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ARS Home » Southeast Area » Oxford, Mississippi » Natural Products Utilization Research » Research » Publications at this Location » Publication #354576

Research Project: Discovery and Development of Natural Products for Pharmaceutical and Agrochemical Applications II

Location: Natural Products Utilization Research

Title: Targeted and non-targeted analysis of annonaceous alkaloids and acetogenins from Asimina and Annona species using UHPLC-QTofF-MS

Author
item AVULA, BHARATHI - University Of Mississippi
item BAE, JI-YEONG - University Of Mississippi
item WU, TUNG-YING - China Medical University Hospital
item WANG, YAN-HONG - University Of Mississippi
item WANG, MEI - University Of Mississippi
item MAJRASHI, TAGHREED - University Of Mississippi
item ALI, ZULFIQAR - University Of Mississippi
item WU, YANG-CHANG - Kaohsiung University
item KHAN, IKHLAS - University Of Mississippi

Submitted to: Journal of Pharmaceutical and Biomedical Analysis
Publication Type: Peer Reviewed Journal
Publication Acceptance Date: 7/16/2018
Publication Date: 7/19/2018
Publication URL: https://handle.nal.usda.gov/10113/6471206
Citation: Avula, B., Bae, J., Wu, T., Wang, Y., Wang, M., Majrashi, T., Ali, Z., Wu, Y., Khan, I.A. 2018. Targeted and non-targeted analysis of annonaceous alkaloids and acetogenins from Asimina and Annona species using UHPLC-QTofF-MS. Journal of Pharmaceutical and Biomedical Analysis. 159:548-566. https://doi.org/10.1016/j.jpba.2018.07.030.
DOI: https://doi.org/10.1016/j.jpba.2018.07.030

Interpretive Summary: Pharmacological investigations of Asimina/Annona (Annonaceae) species revealed the presence of several bioactive compounds. Aporphine alkaloids and acetogenins are the major groups found in Asimina and Annona species. An analytical method was developed for herbal identification and quality control of these plants. This work enhances understanding of the biological activity and their benefits to human health of these species.

Technical Abstract: In current work, targeted and non-targeted analysis of alkaloids and acetogenins from methanolic extracts of Asimina, Annona species and dietary supplements have been performed using UHPLC-QToF in positive ion mode. Thirty-five standard compounds (twelve alkaloids and twenty-three acetogenins) were used for the analysis. The fragment ions produced by collision induced dissociation (CID) revealed the characteristic cleavage and provided structural information. Aporphine alkaloids and acetogenins are the major groups found in Asimina and Annona species. An untargeted analysis based on high-resolution mass spectrometry was carried out to profile the alkaloids and acetogenins from Asimina species (As. triloba, As. parviflora). Magnoflorine, being a major alkaloid from twigs of As. triloba samples, was used as an example to discuss the fragmentation patterns. In (+)-ESI-MS, magnoflorine gave [M]+ ions at m/z 342.1705. The fragment ions at m/z 297.1127 [M-(CH3)2NH]+, 282.0886 [M-(CH3)3NH]+, 265.0865 [M-(CH3)2NH-CH3OH]+, 237.0916 [M-(CH3)2NH-CH3OH-CO]+, and 222.0681 [M-(CH3)2NH-CH3OH-CO-CH3]+ resulted from the [M]+ molecular ion. One dietary supplement claiming to contain paw paw (As. triloba) was also analyzed and showed a similar profile to twigs of As. triloba. A total of 131 compounds including standard compounds were identified from the different parts of As. triloba and As. parviflora samples. These compounds can be used to distinguish Asimina species. However, for definite identification of these unknown components, further investigation is required. This may provide a model for the rapid screening and structural characterization of bioactive constituents from plant extracts in a single analysis.