Cargando…
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...
Autores principales: | , , , , |
---|---|
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 |
_version_ | 1784582888602206208 |
---|---|
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. |
format | Online Article Text |
id | pubmed-8512022 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT leechialin tuliposideshjandbioactivecomponentsfromthebulbofamanaedulis AT gaozhian tuliposideshjandbioactivecomponentsfromthebulbofamanaedulis AT jhanyunlian tuliposideshjandbioactivecomponentsfromthebulbofamanaedulis AT changyuanshiun tuliposideshjandbioactivecomponentsfromthebulbofamanaedulis AT chenchaojung tuliposideshjandbioactivecomponentsfromthebulbofamanaedulis |