Antioxidant, cyclooxygenase and topoisomerase inhibitory compounds from Apium graveolens Linn. seeds
Antioxidant, cyclooxygenase and topoisomerase inhibitory compounds from Apium graveolens Linn. seeds
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DOI：
10.1078/0944-7113-00131
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发表时间：
2002-05-01
期刊：
影响因子：
7.9
通讯作者：
Nair, MG
中科院分区：
文献类型：
--
作者：
Momin, RA;Nair, MG
从芹菜种子中提取并纯化环加氧酶抑制剂和抗氧化剂生物测定，得到sedanelate（1）、senkyunolide-N（2）、senkyunolide-J（3）、3-羟甲基-6-甲氧基-2，3-二氢-1H-吲哚-2-醇（4）、L-色氨酸（6）和7-[3-（2-甲氧基苯基）-1H-吲哚-2-基]-2-羟基-3-羟基-6-甲氧基-2，3-二氢-1H-吲哚-2-醇（4）。（3，4-二羟基-4-羟甲基-四氢-呋喃-2-基氧基）-4，5-二羟基-6-羟甲基-四氢-吡喃-2-基氧基]-5-羟基-2-（4-羟基-3-甲氧基-苯基）-色烯-4-酮（7）。化合物1-7的结构用光谱方法确定。化合物4为首次报道。在250 μ g/ml（-1）时，化合物1-4、6和7在pH 7下显示出前列腺素H内过氧化物酶-I（COX-I）和前列腺素H内过氧化物酶-II（COX-II）抑制活性。化合物4的乙酰化产物（5）在250 μ g ml（-1）下测试时也抑制COX-1和COX-II酶。化合物6和7在125和250 μ g/ml浓度下表现出良好的抗氧化活性。只有化合物1-3在浓度分别为100、200和200 μ g/ml时表现出拓扑异构酶-I和-II酶抑制活性。
Cyclooxygenase inhibitory and antioxidant bioassay-directed extraction and purification of celery seeds yielded sedanolide (1), senkyunolide-N (2), senkyunolide-J (3), 3-hydroxymethyl-6-methoxy-2,3-dihydro-1H-indol-2-ol (4), L-tryptophan (6), and 7-[3-(3,4-dihydroxy-4-hydroxymethyl-tetrahydro-furan-2-yloxy)-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy]-5-hydroxy-2-(4-hydroxy-3-methoxy-phenyl)-chromen-4-one (7). The structures of compounds 1-7 were determined using spectroscopic methods. Compound 4 is reported here for the first time. At 250 mug ml(-1), compounds 1-4, 6 and 7 displayed prostaglandin H endoperoxide synthase-I (COX-I) and prostaglandin H endoperoxide synthase-II (COX-II) inhibitory activities at pH 7. The acetylated product (5) of compound 4 also inhibited COX-I and COX-II enzymes when tested at 250 mug ml(-1). Compounds 6 and 7 exhibited good antioxidant activity at concentrations of 125 and 250 mug ml(-1). Only compounds 1-3 exhibited topoisomerase-I and -II enzyme inhibitory activity at concentrations of 100, 200 and 200 mug ml(-1), respectively.