Antimicrobial activity of the diarylheptanoids from the black and green alder
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 alderSource:
Brazilian Journal of Botany, 2015, 38, 3, 441-446Publisher:
- Soc Botanica Sao Paulo, Sao Paulo
Funding / projects:
- Natural products of wild, cultivated and edible plants: structure and bioactivity determination (RS-MESTD-Basic Research (BR or ON)-172053)
DOI: 10.1007/s40415-015-0151-0
ISSN: 1806-9959
WoS: 000363721600003
Scopus: 2-s2.0-84942046356
Collections
Institution/Community
IHTMTY - 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 . .