Linderalactone

CAS# 728-61-0

Linderalactone

2D Structure

Catalog No. BCN1251----Order now to get a substantial discount!

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3D structure

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Linderalactone

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Chemical Properties of Linderalactone

Cas No. 728-61-0 SDF Download SDF
PubChem ID 6450191 Appearance Beige powder
Formula C15H16O3 M.Wt 244.29
Type of Compound Sesquiterpenoids Storage Desiccate at -20°C
Solubility DMSO : 50 mg/mL (204.67 mM; Need ultrasonic)
SMILES CC1=CCCC2=CC(C3=C(C1)OC=C3C)OC2=O
Standard InChIKey LWCKQMHMTSRRAA-QGQQYVBWSA-N
Standard InChI InChI=1S/C15H16O3/c1-9-4-3-5-11-7-13(18-15(11)16)14-10(2)8-17-12(14)6-9/h4,7-8,13H,3,5-6H2,1-2H3/b9-4+/t13-/m1/s1
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 Linderalactone

The roots of Lindera aggregata

Biological Activity of Linderalactone

DescriptionLinderalactone shows hepatoprotective activity against H2O2-induced oxidative damages on HepG2 cells with the EC(50) value of 98.0 microM. It shows significant inhibitory effects on superoxide anion generation by human neutrophils in response to fMLP/CB, the IC50 is 8.48 microg/mL.
TargetsImmunology & Inflammation related
In vitro

Anti-inflammatory furanogermacrane sesquiterpenes from Neolitsea parvigemma.[Pubmed: 15702642]

Nat Prod Res. 2005 Apr;19(3):283-6.


METHODS AND RESULTS:
Six furanogermacrane sesquiterpenes, pseudoneolinderane (1), Linderalactone (2), zeylanidine (3), zeylanicine (4), deacetylzeylanidine (5), and neolitrane (6), isolated from the stems of Neolitsea parvigemma, were tested for anti-inflammatory activities.
CONCLUSIONS:
Among them, 1 and 2 showed significant inhibitory effects on superoxide anion generation by human neutrophils in response to fMLP/CB. The IC50 of 1 and 2 were found to be 3.21 and 8.48 microg/mL, respectively.

Protocol of Linderalactone

Structure Identification
J Nat Prod. 2009 Aug;72(8):1497-501.

Sesquiterpene lactones from the root tubers of Lindera aggregata.[Pubmed: 19639966]

Phytochemical investigation of the root tubers of Lindera aggregata resulted in the isolation of five new sesquiterpene lactones, linderagalactones A-E (1-5), along with eight known sesquiterpenoids, 3-eudesmene-1beta,11-diol, hydroxylindestenolide, strychnistenolide, hydroxyisogermafurenolide, atractylenolide III, linderane, neoLinderalactone, and Linderalactone.
METHODS AND RESULTS:
The structures and relative configurations of 1-5 were determined by spectroscopic methods, especially HRESIMS and 2D NMR techniques. The absolute configurations of 1-4 were defined by comparison of quantum chemical TDDFT calculated and experimental ECD spectra. Linderagalactone A (1) is a halogenated sesquiterpene lactone possessing a unique rearranged carbon skeleton. Linderagalactone E (5), linderane, hydroxylindestenolide, and Linderalactone showed hepatoprotective activity against H2O2-induced oxidative damages on HepG2 cells with EC(50) values of 67.5, 167.0, 42.4, and 98.0 microM, respectively.

Zhongguo Zhong Yao Za Zhi. 2001 Nov;26(11):765-7.

Studies on constituents of the leaves of Lindera aggregata (Sims) Kosterm.[Pubmed: 12776349]

To study the antibacterial and anti-inflammatory constituents of the leaves of Lindera aggrega.
METHODS AND RESULTS:
Compounds were isolated by colum chromatography, and the structures were identified by spectroscopic methods. Six compounds were isolated and identified as mixture of 6-Acetyllindenanolide B-1 and B-2(I), dehydrolindestrenolide (II), hydroxylinderstrenolide (III), Linderalactone (IV), kameofero (V), beta-sitosterol (VI).
CONCLUSIONS:
These compounds were obtained from the leaves of Lindera aggregata for the first time.

Linderalactone Dilution Calculator

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Preparing Stock Solutions of Linderalactone

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.0935 mL 20.4675 mL 40.935 mL 81.8699 mL 102.3374 mL
5 mM 0.8187 mL 4.0935 mL 8.187 mL 16.374 mL 20.4675 mL
10 mM 0.4093 mL 2.0467 mL 4.0935 mL 8.187 mL 10.2337 mL
50 mM 0.0819 mL 0.4093 mL 0.8187 mL 1.6374 mL 2.0467 mL
100 mM 0.0409 mL 0.2047 mL 0.4093 mL 0.8187 mL 1.0234 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.

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References on Linderalactone

Anti-inflammatory furanogermacrane sesquiterpenes from Neolitsea parvigemma.[Pubmed:15702642]

Nat Prod Res. 2005 Apr;19(3):283-6.

Six furanogermacrane sesquiterpenes, pseudoneolinderane (1), Linderalactone (2), zeylanidine (3), zeylanicine (4), deacetylzeylanidine (5), and neolitrane (6), isolated from the stems of Neolitsea parvigemma, were tested for anti-inflammatory activities. Among them, 1 and 2 showed significant inhibitory effects on superoxide anion generation by human neutrophils in response to fMLP/CB. The IC50 of 1 and 2 were found to be 3.21 and 8.48 microg/mL, respectively.

[Studies on constituents of the leaves of Lindera aggregata (Sims) Kosterm].[Pubmed:12776349]

Zhongguo Zhong Yao Za Zhi. 2001 Nov;26(11):765-7.

OBJECTIVE: To study the antibacterial and anti-inflammatory constituents of the leaves of Lindera aggrega. METHOD: Compounds were isolated by colum chromatography, and the structures were identified by spectroscopic methods. RESULT: Six compounds were isolated and identified as mixture of 6-Acetyllindenanolide B-1 and B-2(I), dehydrolindestrenolide (II), hydroxylinderstrenolide (III), Linderalactone (IV), kameofero (V), beta-sitosterol (VI). CONCLUSION: These compounds were obtained from the leaves of Lindera aggregata for the first time.

Sesquiterpene lactones from the root tubers of Lindera aggregata.[Pubmed:19639966]

J Nat Prod. 2009 Aug;72(8):1497-501.

Phytochemical investigation of the root tubers of Lindera aggregata resulted in the isolation of five new sesquiterpene lactones, linderagalactones A-E (1-5), along with eight known sesquiterpenoids, 3-eudesmene-1beta,11-diol, hydroxylindestenolide, strychnistenolide, hydroxyisogermafurenolide, atractylenolide III, linderane, neoLinderalactone, and Linderalactone. The structures and relative configurations of 1-5 were determined by spectroscopic methods, especially HRESIMS and 2D NMR techniques. The absolute configurations of 1-4 were defined by comparison of quantum chemical TDDFT calculated and experimental ECD spectra. Linderagalactone A (1) is a halogenated sesquiterpene lactone possessing a unique rearranged carbon skeleton. Linderagalactone E (5), linderane, hydroxylindestenolide, and Linderalactone showed hepatoprotective activity against H2O2-induced oxidative damages on HepG2 cells with EC(50) values of 67.5, 167.0, 42.4, and 98.0 microM, respectively.

Description

Linderalactone is an important sesquiterpene lactone isolated from Radix linderae. Linderalactone inhibits cancer growth by modulating the expression of apoptosis-related proteins and inhibition of JAK/STAT signalling pathway. Linderalactone also inhibits the proliferation of the lung cancer A-549 cells with an IC50 of 15 µM.

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