Simplex centroid mixture design,DI-ESI-MS,and chemometric analysis-guided isolation of parinarioidin C from bark of Brosimum parinarioides (Moraceae) |
| |
| Institution: | 1. Programa de Pós-Graduação em Química, Universidade Federal do Amazonas, 69077–000 Manaus, AM, Brazil;2. Central Analítica - Centro de Apoio Multidisciplinar (CAM), Universidade Federal do Amazonas, 69077–000 Manaus, AM, Brazil;1. Key Laboratory of Functional Yeast, China National Light Industry & Hubei Key Laboratory of Natural Products Research and Development, College of Biological and Pharmaceutical Sciences, China Three Gorges University, Yichang 443002, PR China;2. School of Biotechnology and Food Engineering, Changshu Institute of Technology, Suzhou 215500, PR China;3. Three Gorges Public Inspection and Testing Center, Yichang 443005, PR China;4. Hubei Key Laboratory of Tumor Microenvironment and Immunotherapy, Three Gorges University Medical College, China Three Gorges University, Yichang 443002, PR China;5. Agricultural College, Hubei Three Gorges Polytechnic, Yichang 443000, PR China;1. College of Pharmacy, Fujian University of Traditional Chinese Medicine, No.1 Qiuyang Road, Fujian 350108, PR China;2. Department of Phytochemistry, School of Pharmacy, Naval Medical University, No. 325, Guohe Road, Shanghai 200433, PR China;3. School of Pharmaceutical Sciences and Yunnan Key Laboratory of Pharmacology for Natural Products, Kunming Medical University, Kunming 650500, Yunnan, PR China;1. Facultad de Ciencias Químicas, Universidad Autonoma de Nuevo Leon, Av. Universidad S/N, Ciudad Universitaria, CP 66451 San Nicolás de los Garza, Nuevo León, Mexico;2. Departamento de Bioquímica y Medicina Molecular, Facultad de Medicina/Hospital Universitario, Dr. José Eleuterio González, Universidad Autonoma de Nuevo Leon, Madero y Aguirre Pequeño, Mitras Centro, Monterrey, Nuevo León C.P. 64460, Mexico;3. Departamento de Química Analítica, Facultad de Medicina, Universidad Autonoma de Nuevo Leon. Madero y Aguirre Pequeño, Mitras Centro, Monterrey, Nuevo León C.P. 64460, Mexico;4. Nantes Université, Cibles et médicaments des infections et de l′immunité, IICiMed, UR 1155, F-44000 Nantes, France;1. Hunan Province Cooperative innovation Center for Molecular Target New Drug Study, the Key Laboratory of Environment and Critical Human Diseases Prevention of the Education Department of Hunan Province, Hengyang Medical School, University of South China, Hengyang 421001, China;2. College of Forestry and Landscape Architecture, South China Agricultural University, Guangzhou 510642, China;3. South China Botanical Garden, Chinese Academy of Sciences, Guangzhou 510650, China;1. Institute of Natural Products Chemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Cau Giay, Hanoi 10072, Viet Nam;2. Graduate University of Science and Technology, VAST, 18 Hoang Quoc Viet, Cau Giay, Hanoi 10072, Viet Nam;3. Institute of Marine Biochemistry, VAST, 18 Hoang Quoc Viet, Cau Giay, Hanoi 10072, Viet Nam;4. Thai Nguyen University of Agriculture and Forestry, Quyet Thang, Thai Nguyen 24119, Viet Nam |
| |
| Abstract: | Brosimum parinarioides, a plant species native to the Amazonian region, is used in folk medicine for the treatment of several diseases. However, knowledge regarding its phytochemical content is scarce. In order to investigate the phytochemical composition of B. parinarioides, an integrative approach based on simplex-centroid design, direct infusion electrospray ionization mass spectrometry (DI-ESI-MS), and chemometric analysis was adopted. According to simplex-centroid design, dichloromethane (DCM), ethyl acetate (AcOEt), and ethanol-based (EtOH) extracts were prepared and analyzed using DI-ESI-MS, and their chemical profile was submitted to principal component analysis (PCA) and hierarchical cluster analysis (HCA). The AcOEt extract from the bark was obtained on a large scale and subjected to chromatographic separation. The multivariate analysis indicated the formation of three groups and highlighted isoliquiritigenin (1), licoagrochalcone A (2), caffeic acid glucoside (3), epicatechin-glycoside (4), caffeic acid (5), and one unknown compound, as being responsible for the segregation of these groups. Thus, the new compound was isolated and characterized using 1D and 2D nuclear magnetic resonance spectroscopy (NMR) and high-resolution mass spectrometry (HR-MS) as parinarioidin C (10). In addition, parinarioidin A (6), parinarioidin B (7), 3-O-caffeoylquinic acid (8), and kanzonol C (9) were tentatively identified based on manual interpretation of MS/MS spectra. Overall, the integrative approach proposed in the study provided a simple and effective model to dereplicate known compounds and guide the isolation of a new compound from a native amazon species, thus improving the knowledge regarding the phytochemical content of B. parinarioides. |
| |
| Keywords: | Amazon region Hydroxycinnamic acid derivatives Isoliquiritigenin Licoagrochalcone A Phenolic profile |
| 本文献已被 ScienceDirect 等数据库收录！ |
|
