2. Academic Validation
  3. Probing the Antiallergic and Anti-inflammatory Activity of Biflavonoids and Dihydroflavonols from Dietes bicolor

Probing the Antiallergic and Anti-inflammatory Activity of Biflavonoids and Dihydroflavonols from Dietes bicolor

  • J Nat Prod. 2018 Feb 23;81(2):243-253. doi: 10.1021/acs.jnatprod.7b00476.
Iriny M Ayoub 1,  Michal Korinek,  Tsong-Long Hwang 2 3,  Bing-Hung Chen 4 5,  Fang-Rong Chang,  Mohamed El-Shazly 1 6,  Abdel Nasser B Singab 1
Affiliations

Affiliations

  • 1 Department of Pharmacognosy, Faculty of Pharmacy, Ain Shams University , African Union Organization Street, Cairo 11566, Egypt.
  • 2 Graduate Institute of Natural Products, College of Medicine, and Chinese Herbal Medicine Research Team, Healthy Aging Research Center, Chang Gung University , Taoyuan 33302, Taiwan.
  • 3 Research Center for Chinese Herbal Medicine, Research Center for Food and Cosmetic Safety, and Graduate Institute of Health Industry Technology, College of Human Ecology, Chang Gung University of Science and Technology , Taoyuan 33302, Taiwan.
  • 4 Department of Medical Research, Kaohsiung Medical University Hospital , Kaohsiung 80708, Taiwan.
  • 5 The Institute of Biomedical Sciences, National Sun Yat-sen University , Kaohsiung 804, Taiwan.
  • 6 Department of Pharmaceutical Biology, Faculty of Pharmacy and Biotechnology, German University in Cairo , Cairo 11432, Egypt.
PMID: 29381070 DOI: 10.1021/acs.jnatprod.7b00476
Abstract

Dietes bicolor (Iridaceae) is an ornamental plant used by African local healers to treat diarrhea and dysentery. A new dihydroflavonol, (2R,3R)-3,5,7-trihydroxy-8-methoxyflavanone (1); two known dihydroflavonols, trans-3-hydroxy-5-methoxy-6,7-methylenedioxyflavanone (2) and trans-3-hydroxy-5,7-dimethoxyflavanone (3); the known isoflavone orobol 7,3'-di-O-methyl ether (4); the known Biflavones lanaroflavone (5), robustaflavone (6), and amentoflavone (7); and β-sitosterol (8) were isolated from the CH2Cl2 fraction of D. bicolor leaves. The extract showed potent activity in antiallergic and anti-inflammatory assays. The structures of the isolates were identified by spectroscopic and spectrometric methods. Compounds 6 and 7 (400 μM) exhibited antiallergic activity by inhibiting antigen-induced β-hexosaminidase release at 45.7% and 46.3%, respectively. Moreover, 6 and 7 exerted anti-inflammatory activity as demonstrated by the inhibition of superoxide anion generation with an IC50 value of 1.0 μM as well as the inhibition of Elastase release with IC50 values of 0.45 and 0.75 μM, respectively. The anti-inflammatory activity was further explained by the virtual docking of the isolated compounds to the binding sites in the human neutrophil Elastase (HNE) crystal structure using Discovery Studio 2.5. It was concluded that the biflavonoids bind directly to HNE and inhibit its enzymatic activity based on the CDOCKER algorithm. The data provided evidence for the potential use of D. bicolor against certain diseases related to allergy and inflammation.

Figures