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Isolation of myricitrin and 3,5-di-o-methyl gossypetin from syzygium samarangense and evaluation of their involvement in protecting keratinocytes against oxidative stress via activation of the Nrf-2 pathway

Sobeh, Mansour ; Petruk, Ganna LU orcid ; Osman, Samir ; El Raey, Mohamed A. ; Imbimbo, Paola ; Monti, Daria Maria and Wink, Michael (2019) In Molecules 24(9).
Abstract

The wax apple (Syzygium samarangense) is traditionally employed as an antibacterial and immunostimulant drug in traditional medicine. This plant is rich in different flavonoids and tannins. In this study, we isolated two compounds from S. samarangense leaves: Myricitrin and 3,5-di-O-methyl gossypetin. Then, we investigated the mechanisms of action of the two compounds against oxidative stress (induced by sodium arsenite) and inflammation (induced by UV light) on human keratinocytes. We could clearly demonstrate that the pre-treatment of cells with both compounds was able to mitigate the negative effects induced by oxidative stress, as no alteration in reactive oxygen species (ROS) production, glutathione (GSH) level, or protein... (More)

The wax apple (Syzygium samarangense) is traditionally employed as an antibacterial and immunostimulant drug in traditional medicine. This plant is rich in different flavonoids and tannins. In this study, we isolated two compounds from S. samarangense leaves: Myricitrin and 3,5-di-O-methyl gossypetin. Then, we investigated the mechanisms of action of the two compounds against oxidative stress (induced by sodium arsenite) and inflammation (induced by UV light) on human keratinocytes. We could clearly demonstrate that the pre-treatment of cells with both compounds was able to mitigate the negative effects induced by oxidative stress, as no alteration in reactive oxygen species (ROS) production, glutathione (GSH) level, or protein oxidation was observed. Additionally, both compounds were able to modulate mitogen-activated protein kinase (MAPK) signaling pathways to counteract oxidative stress activation. Finally, we showed that 3,5-di-O-methyl gossypetin exerted its antioxidant activity through the nuclear transcription factor-2 (Nrf-2) pathway, stimulating the expression of antioxidant proteins, such as HO-1 and Mn-SOD-3.

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author
; ; ; ; ; and
publishing date
type
Contribution to journal
publication status
published
keywords
3,5-di-O-methyl gossypetin, Antioxidants, Eukaryotic cells, Myricitrin, Sodium arsenite, Syzygium samarangense
in
Molecules
volume
24
issue
9
article number
1839
publisher
MDPI AG
external identifiers
  • scopus:85065883437
  • pmid:31086086
ISSN
1420-3049
DOI
10.3390/molecules24091839
language
English
LU publication?
no
additional info
Publisher Copyright: © 2019 by the authors.
id
71307880-660e-443f-8fec-e7d203601d11
date added to LUP
2025-01-21 15:41:21
date last changed
2025-07-09 05:26:08
@article{71307880-660e-443f-8fec-e7d203601d11,
  abstract     = {{<p>The wax apple (Syzygium samarangense) is traditionally employed as an antibacterial and immunostimulant drug in traditional medicine. This plant is rich in different flavonoids and tannins. In this study, we isolated two compounds from S. samarangense leaves: Myricitrin and 3,5-di-O-methyl gossypetin. Then, we investigated the mechanisms of action of the two compounds against oxidative stress (induced by sodium arsenite) and inflammation (induced by UV light) on human keratinocytes. We could clearly demonstrate that the pre-treatment of cells with both compounds was able to mitigate the negative effects induced by oxidative stress, as no alteration in reactive oxygen species (ROS) production, glutathione (GSH) level, or protein oxidation was observed. Additionally, both compounds were able to modulate mitogen-activated protein kinase (MAPK) signaling pathways to counteract oxidative stress activation. Finally, we showed that 3,5-di-O-methyl gossypetin exerted its antioxidant activity through the nuclear transcription factor-2 (Nrf-2) pathway, stimulating the expression of antioxidant proteins, such as HO-1 and Mn-SOD-3.</p>}},
  author       = {{Sobeh, Mansour and Petruk, Ganna and Osman, Samir and El Raey, Mohamed A. and Imbimbo, Paola and Monti, Daria Maria and Wink, Michael}},
  issn         = {{1420-3049}},
  keywords     = {{3,5-di-O-methyl gossypetin; Antioxidants; Eukaryotic cells; Myricitrin; Sodium arsenite; Syzygium samarangense}},
  language     = {{eng}},
  number       = {{9}},
  publisher    = {{MDPI AG}},
  series       = {{Molecules}},
  title        = {{Isolation of myricitrin and 3,5-di-o-methyl gossypetin from syzygium samarangense and evaluation of their involvement in protecting keratinocytes against oxidative stress via activation of the Nrf-2 pathway}},
  url          = {{http://dx.doi.org/10.3390/molecules24091839}},
  doi          = {{10.3390/molecules24091839}},
  volume       = {{24}},
  year         = {{2019}},
}