Monoterpene Indole Alkaloids with Ca<sub>v</sub>3.1 T-Type Calcium Channel Inhibitory Activity from <i>Catharanthus roseus</i>

<i>Catharanthus roseus</i> 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 (...

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Autores principales: Zhen-Tao Deng, Wen-Yan Li, Lei Wang, Zhi-Ping Zhou, Xing-De Wu, Zhong-Tao Ding, Qin-Shi Zhao
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Publicado: MDPI AG 2021
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Acceso en línea:https://doaj.org/article/241be73c214a4476b95449eb51a3d2c7
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spelling oai:doaj.org-article:241be73c214a4476b95449eb51a3d2c72021-11-11T18:31:04ZMonoterpene Indole Alkaloids with Ca<sub>v</sub>3.1 T-Type Calcium Channel Inhibitory Activity from <i>Catharanthus roseus</i>10.3390/molecules262165161420-3049https://doaj.org/article/241be73c214a4476b95449eb51a3d2c72021-10-01T00:00:00Zhttps://www.mdpi.com/1420-3049/26/21/6516https://doaj.org/toc/1420-3049<i>Catharanthus roseus</i> 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 (<b>1</b>) and B (<b>2</b>), and six known analogues (<b>3</b>–<b>8</b>). Structures of <b>1</b> and <b>2</b> were established by <sup>1</sup>H-, <sup>13</sup>C- and 2D-NMR, and HREIMS data. The absolute configuration of <b>1</b> was confirmed by single-crystal X-ray diffraction analysis. Compound <b>2</b> represented an unprecedented aspidosperma-type alkaloid with a 2-piperidinyl moiety at C-10. Compounds <b>6</b>–<b>8</b> exhibited remarkable Ca<sub>v</sub>3.1 low voltage-gated calcium channel (LVGCC) inhibitory activity with IC<sub>50</sub> values of 11.83 ± 1.02, 14.3 ± 1.20, and 14.54 ± 0.99 μM, respectively.Zhen-Tao DengWen-Yan LiLei WangZhi-Ping ZhouXing-De WuZhong-Tao DingQin-Shi ZhaoMDPI AGarticle<i>Catharanthus roseus</i>monoterpene indole alkaloidcatharanosine ACa<sub>v</sub>3.1 low voltage-gated calcium channel (LVGCC)Organic chemistryQD241-441ENMolecules, Vol 26, Iss 6516, p 6516 (2021)
institution DOAJ
collection DOAJ
language EN
topic <i>Catharanthus roseus</i>
monoterpene indole alkaloid
catharanosine A
Ca<sub>v</sub>3.1 low voltage-gated calcium channel (LVGCC)
Organic chemistry
QD241-441
spellingShingle <i>Catharanthus roseus</i>
monoterpene indole alkaloid
catharanosine A
Ca<sub>v</sub>3.1 low voltage-gated calcium channel (LVGCC)
Organic chemistry
QD241-441
Zhen-Tao Deng
Wen-Yan Li
Lei Wang
Zhi-Ping Zhou
Xing-De Wu
Zhong-Tao Ding
Qin-Shi Zhao
Monoterpene Indole Alkaloids with Ca<sub>v</sub>3.1 T-Type Calcium Channel Inhibitory Activity from <i>Catharanthus roseus</i>
description <i>Catharanthus roseus</i> 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 (<b>1</b>) and B (<b>2</b>), and six known analogues (<b>3</b>–<b>8</b>). Structures of <b>1</b> and <b>2</b> were established by <sup>1</sup>H-, <sup>13</sup>C- and 2D-NMR, and HREIMS data. The absolute configuration of <b>1</b> was confirmed by single-crystal X-ray diffraction analysis. Compound <b>2</b> represented an unprecedented aspidosperma-type alkaloid with a 2-piperidinyl moiety at C-10. Compounds <b>6</b>–<b>8</b> exhibited remarkable Ca<sub>v</sub>3.1 low voltage-gated calcium channel (LVGCC) inhibitory activity with IC<sub>50</sub> values of 11.83 ± 1.02, 14.3 ± 1.20, and 14.54 ± 0.99 μM, respectively.
format article
author Zhen-Tao Deng
Wen-Yan Li
Lei Wang
Zhi-Ping Zhou
Xing-De Wu
Zhong-Tao Ding
Qin-Shi Zhao
author_facet Zhen-Tao Deng
Wen-Yan Li
Lei Wang
Zhi-Ping Zhou
Xing-De Wu
Zhong-Tao Ding
Qin-Shi Zhao
author_sort Zhen-Tao Deng
title Monoterpene Indole Alkaloids with Ca<sub>v</sub>3.1 T-Type Calcium Channel Inhibitory Activity from <i>Catharanthus roseus</i>
title_short Monoterpene Indole Alkaloids with Ca<sub>v</sub>3.1 T-Type Calcium Channel Inhibitory Activity from <i>Catharanthus roseus</i>
title_full Monoterpene Indole Alkaloids with Ca<sub>v</sub>3.1 T-Type Calcium Channel Inhibitory Activity from <i>Catharanthus roseus</i>
title_fullStr Monoterpene Indole Alkaloids with Ca<sub>v</sub>3.1 T-Type Calcium Channel Inhibitory Activity from <i>Catharanthus roseus</i>
title_full_unstemmed Monoterpene Indole Alkaloids with Ca<sub>v</sub>3.1 T-Type Calcium Channel Inhibitory Activity from <i>Catharanthus roseus</i>
title_sort monoterpene indole alkaloids with ca<sub>v</sub>3.1 t-type calcium channel inhibitory activity from <i>catharanthus roseus</i>
publisher MDPI AG
publishDate 2021
url https://doaj.org/article/241be73c214a4476b95449eb51a3d2c7
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AT qinshizhao monoterpeneindolealkaloidswithcasubvsub31ttypecalciumchannelinhibitoryactivityfromicatharanthusroseusi
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