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13,14-环氧齐墩果-3-醇乙酸酯:一种来自葫芦科罗汉果正己烷部位的增强雄性生育力的成分。

13, 14-Epoxyoleanan-3-ol-acetate: A Male Fertility-Enhancing Constituent from Hexane Fraction of L. (Cucurbitaceae).

作者信息

Adedokun Oluwasegun, Gbolade Adebayo, Ayinde Bunyaminu

机构信息

Igbinedion University, College of Pharmacy, Department of Pharmacognosy, Okada, Nigeria.

University of Benin, Faculty of Pharmacy, Department of Pharmacognosy, Benin City, Nigeria.

出版信息

Turk J Pharm Sci. 2022 Apr 29;19(2):180-186. doi: 10.4274/tjps.galenos.2021.48264.

Abstract

OBJECTIVES

Male infertility has been associated with oxidative stress-induced and/or microbial induced in some men. The use of medicinal plants to overcome oxidative stress-induced infertility cannot be over emphasized. Hence, the aim of this research was to isolate the antilipid peroxidation (an index of usage for treating oxidative stress-induced male infertility) bioactive principle from using bioactivity-guided isolation.

MATERIALS AND METHODS

-Hexane fraction from the crude ethanol extract obtained by Soxhlet extraction of aerial parts (without fruit) of bitter melon, , was assessed for lipid peroxidation, followed by bioactivity-guided isolation of bioactive principles using lipid peroxidation as an index of aphrodisiac and male fertility enhancer.

RESULTS

Fractionation of the active -hexane fraction using vacuum liquid chromatography (VLC) gave five pooled fractions on the basis of their thin layer chromatography (TLC) characteristics (-hexane: EtOAc, 2:3, sulphuric acid spray). activity of the most active VLC fraction C was less than that of the positive control, vitamin E. Further fractionation of VLC-C by open column chromatography on silica gel led to the isolation of a compound which was purified by preparative-TLC. The purified compound, 10 mg/mL (R 0.54, TLC silica gel, -hexane: ethyl acetate; 2:3) was equipotent with vitamin E (25 mg/mL) in reducing peroxidation of polyunsaturated fatty acids . Structural elucidation by NMR (H, C) and mean mass spectroscopy confirmed the identity of the new bioactive compound as 13, 14-epoxyoleanan-3-ol-acetate.

CONCLUSION

This study scientifically validates the traditional claim of as an aphrodisiac or male fertility enhancer and suggests that 13, 14-epoxyoleanan-3-ol-acetate might be responsible for the observed activity.

摘要

目的

在一些男性中,男性不育与氧化应激诱导和/或微生物诱导有关。使用药用植物来克服氧化应激诱导的不育再怎么强调都不为过。因此,本研究的目的是通过生物活性导向分离从[苦瓜]中分离出抗脂质过氧化(治疗氧化应激诱导的男性不育的一个指标)生物活性成分。

材料与方法

对通过索氏提取苦瓜地上部分(无果实)得到的粗乙醇提取物的正己烷馏分进行脂质过氧化评估,然后以脂质过氧化作为壮阳和增强男性生育能力的指标,通过生物活性导向分离生物活性成分。

结果

使用真空液相色谱(VLC)对活性正己烷馏分进行分馏,根据其薄层色谱(TLC)特征(正己烷:乙酸乙酯,2:3,硫酸喷雾)得到五个合并馏分。活性最强的VLC馏分C的活性低于阳性对照维生素E。通过硅胶柱色谱对VLC-C进一步分馏,得到一种通过制备型TLC纯化的化合物。纯化后的化合物10 mg/mL(Rf 0.54,硅胶TLC,正己烷:乙酸乙酯;2:3)在降低多不饱和脂肪酸的过氧化方面与维生素E(25 mg/mL)等效。通过核磁共振(氢谱、碳谱)和质谱对其结构进行解析,证实新的生物活性化合物为13,14-环氧齐墩果-3-醇乙酸酯。

结论

本研究科学地验证了[苦瓜]作为壮阳药或男性生育增强剂的传统说法,并表明13,14-环氧齐墩果-3-醇乙酸酯可能是观察到的活性的原因。

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