5,6-Desmethylenedioxy-5-methoxyaglalactone | CAS:922169-96-8

5,6-Desmethylenedioxy-5-methoxyaglalactone

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Description:

5,6-Desmethylenedioxy-5-methoxyaglalactone is cytotoxic to small cell lung cancer (NCI-H187) cell line. It has antimycobacterial activity against Mycobacterium tuberculosis H(37)Ra.

Targets:

p65 | NF-kB | Antifection

In vitro:

Nat Prod Res. 2011 Oct;25(17):1621-8.

Biologically active constituents of Aglaia erythrosperma.[Pubmed: 22011221 ]

METHODS AND RESULTS:
From the fruits and leaves of Aglaia erythrosperma (Meliaceae), 10 chemical constituents were isolated and identified, i.e. the dammarane triterpenoids cabraleadiol (1), cabraleahydroxylactone (2), ethyl eichlerianoate (3), eichlerialactone (4), aglinin A (5), cabralealactone (6), the aglaialactone 5,6-Desmethylenedioxy-5-methoxyaglalactone (7), the flavagline 4'-demethoxy-3',4'-methylenedioxy-methyl rocaglate (8) and two coumarins: scoparone and scopoletin.
CONCLUSIONS:
Flavagline 8 exhibited antimalarial activity with an IC(50) value of 7.30 μg mL(-1) and was strongly cytotoxic against small cell lung cancer (NCI-H187), epidermoid carcinoma (KB) and breast cancer (BC) cell lines, with IC(50) values of 2.17, 2.10 and 0.11 μg mL(-1), respectively. Aglinin A (5) displayed moderate cytotoxicity against all the three cancer cell lines, whereas ethyl eichlerianoate (3), cabralealactone (6) and the aglaialactone 7 were exclusively cytotoxic to NCI-H187 cell line. Cabraleahydroxylactone (2) showed antiviral activity against herpes simplex virus type-1 with an IC(50) value of 3.20 μg mL(-1), in comparison with the standard acyclovir (IC(50) = 1.90 μg mL(-1)). When tested for antimycobacterial activity against Mycobacterium tuberculosis H(37)Ra, compounds 1-4 and 6-8 displayed minimum inhibitory concentration in the range of 25-50 μg mL(-1).

5,6-Desmethylenedioxy-5-methoxyaglalactone Description

Source:	The leaves and twigs of Aglaia ponapensis.
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.

Structure Identification:

Bioorg Med Chem Lett. 2007 Jan 1;17(1):109-12.

Ponapensin, a cyclopenta[bc]benzopyran with potent NF-kappaB inhibitory activity from Aglaia ponapensis.[Pubmed: 17055270 ]

METHODS AND RESULTS:
Two new compounds, a cyclopenta[bc]benzopyran, ponapensin (1), and an aglaialactone, 5,6-Desmethylenedioxy-5-methoxyaglalactone (2), together with nine known compounds were isolated from the CHCl(3) soluble extract of the leaves and twigs of Aglaia ponapensis. Their structures were established by spectroscopic data interpretation. Ponapensin (1) exhibited significant NF-kappaB inhibitory activity in an Elisa assay, and was found to be more potent than the positive control rocaglamide.
CONCLUSIONS:
All of the compounds isolated were also tested in a panel of human cancer cell lines, with the known sterol E-volkendousin (3) and methyl rocaglate (aglafoline) found to be the only active substances.

Product Name	5,6-Desmethylenedioxy-5-methoxyaglalactone
Price:
CAS No.:	922169-96-8
Catalog No.:	CFN89361
Molecular Formula:	C₁₇H₁₆O₅
Molecular Weight:	300.30 g/mol
Purity:	>=98%
Type of Compound:	Phenols
Physical Desc.:	Powder
Source:	The leaves and twigs of Aglaia ponapensis.
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download:	COA MSDS
Similar structural:	Comparison (Web) (SDF)
Guestbook:

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Antibacterial Compound Library Cytotoxic Compound Library Phenols Compound Library p65 Inhibitor Library NF-kB Inhibitor Library Antifection Inhibitor Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	3.33 mL	16.65 mL	33.3 mL	66.6001 mL	83.2501 mL
5 mM	0.666 mL	3.33 mL	6.66 mL	13.32 mL	16.65 mL
10 mM	0.333 mL	1.665 mL	3.33 mL	6.66 mL	8.325 mL
50 mM	0.0666 mL	0.333 mL	0.666 mL	1.332 mL	1.665 mL
100 mM	0.0333 mL	0.1665 mL	0.333 mL	0.666 mL	0.8325 mL

CFN98745	Hydrangenol	480-47-7	256.3	C₁₅H₁₂O₄
CFN97153	Hydrangenol 8-O-glucoside	67600-94-6	418.4	C₂₁H₂₂O₉
CFN99230	(3R)-Hydrangenol 8-O-glucoside pentaacetate	113270-98-7	628.6	C₃₁H₃₂O₁₄
CFN99231	(3S)-Hydrangenol 8-O-glucoside pentaacetate	113270-99-8	628.6	C₃₁H₃₂O₁₄
CFN99610	Thunberginol C	147517-06-4	272.3	C₁₅H₁₂O₅
CFN98073	Agrimonolide	21499-24-1	314.3	C₁₈H₁₈O₅
CFN99374	Agrimonolide 6-O-glucoside	126223-29-8	476.5	C₂₄H₂₈O₁₀
CFN89361	5,6-Desmethylenedioxy-5-methoxyaglalactone	922169-96-8	300.30	C₁₇H₁₆O₅
CFN89086	6,8-Di-O-methylcitreoisocoumarin	908098-80-6	306.31	C₁₆H₁₈O₆