Pipersarmenoids, new amide alkaloids from Piper sarmentosum
Open accessAbstract
A chemical investigation of the aerial parts of Piper sarmentosum resulted in the isolation and identification of 14 amide alkaloids, including three new amide alkaloids, pipersarmenoids A - C (1-3), three new natural amide alkaloids, pipersarmenoids D - F (4-6), and 8 known analogues, N-p-coumaroyltyramine (7), piperlotine C (8), piperlotine D (9), pellitorine (10), sarmentine (11), aurantiamide acetate (12), 1-cinnamoyl pyrrolidine (13) and sarmentamide B (14). Their structures were determined by spectroscopic analysis including HRESIMS and 1D and 2D NMR. The cytotoxicity, neuroinflammation-inhibiting and acetylcholinesterase (AChE) inhibitory activities of those compounds were tested. Compounds 1, 2 and 12 inhibited NO production induced by LPS in BV2 cells with IC 50 values of 9.36, 12.53 and 10.77 μM, respectively. Moreover, 1, 2, 7 and 11 showed moderate inhibitory activity on AChE with IC 50 values ranging from 37.56 to 48.84 μM.
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N-trans-coumaroyltyramine has moderate acetylcholinesterase inhibitory activity with IC50 = 48.8 μM.
“N-trans-coumaroyltyramine was reported to possess moderate acetylcholinesterase inhibitory activity, with an IC50 of 48.8 μM [72].”
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- Authors
- Zhou, K., Han, L., Li, W., Liu, S., Chen, T., Chen, J., Lv, J., Zhou, X., Li, Q., Meng, X., Li, H., & Qin, L.
- Affiliations
- Zhejiang Chinese Medical University (CN)
- Corresponding author
- Meng, Xiongyu
- Li, Huaqiang
- Qin, Luping
- Venue
- Fitoterapia
- Publisher
- Elsevier BV
- Published
- 2024-09
- Volume
- 177
- Pages
- 106090
- ISSN
- 0367-326X (ISSN-L)
- OpenAlex
- W4399832919
- Cited by
- 6
- References
- 27
- Citations by year
- 2026: 2 · 2025: 4
- FWCI
- 2.53
- Type
- journal article
- Language
- en
- Open access
- green
- dx.doi.org
- Licence
- Locations
- Fitoterapia (publishedVersion)
- SSRN Electronic Journal (acceptedVersion)
- PubMed (publishedVersion)
- Funders
- Zhejiang Chinese Medical University
- National Natural Science Foundation of China (31900289, 2022JKZKTS08)
- Topics
- Life Sciences › Pharmacology, Toxicology and Pharmaceutics › Pharmacology › Piperaceae Chemical and Biological Studies
- Life Sciences › Agricultural and Biological Sciences › Plant Science › Phytochemistry and Biological Activities
- Physical Sciences › Chemistry › Organic Chemistry › Chemical synthesis and alkaloids
- Keywords
- Piper sarmentosum, amide alkaloids, natural product isolation, structure elucidation, pellitorine, aurantiamide acetate, cytotoxicity, neuroinflammation, acetylcholinesterase inhibition, nitric oxide production, BV-2 cells
- MeSH terms
- Alkaloids, Amides, Animals, Cell Line, China, Cholinesterase Inhibitors, Fatty Acids, Unsaturated, Nitric Oxide, Molecular Structure, Microglia, Piper, Plant Components, Aerial, Mice, Polyunsaturated Alkamides, Phytochemicals
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