Anonazepine, a new alkaloid from the leaves of Annona muricata (Annonaceae)
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Ngoc Vinh Huynh
Abstract
From the CHCl3-soluble extract of Annona muricata L. (Annonaceae) leaves, one new 3-benzazepine-type alkaloid, anonazepine (1), and four known aporphine-type alkaloids, (+)-laurotetanine (2), (+)-norglaucine (3), (−)-xylopine (4), and lanuginosine (5), were isolated. Except for (−)-xylopine (4), these remaining known alkaloids were first reported in A. muricata. The structures of the isolated alkaloids were established by 1D and 2D NMR spectroscopy and MS, as well as comparison with literature data. The new 3-benzazepine-type alkaloid existed in an inseparable mixture of two equilibrium conformers. Its absolute configuration was determined based on comparing their experimental and calculated ECD data. The anti-inflammatory activity of the isolated alkaloids was investigated, but none of the alkaloids showed a significant result.
Funding source: National Foundation for Science and Technology Development
Award Identifier / Grant number: 14/2020/STS02
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Author contributions: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.
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Research funding: This research is supported by Vietnam National Foundation for Science and Technology Development (NAFOSTED) under grant number 14/2020/STS02.
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Conflict of interest statement: The authors declare no conflicts of interest regarding this article.
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Supplementary Material
The article contains supplementary material (https://doi.org/10.1515/znc-2022-0136).
© 2022 Walter de Gruyter GmbH, Berlin/Boston
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Articles in the same Issue
- Frontmatter
- Research Articles
- A novel eudesmol derivative from the leaf essential oil of Guatteria friesiana (Annonaceae) and evaluation of the antinociceptive activity
- Chemical constituents of Desmodium triflorum and their antifungal activity against various phytopathogenic fungi
- Exploring phytochemical constituents of Achillea arabica Kotschy. ethanolic flower extract by LC-MS/MS and its possible antioxidant and antidiabetic effects in diabetic rats
- Chemical constituents from Ficus sur Forssk (Moraceae)
- In vitro acetylcholinesterase, tyrosinase inhibitory potentials of secondary metabolites from Euphorbia schimperiana and Euphorbia balsamifera
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- Limonoids and insecticidal activity on Spodoptera frugiperda (J.E. Smith) (Lepidoptera: Noctuidae) of Trichilia catigua A. Juss. (Meliaceae)
- Tissue specific changes of phytochemicals, antioxidant, antidiabetic and anti-inflammatory activities of tea [Camellia sinensis (L.)] extracted with different solvents
- Anonazepine, a new alkaloid from the leaves of Annona muricata (Annonaceae)
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