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New Monoterpenoid Indole Alkaloids from Tabernaemontana crassa Inhibit β-Amyloid42 Production and Phospho-Tau (Thr217)

Eleven monoterpenoid indole alkaloids, including three new ones, tabercrassines A–C (1–3), were isolated from the seeds of Tabernaemontana crassa. Tabercrassine A (1) is an ibogan–ibogan-type bisindole alkaloid which is formed by the polymerization of two classic ibogan-type monomers through a C3 un...

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Autores principales: Li, Sheng, Han, Ling-Ling, Huang, Ke-Pu, Ma, Ye-Han, Guo, Ling-Li, Guo, Yarong, Ran, Xiaoqian, Yao, Yong-Gang, Hao, Xiao-Jiang, Luo, Rongcan, Zhang, Yu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9862887/
https://www.ncbi.nlm.nih.gov/pubmed/36675001
http://dx.doi.org/10.3390/ijms24021487
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author Li, Sheng
Han, Ling-Ling
Huang, Ke-Pu
Ma, Ye-Han
Guo, Ling-Li
Guo, Yarong
Ran, Xiaoqian
Yao, Yong-Gang
Hao, Xiao-Jiang
Luo, Rongcan
Zhang, Yu
author_facet Li, Sheng
Han, Ling-Ling
Huang, Ke-Pu
Ma, Ye-Han
Guo, Ling-Li
Guo, Yarong
Ran, Xiaoqian
Yao, Yong-Gang
Hao, Xiao-Jiang
Luo, Rongcan
Zhang, Yu
author_sort Li, Sheng
collection PubMed
description Eleven monoterpenoid indole alkaloids, including three new ones, tabercrassines A–C (1–3), were isolated from the seeds of Tabernaemontana crassa. Tabercrassine A (1) is an ibogan–ibogan-type bisindole alkaloid which is formed by the polymerization of two classic ibogan-type monomers through a C3 unit aliphatic chain. Their structures were established by extensive analysis of HRESIMS, NMR, and ECD spectra. Cellular assays showed that alkaloids 1–3 all reduce Aβ42 production and inhibit phospho-tau (Thr217), a new biomarker of Alzheimer’s disease [AD] associated with BACE1-, NCSTN-, GSK3β-, and CDK5-mediated pathways, suggesting these alkaloids’ potential against AD.
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spelling pubmed-98628872023-01-22 New Monoterpenoid Indole Alkaloids from Tabernaemontana crassa Inhibit β-Amyloid42 Production and Phospho-Tau (Thr217) Li, Sheng Han, Ling-Ling Huang, Ke-Pu Ma, Ye-Han Guo, Ling-Li Guo, Yarong Ran, Xiaoqian Yao, Yong-Gang Hao, Xiao-Jiang Luo, Rongcan Zhang, Yu Int J Mol Sci Article Eleven monoterpenoid indole alkaloids, including three new ones, tabercrassines A–C (1–3), were isolated from the seeds of Tabernaemontana crassa. Tabercrassine A (1) is an ibogan–ibogan-type bisindole alkaloid which is formed by the polymerization of two classic ibogan-type monomers through a C3 unit aliphatic chain. Their structures were established by extensive analysis of HRESIMS, NMR, and ECD spectra. Cellular assays showed that alkaloids 1–3 all reduce Aβ42 production and inhibit phospho-tau (Thr217), a new biomarker of Alzheimer’s disease [AD] associated with BACE1-, NCSTN-, GSK3β-, and CDK5-mediated pathways, suggesting these alkaloids’ potential against AD. MDPI 2023-01-12 /pmc/articles/PMC9862887/ /pubmed/36675001 http://dx.doi.org/10.3390/ijms24021487 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Li, Sheng
Han, Ling-Ling
Huang, Ke-Pu
Ma, Ye-Han
Guo, Ling-Li
Guo, Yarong
Ran, Xiaoqian
Yao, Yong-Gang
Hao, Xiao-Jiang
Luo, Rongcan
Zhang, Yu
New Monoterpenoid Indole Alkaloids from Tabernaemontana crassa Inhibit β-Amyloid42 Production and Phospho-Tau (Thr217)
title New Monoterpenoid Indole Alkaloids from Tabernaemontana crassa Inhibit β-Amyloid42 Production and Phospho-Tau (Thr217)
title_full New Monoterpenoid Indole Alkaloids from Tabernaemontana crassa Inhibit β-Amyloid42 Production and Phospho-Tau (Thr217)
title_fullStr New Monoterpenoid Indole Alkaloids from Tabernaemontana crassa Inhibit β-Amyloid42 Production and Phospho-Tau (Thr217)
title_full_unstemmed New Monoterpenoid Indole Alkaloids from Tabernaemontana crassa Inhibit β-Amyloid42 Production and Phospho-Tau (Thr217)
title_short New Monoterpenoid Indole Alkaloids from Tabernaemontana crassa Inhibit β-Amyloid42 Production and Phospho-Tau (Thr217)
title_sort new monoterpenoid indole alkaloids from tabernaemontana crassa inhibit β-amyloid42 production and phospho-tau (thr217)
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9862887/
https://www.ncbi.nlm.nih.gov/pubmed/36675001
http://dx.doi.org/10.3390/ijms24021487
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