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曲马多——一种真正的天然产物?

Tramadol--a true natural product?

机构信息

Institute of Environmental Research (INFU), Department of Chemistry and Chemical Biology, TU Dortmund, Otto-Hahn-Strasse 6, 44221 Dortmund (Germany).

出版信息

Angew Chem Int Ed Engl. 2014 Nov 3;53(45):12073-6. doi: 10.1002/anie.201406639. Epub 2014 Sep 12.

DOI:10.1002/anie.201406639
PMID:25219922
Abstract

We have independently investigated the source of tramadol, a synthetic analgesic largely used for treating moderate to severe pain in humans, recently found in the roots of the Cameroonian medicinal plant, Nauclea latifolia. We found tramadol and its three major mammalian metabolites (O-desmethyltramadol, N-desmethyltramadol, and 4-hydroxycyclohexyltramadol) in the roots of N. latifolia and five other plant species, and also in soil and local water bodies only in the Far North region of Cameroon. The off-label administration of tramadol to cattle in this region leads to cross-contamination of the soil and water through feces and urine containing parent tramadol as well as tramadol metabolites produced in the animals. These compounds can then be absorbed by the plant roots and also leached into the local water supplies. The presence of tramadol in roots is, thus, due to an anthropogenic contamination with the synthetic compound.

摘要

我们独立调查了曲马多的来源,曲马多是一种广泛用于治疗人类中度至重度疼痛的合成镇痛药,最近在喀麦隆药用植物白花菜的根部发现。我们在白花菜和其他五种植物的根部以及喀麦隆北部地区的土壤和当地水体中发现了曲马多及其三种主要的哺乳动物代谢物(O-去甲曲马多、N-去甲曲马多和 4-羟基环己基曲马多)。在该地区,将曲马多开给牛使用导致粪便和尿液中的母体曲马多以及动物体内产生的曲马多代谢物污染土壤和水,然后这些化合物可以被植物根部吸收,也可以渗滤到当地的供水系统中。因此,根部的曲马多是由于与合成化合物的人为污染造成的。

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Tramadol--a true natural product?曲马多——一种真正的天然产物?
Angew Chem Int Ed Engl. 2014 Nov 3;53(45):12073-6. doi: 10.1002/anie.201406639. Epub 2014 Sep 12.
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Nauclea latifolia: biological activity and alkaloid phytochemistry of a West African tree.白花菜科:一种西非树木的生物活性和生物碱植物化学。
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Synthetic Origin of Tramadol in the Environment.曲马多在环境中的人为来源。
Angew Chem Int Ed Engl. 2016 Jan 4;55(1):240-3. doi: 10.1002/anie.201508646. Epub 2015 Oct 16.
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[The tramadol tree exists: its roots are in Africa].曲马多之树存在:其根源在非洲。
Rev Med Suisse. 2013 Oct 9;9(401):1862-3.
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A retro-biosynthetic approach to the prediction of biosynthetic pathways from position-specific isotope analysis as shown for tramadol.一种用于从位置特异性同位素分析预测生物合成途径的逆向生物合成方法,以曲马多为例。
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Nauclea latifolia Smith (Rubiaceae) exerts antinociceptive effects in neuropathic pain induced by chronic constriction injury of the sciatic nerve.鸡骨常山(茜草科)对坐骨神经慢性缩窄性损伤引起的神经病理性疼痛具有镇痛作用。
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Occurrence of the synthetic analgesic tramadol in an African medicinal plant.合成镇痛药曲马多在一种非洲药用植物中的存在情况。
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In vitro anti-Herpes simplex virus activity of crude extract of the roots of Nauclea latifolia Smith (Rubiaceae).阔叶乌檀(茜草科)根粗提取物的体外抗单纯疱疹病毒活性
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Anticonvulsant, anxiolytic, and sedative properties of the roots of Nauclea latifolia Smith in mice.阔叶乌檀根在小鼠体内的抗惊厥、抗焦虑和镇静特性。
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Simultaneous determination of tramadol, O-desmethyltramadol and N-desmethyltramadol in human urine by gas chromatography-mass spectrometry.气相色谱-质谱联用法同时测定人尿液中的曲马多、O-去甲曲马多和 N-去甲曲马多。
J Chromatogr B Analyt Technol Biomed Life Sci. 2013 May 1;926:9-15. doi: 10.1016/j.jchromb.2013.02.019. Epub 2013 Feb 26.

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