Betulenols from Betula species.
The essential oils from buds of five Betula species growing in Turkey were investigated by GC-MS. A major component in the essential oils was shown to be 14-hydroxy-beta-caryophyllene (6). The structure of beta-betulenal (12) which was isolated from Betula essential oils was also confirmed by synthesis. Chemical reactions yielded 14-acetoxy-beta-caryophyllene (15), 14-hydroxy-isocaryophyllene (10) and its acetate (14), giving evidence to the natural occurrence in Betula species of the formerly known alpha-betulenol acetate (3), beta-betulenol (2) and beta-betulenol acetate (4), respectively. Compounds 6, 9, 10, 12, and 15 were evaluated for antimicrobial activity.
Demirci
B
B
Başer
K H
KH
Ozek
T
T
Demirci
F
F
D000900:Anti-Bacterial Agents; D000890:Anti-Infective Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001643:Bridged Bicyclo Compounds / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002175:Candida / Q000187:drug effects; D003503:Cyclobutanes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D020563:Gammaproteobacteria / Q000187:drug effects; D008401:Gas Chromatography-Mass Spectrometry; D006094:Gram-Positive Bacteria / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D009822:Oils, Volatile / Q000737:chemistry*; D010946:Plants, Medicinal / Q000737:chemistry*; D014421:Turkey
D000900:Anti-Bacterial Agents; D000890:Anti-Infective Agents; D001643:Bridged Bicyclo Compounds; D003503:Cyclobutanes; D009822:Oils, Volatile