New Pregnane Glycosides from Mandevilla dardanoi and Their Anti-Inflammatory Activity

Molecules. 2022 Sep 14;27(18):5992. doi: 10.3390/molecules27185992.

Abstract

Mandevilla Lindl. is an important genus of the Apocynaceae family, not only as ornamental plants but also for its medicinal uses. In Brazil, Mandevilla species are indicated to treat asthma and skin infections, their anti-inflammatory potential and wound healing properties are also reported in the literature. Concerning their chemical composition, this group of plants is a conspicuous producer of pregnane glycosides. Mandevilla dardanoi is an endemic species from the Brazilian semiarid region not studied by any phytochemical methods. In view of the medicinal potential of Mandevilla species, this study aimed to isolate new pregnane glycosides from M. dardanoi. To achieve this main goal, modern chromatography techniques were employed. Five new pregnane glycosides, dardanols A-E, were isolated from the roots of M. dardanoi by HPLC. Their structures were determined using extensive 1D and 2D-NMR and mass spectrometry (MSn and HRESIMS) data. The cytotoxicity and the anti-inflammatory potential of these compounds were evaluated. The first was evaluated by measuring proinflammatory cytokines and nitric oxide production by stimulated macrophages. Dardanols were able to inhibit the production of nitric oxide and reduce IL-1β and TNF-α. The current work demonstrates the chemodiversity of Brazilian semiarid species and contributes to amplifying knowledge about the biological potential of the Mandevilla genus.

Keywords: Apocynaceae; Mandevilla dardanoi; anti-inflammatory; pregnane glycosides.

MeSH terms

  • Anti-Inflammatory Agents / pharmacology
  • Apocynaceae* / chemistry
  • Glycosides / chemistry
  • Glycosides / pharmacology
  • Nitric Oxide*
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology
  • Plants
  • Pregnanes / chemistry
  • Pregnanes / pharmacology
  • Tumor Necrosis Factor-alpha

Substances

  • Anti-Inflammatory Agents
  • Glycosides
  • Plant Extracts
  • Pregnanes
  • Tumor Necrosis Factor-alpha
  • pregnane glycoside
  • Nitric Oxide