Identification of two new phenanthrenes from Dendrobii herba and their cytotoxicity towards human hypopharynx squamous carcinoma cell (FadU)

Bomi Nam; Seung Mok Ryu; Dongho Lee; Chan Hun Jung; Chang Hyun Jin; Jin Baek Kim; Ik Soo Lee; Ah Reum Han

doi:10.3390/molecules24122339

Identification of two new phenanthrenes from Dendrobii herba and their cytotoxicity towards human hypopharynx squamous carcinoma cell (FadU)

Bomi Nam, Seung Mok Ryu, Dongho Lee, Chan Hun Jung, Chang Hyun Jin, Jin Baek Kim, Ik Soo Lee, Ah Reum Han

Department of Biosystems and Biotechnology

Research output: Contribution to journal › Article › peer-review

8 Citations (Scopus)

Abstract

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 IC₅₀ values that ranged from 2.55 to 17.70 µM.

Original language	English
Article number	2339
Journal	Molecules
Volume	24
Issue number	12
DOIs	https://doi.org/10.3390/molecules24122339
Publication status	Published - 2019

Keywords

(1R,2R)-1,7-hydroxy-2,8-methoxy-2,3-dihydrophenanthrene-4(1H)-one
2,7-dihydroxy-phenanthrene-1,4-dione
Cytotoxicity
Dendrobii Herb
FaDu human hypopharynx squamous carcinoma cell

ASJC Scopus subject areas

Analytical Chemistry
Chemistry (miscellaneous)
Molecular Medicine
Pharmaceutical Science
Drug Discovery
Physical and Theoretical Chemistry
Organic Chemistry

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.3390/molecules24122339

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title = "Identification of two new phenanthrenes from Dendrobii herba and their cytotoxicity towards human hypopharynx squamous carcinoma cell (FadU)",

abstract = "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 IC50 values that ranged from 2.55 to 17.70 µM.",

keywords = "(1R,2R)-1,7-hydroxy-2,8-methoxy-2,3-dihydrophenanthrene-4(1H)-one, 2,7-dihydroxy-phenanthrene-1,4-dione, Cytotoxicity, Dendrobii Herb, FaDu human hypopharynx squamous carcinoma cell",

author = "Bomi Nam and Ryu, {Seung Mok} and Dongho Lee and Jung, {Chan Hun} and Jin, {Chang Hyun} and Kim, {Jin Baek} and Lee, {Ik Soo} and Han, {Ah Reum}",

note = "Funding Information: Funding: This work was supported by grants from the Korea Atomic Energy Research Institute (KAERI) and the National Research Foundation of Korea (2017R1C1B2006273). Publisher Copyright: {\textcopyright} 2019 by the authors",

year = "2019",

doi = "10.3390/molecules24122339",

language = "English",

volume = "24",

journal = "Molecules",

issn = "1420-3049",

publisher = "Multidisciplinary Digital Publishing Institute (MDPI)",

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T1 - Identification of two new phenanthrenes from Dendrobii herba and their cytotoxicity towards human hypopharynx squamous carcinoma cell (FadU)

AU - Nam, Bomi

AU - Ryu, Seung Mok

AU - Lee, Dongho

AU - Jung, Chan Hun

AU - Jin, Chang Hyun

AU - Kim, Jin Baek

AU - Lee, Ik Soo

AU - Han, Ah Reum

N1 - Funding Information: Funding: This work was supported by grants from the Korea Atomic Energy Research Institute (KAERI) and the National Research Foundation of Korea (2017R1C1B2006273). Publisher Copyright: © 2019 by the authors

PY - 2019

Y1 - 2019

N2 - 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 IC50 values that ranged from 2.55 to 17.70 µM.

AB - 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 IC50 values that ranged from 2.55 to 17.70 µM.

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KW - Cytotoxicity

KW - Dendrobii Herb

KW - FaDu human hypopharynx squamous carcinoma cell

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Identification of two new phenanthrenes from Dendrobii herba and their cytotoxicity towards human hypopharynx squamous carcinoma cell (FadU)

Abstract

Keywords

ASJC Scopus subject areas

UN SDGs

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