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墨西哥蜂胶:抗氧化剂和抗炎化合物的来源,以及一种新型查尔酮和 ε-己内酯衍生物的分离。

Mexican Propolis: A Source of Antioxidants and Anti-Inflammatory Compounds, and Isolation of a Novel Chalcone and ε-Caprolactone Derivative.

机构信息

Departamento de Inmunología, Catedrática CONACyT-Instituto de Investigaciones Biomédicas, Universidad Nacional Autónoma de México, Ciudad Universitaria, Coyoacán 04510, Ciudad de México, Mexico.

Departamento de Productos Naturales, Instituto de Química, Universidad Nacional Autónoma de México, Ciudad Universitaria, Coyoacán 04510, Ciudad de México, Mexico.

出版信息

Molecules. 2018 Feb 6;23(2):334. doi: 10.3390/molecules23020334.

DOI:10.3390/molecules23020334
PMID:29415430
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6017775/
Abstract

The propolis produced by bees are used in alternative medicine for treating inflammation, and infections, presumably due to its antioxidant properties. In this context, five propolis from México were investigated to determine their inhibitory lipid peroxidation properties. The ethyl acetate extract from a red propolis from Chiapas State (4-EAEP) was the most potent (IC = 1.42 ± 0.07 μg/mL) in the TBARS assay, and selected for further studies. This extract afforded two new compounds, epoxypinocembrin chalcone (), and an ε-caprolactone derivative (), as well as pinostrobin (), izalpinin (), cinnamic acid (), pinocembrin (), kaempherol (), 3,3-dimethylallyl caffeate in mixture with isopent-3-enyl caffeate ( + ), 3,4-dimethoxycinnamic acid (), rhamnetin () and caffeic acid (). The HPLC profile, anti-mycobacterial, and antioxidant properties of this extract was also determined. Most of the isolated compounds were also tested by inhibition of reactive oxygen species (ROS) in challenged mouse bone marrow-derived mast cells (BMMCs), and DPPH. Their anti-inflammatory activity was evaluated by TPA, and MPO (myeloperoxidase) activity by ear edema test in mice. The most potent compounds were + in the TBARS assay (IC = 0.49 ± 0.06 μM), and which restored the ROS baseline (3.5 μM). Our results indicate that 4-EAEP has anti-oxidant, and anti-inflammatory properties due to its active compounds, suggesting it has anti-allergy and anti-asthma potential.

摘要

蜂胶是蜜蜂产生的物质,在替代医学中用于治疗炎症和感染,推测是由于其抗氧化特性。在这种情况下,研究了来自墨西哥的五种蜂胶,以确定它们抑制脂质过氧化的特性。恰帕斯州红蜂胶的乙酸乙酯提取物(4-EAEP)在 TBARS 测定中最有效(IC = 1.42 ± 0.07 μg/mL),并被选为进一步研究的对象。该提取物提供了两种新化合物,环氧 pinocembrin 查尔酮()和 ε-己内酯衍生物(),以及 pinostrobin()、izalpinin()、肉桂酸()、pinocembrin()、kaempherol()、3,3-二甲基烯丙基咖啡酸与异戊烯基咖啡酸的混合物( + )、3,4-二甲氧基肉桂酸()、鼠李素()和咖啡酸()。还测定了该提取物的 HPLC 图谱、抗分枝杆菌和抗氧化特性。还通过抑制活性氧物种(ROS)在受挑战的小鼠骨髓来源的肥大细胞(BMMCs)和 DPPH 中测试了大多数分离的化合物。通过 TPA 和耳肿胀试验中的髓过氧化物酶(MPO)活性评估其抗炎活性。最有效的化合物是 TBARS 测定中的 + (IC = 0.49 ± 0.06 μM)和 ,它恢复了 ROS 基线(3.5 μM)。我们的结果表明,由于其活性化合物,4-EAEP 具有抗氧化和抗炎特性,表明它具有抗过敏和抗哮喘的潜力。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/514c/6017775/fbafe62d06f6/molecules-23-00334-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/514c/6017775/fb785535cf58/molecules-23-00334-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/514c/6017775/6615f1529cf9/molecules-23-00334-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/514c/6017775/b17fa647a047/molecules-23-00334-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/514c/6017775/26f20bd986f3/molecules-23-00334-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/514c/6017775/c411666eb3e4/molecules-23-00334-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/514c/6017775/f9dae8f23b4f/molecules-23-00334-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/514c/6017775/fbafe62d06f6/molecules-23-00334-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/514c/6017775/fb785535cf58/molecules-23-00334-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/514c/6017775/6615f1529cf9/molecules-23-00334-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/514c/6017775/b17fa647a047/molecules-23-00334-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/514c/6017775/26f20bd986f3/molecules-23-00334-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/514c/6017775/c411666eb3e4/molecules-23-00334-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/514c/6017775/f9dae8f23b4f/molecules-23-00334-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/514c/6017775/fbafe62d06f6/molecules-23-00334-g007.jpg

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