Lipoperoxidation and cyclooxygenases 1 and 2 inhibitory compounds from Iryanthera juruensis.

Lipoperoxidation and cyclooxygenases 1 and 2 inhibitory compounds from Iryanthera juruensis.
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来自 Iryanthera juruensis 的脂过氧化和环氧合酶 1 和 2 抑制化合物。

DOI:
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发表时间:
2007
影响因子:
6.1
通讯作者:
M. Nair
M. Nair
中科院分区:
农林科学1区
文献类型:
--
作者:
D. H. Silva;Yanjun Zhang;Luciana A Santos;V. Bolzani;M. Nair

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南美印第安人传统上将 Iryanthera 属植物用作食品补充剂。 Iryanthera juruensis 是亚马逊地区特有的植物之一,在巴西消费,其叶子的甲醇提取物及其种子的己烷提取物在体外测定中可抑制脂质过氧化 (LPO) 和环氧合酶(COX-1 和 -2))。对这些提取物的进一步分析从叶提取物中产生了 5-脱氧黄酮 (1-5),从种子提取物中产生了马尾藻酚 (6)、马尾奎酸 (7)、新型胡芦烯酸 (8)、omega-芳基链烷酸 (9a-c) 和木酚素愈创木素 (10)。化合物 3-5 在 10 ppm 浓度下分别抑制 LPO 86%、77% 和 88%,化合物 6 和 9a-c 在 100 ppm 浓度下分别显示出 76% 和 78% 的抑制作用。然而,与市售抗氧化剂丁基羟基苯甲醚 (BHA)、丁基羟基甲苯 (BHT) 和维生素 E 相比,化合物 7 和 8 没有活性,木脂素 10 在 100 ppm 时表现出 99% 的 LPO 抑制活性。黄酮 1-5 在 100 ppm 时还对 COX-1 和 -2 酶抑制 50-65%。与阿司匹林和西乐葆(一种非甾体抗炎药 (NSAID))相比,化合物 6 对 COX-1 和 COX-2 酶表现出高度但非选择性的抑制作用。化合物7和10分别抑制COX-1 60%和65%以及COX-2 37%和18%,而化合物8和9a-c对这些酶几乎没有或没有活性。
Plants from Iryanthera genus have been traditionally used as food supplements by South American Indians. The MeOH extract of leaves of Iryanthera juruensis, one of the plants endemic to the Amazon region and consumed in Brazil, and the hexane extract from its seeds inhibited lipid peroxidation (LPO) and cyclooxygenase (COX-1 and -2)) enzymes in in vitro assays. Further analyses of these extracts yielded 5-deoxyflavones (1-5) from the leaf extract and sargachromenol (6), sargaquinoic acid (7), a novel juruenolic acid (8), omega-arylalkanoic acids (9a-c), and the lignan guaiacin (10) from the seed extract. Compounds 3-5 inhibited LPO by 86%, 77%, and 88% at 10 ppm, respectively, and compounds 6 and 9a-c showed inhibition at 76% and 78% at 100 ppm, respectively. However, compounds 7 and 8 were inactive and lignan 10 exhibited LPO inhibitory activity by 99% at 100 ppm compared to commercial antioxidants butylated hydroxyanisole (BHA), butylated hydroxytoluene (BHT), and vitamin E. The flavones 1-5 also inhibited COX-1 and -2 enzymes by 50-65% at 100 ppm. Compound 6 showed high but nonselective inhibition of COX-1 and COX-2 enzymes, when compared to aspirin and Celebrex, a nonsteroidal anti-inflammatory drug (NSAID). Compounds 7 and 10 inhibited COX-1 by 60% and 65% and COX-2 by 37% and 18%, respectively, whereas compounds 8 and 9a-c showed little or no activity against these enzymes.