Simultaneous analysis of isoflavones and saponins in Pueraria flowers using HPLC coupled to an evaporative light scattering detector and isolation of a new isoflavone diglucoside

Abstract

The Pueraria flowers, Puerariae Flos [Puerariae Lobatae Flos (the flowers of P. lobata) and Puerariae Thomsonii Flos (the flowers of P. thomsonii)], have been used as crude drugs to counteract the overconsumption of alcohol in Japan and China. Both types of Puerariae Flos contain a large amount of isoflavones and saponins. Simultaneous analysis of the total saponin and isoflavone fraction within the flowers has proven difficult thus far; however, profile analysis of saponin and isoflavone levels was attempted in this study by using HPLC coupled to an evaporative light scattering detector (ELSD). A characteristic peak of kakkalide was common in the chromatograms of extracts originating from the flowers of P. lobata, though original habitats were different. Tiny peaks of saponins were also observed in chromatograms of all specimens derived from P. lobata. In the chromatograms of six out of eight extracts of Puerariae Thomsonii Flos originating from Guangdong, China, characteristic twin peaks corresponding to tectorigenin 7-O-xylosylglucoside and tectoridin were observed. The distinctive twin peaks were not found in the chromatograms of the extracts produced in Hunan and Sichuan. Although the amounts of total saponins and isoflavones obtained from Puerariae Lobatae Flos were almost the same, those of Puerariae Thomsonii Flos varied remarkably and were not related to habitat. A good yield of a new isoflavone glycoside was obtained from some specimens of Puerariae Thomsonii Flos; the structure was determined to be 6-hydroxygenistein 6,7-di-O-glucoside.

Screening and identification of BSA bound ligands from Puerariae lobata flower by BSA functionalized Fe3O4 magnetic nanoparticles coupled with HPLC–MS/MS

“…The result was in agreement with the previous reports [38], which showed that the B-ring substitution pattern of flavones is a significant structural feature for their function. All of the 13 compounds identified in P. lobata flower were all proven bioactive compounds [39][40][41]. Therefore, it is believed that this proposed analytical method could be applied in screening bioactive compounds in TCMs.…”

Simultaneous Determination of Isoflavones, Saponins and Flavones in Flos Puerariae by Ultra Performance Liquid Chromatography Coupled with Quadrupole Time-of-Flight Mass Spectrometry

“…Other used reference compounds were isolated from the extracts of the flowers of P. lobata and P. thomsonii in our previous studies. 9,10,13,27) They included 6-hydroxygenistein-6, 7-di-Oglucoside (2), 6-hydroxygenistein-7-O-glucoside (7), rutin (8), tectorigenin-7-O-xylosylglucoside (10), genistin (11), tectoridin (12), 6-hydroxybiochanin A-6, 7-di-O-glucoside (13), gehuain (14), glycitein (17), kakkalide (20), genistein (22), tectorigenin (25), biochanin A (27), astragaloside VIII (28), soyasaponin I (29), irisolidone (30), soyasaponin IV (31), kaikasaponin III (32), kaikasaponin II (33), kaikasaponin I (34), kakkasaponin I (35), azukisaponin I (36), baptisiasaponin I (37), phaseoside IV (38), kakkasaponin II (39) and kakkasaponin III (41). The identity of these compounds were confirmed by melting point, UV, IR, 1 H-and 13 C-NMR and MS, and their purities evaluated with HPLC-photodiode array detector (PDA) were more than 95%.…”

“…For example, tectoridin shows potent effects on the inhibition of prostaglandin E 2 (PGE 2 ) production, while kakkalide has no significant effect. 17) Actually, Flos Puerariae Lobatae and Flos Puerariae Thomsonii have been indiscriminate in clinical use and in the preparation of phytopharmaceuticals, which is a serious issue in relation to the efficacy, quality control and safety.…”

Pharmacokinetics of conjugated metabolites in rat plasma after oral administration of tectoridin

“…Tectoridin (1) and tectorigenin (2) were isolated from flowers of P. thomsonii Benth [15], and Te-7G (3), Te-7S (4), and Te-4 S (5) were isolated from urine of rats orally administered tectoridin [14]. The identity of these compounds was confirmed by spectoral analysis including UV, infrared radiation (IR), 1 H and 13 C NMR, and mass spectrometries (MS).…”