contained in B. pandurata rhizomes, hydroxypanduratin A (3) and panduratin A (2) are active principles against HIV-1 PR.

Helichrysetin Description

Source:	The fruits of Alpinia katsumadai Hayata.
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:

Evid Based Complement Alternat Med. 2013;2013:857257.

Induction of apoptosis and cell cycle blockade by helichrysetin in a549 human lung adenocarcinoma cells.[Pubmed: 23533528]

Researchers are looking into the potential development of natural compounds for anticancer therapy. Previous studies have postulated the cytotoxic effect of Helichrysetin towards different cancer cell lines.
METHODS AND RESULTS:
In this study, we investigated the cytotoxic effect of Helichrysetin, a naturally occurring chalcone on four selected cancer cell lines, A549, MCF-7, Ca Ski, and HT-29, and further elucidated its biochemical and molecular mechanisms in human lung adenocarcinoma, A549. Helichrysetin showed the highest cytotoxic activity against Ca Ski followed by A549. Changes in the nuclear morphology of A549 cells such as chromatin condensation and nuclear fragmentation were observed in cells treated with Helichrysetin. Further evidence of apoptosis includes the externalization of phosphatidylserine and the collapse of mitochondrial membrane potential which are both early signs of apoptosis.
CONCLUSIONS:
These signs of apoptosis are related to cell cycle blockade at the S checkpoint which suggests that the alteration of the cell cycle contributes to the induction of apoptosis in A549. These results suggest that Helichrysetin has great potentials for development as an anticancer agent.

Structure Identification:

J Nat Prod. 1989 May-Jun;52(3):629-33.

Isolation of flavonoids and a chalcone from Helichrysum odoratissimum and synthesis of helichrysetin.[Pubmed: 2778452]

METHODS AND RESULTS:
3,5-Dihydroxy-6,7,8-trimethoxyflavone, 3-O-methylquercetin, and Helichrysetin were isolated from the flowers of the Rwandese medicinal plant, Helichrysum odoratissimum. Because of inconsistencies of the mp of the latter chalcone, a synthesis of Helichrysetin was developed.
CONCLUSIONS:
3-O-Methylquercetin was shown to be an active principle as it displayed antimicrobial activity.

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Anticancer Compound Library Antiviral Compound Library Chalcones Compound Library HIV Inhibitor Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	3.4928 mL	17.4642 mL	34.9284 mL	69.8568 mL	87.321 mL
5 mM	0.6986 mL	3.4928 mL	6.9857 mL	13.9714 mL	17.4642 mL
10 mM	0.3493 mL	1.7464 mL	3.4928 mL	6.9857 mL	8.7321 mL
50 mM	0.0699 mL	0.3493 mL	0.6986 mL	1.3971 mL	1.7464 mL
100 mM	0.0349 mL	0.1746 mL	0.3493 mL	0.6986 mL	0.8732 mL

CFN89427	4,2'-Dihydroxy-4'-methoxychalcone	63529-06-6	270.28	C₁₆H₁₄O₄
CFN97040	Phloretin	60-82-2	274.3	C₁₅H₁₄O₅
CFN96928	Asebogenin	520-42-3	288.29	C₁₆H₁₆O₅
CFN70345	2',6'-Dihydroxy 4',4-dimethoxydihydrochalcone	35241-54-4	302.3	C₁₇H₁₈O₅
CFN91680	2'-O-Methylphloretin (4,2',4'-Trihydroxy-6'-methoxydihydrochalcone)	111316-17-7	288.3	C₁₆H₁₆O₅
CFN97065	Helichrysetin	62014-87-3	286.3	C₁₆H₁₄O₅
CFN97962	2,4-Dihydroxy-4,6-dimethoxydihydrochalcone	75679-58-2	302.3	C₁₇H₁₈O₅
CFN70304	2',6'-Dihydroxy-4,4'-dimethoxychalcone	20621-49-2	300.3	C₁₇H₁₆O₅
CFN96080	4-O-Methylhelichrysetin	56121-44-9	300.3	C₁₇H₁₆O₅
CFN97920	2'-O-Methylhelichrysetin	123316-64-3	300.3	C₁₇H₁₆O₅