Fucoxanthin (all-trans-Fucoxanthin)
(Synonyms: 岩藻黄质; all-trans-Fucoxanthin) 目录号 : GC31364
Fucoxanthin (all-trans-Fucoxanthin)是一种天然存在的类胡萝卜素，广泛分布于食用棕色海藻和硅藻中。
Cas No.:3351-86-8
Sample solution is provided at 25 µL, 10mM.
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Fucoxanthin (all-trans-Fucoxanthin) is a naturally occurring carotenoid widely distributed in edible brown seaweed and diatoms[1]. Fucoxanthin is highly unsaturated, its molecular structure is unstable and very active. Fucoxanthin has four isomers, namely all-trans Fucoxanthin (the main isomer in the natural environment), 9′-cis Fucoxanthin, 13-cis Fucoxanthin, and 13′-cis Fucoxanthin[2]. Fucoxanthin can be used in research on obesity, anti-diabetes, antioxidants, inflammation, and cancer[3]. Fucoxanthin can effectively inhibit the activity of Mycobacterium tuberculosis aromatic amine N-acetyltransferase (TBNAT), with an IC50 value of 4.8µM[4].
In vitro, treatment of B16-F10 cells with Fucoxanthin (0-30μM) for 24h inhibited cell invasion, migration and adhesion in a dose-dependent manner, and inhibited the expression of transfer factors MMP-9, CD44 and CXCR4[5]. Treatment of cervical cancer HeLa and SiHa cells with Fucoxanthin (0-25µM) for 24h inhibited cell proliferation and induced cell cycle arrest at the G0/G1 phase[6]. Treatment of RAW264.7 cells with Fucoxanthin (0-100µg/mL) for 24h inhibited the expression of intracellular TNF-α, PGE2, iNOS and COX-2 proteins in a dose-dependent manner[7].
In vivo, oral administration of Fucoxanthin (25, 50mg/kg) to mice with cadmium chloride-induced renal injury for 14 days promoted the recovery of renal function, renal cell microstructure and ultrastructure, significantly reduced blood urea nitrogen (BUN), kidney injury marker 1 (KIM1) and neutrophil gelatinase-associated lipocalin (NGAL) levels in mice, and increased peroxidase (POD), superoxide dismutase (SOD), catalase (CAT) and ascorbate peroxidase (APX) levels[8].
References:
[1] Din N A S, Mohd Alayudin A S, Sofian-Seng N S, et al. Brown algae as functional food source of fucoxanthin: A review[J]. Foods, 2022, 11(15): 2235.
[2] Pajot A, Hao Huynh G, Picot L, et al. Fucoxanthin from algae to human, an extraordinary bioresource: Insights and advances in up and downstream processes[J]. Marine drugs, 2022, 20(4): 222.
[3] Miyashita K, Beppu F, Hosokawa M, et al. Nutraceutical characteristics of the brown seaweed carotenoid fucoxanthin[J]. Archives of biochemistry and biophysics, 2020, 686: 108364.
[4] Šudomová M, Shariati M A, Echeverría J, et al. A microbiological, toxicological, and biochemical study of the effects of fucoxanthin, a marine carotenoid, on Mycobacterium tuberculosis and the enzymes implicated in its cell wall: A link between mycobacterial infection and autoimmune diseases[J]. Marine drugs, 2019, 17(11): 641.
[5] Chung T W, Choi H J, Lee J Y, et al. Marine algal fucoxanthin inhibits the metastatic potential of cancer cells[J]. Biochemical and biophysical research communications, 2013, 439(4): 580-585.
[6] Ye G, Wang L, Yang K, et al. Fucoxanthin may inhibit cervical cancer cell proliferation via downregulation of HIST1H3D[J]. Journal of International Medical Research, 2020, 48(10): 0300060520964011.
[7] Shiratori K, Ohgami K, Ilieva I, et al. Effects of fucoxanthin on lipopolysaccharide-induced inflammation in vitro and in vivo[J]. Experimental eye research, 2005, 81(4): 422-428.
[8] Yang H, Xing R, Liu S, et al. Role of Fucoxanthin towards Cadmium-induced renal impairment with the antioxidant and anti-lipid peroxide activities[J]. Bioengineered, 2021, 12(1): 7235-7247.
Fucoxanthin (all-trans-Fucoxanthin)是一种天然存在的类胡萝卜素，广泛分布于食用棕色海藻和硅藻中[1]。Fucoxanthin是高度不饱和的，其分子结构不稳定且非常活泼，Fucoxanthin有四种异构体，即all-trans Fucoxanthin（自然环境中的主要异构体）、9′-cis Fucoxanthin、13-cis Fucoxanthin、13′-cis Fucoxanthin[2]。Fucoxanthin能够用于肥胖症、抗糖尿病、抗氧化、炎症和癌症等研究[3]。Fucoxanthin能够有效抑制结核分枝杆菌芳香胺N-乙酰转移酶（TBNAT）活性，IC50值为4.8µM[4]。
在体外，Fucoxanthin（0-30μM）处理B16-F10细胞24h，以剂量依赖性方式抑制了细胞侵袭、迁移和粘附，抑制了转移因子MMP-9、CD44和CXCR4的表达[5]。Fucoxanthin（0-25µM）处理宫颈癌HeLa和SiHa细胞24h，抑制了细胞增殖，诱导了细胞周期停滞在G0/G1期[6]。Fucoxanthin（0-100µg/mL）处理RAW264.7细胞24h，以剂量依赖性方式抑制了细胞内TNF-α、PGE2、iNOS和COX-2蛋白的表达[7]。
在体内，Fucoxanthin（25, 50mg/kg）通过口服治疗氯化镉引起的肾脏损伤小鼠14天，促进了小鼠肾功能、肾细胞微结构组织和超微结构组织的恢复，显著降低了小鼠体内血尿素氮（BUN）、肾损伤分1（KIM1）和中性粒细胞明胶酶相关脂质运载蛋白（NGAL）水平，升高了过氧化物酶（POD）、超氧化物歧化酶（SOD）、过氧化氢酶（CAT）和抗坏血酸过氧化物酶（APX）水平[8]。
| Cell experiment [1]: | |
Cell lines | B16-F10 cells |
Preparation Method | 100μL of 0.2% collagen-fragmented gelatin was applied to the upper side of the filter. Serum-free DMEM (with or without Fucoxanthin (0, 5,10, 30μM)) was added to the lower part of the chamber. The chamber was incubated at 37°C in a 5% CO2 atmosphere for 24h. After incubation, the filter insert was removed from the chamber wells and cells on the upper side of the filter were removed using a cotton swab. The filter was fixed, stained with hematoxylin and eosin, and mounted on a microscope slide. Cells located on the lower side of the filter were counted to determine whether they were invasive cells. |
Reaction Conditions | 0, 5,10, 30μM; 24h |
Applications | Fucoxanthin resulted in a significant decrease in the number of invaded B16-F10 cells. |
| Animal experiment [2]: | |
Animal models | Kunming mice |
Preparation Method | Total animals (N=120) were randomly divided into two groups of equal average body weight. The mice of the control group (N=20) were given pure water only, whereas the animals of the cadmium exposure group (N=100) were given CdCl2 orally at a dose of 30mg/kg/day for 30 days. In this study, Fucoxanthin was administered at 10, 25 and 50mg/kg/day. To evaluate ameliorative effects of Fucoxanthin on the kidney, the cadmium exposure group was divided into the following five subgroups: without Fucoxanthin treatment as a negative control group (NCG); positive control group (PCG) was mice received Shenfukang tablets orally at a dose of 50mg/kg/day for 14 days; low (F1), medium (F2), and high (F3) Fucoxanthin concentration treated mice were received Fucoxanthin orally at a dose of 10, 25, and 50mg/kg/day for 14 days, respectively. After the 14-day Fucoxanthin treatment, mice were sacrificed. Kidney tissues and peripheral blood samples were collected directly. |
Dosage form | 10, 25, 50mg/kg/day for 14 days; p.o. |
Applications | High doses of Fucoxanthin administration significantly decreased BUN, KIM1, NGAL levels, increasing POD, SOD, CAT, and ascorbate APX levels. Fucoxanthin administration also promoted recovery of the renal functions, micro-structural organization, and ultra-structural organization in the renal cells. |
References: | |
| Cas No. | 3351-86-8 | SDF | |
| 别名 | 岩藻黄质; all-trans-Fucoxanthin | ||
| Canonical SMILES | O=C(/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C([H])=[C@@]=C([C@@]1(O)C)C(C)(C[C@H](OC(C)=O)C1)C)C[C@]2(C3(C)C)[C@@](C)(C[C@@H](O)C3)O2 | ||
| 分子式 | C42H58O6 | 分子量 | 658.91 |
| 溶解度 | DMSO : ≥ 50 mg/mL (75.88 mM);Water : < 0.1 mg/mL (insoluble) | 储存条件 | Store at 2-8°C |
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1 mg | 5 mg | 10 mg |
| 1 mM | 1.5177 mL | 7.5883 mL | 15.1766 mL |
| 5 mM | 0.3035 mL | 1.5177 mL | 3.0353 mL |
| 10 mM | 0.1518 mL | 0.7588 mL | 1.5177 mL |
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动物平均体重 | g | |
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动物数量 | 只 |
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| % DMSO % % Tween 80 % saline | ||||||||||
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