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 | |
| Publication status | Published - 2019 Jan 1 |
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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
Cite this
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.
In: Molecules, Vol. 24, No. 12, 2339, 01.01.2019.Research output: Contribution to journal › Article
}
TY - JOUR
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
PY - 2019/1/1
Y1 - 2019/1/1
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.
KW - (1R,2R)-1,7-hydroxy-2,8-methoxy-2,3-dihydrophenanthrene-4(1H)-one
KW - 2,7-dihydroxy-phenanthrene-1,4-dione
KW - Cytotoxicity
KW - Dendrobii Herb
KW - FaDu human hypopharynx squamous carcinoma cell
UR - http://www.scopus.com/inward/record.url?scp=85068125613&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=85068125613&partnerID=8YFLogxK
U2 - 10.3390/molecules24122339
DO - 10.3390/molecules24122339
M3 - Article
C2 - 31242649
AN - SCOPUS:85068125613
VL - 24
JO - Molecules
JF - Molecules
SN - 1420-3049
IS - 12
M1 - 2339
ER -