Flavonoids and alkaloids from the rhizomes of Zephyranthes ajax Hort. and their cytotoxicity

Abstract A new flavanol derivative, (2R,3R)-3-acetoxy-7-hydroxy-3′,4′-methylenedioxyflavan (1), was co-isolated from the rhizomes of Zephyranthes ajax Hort. with the following seven known compounds: 7-hydroxyflavan (2), 7,4′-dihydroxyflavan (3), 7,4′-dihydroxy-8-methylflavan (4), 7,3′-dihydroxy-4′-m...

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Autores principales:	Khan Viet Nguyen, Duc Viet Ho, Nhan Trong Le, Kiem Van Phan, Jyrki Heinämäki, Ain Raal, Hoai Thi Nguyen
Formato:	article
Lenguaje:	EN
Publicado:	Nature Portfolio 2020
Materias:	Medicine R Science Q
Acceso en línea:	https://doaj.org/article/99a18492c9ce40fc8aab7923fbf88f18
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spelling	oai:doaj.org-article:99a18492c9ce40fc8aab7923fbf88f182021-12-02T13:58:14ZFlavonoids and alkaloids from the rhizomes of Zephyranthes ajax Hort. and their cytotoxicity10.1038/s41598-020-78785-22045-2322https://doaj.org/article/99a18492c9ce40fc8aab7923fbf88f182020-12-01T00:00:00Zhttps://doi.org/10.1038/s41598-020-78785-2https://doaj.org/toc/2045-2322Abstract A new flavanol derivative, (2R,3R)-3-acetoxy-7-hydroxy-3′,4′-methylenedioxyflavan (1), was co-isolated from the rhizomes of Zephyranthes ajax Hort. with the following seven known compounds: 7-hydroxyflavan (2), 7,4′-dihydroxyflavan (3), 7,4′-dihydroxy-8-methylflavan (4), 7,3′-dihydroxy-4′-methoxyflavan (5), 5,4′-dihydroxy-7-methoxy-6-methylflavan (6), 7-hydroxy-3′,4′-methylenedioxyflavanone (7) and haemanthamine (8). Their structures were elucidated by combining 1D-/2D-NMR, CD, UV and HRESIMS data, and comparisons with reported data in literature were made. Among these known compounds, 2, 3, 4, 6 and 7 were isolated from the genus Zephyranthes for the first time. In addition, the cytotoxicity assay indicated that compound 8 has potent cytotoxic activity against human hepatocellular carcinoma (the HepG2 cell line), human lung carcinoma (the SK-LU-1 cell line), human carcinoma in the mouth (the KB cell line), human colon carcinoma (the SW480 cell line) and human stomach gastric adenocarcinoma (the AGS cell line), with IC50 values ranging from 4.4 to 11.3 µM. This is the first study reporting the cytotoxicity of compound 8 against the SK-LU-1 cancer cell lines.Khan Viet NguyenDuc Viet HoNhan Trong LeKiem Van PhanJyrki HeinämäkiAin RaalHoai Thi NguyenNature PortfolioarticleMedicineRScienceQENScientific Reports, Vol 10, Iss 1, Pp 1-6 (2020)
institution	DOAJ
collection	DOAJ
language	EN
topic	Medicine R Science Q
spellingShingle	Medicine R Science Q Khan Viet Nguyen Duc Viet Ho Nhan Trong Le Kiem Van Phan Jyrki Heinämäki Ain Raal Hoai Thi Nguyen Flavonoids and alkaloids from the rhizomes of Zephyranthes ajax Hort. and their cytotoxicity
description	Abstract A new flavanol derivative, (2R,3R)-3-acetoxy-7-hydroxy-3′,4′-methylenedioxyflavan (1), was co-isolated from the rhizomes of Zephyranthes ajax Hort. with the following seven known compounds: 7-hydroxyflavan (2), 7,4′-dihydroxyflavan (3), 7,4′-dihydroxy-8-methylflavan (4), 7,3′-dihydroxy-4′-methoxyflavan (5), 5,4′-dihydroxy-7-methoxy-6-methylflavan (6), 7-hydroxy-3′,4′-methylenedioxyflavanone (7) and haemanthamine (8). Their structures were elucidated by combining 1D-/2D-NMR, CD, UV and HRESIMS data, and comparisons with reported data in literature were made. Among these known compounds, 2, 3, 4, 6 and 7 were isolated from the genus Zephyranthes for the first time. In addition, the cytotoxicity assay indicated that compound 8 has potent cytotoxic activity against human hepatocellular carcinoma (the HepG2 cell line), human lung carcinoma (the SK-LU-1 cell line), human carcinoma in the mouth (the KB cell line), human colon carcinoma (the SW480 cell line) and human stomach gastric adenocarcinoma (the AGS cell line), with IC50 values ranging from 4.4 to 11.3 µM. This is the first study reporting the cytotoxicity of compound 8 against the SK-LU-1 cancer cell lines.
format	article
author	Khan Viet Nguyen Duc Viet Ho Nhan Trong Le Kiem Van Phan Jyrki Heinämäki Ain Raal Hoai Thi Nguyen
author_facet	Khan Viet Nguyen Duc Viet Ho Nhan Trong Le Kiem Van Phan Jyrki Heinämäki Ain Raal Hoai Thi Nguyen
author_sort	Khan Viet Nguyen
title	Flavonoids and alkaloids from the rhizomes of Zephyranthes ajax Hort. and their cytotoxicity
title_short	Flavonoids and alkaloids from the rhizomes of Zephyranthes ajax Hort. and their cytotoxicity
title_full	Flavonoids and alkaloids from the rhizomes of Zephyranthes ajax Hort. and their cytotoxicity
title_fullStr	Flavonoids and alkaloids from the rhizomes of Zephyranthes ajax Hort. and their cytotoxicity
title_full_unstemmed	Flavonoids and alkaloids from the rhizomes of Zephyranthes ajax Hort. and their cytotoxicity
title_sort	flavonoids and alkaloids from the rhizomes of zephyranthes ajax hort. and their cytotoxicity
publisher	Nature Portfolio
publishDate	2020
url	https://doaj.org/article/99a18492c9ce40fc8aab7923fbf88f18
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Flavonoids and alkaloids from the rhizomes of Zephyranthes ajax Hort. and their cytotoxicity

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