Identification of Two New Phenanthrenes from Dendrobii Herba and Their Cytotoxicity towards Human Hypopharynx Squamous Carcinoma Cell (FaDu)

Two new phenanthrenes, (1R,2R)-1,7-hydroxy-2,8-methoxy-2,3-dihydrophenanthrene-4(1H)-one (1) and 2,7-dihydroxy-phenanthrene-1,4-dione (2), were isolated from the ethyl acetate-soluble fraction of Dendrobii Herba, together with seven known phenanthrenes (3–9), two bibenzyls (10–12), and a lignan (13)...

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Autores principales: Nam, Bomi, Ryu, Seung Mok, Lee, Dongho, Jung, Chan-Hun, Jin, Chang Hyun, Kim, Jin-Baek, Lee, Ik-Soo, Han, Ah-Reum
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6631096/
https://www.ncbi.nlm.nih.gov/pubmed/31242649
http://dx.doi.org/10.3390/molecules24122339
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author Nam, Bomi
Ryu, Seung Mok
Lee, Dongho
Jung, Chan-Hun
Jin, Chang Hyun
Kim, Jin-Baek
Lee, Ik-Soo
Han, Ah-Reum
author_facet Nam, Bomi
Ryu, Seung Mok
Lee, Dongho
Jung, Chan-Hun
Jin, Chang Hyun
Kim, Jin-Baek
Lee, Ik-Soo
Han, Ah-Reum
author_sort Nam, Bomi
collection PubMed
description Two new phenanthrenes, (1R,2R)-1,7-hydroxy-2,8-methoxy-2,3-dihydrophenanthrene-4(1H)-one (1) and 2,7-dihydroxy-phenanthrene-1,4-dione (2), were isolated from the ethyl acetate-soluble fraction of Dendrobii Herba, together with seven known phenanthrenes (3–9), two bibenzyls (10–12), and a lignan (13). Structures of 1 and 2 were elucidated by analyzing one-dimensional (1D) and two-dimensional (2D)-NMR and High-resolution electrospray ionization mass spectra (HR-ESI-MS) data. The absolute configuration of compound 1 was confirmed by the circular dichroism (CD) spectroscopic method. In cytotoxicity assay using FaDu human hypopharynx squamous carcinoma cell line, compounds 3–6, 8, 10, and 12 showed activities, with IC(50) values that ranged from 2.55 to 17.70 μM.
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spelling pubmed-66310962019-08-19 Identification of Two New Phenanthrenes from Dendrobii Herba and Their Cytotoxicity towards Human Hypopharynx Squamous Carcinoma Cell (FaDu) Nam, Bomi Ryu, Seung Mok Lee, Dongho Jung, Chan-Hun Jin, Chang Hyun Kim, Jin-Baek Lee, Ik-Soo Han, Ah-Reum Molecules Article Two new phenanthrenes, (1R,2R)-1,7-hydroxy-2,8-methoxy-2,3-dihydrophenanthrene-4(1H)-one (1) and 2,7-dihydroxy-phenanthrene-1,4-dione (2), were isolated from the ethyl acetate-soluble fraction of Dendrobii Herba, together with seven known phenanthrenes (3–9), two bibenzyls (10–12), and a lignan (13). Structures of 1 and 2 were elucidated by analyzing one-dimensional (1D) and two-dimensional (2D)-NMR and High-resolution electrospray ionization mass spectra (HR-ESI-MS) data. The absolute configuration of compound 1 was confirmed by the circular dichroism (CD) spectroscopic method. In cytotoxicity assay using FaDu human hypopharynx squamous carcinoma cell line, compounds 3–6, 8, 10, and 12 showed activities, with IC(50) values that ranged from 2.55 to 17.70 μM. MDPI 2019-06-25 /pmc/articles/PMC6631096/ /pubmed/31242649 http://dx.doi.org/10.3390/molecules24122339 Text en © 2019 by the authors. 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 (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Nam, Bomi
Ryu, Seung Mok
Lee, Dongho
Jung, Chan-Hun
Jin, Chang Hyun
Kim, Jin-Baek
Lee, Ik-Soo
Han, Ah-Reum
Identification of Two New Phenanthrenes from Dendrobii Herba and Their Cytotoxicity towards Human Hypopharynx Squamous Carcinoma Cell (FaDu)
title Identification of Two New Phenanthrenes from Dendrobii Herba and Their Cytotoxicity towards Human Hypopharynx Squamous Carcinoma Cell (FaDu)
title_full Identification of Two New Phenanthrenes from Dendrobii Herba and Their Cytotoxicity towards Human Hypopharynx Squamous Carcinoma Cell (FaDu)
title_fullStr Identification of Two New Phenanthrenes from Dendrobii Herba and Their Cytotoxicity towards Human Hypopharynx Squamous Carcinoma Cell (FaDu)
title_full_unstemmed Identification of Two New Phenanthrenes from Dendrobii Herba and Their Cytotoxicity towards Human Hypopharynx Squamous Carcinoma Cell (FaDu)
title_short Identification of Two New Phenanthrenes from Dendrobii Herba and Their Cytotoxicity towards Human Hypopharynx Squamous Carcinoma Cell (FaDu)
title_sort identification of two new phenanthrenes from dendrobii herba and their cytotoxicity towards human hypopharynx squamous carcinoma cell (fadu)
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6631096/
https://www.ncbi.nlm.nih.gov/pubmed/31242649
http://dx.doi.org/10.3390/molecules24122339
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