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Antimicrobial activity of the diarylheptanoids from the black and green alder

Authorized Users Only
2015
Authors
Novaković, Miroslav
Novaković, Irena
Cvetković, Mirjana
Sladić, Dušan
Tešević, Vele
Article (Published version)
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Abstract
Antimicrobial activity of fourteen diarylheptanoids isolated from the bark of black and green alder against twelve bacterial species (five Gram-positive and seven Gram-negative) and eight fungal strains has been reported. The most sensitive bacterial species were Klebsiella pneumoniae and Pseudomonas aeruginosa (Gramnegative), and Streptosporangium longisporum and Bacillus subtilis (Gram-positive). Among fungal strains the most sensitive to the diarylheptanoids were Fusarium equiseti, F. tricinctum, Candida albicans, and Saccharomyces cerevisiae. Oregonin (8), platyphyllenone (13), hirsutenone (14), (5S)-5-hydroxy-1,7-bis(4-hydroxyphenyl)heptan-3-one-5-O-beta-D-apiofuranosyl(1 -> 6)-beta-D-glucopyranoside (2), and platyphylloside (1) were the most active diarylheptanoids against both bacteria and fungi, especially against fungi. Eleven of fourteen investigated diarylheptanoids exhibited stronger antifungal activity than standards nystatin and fluconazole against C. albicans and eight a...gainst S. cerevisiae. Structure/activity analysis revealed the importance of the enone moiety in the structure of diarylheptanoids for the antifungal activity. Significant antifungal activity and high content of oregonin (8) and hirsutenone (14) in the black alder bark chloroform/methanol (1:1) extract recommend the use of these compounds as easily accessible potential antifungal remedies.

Keywords:
Antibacterial activity / Antifungal activity / Black alder / Diarylheptanoids / Green alder
Source:
Brazilian Journal of Botany, 2015, 38, 3, 441-446
Publisher:
  • Soc Botanica Sao Paulo, Sao Paulo
Funding / projects:
  • Natural products of wild, cultivated and edible plants: structure and bioactivity determination (RS-172053)

DOI: 10.1007/s40415-015-0151-0

ISSN: 1806-9959

WoS: 000363721600003

Scopus: 2-s2.0-84942046356
[ Google Scholar ]
15
11
URI
https://cer.ihtm.bg.ac.rs/handle/123456789/1816
Collections
  • Radovi istraživača / Researchers' publications
Institution/Community
IHTM
TY  - JOUR
AU  - Novaković, Miroslav
AU  - Novaković, Irena
AU  - Cvetković, Mirjana
AU  - Sladić, Dušan
AU  - Tešević, Vele
PY  - 2015
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1816
AB  - Antimicrobial activity of fourteen diarylheptanoids isolated from the bark of black and green alder against twelve bacterial species (five Gram-positive and seven Gram-negative) and eight fungal strains has been reported. The most sensitive bacterial species were Klebsiella pneumoniae and Pseudomonas aeruginosa (Gramnegative), and Streptosporangium longisporum and Bacillus subtilis (Gram-positive). Among fungal strains the most sensitive to the diarylheptanoids were Fusarium equiseti, F. tricinctum, Candida albicans, and Saccharomyces cerevisiae. Oregonin (8), platyphyllenone (13), hirsutenone (14), (5S)-5-hydroxy-1,7-bis(4-hydroxyphenyl)heptan-3-one-5-O-beta-D-apiofuranosyl(1 -> 6)-beta-D-glucopyranoside (2), and platyphylloside (1) were the most active diarylheptanoids against both bacteria and fungi, especially against fungi. Eleven of fourteen investigated diarylheptanoids exhibited stronger antifungal activity than standards nystatin and fluconazole against C. albicans and eight against S. cerevisiae. Structure/activity analysis revealed the importance of the enone moiety in the structure of diarylheptanoids for the antifungal activity. Significant antifungal activity and high content of oregonin (8) and hirsutenone (14) in the black alder bark chloroform/methanol (1:1) extract recommend the use of these compounds as easily accessible potential antifungal remedies.
PB  - Soc Botanica Sao Paulo, Sao Paulo
T2  - Brazilian Journal of Botany
T1  - Antimicrobial activity of the diarylheptanoids from the black and green alder
VL  - 38
IS  - 3
SP  - 441
EP  - 446
DO  - 10.1007/s40415-015-0151-0
ER  - 
@article{
author = "Novaković, Miroslav and Novaković, Irena and Cvetković, Mirjana and Sladić, Dušan and Tešević, Vele",
year = "2015",
abstract = "Antimicrobial activity of fourteen diarylheptanoids isolated from the bark of black and green alder against twelve bacterial species (five Gram-positive and seven Gram-negative) and eight fungal strains has been reported. The most sensitive bacterial species were Klebsiella pneumoniae and Pseudomonas aeruginosa (Gramnegative), and Streptosporangium longisporum and Bacillus subtilis (Gram-positive). Among fungal strains the most sensitive to the diarylheptanoids were Fusarium equiseti, F. tricinctum, Candida albicans, and Saccharomyces cerevisiae. Oregonin (8), platyphyllenone (13), hirsutenone (14), (5S)-5-hydroxy-1,7-bis(4-hydroxyphenyl)heptan-3-one-5-O-beta-D-apiofuranosyl(1 -> 6)-beta-D-glucopyranoside (2), and platyphylloside (1) were the most active diarylheptanoids against both bacteria and fungi, especially against fungi. Eleven of fourteen investigated diarylheptanoids exhibited stronger antifungal activity than standards nystatin and fluconazole against C. albicans and eight against S. cerevisiae. Structure/activity analysis revealed the importance of the enone moiety in the structure of diarylheptanoids for the antifungal activity. Significant antifungal activity and high content of oregonin (8) and hirsutenone (14) in the black alder bark chloroform/methanol (1:1) extract recommend the use of these compounds as easily accessible potential antifungal remedies.",
publisher = "Soc Botanica Sao Paulo, Sao Paulo",
journal = "Brazilian Journal of Botany",
title = "Antimicrobial activity of the diarylheptanoids from the black and green alder",
volume = "38",
number = "3",
pages = "441-446",
doi = "10.1007/s40415-015-0151-0"
}
Novaković, M., Novaković, I., Cvetković, M., Sladić, D.,& Tešević, V.. (2015). Antimicrobial activity of the diarylheptanoids from the black and green alder. in Brazilian Journal of Botany
Soc Botanica Sao Paulo, Sao Paulo., 38(3), 441-446.
https://doi.org/10.1007/s40415-015-0151-0
Novaković M, Novaković I, Cvetković M, Sladić D, Tešević V. Antimicrobial activity of the diarylheptanoids from the black and green alder. in Brazilian Journal of Botany. 2015;38(3):441-446.
doi:10.1007/s40415-015-0151-0 .
Novaković, Miroslav, Novaković, Irena, Cvetković, Mirjana, Sladić, Dušan, Tešević, Vele, "Antimicrobial activity of the diarylheptanoids from the black and green alder" in Brazilian Journal of Botany, 38, no. 3 (2015):441-446,
https://doi.org/10.1007/s40415-015-0151-0 . .

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