Sadhu Samir Kumar, Okuyama Emi, Fujimoto Haruhiro, Ishibashi Masami
Graduate School of Pharmaceutical Sciences, Chiba University, Japan.
Chem Pharm Bull (Tokyo). 2003 May;51(5):595-8. doi: 10.1248/cpb.51.595.
According to the traditional usage of the plant for antiinflammation and analgesia, Leucas aspera was tested for its prostaglandin (PG) inhibitory and antioxidant activities. The extract showed both activities, i.e., inhibition at 3 x 10(-4) g/ml against PGE(1)- and PGE(2)-induced contractions in guinea pig ileum and a 1, 1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging effect. The separation guided by the activities in these dual assay methods provided eight lignans and four flavonoids, LA-1- -12, among which LA-1- -7 and LA-10- -12 were identified as nectandrin B, meso-dihydroguaiaretic acid, macelignan, acacetin, apigenin 7-O-[6"-O-(p-coumaroyl)-beta-D-glucoside], chrysoeriol, apigenin, erythro-2-(4-allyl-2, 6-dimethoxyphenoxy)-1-(4-hydroxy-3-methoxyphenyl)propan-1-ol, myristargenol B, and machilin C, respectively. LA-8 was determined to be (-)-chicanine, the new antipode of the (+) compound, by spectroscopic methods including CD and ORD. Chiral-HPLC analysis of LA-9 showed that it was a mixture of two enantiomers, (7R, 8R)- and (7S, 8S)-licarin A. All of these components were first isolated from L. aspera. PG inhibition was observed in LA-1, LA-2, and LA-5, and antioxidant activity in LA-1- -3 and LA-8- -12.
根据该植物用于抗炎和镇痛的传统用途，对糙苏进行了前列腺素（PG）抑制和抗氧化活性测试。提取物显示出这两种活性，即在3×10⁻⁴ g/ml时对豚鼠回肠中PGE₁和PGE₂诱导的收缩有抑制作用，以及对1,1-二苯基-2-苦基肼基（DPPH）自由基有清除作用。通过这些双重测定方法中的活性指导分离，得到了8种木脂素和4种黄酮类化合物，LA-1 - -12，其中LA-1 - -7和LA-10 - -12分别被鉴定为蜜茱萸宁B、内消旋二氢愈创木酸、马塞木脂素、刺槐素、芹菜素7-O-[6″-O-(对香豆酰基)-β-D-葡萄糖苷]、 Chrysoeriol、芹菜素、赤藓醇-2-(4-烯丙基-2,6-二甲氧基苯氧基)-1-(4-羟基-3-甲氧基苯基)丙烷-1-醇、肉豆蔻脂素B和马奇林C。通过包括圆二色光谱（CD）和旋光色散（ORD）在内的光谱方法确定LA-8为(+)化合物的新对映体(-)-chicanine。LA-9的手性高效液相色谱分析表明它是两种对映体(7R,8R)-和(7S,8S)-licarin A的混合物。所有这些成分均首次从糙苏中分离得到。在LA-1、LA-2和LA-5中观察到PG抑制作用，在LA-1 - -3和LA-8 - -12中观察到抗氧化活性。
