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刺桐(豆科)的抗菌、抗氧化活性及化学特性

Antimicrobial and antioxidant activity and chemical characterisation of Erythrina stricta Roxb. (Fabaceae).

作者信息

Akter Kaisarun, Barnes Emma C, Loa-Kum-Cheung Wendy L, Yin Ping, Kichu Meyanungsang, Brophy Joseph J, Barrow Russell A, Imchen Imchawati, Vemulpad Subramanyam R, Jamie Joanne F

机构信息

Indigenous Bioresources Research Group, Faculty of Science and Engineering, Macquarie University, North Ryde, Sydney 2109, Australia.

School of Chemistry, Faculty of Science, University of New South Wales, Sydney 2052, Australia.

出版信息

J Ethnopharmacol. 2016 Jun 5;185:171-81. doi: 10.1016/j.jep.2016.03.011. Epub 2016 Mar 8.

DOI:10.1016/j.jep.2016.03.011
PMID:26969405
Abstract

ETHNOPHARMACOLOGICAL RELEVANCE

The bark of Erythrina stricta Roxb. (Fabaceae) has been used in Indian indigenous systems as a remedy for rheumatism, stomach-ache, asthma, dysentery, contact dermatitis, eczema and skin infections. However, there have been limited phytochemical or biological studies on the bark of E. stricta and there are no studies that align with its traditional medicinal uses.

AIM OF THE STUDY

The aim of this study was to assess the antimicrobial and antioxidant activity of the stem bark of E. stricta to support its topical use in the treatment of contact dermatitis, eczema and skin infections and to isolate and identify any bioactive compounds.

MATERIALS AND METHODS

MTT microdilution and disc diffusion assays were used to determine the antimicrobial activities of n-hexane, dichloromethane, ethyl acetate, methanol and water extracts of the bark of E. stricta. Column and preparative thin layer chromatography were used for the purification of the dichloromethane extract. The structures of the compounds isolated were elucidated by extensive 1D and 2D NMR spectroscopic techniques and comparison with published data. The antioxidant activities of the extracts were determined by DPPH free radical scavenging and FRAP assays and the antioxidant activity of the pure compounds by dot-blot and DPPH staining methods.

RESULTS

The dichloromethane, ethyl acetate, and n-hexane extracts showed the most significant activity with MIC values of 7.8µg/mL, 125µg/mL, and 125µg/mL against a sensitive strain of Staphylococcus aureus. The dichloromethane and ethyl acetate extracts also showed significant activity against Candida albicans with MIC values of 125µg/mL and 1mg/mL respectively. GC-MS analysis of the n-hexane extract showed the presence of the antibacterial and antifungal compounds β-caryophyllene, caryophyllene oxide, α-selinene, β-selinene, selin-11-en-4-α-ol, α-copaene and δ-cadenine. Phytochemical studies of the dichloromethane extract led to the isolation of the novel compound erynone (1), together with six known compounds; wighteone (2), alpinum isoflavone (3), luteone (4), obovatin (5), erythrinassinate B (6) and isovanillin (7). Luteone (4) exhibited the most significant antibacterial activity with minimum inhibitory quantity (MIQ) values of 1.88µg, 1.88µg and 3.75µg, respectively, against sensitive (MSSA) and resistant strains (MRSA and MDRSA) of S. aureus using a TLC bioautography assay. Erynone (1) exhibited the greatest DPPH free radical scavenging activity.

CONCLUSIONS

Seven compounds, including a new chromanone, were isolated from the antimicrobial dichloromethane extract of the stem bark of E. stricta. Six of the seven compounds showed antibacterial and/or antioxidant activities. These findings provide support for the customary (traditional and contemporary) use of E. stricta bark for the treatment of skin and wound infections.

摘要

民族药理学相关性

刺桐(豆科)的树皮在印度本土医学体系中被用作治疗风湿病、胃痛、哮喘、痢疾、接触性皮炎、湿疹和皮肤感染的药物。然而,对刺桐树皮的植物化学或生物学研究有限,且尚无与其传统药用用途相符的研究。

研究目的

本研究旨在评估刺桐茎皮的抗菌和抗氧化活性,以支持其在治疗接触性皮炎、湿疹和皮肤感染中的局部应用,并分离和鉴定任何生物活性化合物。

材料与方法

采用MTT微量稀释法和纸片扩散法测定刺桐树皮正己烷、二氯甲烷、乙酸乙酯、甲醇和水提取物的抗菌活性。柱色谱和制备薄层色谱用于二氯甲烷提取物的纯化。通过广泛的一维和二维核磁共振光谱技术并与已发表数据进行比较,阐明分离出的化合物的结构。通过DPPH自由基清除法和FRAP法测定提取物的抗氧化活性,通过斑点印迹法和DPPH染色法测定纯化合物的抗氧化活性。

结果

二氯甲烷、乙酸乙酯和正己烷提取物表现出最显著的活性,对金黄色葡萄球菌敏感菌株的最低抑菌浓度(MIC)值分别为7.8μg/mL、125μg/mL和125μg/mL。二氯甲烷和乙酸乙酯提取物对白色念珠菌也表现出显著活性,MIC值分别为125μg/mL和1mg/mL。正己烷提取物的气相色谱-质谱分析表明存在抗菌和抗真菌化合物β-石竹烯、石竹烯氧化物、α-芹子烯、β-芹子烯、芹子-11-烯-4-α-醇、α-可巴烯和δ-卡丹宁。二氯甲烷提取物的植物化学研究导致分离出新型化合物刺桐酮(1)以及六种已知化合物;wighteone(2)、高山异黄酮(3)、黄烷酮(4)、倒卵叶刺桐素(5)、刺桐皂苷B(6)和异香草醛(7)。使用薄层色谱生物自显影法,黄烷酮(4)对金黄色葡萄球菌敏感菌株(MSSA)和耐药菌株(MRSA和MDRSA)表现出最显著的抗菌活性,最低抑菌量(MIQ)值分别为1.88μg、1.88μg和3.75μg。刺桐酮(1)表现出最大的DPPH自由基清除活性。

结论

从刺桐茎皮的抗菌二氯甲烷提取物中分离出七种化合物,包括一种新的色满酮。这七种化合物中的六种表现出抗菌和/或抗氧化活性。这些发现为刺桐树皮用于治疗皮肤和伤口感染的传统(传统和现代)用途提供了支持。

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