Antioxidant xanthones from the pericarp of Garcinia mangostana (mangosteen)
Antioxidant xanthones from the pericarp of Garcinia mangostana (mangosteen)
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DOI：
10.1021/jf052649z
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发表时间：
2006-03-22
影响因子：
6.1
通讯作者：
Kinghorn, AD
中科院分区：
文献类型：
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作者：
Jung, HA;Su, BN;Kinghorn, AD
作为正在进行的植物膳食补充剂癌症化学预防剂研究的一部分，选择了 Garcinia mangostana L.（俗称山竹）进行详细研究。对果皮的 CH2Cl2 可溶性提取物进行重复色谱分析，分离出两种新的高氧化异戊二烯化呫吨酮，8-羟基呫吨酮 G (1) 和山竹酮 [7-甲氧基-2-(3-甲基-2-丁烯基)-8-(3-甲基-2-氧代-3-丁烯基)-1,3,6-三羟基呫吨酮，2]，以及12种已知的呫吨酮、曲黄酮G(3)、8-脱氧山竹素(4)、山竹酮B(5)、山竹酮D(6)、山竹酮E(7)、山竹素(8)、1-异山竹素(9)、α-山竹素(10)、γ-山竹素(11)、山竹酮(12)， smeathxanthone A (13) 和 tovophyllin A (14)。通过光谱数据分析阐明了化合物1和2的结构。除作为次要成分分离出的化合物 2 外，所有分离物的抗氧化活性均采用可靠的吗啉代亚硝胺衍生的过氧亚硝酸盐方法测定，其中化合物 1、8、10、11 和 13 的活性最强。在小鼠乳腺器官培养测定中，α-山竹素(10)抑制7，12-二甲基苯并蒽诱导的癌前病变，IC 50 为1.0μg/mL(2.44μM)。
As part of ongoing research on cancer chemopreventive agents from botanical dietary supplements, Garcinia mangostana L. (commonly known as mangosteen) was selected for detailed study. Repeated chromatography of a CH2Cl2-SOluble extract of the pericarp led to the isolation of two new highly oxygenated prenylated xanthones, 8-hydroxycudraxanthone G (1) and mangostingone [7-methoxy-2-(3-methyl-2-butenyl)-8-(3-methyl-2-oxo-3-butenyl)-1,3,6-trihydroxyxanthone, 2], together with 12 known xanthones, cudraxanthone G (3), 8-deoxygartanin (4), garcimangosone B (5), garcinone D (6), garcinone E (7), gartanin (8), 1-isomangostin (9), alpha-mangostin (10), gamma-mangostin (11), mangostinone (12), smeathxanthone A (13), and tovophyllin A (14). The structures of compounds 1 and 2 were elucidated by spectroscopic data analysis. Except for compound 2, which was isolated as a minor component, the antioxidant activities of all isolates were determined using authentic and morpholinosydnonimine-derived peroxynitrite methods, and compounds 1, 8, 10, 11, and 13 were the most active. a-Mangostin (10) inhibited 7,12-dimethylbenz[alpha]anthracene-induced preneoplastic lesions in a mouse mammary organ culture assay with an IC50 Of 1.0 mu g/mL (2.44 mu M).