Five new phenolic compounds from Dendrobium aphyllum

Dan Yang; Liang-Yan Liu; Zhong-Quan Cheng; Feng-Qing Xu; Wei-Wei Fan; Cheng-Ting Zi; Fa-Wu Dong; Jun Zhou; Zhong-Tao Ding; Jiang-Miao Hu

doi:10.1016/j.fitote.2014.11.004

Five new phenolic compounds from Dendrobium aphyllum

Fitoterapia. 2015 Jan:100:11-8. doi: 10.1016/j.fitote.2014.11.004. Epub 2014 Nov 11.

Authors

Dan Yang¹, Liang-Yan Liu², Zhong-Quan Cheng³, Feng-Qing Xu⁴, Wei-Wei Fan⁴, Cheng-Ting Zi⁵, Fa-Wu Dong⁴, Jun Zhou⁴, Zhong-Tao Ding⁶, Jiang-Miao Hu⁷

Affiliations

¹ School of Chemical Sciences and Technology of Yunnan University, Kunming 650091, PR China; State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, PR China; Guilin Normal College, Guilin 541001, PR China.
² College of Agronomy and Biotechnology, Yunnan Agricultural University, Kunming 650201, PR China.
³ Guilin Normal College, Guilin 541001, PR China.
⁴ State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, PR China.
⁵ School of Chemical Sciences and Technology of Yunnan University, Kunming 650091, PR China; State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, PR China.
⁶ School of Chemical Sciences and Technology of Yunnan University, Kunming 650091, PR China. Electronic address: ztding@ynu.edu.cn.
⁷ State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, PR China. Electronic address: hujiangmiao@mail.kib.ac.cn.

PMID: 25447160
DOI: 10.1016/j.fitote.2014.11.004

Abstract

One new phenanthrene, aphyllone A (1) and four new bibenzyl derivatives, aphyllone B (2) and aphyllals C-D (3-5), together with nine known compounds (6-14), were isolated from the stems of Dendrobium aphyllum (Roxb.) C. E. Fischer. The structures of these new compounds were elucidated by means of extensive spectroscopic analyses, and the absolute configuration of compound 1 was determined by single crystal X-ray diffraction and quantum calculations. Compounds 6, 8 and 14 inhibited NO production at the concentration of 25 μM in LPS-stimulated RAW264.7 cells with the inhibition (%) of 32.48, 35.68, and 38.50. Compound 2 possessed significant DPPH radical scavenging activity with scavenging percentage of 87.97% at the concentration of 100 μg/mL.

Keywords: Batatasin III (PubChem CID: 10466989); Bibenzyl derivative; Dendrobium aphyllum; Dihydroresveratrol (PubChem CID: 185914); Gigantol (PubChem CID: 10221179); Hircinol (PubChem CID: 442705); Moscatilin (PubChem CID: 176096); Moscatin (PubChem CID: 194774); NO production; Phenanthrene; Tristin (PubChem CID: 15736297).

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Bibenzyls / chemistry
Bibenzyls / isolation & purification
Cell Line
Cell Line, Tumor
Dendrobium / chemistry*
Free Radical Scavengers / chemistry
Free Radical Scavengers / isolation & purification
Humans
Macrophages / drug effects
Mice
Molecular Structure
Nitric Oxide / biosynthesis
Phenanthrenes / chemistry*
Phenanthrenes / isolation & purification
Phenols / chemistry*
Phenols / isolation & purification
Plant Stems / chemistry

Substances

Bibenzyls
Free Radical Scavengers
Phenanthrenes
Phenols
Nitric Oxide