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Terpenoids from Glechoma hederacea var. longituba and their biological activities

Glechoma hederacea var. longituba (common name: ground ivy) has been used for the treatment of asthma, bronchitis, cholelithiasis, colds, and inflammation. In the present study, three new sesquiterpene glycosides (1–3), two new diterpene glycosides (4 and 5), and four known compounds (6–9) were isol...

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Autores principales: Kim, Dong Hyun, Ham, Song Lim, Khan, Zahra, Kim, Sun Yeou, Choi, Sang Un, Kim, Chung Sub, Lee, Kang Ro
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9127242/
https://www.ncbi.nlm.nih.gov/pubmed/35651699
http://dx.doi.org/10.3762/bjoc.18.58
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author Kim, Dong Hyun
Ham, Song Lim
Khan, Zahra
Kim, Sun Yeou
Choi, Sang Un
Kim, Chung Sub
Lee, Kang Ro
author_facet Kim, Dong Hyun
Ham, Song Lim
Khan, Zahra
Kim, Sun Yeou
Choi, Sang Un
Kim, Chung Sub
Lee, Kang Ro
author_sort Kim, Dong Hyun
collection PubMed
description Glechoma hederacea var. longituba (common name: ground ivy) has been used for the treatment of asthma, bronchitis, cholelithiasis, colds, and inflammation. In the present study, three new sesquiterpene glycosides (1–3), two new diterpene glycosides (4 and 5), and four known compounds (6–9) were isolated from its MeOH extract. A structure elucidation was performed for the five new compounds (1–5) using 1D and 2D NMR, HRESIMS, DP4+ and ECD calculations, and chemical methods. All the isolates (1–9) were assessed for their antineuroinflammatory activities on nitric oxide (NO) production in lipopolysaccharide (LPS)-activated BV-2 cells, nerve growth factor (NGF) secretion stimulation activities in C6 glioma cells, and cytotoxic activities against four human cancer cell lines (A549, SK-OV-3, SK-MEL-2, and HCT15). Compounds 2 and 5–7 exhibited inhibitory effects on the NO production with IC(50) values of 52.21, 47.90, 61.61, and 25.35 μM, respectively. Compound 5 also exhibited a significant stimulating effect on NGF secretion (122.77 ± 8.10%). Compound 9 showed potent cytotoxic activity against SK-OV-3 (IC(50) = 3.76 μM) and SK-MEL-2 (IC(50) = 1.48 μM) cell lines, while 7 displayed a strong cytotoxic activity against the SK-MEL-2 (IC(50) = 9.81 μM) cell line.
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spelling pubmed-91272422022-05-31 Terpenoids from Glechoma hederacea var. longituba and their biological activities Kim, Dong Hyun Ham, Song Lim Khan, Zahra Kim, Sun Yeou Choi, Sang Un Kim, Chung Sub Lee, Kang Ro Beilstein J Org Chem Full Research Paper Glechoma hederacea var. longituba (common name: ground ivy) has been used for the treatment of asthma, bronchitis, cholelithiasis, colds, and inflammation. In the present study, three new sesquiterpene glycosides (1–3), two new diterpene glycosides (4 and 5), and four known compounds (6–9) were isolated from its MeOH extract. A structure elucidation was performed for the five new compounds (1–5) using 1D and 2D NMR, HRESIMS, DP4+ and ECD calculations, and chemical methods. All the isolates (1–9) were assessed for their antineuroinflammatory activities on nitric oxide (NO) production in lipopolysaccharide (LPS)-activated BV-2 cells, nerve growth factor (NGF) secretion stimulation activities in C6 glioma cells, and cytotoxic activities against four human cancer cell lines (A549, SK-OV-3, SK-MEL-2, and HCT15). Compounds 2 and 5–7 exhibited inhibitory effects on the NO production with IC(50) values of 52.21, 47.90, 61.61, and 25.35 μM, respectively. Compound 5 also exhibited a significant stimulating effect on NGF secretion (122.77 ± 8.10%). Compound 9 showed potent cytotoxic activity against SK-OV-3 (IC(50) = 3.76 μM) and SK-MEL-2 (IC(50) = 1.48 μM) cell lines, while 7 displayed a strong cytotoxic activity against the SK-MEL-2 (IC(50) = 9.81 μM) cell line. Beilstein-Institut 2022-05-17 /pmc/articles/PMC9127242/ /pubmed/35651699 http://dx.doi.org/10.3762/bjoc.18.58 Text en Copyright © 2022, Kim et al. https://creativecommons.org/licenses/by/4.0/This is an open access article licensed under the terms of the Beilstein-Institut Open Access License Agreement (https://www.beilstein-journals.org/bjoc/terms/terms), which is identical to the Creative Commons Attribution 4.0 International License (https://creativecommons.org/licenses/by/4.0 (https://creativecommons.org/licenses/by/4.0/) ). The reuse of material under this license requires that the author(s), source and license are credited. Third-party material in this article could be subject to other licenses (typically indicated in the credit line), and in this case, users are required to obtain permission from the license holder to reuse the material.
spellingShingle Full Research Paper
Kim, Dong Hyun
Ham, Song Lim
Khan, Zahra
Kim, Sun Yeou
Choi, Sang Un
Kim, Chung Sub
Lee, Kang Ro
Terpenoids from Glechoma hederacea var. longituba and their biological activities
title Terpenoids from Glechoma hederacea var. longituba and their biological activities
title_full Terpenoids from Glechoma hederacea var. longituba and their biological activities
title_fullStr Terpenoids from Glechoma hederacea var. longituba and their biological activities
title_full_unstemmed Terpenoids from Glechoma hederacea var. longituba and their biological activities
title_short Terpenoids from Glechoma hederacea var. longituba and their biological activities
title_sort terpenoids from glechoma hederacea var. longituba and their biological activities
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9127242/
https://www.ncbi.nlm.nih.gov/pubmed/35651699
http://dx.doi.org/10.3762/bjoc.18.58
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