Abstract
Coumarins and flavonoids are the major constituents of Toddalia asiatica. The separation and purification of ingredients from T. asiatica is an important procedure to acquire high-purity compounds for subsequent pharmacological investigation to discover leading compounds. In the present work, an offline two-dimensional high-performance liquid chromatography (HPLC) method was successfully established for the separation of high-purity glycosides from T. asiatica. Based on the separation results obtained with two different chromatographic stationary phases, a phenyl-bonded silica-based reversed-phase column was employed as the first HPLC preparation, and three fractions were obtained from the sample. Then, the fractions were isolated and purified on an octadecyl-bonded silica-based reversed-phase column to obtain high-purity compounds in the second HPLC separation. As a result, three coumarin glycosides, including two undescribed and one known, along with one known flavonoid glycoside with more than 98% purity were isolated from the sample. The structures of the isolated compounds were elucidated on the basis of extensive spectroscopic evidence derived from optical rotation, mass spectrometry, and nuclear magnetic resonance experiments. Two-dimensional HPLC with different stationary phases has the potential to be an efficient method for the separation of high-purity compounds from T. asiatica.
Highlights
Toddalia asiatica (L.) Lam. (Rutaceae) (Syn: Toddalia aculeata Pers., Scopolia aculeata Sm., Paullinia asiatica L.), well known as Feilongzhangxue in Chinese and commonly known as orange climber in English, is widely distributed in the east, south, and southeast of Asia, Madagascar, Africa, and the Mascarene Islands [1,2]
In this study, using two reversed-phase columns with phenyl- and octadecyl-bonded silica-based stationary phases, we developed a two-dimensional high-performance liquid chromatography (HPLC) method to realize a high-performance separation of coumarin and flavonoid glycosides from the roots of T. asiatica and obtain high-purity compounds
During the course of our search for coumarin glycosides, a fraction eluted with 60% methanol was isolated by one-dimensional HPLC using an octadecyl-bonded silica-based reversed-phase YMC-Pack
Summary
Toddalia asiatica (L.) Lam. (Rutaceae) (Syn: Toddalia aculeata Pers., Scopolia aculeata Sm., Paullinia asiatica L.), well known as Feilongzhangxue in Chinese and commonly known as orange climber in English, is widely distributed in the east, south, and southeast of Asia, Madagascar, Africa, and the Mascarene Islands [1,2]. (Rutaceae) (Syn: Toddalia aculeata Pers., Scopolia aculeata Sm., Paullinia asiatica L.), well known as Feilongzhangxue in Chinese and commonly known as orange climber in English, is widely distributed in the east, south, and southeast of Asia, Madagascar, Africa, and the Mascarene Islands [1,2]. The roots and barks of T. asiatica have been used in Miao minority medicine, mainly in Guizhou, Yunnan, and Guangxi provinces in China, for the treatment of fall injuries, rheumatic arthralgia, stomachache, chronic lumbago, and diarrhea [3,4]. Semelil (AngiparsTM), a Melilotus officinalis (L.) Lam. extract mainly containing coumarin glycosides, may assist in the management of wounds and varicose veins [14,15]. It is desirable to acquire high-purity coumarin glycosides from T. asiatica for subsequent pharmacological investigation to discover leading compounds
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