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Loliolide (Synonyms: (-)-Loliolide, NSC 289632)

Katalog-Nr.GC49177 Copy One-Click Copy Product Info

Loliolide is a monoterpene lactone with diverse biological activities.

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Loliolide Chemische Struktur

Cas No.: 5989-02-6

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1mg
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5mg
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Sample solution is provided at 25 µL, 10mM.



Description of Loliolide

Loliolide is a monoterpene lactone with diverse biological activities. Loliolide is widely found in marine algae, terrestrial organisms, fungi, and certain animal organisms, and has a wide range of biological activities, including anti-inflammatory, antioxidant, anticancer, neuroprotective, antidiabetic, antidepressant, immunosuppressive, antiviral, and allelopathic effects[1].

In vitro, Loliolide did not induce cytotoxicity in HaCaT keratinocytes at concentrations of 0-62.5µg/mL, and in IFN-γ/TNF-α-stimulated HaCaT cells, it dose-dependently restored cell viability, reduced intracellular ROS, downregulated cytokines and chemokines, and inhibited NF-κB signaling by suppressing p-IκBα/p65 expression and p65 nuclear translocation[2]. Loliolide showed no cytotoxicity in SH-SY5Y cells at 1–100µM and exerted neuroprotective effects against 100µM 6-OHDA-induced toxicity, increasing cell viability by 23.70±7.77% and 41.06±6.31% at 50 and 100µM, respectively[3].

In vivo, Loliolide at 6.25, 12.5, and 25µg/mL for 1h dose-dependently inhibited UVB-induced ROS, NO production, lipid peroxidation, and cell death in zebrafish[4].

References:
[1] Farzeen I, Zafar S, Zafar N, Fatima S, Nazir MM, Ashraf A. Loliolide: green monoterpenoid lactone with therapeutic and ecological significance-a comprehensive review with computational validation. Mol Divers.
[2] Han EJ, Fernando IPS, Kim HS, et al. (-)-Loliolide Isolated from Sargassum horneri Suppressed Oxidative Stress and Inflammation by Activating Nrf2/HO-1 Signaling in IFN-γ/TNF-α-Stimulated HaCaT Keratinocytes. Antioxidants (Basel). 2021;10(6):856.
[3] Silva J, Alves C, Martins A, et al. Loliolide, a New Therapeutic Option for Neurological Diseases? In Vitro Neuroprotective and Anti-Inflammatory Activities of a Monoterpenoid Lactone Isolated from Codium tomentosum. Int J Mol Sci. 2021;22(4):1888.
[4] Wang L, Kim HS, Je JG, et al. In Vitro and In Vivo Photoprotective Effects of (-)-Loliode Isolated from the Brown Seaweed, Sargassum horneri. Molecules. 2021;26(22):6898.

Protocol of Loliolide

Cell experiment [1]:

Cell lines

HaCaT (human epidermal keratinocytes)

Preparation Method

Cells were seeded in 96-well plates and incubated for stabilization. Cells were then treated with different concentrations of Loliolide and after 1h, cells were stimulated with IFN-γ/TNF-α for 24h.

Reaction Conditions

0-62.5ug/ml

Applications

Loliolide did not induce cytotoxicity in HaCaT keratinocytes at any of the tested concentrations. In IFN-γ/TNF-α-stimulated HaCaT keratinocytes, Loliolide dose-dependently restored cell viability, reduced intracellular ROS, downregulated cytokines and chemokines, and inhibited NF-κB signaling by suppressing p-IκBα/p65 expression and p65 nuclear translocation.
Animal experiment [2]:

Animal models

Zebrafish

Preparation Method

The zebrafish larvae were treated with Loliolide (6.25, 12.5, and 25μg/mL) for 1h. The UVB-irradiated zebrafish larvae were further incubated for 6h. The ROS levels, cell death, NO production, and lipid peroxidation of UVB-irradiated zebrafish were determined.

Dosage form

6.25, 12.5, and 25μg/mL; 1h

Applications

UVB significantly increased the ROS levels of zebrafish, and Loliolide effectively and dose-dependently reduced ROS levels of zebrafish. Loliolide significantly suppressed cell death in UVB-irradiated zebrafish in a dose-dependent manner. The NO generation of UVB-irradiated zebrafish was increased to 295.95% compared to non-irradiated zebrafish (100%), loliode decreased the NO levels to 276.63, 246.29, and 155.14% at the doses of 6.25, 12.5, and 25μg/mL, respectively. Loliolide suppressed lipid peroxidation stimulated by UVB irradiation in zebrafish in a dose-dependent manner.

References:
[1] Han EJ, Fernando IPS, Kim HS, et al. (-)-Loliolide Isolated from Sargassum horneri Suppressed Oxidative Stress and Inflammation by Activating Nrf2/HO-1 Signaling in IFN-γ/TNF-α-Stimulated HaCaT Keratinocytes. Antioxidants (Basel). 2021;10(6):856.
[2] Wang L, Kim HS, Je JG, et al. In Vitro and In Vivo Photoprotective Effects of (-)-Loliode Isolated from the Brown Seaweed, Sargassum horneri. Molecules. 2021;26(22):6898.

Chemical Properties of Loliolide

Cas No. 5989-02-6 SDF
Überlieferungen (-)-Loliolide, NSC 289632
Canonical SMILES C[C@]12C(C(C)(C[C@@H](C1)O)C)=CC(O2)=O
Formula C11H16O3 M.Wt 196.2
Löslichkeit Methanol : 58.87 mg/mL (299.99 mM; Need ultrasonic and warming) Storage Store at -20°C,protect from light and air
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of Loliolide

Prepare stock solution
1 mg 5 mg 10 mg
1 mM 5.0968 mL 25.4842 mL 50.9684 mL
5 mM 1.0194 mL 5.0968 mL 10.1937 mL
10 mM 509.7 μL 2.5484 mL 5.0968 mL
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In vivo Formulation Calculator (Clear solution) of Loliolide

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Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid concentration mg/mL, Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug. )

Method for preparing in vivo formulation: Take μL DMSO master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL saline, mix and clarify.

Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.

Note: 1. Please make sure the liquid is clear before adding the next solvent.
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3. All of the above co-solvents are available for purchase on the GlpBio website.

Product Documents

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Average Rating: 5 ★★★★★ (Based on Reviews and 12 reference(s) in Google Scholar.)

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