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Detection and identification of complex oxylipins in meadow buttercup (Ranunculus acris) leaves
Phytochemistry ( IF 3.2 ) Pub Date : 2019-01-01 , DOI: 10.1016/j.phytochem.2018.10.030
Ivan R. Chechetkin , Alexander S. Blufard , Andrey Y. Yarin , Evgenia O. Fedina , Bulat I. Khairutdinov , Alexander N. Grechkin

Screening of linolipins, i.e. galactolipids containing esterified residues of divinyl ether oxylipins, in the leaves of several higher plants revealed the presence of these complex oxylipins in the meadow buttercup leaves. The rapid accumulation of linolipins occurred in the injured leaves of meadow buttercup, while intact leaves possessed no linolipins. These oxylipins were isolated from the injured leaves, separated and purified by HPLC. The structural analyses of linolipins by UV, mass-spectroscopy and NMR spectroscopy resulted in the identification of eight molecular species. Three of them were identical to linolipins B-D found earlier in the leaves of flax (Linum usitatissimum L.). Other molecular species were identified as 1-O-(ω5Z)-etherolenoyl-2-O-dinor-(ω5Z)-etherolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol, 1-O-(ω5Z)-etherolenoyl-2-O-(7Z,10Z,13Z)-hexadecatrienoyl-3-O-β-D-galactopyranosyl-sn-glycerol, 1-O-(ω5Z)-etherolenoyl-2-O-(7Z,10Z)-hexadecadienoyl-3-O-β-D-galactopyranosyl-sn-glycerol, 1-O-(ω5Z)-etherolenoyl-2-O-α-linolenoyl-3-O-β-D-galactopyranosyl-sn-glycerol, and 1-O-(ω5Z)-etherolenoyl-2-O-palmitoyl-3-O-(α-galactopyranosyl-1-6-β-D-galactopyranosyl)-sn-glycerol. The trivial names "linolipins E, F, G, H and I," respectively, have been ascribed to these novel complex oxylipins.

中文翻译:

毛茛叶中复合氧脂的检测与鉴定

在几种高等植物的叶子中筛选亚麻脂,即含有二乙烯基醚氧化脂的酯化残基的半乳糖脂,揭示了草甸毛茛叶中存在这些复合氧化脂。草甸毛茛损伤叶片中亚麻油酸的快速积累,而完整的叶片中没有亚麻油酸。这些oxylipins是从受伤的叶子中分离出来的,通过HPLC分离和纯化。通过紫外、质谱和核磁共振光谱对亚麻油苷进行结构分析,鉴定了八种分子种类。其中三个与早先在亚麻(Linum usitatissimum L.)叶子中发现的linolipins BD相同。其他分子种类被鉴定为 1-O-(ω5Z)-etherolenoyl-2-O-dinor-(ω5Z)-etherolenoyl-3-O-β-D-吡喃半乳糖基-sn-甘油,1-O-(ω5Z)- etherolenoyl-2-O-(7Z, 10Z,13Z)-hexadecatrienoyl-3-O-β-D-galactopyranosyl-sn-glycerol, 1-O-(ω5Z)-etherolenoyl-2-O-(7Z,10Z)-hexadecadienoyl-3-O-β-D -吡喃半乳糖-sn-甘油、1-O-(ω5Z)-etherolenoyl-2-O-α-linolenoyl-3-O-β-D-吡喃半乳糖-sn-甘油和1-O-(ω5Z)-etherolenoyl- 2-O-palmitoyl-3-O-(α-galactopyranosyl-1-6-β-D-galactopyranosyl)-sn-甘油。琐碎的名称“linolipins E、F、G、H 和 I”分别被归因于这些新型复合 oxylipins。
更新日期:2019-01-01
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