Chemical Constituents of Portulaca oleracea

Chemical Constituents of Portulaca oleracea
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DOI:
10.1007/s10600-015-1403-8
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发表时间:
2015-07
影响因子:
0.8
通讯作者:
Jin-Long Tian;X. Liang;P. Gao;Ling-Zhi Li;Shaojiang Song
Jin-Long Tian;X. Liang;P. Gao;Ling-Zhi Li;Shaojiang Song
中科院分区:
化学4区
文献类型:
--
作者:
Jin-Long Tian;X. Liang;P. Gao;Ling-Zhi Li;Shaojiang Song

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对马齿苋马齿兰(中文为machixian,英文为purslane),广泛用于地中海和中欧及亚洲国家的野菜,被世界卫生组织列为最广泛使用的药用植物之一,被称为“全球灵丹妙药”[1]。作为传统的中国民间药物,它已被用作利尿剂,防腐剂,抗坏血病,解热,解痉和驱虫药,历史悠久[2]。药理学研究表明,马齿苋具有抗肿瘤活性。产生广泛的药理作用,例如抗炎[3]、抗菌[4]、骨骼肌松弛剂[5]、伤口愈合[6]和体外抗肿瘤[7]活性。在从该物种中寻找生物活性化合物的过程中,我们分离了12种含氮化合物(1-12):[8][9][9][10][11][12](L-tyrosinyl-L-tyrosinyl)(3)[10],cyclo(L-亮氨酰-L-酪氨酸基)(4),橄榄色苷B(5),3-羟基-2-吡啶酮-6-羧酸(6),曲立辛(7),1H-吡咯-2,5-二羧酸(8),5-羟基-2-吡啶羧酸(9),N-阿魏酰去甲甲烷醇(10)[11]、N-反阿魏酰酪胺(11)[12]和氨基苯甲酸(12); 9种黄酮类化合物(13-21):甘草苷(13)[13],异甘草苷(14)[13],木黄酮苷(15)[14],毛地黄黄酮-7-O-葡萄糖苷(16)[15],山奈酚-3-O-ED-吡喃葡萄糖苷(17)[16],牡荆素(18),黄芩苷(19)[15],葛根素(20)[17],和野黄芩素(21)[15]);八种三萜类化合物(22-29):甘草次酸(22)[18],3-乙酰紫胶桐酸(23),木栓酮(24),桦木酸(25)[19],熊果酸(26)[19],羽扇豆醇(27),油酸(28)[20],和4D-methyl-3E-hydroxylfriedelan(29);四种蒽醌(30-33):大黄酚(30)[21],大黄素(31)[22],芦荟大黄素(32)[23]和大黄酸(33)[24];和五种常见化合物(34-38):丁香酚(34)[25]、丁香树脂酚(35)[26]、邻羟基苯甲酸(36)、3-羟基香豆素(37)[27]和香草酸(38)。所有化合物均为从马齿苋属植物中分离得到。首次通过1H NMR和13 C NMR数据与文献报道的数据进行了比较。据我们所知,这是首次从马齿苋属植物中分离得到这些化合物(1-3,11-17,19-22,25-26,28,30-37)。
Portulaca oleracea L.(machixian in Chinese and purslane in English), widely used as a potherb in the Mediterranean and Central European and Asian Countries, and which is listed in the World Health Organization as one of the most widely used medicinal plants, has been given the name “global panacea”[1]. As a traditional Chinese folk medicine, it has been used as a diuretic, antiseptic, antiscorbutic, febrifuge, antispasmodic, and vermifuge with a long history [2]. Previously, pharmacological research has shown that Portulaca oleracea L. produces a wide range of pharmacological effects such as anti-inflammatory [3], antibacterial [4], skeletal muscle relaxant [5], wound-healing [6], and in vitro antitumor [7] activities. In the search for biologically active compounds from this species, we isolated 12 nitrogen-containing compounds (1–12): aurantiamide acetate (1)[8], aurantiamide (2)[9], cyclo (L-tyrosinyl-L-tyrosinyl)(3)[10], cyclo (L-leucinyl-L-tyrosinyl)(4), oleracein B (5), 3-hydroxy-2-pyridone-6-carboxylic acid (6), trollisine (7), 1H-pyrrole-2, 5-dicarboxylic acid (8), 5-hydroxy-2-pyridine carboxylic acid (9), N-feruloyl normetanephrine (10)[11], N-trans-feruloyl tyramine (11)[12], and aminobenzoic acid (12); nine flavonoids (13–21): liquiritin (13)[13], isoliquiritoside (14)[13], oroxyloside (15)[14], luteolin-7-O-glucoside (16)[15], kaempferol-3-O-ED-glucopyranoside (17)[16], vitexin (18), baicalin (19)[15], puerarin (20)[17], and scutellarin (21)[15]); eight triterpenoids (22–29): glycyrrhetinic acid (22)[18], 3-acetylaleuritolic acid (23), friedelin (24), betulinic acid (25)[19], ursolic acid (26)[19], lupeol (27), oleanolic acid (28)[20], and 4D-methyl-3E-hydroxylfriedelan (29); four anthraquinones (30–33): chrysophanol (30)[21], emodin (31)[22], aloeemodin (32)[23], and rhein (33)[24]); and five common compounds (34–38): dieugenol (34)[25], syringaresinol (35)[26], o-hydroxybenzoic acid (36), 3-hydroxycoumarin (37)[27], and vanillic acid (38). All the compounds isolated from the genus Portulaca L. for the first time were confirmed by comparison of their 1H NMR and 13C NMR data with those reported in the literature. To the best of our knowledge this is the first report on the isolation of these compounds (1–3, 11–17, 19–22, 25–26, 28, 30–37) from the genus Portulaca L.