Acquisition of pharmacologically active compounds from plant materials using ion-pair HPLC.

以高氯酸钠为离子对试剂，建立了离子对萃取和离子对高效液相色谱相结合的方法，快速、简便地提纯植物原料中的生物碱。生物碱与高氯酸盐阴离子形成中性相对疏水的离子对。所得到的离子对可以用某些有机溶剂提取，并且可以用高氯酸盐作为离子对试剂，用离子对高效液相色谱法很好地分离。通过这些方法，我们从植物材料中纯化了许多生物碱。从三种无性系药用植物——朱诺单缕草、小木犀草和佛尼卡单缕草中分离得到了多种异喹啉类生物碱，包括苯基异喹啉类、阿波啡类、原小檗碱类、假原小檗碱类和单纯异喹啉类，其中包括5个新化合物。结果表明：(1)假黄连素类生物碱具有较强的抗疟活性，其中以假黄连素和假黄连素活性最强。(2)在1位和2位具有甲基二氧基取代基的阿啡碱类生物碱具有较强的杀真菌活性。(3)对人白血病HL-60细胞有抑制作用。(4)小叶木参生物碱部位具有较强的镇痛作用，其中季生物碱部位的镇痛作用强于叔生物碱部位。本工作所设计的高效液相色谱溶剂体系也可用于酸性物质。在相同的溶剂体系中，以离子抑制的方式实现了黄酮类化合物的分离。分别从日本、中国和肯尼亚的药用植物中纯化黄酮类化合物。对分离得到的化合物进行了药理活性（抗氧化和抗肿瘤活性）检测。几种黄酮类化合物对人白血病HL-60细胞有很强的抑制作用，如黄荆中的牡荆卡尔松和黄荆中的巨果酚。f少

A rapid and convenient method was developed to purify alkaloids from plant materials by the combination ofion-pair extraction and ion-pair HPLC using sodium perchlorate as an ion-pair reagent. Alkaloids form neutraland relatively hydrophobic ion-pair with perchlorate anion. The resulting ion-pairs are extractable with someorganic solvents, and were excellently separated by means of ion-pair HPLC where perchlorate was used again asan ion-pair reagent. By these methods, we purified many alkaloids from plant materials. From threeAnnonaceous medicinal plants, Monodora junodii, Xylopia parviflora, and Monanthotaxis fornicata, manyisoquinoline alkaloids (benzylisoquinolines, aporphines, protoberberines, pseudoprotoberberines and simpleisoquinolines) including five new compounds were purified. The pharmacological activity of isolatedcompounds were examined, and the following results were obtained : (1) Pseudoprotoberberine alkaloids havestrong antimalarial activity, and among them the activit … More y of pseudocoptisine and peseudoberberine is the strongest. (2) Aporphine alkloaids having methylendioxy substituent in 1 - and 2-positions exhibit strong fungicidal activity. (3) Several benzylisoquinoline alkaloids in Monanthotaxis fornicata show growth inhibition against humanleukemia cell line, HL-60. (4) Alkaloidal fraction of Xylopia parviflora have strong analgesic action, andquaternary alkaloidal fraction has stronger activity than tertiary alkaloidal fraction.The HPLC solvent system devised in this work also can be applied for acidic substances. Flavonoids were excellently separated by the same solvent system, where separation was achieved as ion-suppression mode. Flavonoids were purified from Japanese, Chinese and Kenyan medicinal plants. The pharmacological activity (anti-oxidant and antitumor activity) of isolated compounds was examined. A few flavonoids (vitexicarpine from Vitex rotandifolia and pachypodol from Macarisia pyramidatd) show very strong growth inhibition against human leukemia cell line, HL-60.f Less