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

Research output: Contribution to journalArticle

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 languageEnglish
Article number2339
JournalMolecules
Volume24
Issue number12
DOIs
Publication statusPublished - 2019 Jan 1

Fingerprint

Phenanthrenes
Hypopharynx
phenanthrene
Cytotoxicity
Bibenzyls
Squamous Cell Carcinoma
cancer
Electrospray ionization
Lignans
Circular Dichroism
Inhibitory Concentration 50
Assays
Nuclear magnetic resonance
Dione
cultured cells
Cell Line
mass spectra
dichroism
acetates
ionization

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 journalArticle

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). In: Molecules. 2019 ; Vol. 24, No. 12.
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