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Dengratiols A-D, four new bibenzyl derivatives from Dendrobium gratiossimum.

Authors
  • Sun, Jiawei1
  • Liu, Jimei1
  • Liu, Yuyu1
  • Chen, Ridao1
  • Li, Yan1
  • Cen, Shan2
  • Chen, Xiaomei3
  • Guo, Shunxing3
  • Dai, Jungui4
  • 1 State Key Laboratory of Bioactive Substance and Function of Natural Medicines, CAMS Key Laboratory of Enzyme and Biocatalysis of Natural Drugs, and NHC Key Laboratory of Biosynthesis of Natural Products, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, 1 Xian Nong Tan Street, Beijing 100050, China. , (China)
  • 2 Department of Immunology, Institute of Medicinal Biotechnology, Peking Union Medical College & Chinese Academy of Medical Sciences, Beijing 100050, China. , (China)
  • 3 Institute of Medicinal Plants, Peking Union Medical College & Chinese Academy of Medical Sciences, Beijing 100193, China. , (China)
  • 4 State Key Laboratory of Bioactive Substance and Function of Natural Medicines, CAMS Key Laboratory of Enzyme and Biocatalysis of Natural Drugs, and NHC Key Laboratory of Biosynthesis of Natural Products, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, 1 Xian Nong Tan Street, Beijing 100050, China. Electronic address: [email protected] , (China)
Type
Published Article
Journal
Fitoterapia
Publication Date
May 13, 2021
Volume
152
Pages
104926–104926
Identifiers
DOI: 10.1016/j.fitote.2021.104926
PMID: 33991602
Source
Medline
Keywords
Language
English
License
Unknown

Abstract

Dengratiol A (1), an unprecedented bibenzyl derivative bearing a tropolone unit together with three pairs of bibenzyl enantiomers (±)-dengratiols B-D [(±)-2-(±)-4], were isolated from Dendrobium gratiossimum Rchb.f. The resolution of enantiomers was performed with chiral HPLC. Their structures were characterized by extensive spectroscopic data analysis and calculated electronic circular dichroism (ECD). A hypothetical biosynthetic pathway for 1 is proposed. Biological assay revealed that (-)-2 showed moderate antiviral effect against IAV with IC50 value of 6.3 μM, and (±)-2 displayed cytotoxic activities against five human tumor cell lines with IC50 values ranging from 15.5 to 42.5 μM. Copyright © 2021 Elsevier B.V. All rights reserved.

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