Cargando…

Monoterpene Indole Alkaloids with Ca(v)3.1 T-Type Calcium Channel Inhibitory Activity from Catharanthus roseus

Catharanthus roseus is a well-known traditional herbal medicine for the treatment of cancer, hypertension, scald, and sore in China. Phytochemical investigation on the twigs and leaves of this species led to the isolation of two new monoterpene indole alkaloids, catharanosines A (1) and B (2), and s...

Descripción completa

Detalles Bibliográficos
Autores principales: Deng, Zhen-Tao, Li, Wen-Yan, Wang, Lei, Zhou, Zhi-Ping, Wu, Xing-De, Ding, Zhong-Tao, Zhao, Qin-Shi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8587030/
https://www.ncbi.nlm.nih.gov/pubmed/34770935
http://dx.doi.org/10.3390/molecules26216516
_version_ 1784598011174715392
author Deng, Zhen-Tao
Li, Wen-Yan
Wang, Lei
Zhou, Zhi-Ping
Wu, Xing-De
Ding, Zhong-Tao
Zhao, Qin-Shi
author_facet Deng, Zhen-Tao
Li, Wen-Yan
Wang, Lei
Zhou, Zhi-Ping
Wu, Xing-De
Ding, Zhong-Tao
Zhao, Qin-Shi
author_sort Deng, Zhen-Tao
collection PubMed
description Catharanthus roseus is a well-known traditional herbal medicine for the treatment of cancer, hypertension, scald, and sore in China. Phytochemical investigation on the twigs and leaves of this species led to the isolation of two new monoterpene indole alkaloids, catharanosines A (1) and B (2), and six known analogues (3–8). Structures of 1 and 2 were established by (1)H-, (13)C- and 2D-NMR, and HREIMS data. The absolute configuration of 1 was confirmed by single-crystal X-ray diffraction analysis. Compound 2 represented an unprecedented aspidosperma-type alkaloid with a 2-piperidinyl moiety at C-10. Compounds 6–8 exhibited remarkable Ca(v)3.1 low voltage-gated calcium channel (LVGCC) inhibitory activity with IC(50) values of 11.83 ± 1.02, 14.3 ± 1.20, and 14.54 ± 0.99 μM, respectively.
format Online
Article
Text
id pubmed-8587030
institution National Center for Biotechnology Information
language English
publishDate 2021
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-85870302021-11-13 Monoterpene Indole Alkaloids with Ca(v)3.1 T-Type Calcium Channel Inhibitory Activity from Catharanthus roseus Deng, Zhen-Tao Li, Wen-Yan Wang, Lei Zhou, Zhi-Ping Wu, Xing-De Ding, Zhong-Tao Zhao, Qin-Shi Molecules Article Catharanthus roseus is a well-known traditional herbal medicine for the treatment of cancer, hypertension, scald, and sore in China. Phytochemical investigation on the twigs and leaves of this species led to the isolation of two new monoterpene indole alkaloids, catharanosines A (1) and B (2), and six known analogues (3–8). Structures of 1 and 2 were established by (1)H-, (13)C- and 2D-NMR, and HREIMS data. The absolute configuration of 1 was confirmed by single-crystal X-ray diffraction analysis. Compound 2 represented an unprecedented aspidosperma-type alkaloid with a 2-piperidinyl moiety at C-10. Compounds 6–8 exhibited remarkable Ca(v)3.1 low voltage-gated calcium channel (LVGCC) inhibitory activity with IC(50) values of 11.83 ± 1.02, 14.3 ± 1.20, and 14.54 ± 0.99 μM, respectively. MDPI 2021-10-28 /pmc/articles/PMC8587030/ /pubmed/34770935 http://dx.doi.org/10.3390/molecules26216516 Text en © 2021 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
Deng, Zhen-Tao
Li, Wen-Yan
Wang, Lei
Zhou, Zhi-Ping
Wu, Xing-De
Ding, Zhong-Tao
Zhao, Qin-Shi
Monoterpene Indole Alkaloids with Ca(v)3.1 T-Type Calcium Channel Inhibitory Activity from Catharanthus roseus
title Monoterpene Indole Alkaloids with Ca(v)3.1 T-Type Calcium Channel Inhibitory Activity from Catharanthus roseus
title_full Monoterpene Indole Alkaloids with Ca(v)3.1 T-Type Calcium Channel Inhibitory Activity from Catharanthus roseus
title_fullStr Monoterpene Indole Alkaloids with Ca(v)3.1 T-Type Calcium Channel Inhibitory Activity from Catharanthus roseus
title_full_unstemmed Monoterpene Indole Alkaloids with Ca(v)3.1 T-Type Calcium Channel Inhibitory Activity from Catharanthus roseus
title_short Monoterpene Indole Alkaloids with Ca(v)3.1 T-Type Calcium Channel Inhibitory Activity from Catharanthus roseus
title_sort monoterpene indole alkaloids with ca(v)3.1 t-type calcium channel inhibitory activity from catharanthus roseus
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8587030/
https://www.ncbi.nlm.nih.gov/pubmed/34770935
http://dx.doi.org/10.3390/molecules26216516
work_keys_str_mv AT dengzhentao monoterpeneindolealkaloidswithcav31ttypecalciumchannelinhibitoryactivityfromcatharanthusroseus
AT liwenyan monoterpeneindolealkaloidswithcav31ttypecalciumchannelinhibitoryactivityfromcatharanthusroseus
AT wanglei monoterpeneindolealkaloidswithcav31ttypecalciumchannelinhibitoryactivityfromcatharanthusroseus
AT zhouzhiping monoterpeneindolealkaloidswithcav31ttypecalciumchannelinhibitoryactivityfromcatharanthusroseus
AT wuxingde monoterpeneindolealkaloidswithcav31ttypecalciumchannelinhibitoryactivityfromcatharanthusroseus
AT dingzhongtao monoterpeneindolealkaloidswithcav31ttypecalciumchannelinhibitoryactivityfromcatharanthusroseus
AT zhaoqinshi monoterpeneindolealkaloidswithcav31ttypecalciumchannelinhibitoryactivityfromcatharanthusroseus