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Tuliposides H–J and Bioactive Components from the Bulb of Amana edulis

Three new tuliposides H–J (1–3) and 11 known compounds were obtained from the methanolic extracts of the bulbs of Amana edulis for the first time. Their structures were elucidated by NMR, MS, and IR spectroscopic data, optical rotation, and Mosher’s method. The melanogenesis properties of all the is...

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Autores principales: Lee, Chia-Lin, Gao, Zhi-An, Jhan, Yun-Lian, Chang, Yuan-Shiun, Chen, Chao-Jung
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8512022/
https://www.ncbi.nlm.nih.gov/pubmed/34641450
http://dx.doi.org/10.3390/molecules26195907
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author Lee, Chia-Lin
Gao, Zhi-An
Jhan, Yun-Lian
Chang, Yuan-Shiun
Chen, Chao-Jung
author_facet Lee, Chia-Lin
Gao, Zhi-An
Jhan, Yun-Lian
Chang, Yuan-Shiun
Chen, Chao-Jung
author_sort Lee, Chia-Lin
collection PubMed
description Three new tuliposides H–J (1–3) and 11 known compounds were obtained from the methanolic extracts of the bulbs of Amana edulis for the first time. Their structures were elucidated by NMR, MS, and IR spectroscopic data, optical rotation, and Mosher’s method. The melanogenesis properties of all the isolates were evaluated in B16 melanoma cells. Consequently, tributyl citrate (9) had anti-melanogenesis activity but was cytotoxic toward B16. (+)-Pyroglutamic acid (4), (+)-butyl 5-oxopyrrolidine-2-carboxylate (6), (–)-3-hydroxy-2-methylbutyrolactone (10), and 5-(hydroxymethyl)furfural (12) had increased melanin productions and tyrosinase activities. Those active components could be further studied as the candidates against melanoma and vitiligo for skin diseases or whitening/hypopigmentation for hair.
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spelling pubmed-85120222021-10-14 Tuliposides H–J and Bioactive Components from the Bulb of Amana edulis Lee, Chia-Lin Gao, Zhi-An Jhan, Yun-Lian Chang, Yuan-Shiun Chen, Chao-Jung Molecules Article Three new tuliposides H–J (1–3) and 11 known compounds were obtained from the methanolic extracts of the bulbs of Amana edulis for the first time. Their structures were elucidated by NMR, MS, and IR spectroscopic data, optical rotation, and Mosher’s method. The melanogenesis properties of all the isolates were evaluated in B16 melanoma cells. Consequently, tributyl citrate (9) had anti-melanogenesis activity but was cytotoxic toward B16. (+)-Pyroglutamic acid (4), (+)-butyl 5-oxopyrrolidine-2-carboxylate (6), (–)-3-hydroxy-2-methylbutyrolactone (10), and 5-(hydroxymethyl)furfural (12) had increased melanin productions and tyrosinase activities. Those active components could be further studied as the candidates against melanoma and vitiligo for skin diseases or whitening/hypopigmentation for hair. MDPI 2021-09-29 /pmc/articles/PMC8512022/ /pubmed/34641450 http://dx.doi.org/10.3390/molecules26195907 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
Lee, Chia-Lin
Gao, Zhi-An
Jhan, Yun-Lian
Chang, Yuan-Shiun
Chen, Chao-Jung
Tuliposides H–J and Bioactive Components from the Bulb of Amana edulis
title Tuliposides H–J and Bioactive Components from the Bulb of Amana edulis
title_full Tuliposides H–J and Bioactive Components from the Bulb of Amana edulis
title_fullStr Tuliposides H–J and Bioactive Components from the Bulb of Amana edulis
title_full_unstemmed Tuliposides H–J and Bioactive Components from the Bulb of Amana edulis
title_short Tuliposides H–J and Bioactive Components from the Bulb of Amana edulis
title_sort tuliposides h–j and bioactive components from the bulb of amana edulis
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8512022/
https://www.ncbi.nlm.nih.gov/pubmed/34641450
http://dx.doi.org/10.3390/molecules26195907
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