2. Academic Validation
  3. Bioactive Phenanthrene and Bibenzyl Derivatives from the Stems of Dendrobium nobile

Bioactive Phenanthrene and Bibenzyl Derivatives from the Stems of Dendrobium nobile

  • J Nat Prod. 2016 Jul 22;79(7):1791-7. doi: 10.1021/acs.jnatprod.6b00252.
Xue-Ming Zhou 1,  Cai-Juan Zheng 1,  Li-She Gan 2,  Guang-Ying Chen 1,  Xiao-Peng Zhang 1,  Xiao-Ping Song 1,  Gao-Nan Li 1,  Chong-Ge Sun 3
Affiliations

Affiliations

  • 1 Key Laboratory of Tropical Medicinal Plant Chemistry of Ministry of Education, Hainan Normal University , Haikou 571158, People's Republic of China.
  • 2 College of Pharmaceutical Science, Zhejiang University , Hangzhou 310058, People's Republic of China.
  • 3 Hainan Boying Orchid Industrial Development Co., LTD , Haikou 570105, People's Republic of China.
PMID: 27310249 DOI: 10.1021/acs.jnatprod.6b00252
Abstract

A new enantiomeric pair of spirodiketones, (+)- and (-)-denobilone A (1 and 2), three new phenanthrene derivatives (3-5), and three new biphenanthrenes (22-24), along with 11 known phenanthrene derivatives (6-16), five known bibenzyl derivatives (17-21), and four known biphenanthrenes (25-28), were isolated from Dendrobium nobile. The structures of 1-5 and 22-24 were elucidated using comprehensive spectroscopic methods. (+)-Denobilone and (-)-denobilone A (1 and 2) were isolated as a pair of enantiomers by chiral HPLC. The absolute configurations of (+)- and (-)-denobilone A (1 and 2) were determined by comparing their experimental and calculated electronic circular dichroism spectra. The absolute configuration of denobilone B (3) was determined by X-ray crystallographic analysis. The inhibitory activities of all compounds against nine phytopathogenic fungi and three Cancer cell lines were evaluated.

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