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Modulation of the phytoestrogenicity of beer by monoterpene alcohols present in various hop oil fractions

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Organization
Abstract
The estrogenicity of beer, due to prenylated flavonoids, mainly 8-prenylnaringenin, can be modulated under suitable conditions, whereby monoterpene alcohols present in hop oils act as precursors for prenylation of flavonoids. Four hop oil fractions. 'citrussy', 'estery', 'floral'. and 'spicy'. respectively, were investigated as potential sources. The main constituents were separated and identified by gas chromatography - mass spectroscopy (GC-MS). They were related to 8-prenylnaringenin via their MS features, while the ability to deliver a prenyl residue was evaluated by selected ion monitoring of fragment ions m/z 69 and m/z 41. In particular. the citrussy hop oil fraction proved to be a rich source of precursors for prenyl residues and linalool, the main constituent in the citrussy and spicy hop oil fractions, was shown to be most prominent. The process was highlighted by an increase in the content of 8-prenylnaringenin on forced ageing of acidified beer spiked with naringenin and linalool.
Keywords
monoterpene alcohols, phytoestrogenicity, hop oil, GC-MS analysis, beer, PRODUCTS, FLAVONOIDS, BIOSYNTHESIS, ANTIBACTERIAL, IN-VITRO, BITTER ACIDS, HUMULUS-LUPULUS L.

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Chicago
Heyerick, Arne, Denis De Keukeleire, Carlos Van Peteghem, and Sarah De Saeger. 2002. “Modulation of the Phytoestrogenicity of Beer by Monoterpene Alcohols Present in Various Hop Oil Fractions.” Journal of the Institute of Brewing 108 (1): 94–101.
APA
Heyerick, Arne, De Keukeleire, D., Van Peteghem, C., & De Saeger, S. (2002). Modulation of the phytoestrogenicity of beer by monoterpene alcohols present in various hop oil fractions. JOURNAL OF THE INSTITUTE OF BREWING, 108(1), 94–101.
Vancouver
1.
Heyerick A, De Keukeleire D, Van Peteghem C, De Saeger S. Modulation of the phytoestrogenicity of beer by monoterpene alcohols present in various hop oil fractions. JOURNAL OF THE INSTITUTE OF BREWING. 2002;108(1):94–101.
MLA
Heyerick, Arne, Denis De Keukeleire, Carlos Van Peteghem, et al. “Modulation of the Phytoestrogenicity of Beer by Monoterpene Alcohols Present in Various Hop Oil Fractions.” JOURNAL OF THE INSTITUTE OF BREWING 108.1 (2002): 94–101. Print.
@article{155856,
  abstract     = {The estrogenicity of beer, due to prenylated flavonoids, mainly 8-prenylnaringenin, can be modulated under suitable conditions, whereby monoterpene alcohols present in hop oils act as precursors for prenylation of flavonoids. Four hop oil fractions. 'citrussy', 'estery', 'floral'. and 'spicy'. respectively, were investigated as potential sources. The main constituents were separated and identified by gas chromatography - mass spectroscopy (GC-MS). They were related to 8-prenylnaringenin via their MS features, while the ability to deliver a prenyl residue was evaluated by selected ion monitoring of fragment ions m/z 69 and m/z 41. In particular. the citrussy hop oil fraction proved to be a rich source of precursors for prenyl residues and linalool, the main constituent in the citrussy and spicy hop oil fractions, was shown to be most prominent. The process was highlighted by an increase in the content of 8-prenylnaringenin on forced ageing of acidified beer spiked with naringenin and linalool.},
  author       = {Heyerick, Arne and De Keukeleire, Denis and Van Peteghem, Carlos and De Saeger, Sarah},
  issn         = {0046-9750},
  journal      = {JOURNAL OF THE INSTITUTE OF BREWING},
  keyword      = {monoterpene alcohols,phytoestrogenicity,hop oil,GC-MS analysis,beer,PRODUCTS,FLAVONOIDS,BIOSYNTHESIS,ANTIBACTERIAL,IN-VITRO,BITTER ACIDS,HUMULUS-LUPULUS L.},
  language     = {eng},
  number       = {1},
  pages        = {94--101},
  title        = {Modulation of the phytoestrogenicity of beer by monoterpene alcohols present in various hop oil fractions},
  volume       = {108},
  year         = {2002},
}

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