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螺旋色素类萘醌:存在、分离、生物合成及生物医学应用

Naphthoquinones of the spinochrome class: occurrence, isolation, biosynthesis and biomedical applications.

作者信息

Hou Yakun, Vasileva Elena A, Carne Alan, McConnell Michelle, El-Din A Bekhit Alaa, Mishchenko Natalia P

机构信息

Department of Food Science, University of Otago PO Box 56 Dunedin 9054 New Zealand.

Laboratory of the Chemistry of Natural Quinonoid Compounds, G.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of Russian Academy of Sciences Prospect 100 let Vladivostoku 159/2 690022 Vladivostok Russia

出版信息

RSC Adv. 2018 Sep 21;8(57):32637-32650. doi: 10.1039/c8ra04777d. eCollection 2018 Sep 18.

DOI:10.1039/c8ra04777d
PMID:35547692
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9086473/
Abstract

Quinones are widespread in nature and have been found in plants, fungi and bacteria, as well as in members of the animal kingdom. More than forty closely related naphthoquinones have been found in echinoderms, mainly in sea urchins but occasionally in brittle stars, sea stars and starfish. This review aims to examine controversial issues on the chemistry, biosynthesis, functions, stability and application aspects of the spinochrome class, a prominent group of secondary metabolites found in sea urchins. The emphasis of this review is on the isolation and structure of these compounds, together with evaluation of their relevant biological activities, source organisms, the location of origin and methods used for isolation and identification. In addition, the studies of their biosynthesis and ecological function, stability and chemical synthesis have been highlighted. This review aims to establish a focus for future spinochrome research and its potential for benefiting human health and well-being.

摘要

醌类在自然界中广泛存在,已在植物、真菌、细菌以及动物界成员中被发现。在棘皮动物中已发现四十多种密切相关的萘醌,主要存在于海胆中,但偶尔也存在于蛇尾、海星和海盘车中。本综述旨在探讨关于海胆中发现的一类重要次生代谢产物——海胆色素类在化学、生物合成、功能、稳定性和应用方面的争议性问题。本综述的重点是这些化合物的分离和结构,以及对其相关生物活性、来源生物、起源位置和分离鉴定方法的评估。此外,还突出了对其生物合成、生态功能、稳定性和化学合成的研究。本综述旨在为未来海胆色素研究及其对人类健康和福祉的潜在益处确立一个重点。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e763/9086473/c625a77c8e9a/c8ra04777d-s5.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e763/9086473/c853c9d75cd8/c8ra04777d-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e763/9086473/5fd91e622929/c8ra04777d-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e763/9086473/0f3cf126447c/c8ra04777d-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e763/9086473/c625a77c8e9a/c8ra04777d-s5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e763/9086473/34b6dde82e79/c8ra04777d-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e763/9086473/d40598d20e63/c8ra04777d-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e763/9086473/a22baa5a3f24/c8ra04777d-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e763/9086473/c853c9d75cd8/c8ra04777d-s2.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e763/9086473/c625a77c8e9a/c8ra04777d-s5.jpg

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Diversity of Polyhydroxynaphthoquinone Pigments in North Pacific Sea Urchins.北太平洋海胆中多羟基萘醌色素的多样性
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Comparative stability of dimeric and monomeric pigments extracted from sea urchin Strongylocentrotus droebachiensis.
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Dimeric (Poly)Hydroxynaphthazarins, Metabolites of Echinoderms and Lichens: The History of the Synthesis and Structure Elucidation.二聚(多)羟基萘并萘醌类化合物,棘皮动物和地衣的代谢产物:合成和结构解析的历史。
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Sea Urchin Polyketide Synthase SpPks1 Produces the Naphthalene Precursor to Echinoderm Pigments.海胆聚酮合酶 SpPks1 产生类萘芳烃前体用于棘皮动物色素合成。
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Evidence for association of Vibrio echinoideorum with tissue necrosis on test of the green sea urchin Strongylocentrotus droebachiensis.证明海胆溃疡症病原菌(Vibrio echinoideorum)与绿海胆(Strongylocentrotus droebachiensis)组织坏死有关。
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