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某植物地上部分的新芹菜素糖苷、多酚成分、抗炎及保肝活性

New Apigenin Glycoside, Polyphenolic Constituents, Anti-inflammatory and Hepatoprotective Activities of and Aerial Parts.

作者信息

Moharram Fatma A, El Dib Rabab Abd El Moneim, Marzouk Mohamed S, El-Shenawy Siham M, Ibrahim Haitham A

机构信息

Department of Pharmacognosy, Faculty of Pharmacy, Helwan University, Cairo, Egypt.

Department of Pharmacognosy, College of Pharmacy, King Saud University, Riyadh, Kingdom of Saudi Arabia.

出版信息

Pharmacogn Mag. 2017 Jul;13(Suppl 2):S244-S249. doi: 10.4103/pm.pm_344_16. Epub 2017 Jul 11.

Abstract

BACKGROUND

Hort. ex Van Houte and Foug are flowering plants widely cultivated in Egypt for their ornamental value. Previous reports demonstrated that sesquiterpene derivatives represent the major compounds in both species. Moreover, only few flavones were identified from genus and few studies on the cytotoxicity of were found.

AIM OF THE STUDY

Investigation of the phenolic constituents of the aerial parts of both species and evaluation of their anti-inflammatory and hepatoprotective activities.

MATERIALS AND METHODS

The 80% aqueous methanol extracts (AME) were prepared for both plants and evaluated for their biological activities. Phytochemical investigation of both extracts resulted in isolation of twelve compounds, which have been identified on the basis of ultraviolet, 1D and 2D nuclear magnetic resonance spectroscopy and negative ESI-MS.

RESULTS

The new 8-hydroxyapigenin 6--β-D-apiofuranosyl-(1'''→6'')--β-D-C-glucopyranoside was isolated from for the first time in nature, along with schaftoside, luteolin 6-C-β-D-C-glucopyranoside 8-methyl ether, apigenin 6--β-D-C-glucopyranoside 8-methyl ether, isoorientin, isovitexin, 6-methoxyluteolin and hispidulin, as well as vicenin-2, vitexin, luteolin and apigenin, which were isolated from together with 6-methoxyluteolin. Furthermore, the AME of both species were found to be nontoxic to mice and exhibited significant anti-inflammatory and hepatoprotective activities in dose dependent manner.

CONCLUSION

Current results shed light on the phenolic constituents of and aerial parts and the safety of the AME of both species, in addition to their significant anti-inflammatory and hepatoprotective activities. Both plant species may be promising candidates for natural anti-inflammatory and hepatoprotective drugs.

SUMMARY

Phytochemical investigation of and 80% aqueous methanol extracts of the aerial parts led to the isolation of twelve compoundsThe new compound 8-hydroxyapigenin 6--β-D-apiofuranosyl-(1''''→6'')--β-D-4C1-glucopyranoside was isolated from for the first time in natureSchaftoside, luteolin 6--β-D-4C1-glucopyranoside 8-methyl ether, apigenin 6--β-D-4C1-glucopyranoside 8-methyl ether, isoorientin, isovitexin, 6-methoxyluteolin and hispidulin were isolated from Vicenin-2, vitexin, luteolin, apigenin and 6-methoxyluteolin were isolated from The extracts of both species were nontoxic to mice up to 5 g/kg body weightBoth extracts exhibited significant anti-inflammatory and hepatoprotective activities in dose dependent manner ALP: Alkaline phosphatase; ALT: Alanine aminotransferase; AME: The 80% aqueous methanol extract of or aerial parts; AST: Aspartate aminotransferase; br d: Broad doublet; Comp-PC: Comparative paper chromatography; d: Doublet; 2D-PC: Two-dimensional paper chromatography; DMSO-d6: Deuterated dimethyl sulfoxide; G.: ; GPx: Glutathione peroxidase; GRd: Glutathione reductase; GSH: glutathione; GST: Glutathione-S-transferase; : Nuclear spin-spin coupling constant; m: Multiplet; [M-H]-: Molecular ion peak; MDA: Malondialdehyde; /: Mass/charge ratio; NO: Nitric oxide; p: Probability; PC: Paper chromatography; Rf: Retention flow; rpm: Rotation per minute; s: Singlet; SDE: The ethanol extract of ; SE: Standard error; SOD: Superoxide dismutase; TMS: Tetramethylsilane; λmax: Maximum fluorescence emission wavelength.

摘要

背景

霍尔特氏草(Hort. ex Van Houte)和福格氏草(Foug)是在埃及因其观赏价值而广泛种植的开花植物。先前的报道表明,倍半萜衍生物是这两个物种中的主要化合物。此外,从该属中仅鉴定出少数黄酮类化合物,并且关于其细胞毒性的研究也很少。

研究目的

研究这两个物种地上部分的酚类成分,并评估它们的抗炎和保肝活性。

材料与方法

制备了两种植物的80%甲醇水提取物(AME),并对其生物活性进行了评估。对两种提取物进行植物化学研究,分离出12种化合物,这些化合物已通过紫外、一维和二维核磁共振光谱以及负离子电喷雾质谱进行了鉴定。

结果

首次从自然界中分离出新型化合物8-羟基芹菜素6-β-D-芹菜呋喃糖基-(1'''→6'')-β-D-C-葡萄糖苷,同时还分离出schaftoside、木犀草素6-C-β-D-C-葡萄糖苷8-甲醚、芹菜素6-β-D-C-葡萄糖苷8-甲醚、异荭草素、异牡荆素、6-甲氧基木犀草素和粗毛豚草素,以及从霍尔特氏草中分离出的异荭草苷-2、牡荆素、木犀草素和芹菜素,还有6-甲氧基木犀草素。此外,发现两种植物的AME对小鼠无毒,并以剂量依赖性方式表现出显著的抗炎和保肝活性。

结论

目前的结果揭示了霍尔特氏草和福格氏草地上部分的酚类成分以及两种植物AME的安全性,此外还揭示了它们显著的抗炎和保肝活性。这两种植物可能是天然抗炎和保肝药物的有前途的候选者。

总结

对霍尔特氏草和福格氏草地上部分的80%甲醇水提取物进行植物化学研究,分离出12种化合物。新型化合物8-羟基芹菜素6-β-D-芹菜呋喃糖基-(1''''→6'')-β-D-4C1-葡萄糖苷首次从自然界中从霍尔特氏草中分离出。从福格氏草中分离出schaftoside、木犀草素6-β-D-4C1-葡萄糖苷8-甲醚、芹菜素6-β-D-4C1-葡萄糖苷8-甲醚、异荭草素、异牡荆素、6-甲氧基木犀草素和粗毛豚草素。从霍尔特氏草中分离出异荭草苷-2、牡荆素、木犀草素、芹菜素和6-甲氧基木犀草素。两种提取物在高达5 g/kg体重时对小鼠无毒。两种提取物均以剂量依赖性方式表现出显著的抗炎和保肝活性。碱性磷酸酶(ALP);丙氨酸转氨酶(ALT);AME:霍尔特氏草或福格氏草地上部分的80%甲醇水提取物;天冬氨酸转氨酶(AST);宽双峰(br d);比较纸色谱法(Comp-PC);双峰(d);二维纸色谱法(2D-PC);氘代二甲亚砜(DMSO-d6);属名(G.);谷胱甘肽过氧化物酶(GPx);谷胱甘肽还原酶(GRd);谷胱甘肽(GSH);谷胱甘肽-S-转移酶(GST);核自旋-自旋耦合常数(J);多重峰(m);[M-H]-:分子离子峰;丙二醛(MDA);质荷比(m/z);一氧化氮(NO);概率(p);纸色谱法(PC);保留流(Rf);每分钟转数(rpm);单峰(s);霍尔特氏草乙醇提取物(SDE);标准误差(SE);超氧化物歧化酶(SOD);四甲基硅烷(TMS);最大荧光发射波长(λmax)

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/00d3/5538161/30ef5583332c/PM-13-244-g001.jpg

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