TY - JOUR
T1 - 2β-Acetoxyferruginol - A new antibacterial abietane diterpene from the bark of Prumnopitys andina
AU - Smith, E.C.J.
AU - Gibbons, S.
AU - Wareham, N.
AU - Zloh, Mire
PY - 2008/4/15
Y1 - 2008/4/15
N2 - As part of an on-going project to isolate antibacterial compounds from rare conifer species, a new abietane diterpene, 2β-acetoxyferruginol was isolated from the stem bark of Prumnopitys andina. Molecular modelling studies were conducted to explain some of the NOEs observed in the A-ring of this compound and to support assignment of relative stereochemistry. This new compound had antibacterial activity at 8 μg/ml against two effluxing strains of Staphylococcus aureus, but interestingly was inactive at 128 μg/ml against a wild-type strain and against a methicillin-resistant (MRSA) clinical isolate. We have previously demonstrated that ferruginol is active against these four S. aureus stains and therefore the results indicate that the presence of the acetoxy group has a detrimental effect on antibacterial activity against certain strains. 2β-Acetoxyferruginol was also assayed against Propionibacterium acnes and was active at 4 μg/ml.
AB - As part of an on-going project to isolate antibacterial compounds from rare conifer species, a new abietane diterpene, 2β-acetoxyferruginol was isolated from the stem bark of Prumnopitys andina. Molecular modelling studies were conducted to explain some of the NOEs observed in the A-ring of this compound and to support assignment of relative stereochemistry. This new compound had antibacterial activity at 8 μg/ml against two effluxing strains of Staphylococcus aureus, but interestingly was inactive at 128 μg/ml against a wild-type strain and against a methicillin-resistant (MRSA) clinical isolate. We have previously demonstrated that ferruginol is active against these four S. aureus stains and therefore the results indicate that the presence of the acetoxy group has a detrimental effect on antibacterial activity against certain strains. 2β-Acetoxyferruginol was also assayed against Propionibacterium acnes and was active at 4 μg/ml.
UR - http://www.scopus.com/inward/record.url?scp=41249090508&partnerID=8YFLogxK
U2 - 10.1016/j.phytol.2007.12.006
DO - 10.1016/j.phytol.2007.12.006
M3 - Article
AN - SCOPUS:41249090508
SN - 1874-3900
VL - 1
SP - 49
EP - 53
JO - Phytochemistry Letters
JF - Phytochemistry Letters
IS - 1
ER -