Efficient Separation of Phytochemicals from Muehlenbeckia volcanica (Benth.) Endl. by Polarity-Stepwise Elution Counter-Current Chromatography and Their Antioxidant, Antiglycation, and Aldose Reductase Inhibition Potentials

• Published in: Molecules (Basel, Switzerland) Switzerland), 2021-01, Vol.26 (1), p.224
• Main Authors: Zuo, Guang-Lei, Kim, Hyun Yong, Guillen Quispe, Yanymee N, Wang, Zhi-Qiang, Hwang, Seung Hwan, Shin, Kyong-Oh, Lim, Soon Sung
• Format: Article
• Language: English
• Subjects: Acetic acid; Aldehyde reductase; Aldehyde Reductase - antagonists & inhibitors; aldose reductase inhibition; antiglycation; antioxidant; Antioxidants; Antioxidants - pharmacology; Benzoic acid; Bioactive compounds; Butanol; Chromatography; Chromatography, High Pressure Liquid; counter-current chromatography; Countercurrent Distribution; Diabetes; Diabetes mellitus; Diabetic neuropathy; Efficiency; Elution; Ethyl acetate; Gallic acid; Glycation End Products, Advanced - antagonists & inhibitors; Herbal medicine; Hexanes; High performance liquid chromatography; Liquid chromatography; Medicinal plants; Melicope volcanica; Muehlenbeckia; Muehlenbeckia volcanica (Benth.) Endl; Natural products; Oxidative stress; Phytochemicals; Phytochemicals - isolation & purification; Phytochemicals - pharmacology; Plant Extracts - pharmacology; Polarity; Polygonaceae - chemistry; Protocatechuic acid; Quercetin; Reductases; Rutin; Shikimic acid; Solvents; Stationary phase; stepwise elution
• ISSN: 1420-3049; 1420-3049
• DOI: 10.3390/MOLECULES26010224

(Benth.) Endl. ( ), native to South America, is a traditional Peruvian medicinal plant that has multi-therapeutic properties; however, no phytochemicals have been identified from it yet. In this study, a five-step polarity-stepwise elution counter-current chromatography (CCC) was developed using methanol/water (1:5, / ) as the stationary phase and different ratios of -hexane, ethyl acetate, and -butanol as mobile phases to separate the compounds from the 70% methanol extract of by which six compounds with a wide range of polarities were separated in a single run of CCC and were identified as gallic acid, protocatechuic acid, 4,4'-dihydroxy-3,3'-imino-di-benzoic acid, rutin, quercitrin, and quercetin. Then, two compounds from the fractions of stepwise elution CCC were separated using conventional high-speed CCC, pH-zone-refining CCC, and preparative high-performance liquid chromatography, and identified as shikimic acid and miquelianin. These compounds are reported from for the first time. Notably, except for shikimic acid, all other compounds showed anti-diabetic potentials via antioxidant, antiglycation, and aldose reductase inhibition. The results suggest that the polarity-stepwise elution CCC can be used to efficiently separate or fractionate compounds with a wide range of polarities from natural products. Moreover, and its bioactive compounds are potent anti-diabetic agents.