Abstract
Lyophilized Acmella oleracea capitula, leaves and stems were extracted with methanol at 100 °C and 10 MPa (100 atm) pressure in a sealed container and analyzed by LC-HRMS and NMR. This solubilized 28.3% of the leaves, 24.7% of the stems and 31.1% of the capitula. The NMR spectra were dominated by signals due to the CHO and CH2O of carbohydrates. Spilanthol and other Nalkamides were present in the methanolic extracts at concentrations that were too low to enable their detection by NMR. In contrast, LC-HRMS was able to quantify spilanthol (deca-2E,6Z,8E-trienoic acid isobutylamide, syn. affinin, C14H23NO) and detect at least ten other N-alkamides as [M+H]+ ions with the following molecular formulas and m/z values: C13H17NO (1), C17H17NO (2), C15H19NO (3), C15H21NO (4), C16H23NO (5), C17H23NO (6), C14H25NO (7), C15H25NO (8), C14H21NO (9) and C16H25NO (10). The concentrations of spilanthol in the capitula, leaves and stems were 16.5, 0.344 and 0.241 mg/g dry weight. To confirm its presence by NMR, partial purification was required. So, a portion of the residues remaining after evaporating off the methanol were partitioned between chloroform and deionized water. The percentage of amphiphilic compounds in the capitula, leaves and stems were 7.69, 8.42 and 3.09% dry weight, respectively. NMR signals due to spilanthol were seen in their spectra.
Keywords: Acmella oleracea, LC-HRMS, NMR, spilanthol, N-alkamides.
The Natural Products Journal
Title:LC-HRMS and NMR Analysis of Lyophilized Acmella oleracea Capitula, Leaves and Stems
Volume: 6 Issue: 2
Author(s): Doug Monroe, Rensheng Luo, Kevin Tran, Kristy M. Richards, Alan Franco Barbosa, Mário G. de Carvalho, Armando U.O. Sabaa-Srur and Robert E. Smith
Affiliation:
Keywords: Acmella oleracea, LC-HRMS, NMR, spilanthol, N-alkamides.
Abstract: Lyophilized Acmella oleracea capitula, leaves and stems were extracted with methanol at 100 °C and 10 MPa (100 atm) pressure in a sealed container and analyzed by LC-HRMS and NMR. This solubilized 28.3% of the leaves, 24.7% of the stems and 31.1% of the capitula. The NMR spectra were dominated by signals due to the CHO and CH2O of carbohydrates. Spilanthol and other Nalkamides were present in the methanolic extracts at concentrations that were too low to enable their detection by NMR. In contrast, LC-HRMS was able to quantify spilanthol (deca-2E,6Z,8E-trienoic acid isobutylamide, syn. affinin, C14H23NO) and detect at least ten other N-alkamides as [M+H]+ ions with the following molecular formulas and m/z values: C13H17NO (1), C17H17NO (2), C15H19NO (3), C15H21NO (4), C16H23NO (5), C17H23NO (6), C14H25NO (7), C15H25NO (8), C14H21NO (9) and C16H25NO (10). The concentrations of spilanthol in the capitula, leaves and stems were 16.5, 0.344 and 0.241 mg/g dry weight. To confirm its presence by NMR, partial purification was required. So, a portion of the residues remaining after evaporating off the methanol were partitioned between chloroform and deionized water. The percentage of amphiphilic compounds in the capitula, leaves and stems were 7.69, 8.42 and 3.09% dry weight, respectively. NMR signals due to spilanthol were seen in their spectra.
Export Options
About this article
Cite this article as:
Monroe Doug, Luo Rensheng, Tran Kevin, M. Richards Kristy, Franco Barbosa Alan, G. de Carvalho Mário, U.O. Sabaa-Srur Armando and E. Smith Robert, LC-HRMS and NMR Analysis of Lyophilized Acmella oleracea Capitula, Leaves and Stems, The Natural Products Journal 2016; 6 (2) . https://dx.doi.org/10.2174/2210315506666160218232311
DOI https://dx.doi.org/10.2174/2210315506666160218232311 |
Print ISSN 2210-3155 |
Publisher Name Bentham Science Publisher |
Online ISSN 2210-3163 |
Call for Papers in Thematic Issues
Ayurvedic medicinal therapeutic approaches for inflammatory and neurodegenerative disorders
Usually, in our elderly population, neurodegenerative disorders occur due to neuron death. Alzheimer?s disease (AD) is an irreversible and progressive neurodegenerative disease. Dementia is the leading cause of AD, which affects about 30 million people worldwide. According to the World Alzheimer report 2018, a new case of dementia develops every ...read more
Recent Advances in Biotransformation of Bioactive Terpenoids using Aspergillus niger
Biotransformation is the reaction catalyzed by biological catalysts of either isolated enzymes or whole cell cultures of microorganisms. This process has been extensively applied in the conversion of bioactive terpenoids with high regio- and stereospecifity. This process has been also applied in the lead discovery and development. Aspergillus niger has ...read more
- Author Guidelines
- Graphical Abstracts
- Fabricating and Stating False Information
- Research Misconduct
- Post Publication Discussions and Corrections
- Publishing Ethics and Rectitude
- Increase Visibility of Your Article
- Archiving Policies
- Peer Review Workflow
- Order Your Article Before Print
- Promote Your Article
- Manuscript Transfer Facility
- Editorial Policies
- Allegations from Whistleblowers
Related Articles
-
Dry Age-Related Macular Degeneration: Recent Progress of Therapeutic approaches
Current Molecular Pharmacology Hemichannels in the Neurovascular Unit and White Matter Under Normal and Inflamed Conditions
CNS & Neurological Disorders - Drug Targets Changes of Gene Expression in the Developing Brain by Acute Ethanol Exposure
Current Psychopharmacology Pharmacological Modulation of Th17
Recent Patents on Inflammation & Allergy Drug Discovery Use of Intravenous Immunoglobulin in the Treatment of Immune-Mediated Demyelinating Diseases of the Nervous System
Current Pharmaceutical Design Therapeutic Potential of Alpinia officinarum
Mini-Reviews in Medicinal Chemistry Towards Isozyme-Selective HDAC Inhibitors For Interrogating Disease
Current Topics in Medicinal Chemistry Patent Analysis as a Tool for Research Planning: Study on Natural Based Therapeutics Against Cancer Stem Cells
Recent Patents on Anti-Cancer Drug Discovery Fibroblast Growth Factors, Fibroblast Growth Factor Receptors, Diseases, and Drugs
Recent Patents on Cardiovascular Drug Discovery Learning from Metabolic Networks: Current Trends and Future Directions for Precision Medicine
Current Medicinal Chemistry A Comprehensive Review on Exosomes and Microvesicles as Epigenetic Factors
Current Stem Cell Research & Therapy 2(3)-Aryl-thio(oxy)-methylquinoxaline Derivatives: A New Class of P-Glycoprotein-Mediated Drug Efflux Inhibitors
Medicinal Chemistry Natural Products Targeting Autophagy via the PI3K/Akt/mTOR Pathway as Anticancer Agents
Anti-Cancer Agents in Medicinal Chemistry Crohns Targeted Therapy: Myth or Real Goal?
Current Drug Discovery Technologies Role of CCK/Gastrin Receptors in Gastrointestinal/Metabolic Diseases and Results of Human Studies Using Gastrin/CCK Receptor Agonists/Antagonists in these Diseases
Current Topics in Medicinal Chemistry TRPV1 Antagonists as a Potential Treatment for Hyperalgesia
Recent Patents on CNS Drug Discovery (Discontinued) p38 MAPK: A Potential Target of Chronic Pain
Current Medicinal Chemistry Cyclooxygenase-2 Biology
Current Pharmaceutical Design 5-Aminoisoquinolin-1-one (5-AIQ), a Water-Soluble Inhibitor of the Poly(ADP-Ribose)Polymerases (PARPs)
Current Medicinal Chemistry Matrix Metalloproteinase Dependent Cleavage of Cell Adhesion Molecules in the Pathogenesis of CNS Dysfunction with HIV and Methamphetamine
Current HIV Research