Antioxidant efficacy of (−)-loliolide isolated from Sargassum horneri against AAPH-induced oxidative damage in Vero cells and zebrafish models in vivo

Kim, Hyunsoo; Wang, Lei; Fernando, Ilekuttige Priyan Shanura; Je, Jun-Geon; Ko, Seok‐Chun; Kang, Moon Seong; Lee, Jeong Min; Yim, Mi‐Jin; Jeon, You‐Jin; Lee, Daesung

doi:10.1007/s10811-020-02154-9

Cited by 30 publications

(26 citation statements)

References 29 publications

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“…Loliolide has various pharmaceutical functions [62]. It has been applied for its antioxidant [68], anticancer [58], antiviral, anti-melanogenic, antiinflammatory, anti-aging [69], antituberculosis [70], antidiabetic [71], antibacterial, antifungal [64], and cell senescence inhibition activities [58]. Previously, the compounds dehydrovomifoliol and loliolide have also been identified from the plants Rollinia emarginata [72], Paspalum commersonii [73], and Vitex leptobotrys [74].…”

Section: Discussionmentioning

confidence: 99%

Phytotoxic Activity and Growth Inhibitory Substances from Albizia richardiana (Voigt.) King & Prain

et al. 2021

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Albizia richardiana, a fast-growing, large deciduous tree belonging to the Fabaceae family, grows well in hot and humid areas but mainly grows in the tropics of the Old World. The medicinal and other uses of Albizia richardiana are well documented, but the phytotoxic effects of this tree have not yet been investigated. We conducted this study to investigate the phytotoxic activity of Albizia richardiana leaves and to identify growth inhibitory substances for controlling weeds in a sustainable way. Aqueous methanol extracts of Albizia richardiana leaves greatly suppressed the growth of cress and barnyard grass seedlings in a concentration- and species-dependent manner. Two phytotoxic substances were separated using several purification steps and characterized through spectral analysis as dehydrovomifoliol and loliolide. Dehydrovomifoliol and loliolide significantly arrested the seedling growth of cress in the concentrations of 0.1 and 0.01 mM, respectively. The extract concentrations needed for 50% growth inhibition (I50 values) of cress seedlings were 3.16–3.01 mM for dehydrovomifoliol and 0.03–0.02 mM for loliolide. The results suggest that these two allelopathic substances might play a vital role in the phytotoxicity of Albizia richardiana leaves.

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Section: Discussionmentioning

confidence: 99%

Phytotoxic Activity and Growth Inhibitory Substances from Albizia richardiana (Voigt.) King & Prain

et al. 2021

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“…A significant reduction in lipid accumulation was detected in the (−)-loliolide -treated group. The isolation and purification procedure of (−)-loliolide from S. horneri were kindly described by Kim et al (2020) [ 31 ] and the structure of (−)-loliolide is represented in Figure 1 D. These results indicate that supplementation with (−)-loliolide significantly suppressed lipid accumulation in 3T3-L1 adipocytes.…”

Section: Resultsmentioning

confidence: 82%

“…The collected S. horneri was carefully washed using tap water and placed in a deep freezer for 24 h. Frozen S. horneri was lyophilized and ground using a grinder. A detailed purification method of (−)-loliolide was followed as previously described by Kim et al (2020) [ 31 ]. Briefly, 100 g of the S. horneri powder samples was extracted under the optimal ethanol extraction conditions (37 °C, 24 h) in the shaking incubator.…”

Section: Methodsmentioning

confidence: 99%

Lipid Inhibitory Effect of (−)-loliolide Isolated from Sargassum horneri in 3T3-L1 Adipocytes: Inhibitory Mechanism of Adipose-Specific Proteins

Lee

Kim

et al. 2021

Marine Drugs

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Sargassum horneri (S. horneri) is a well-known brown seaweed widely distributed worldwide. Several biological activities of S. horneri have been reported. However, its effects on lipid metabolism and the underlying mechanisms remain elusive. In the present study, we examined the inhibitory effect of the active compound “(−)-loliolide ((6S,7aR)-6-hydroxy-4,4,7a-trimethyl-5,6,7,7a-tetrahydro-1-benzofuran-2(4H)-one (HTT))” from S. horneri extract on lipid accumulation in differentiated adipocytes. MTT assays demonstrated that (−)-loliolide is not toxic to 3T3-L1 adipocytes in a range of concentrations. (−)-loliolide significantly reduced intracellular lipid accumulation in the differentiated phase of 3T3-L1 adipocytes as shown by Oil Red O staining. Western blot analysis revealed that (−)-loliolide increased the expression of lipolytic protein phospho-hormone-sensitive lipase (p-HSL) and thermogenic protein peroxisome proliferator-activated receptor gamma coactivator 1-alpha (PGC-1). Additionally, (−)-loliolide decreased expression of adipogenic and lipogenic proteins, including sterol regulatory element-binding protein-1 (SREBP-1), peroxisome proliferator-activated receptor-γ (PPAR-γ), CCAAT/enhancer-binding protein-α (C/EBP-α), and fatty acid-binding protein 4 (FABP4) in 3T3-L1 adipocytes. These results indicate that (−)-loliolide from S. horneri could suppress lipid accumulation via regulation of antiadipogenic and prolipolytic mechanisms in 3T3-L1 cells. Considering the multifunctional effect of (−)-loliolide, it can be useful as a lipid-lowering agent in the management of patients who suffer from obesity.

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“…The comparisons of MS/MS of the commercial standard, M3, and M2 are shown in Supplementary Material S2.2a,b . Others [ 31 , 32 , 33 , 34 ] have reported that both loliolid and isololiolid can be isolated from seaweeds. The compound has been shown to have bioactivity in model systems, potentially protecting the seaweeds [ 35 , 36 ].…”

Section: Discussionmentioning

confidence: 99%

Discovery of Urinary Biomarkers of Seaweed Intake Using Untargeted LC–MS Metabolomics in a Three-Way Cross-Over Human Study

Dragsted

Tullin

et al. 2020

Metabolites

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Seaweeds are a marine source rich in potentially bioactive components, and therefore have attracted attention since the middle of the twentieth century. Accurate and objective assessment of the intake of seaweeds to study their health effects is hampered by a lack of validated intake biomarkers. In this three-armed, randomized, cross-over study, an untargeted metabolomics approach was applied for discovering novel intake biomarkers. Twenty healthy participants (9 men and 11 women) were provided each of three test meals in a randomized order: 5 g of Laminaria digitate (LD), 5 g of Undaria pinnatifida (UP), or a control meal with energy-adjusted pea protein. Four urine samples and a 24 h pooled urine were collected along with blood samples at seven time-points. All samples were profiled by LC-ESI-QTOF-MS and the data were analyzed by univariate analysis and excretion kinetics to select putative intake biomarkers. In total, four intake biomarkers were selected from urine samples. They were identified as hydroxyl-dihydrocoumarin at Level III, loliolid glucuronide at level I, and isololiolid glucuronide at level II, while the last one remains unknown. Further identification and validation of these biomarkers by a cross-sectional study is essential to assess their specificity and robustness.

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Antioxidant efficacy of (−)-loliolide isolated from Sargassum horneri against AAPH-induced oxidative damage in Vero cells and zebrafish models in vivo

Cited by 30 publications

References 29 publications

Phytotoxic Activity and Growth Inhibitory Substances from Albizia richardiana (Voigt.) King & Prain

Phytotoxic Activity and Growth Inhibitory Substances from Albizia richardiana (Voigt.) King & Prain

Lipid Inhibitory Effect of (−)-loliolide Isolated from Sargassum horneri in 3T3-L1 Adipocytes: Inhibitory Mechanism of Adipose-Specific Proteins

Discovery of Urinary Biomarkers of Seaweed Intake Using Untargeted LC–MS Metabolomics in a Three-Way Cross-Over Human Study

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