042c1145410564cf99ad2dc24b8bcb8c 223636.pdf 4872d8dcc7fd9ef8096dcf502c250088c75de187 223636.pdf d37cc14360044890febd710e460a5e1b1c90af6c54e9fa241399b1e752a6c6ca 223636.pdf Title: Generation of the Antioxidant Hydroxytyrosol from Tyrosol Present in Beer and Red Wine in a Randomized Clinical Trial Subject: Beer and wine contains the simple phenol tyrosol (TYR) which is endogenously converted into hydroxytyrosol (HT), one of the strongest dietary antioxidants, by CYP2A6 and CYP2D6 polymorphic enzymes. We investigated in humans the rate of this bioconversion after beer and red wine (RW) intake. In a single blind, randomized, crossover, controlled clinical trial (n = 20 healthy subjects), we evaluated TYR absorption and biotransformation into HT following a single dose of (i) RW, (ii) Indian pale ale beer (IPA), (iii) blonde beer, and (iv) non-alcoholic beer (free). Individuals were genotyped for CYP2A6 and CYP2D6, and a polygenic activity score (PAS) was derived. RW triggered the highest increase in total TYR recovered, followed by IPA, blonde, and free beers. Although the HT content in beer was minimal, an increase in HT production was observed in all beers following TYR in a dose-response manner, confirming TYR to HT biotransformation. Sex differences were identified in the rate of the conversion following RW. PAS scores correlated linearly with the recoveries of HT (HT:TYR ratios) after RW intake. In conclusion, after beer and RW consumption, TYR is absorbed and endogenously biotransformed into HT. This mechanism could be modulated by sex, genetics, and matrix components. Keywords: beer; wine; tyrosol; hydroxytyrosol; alcohol; metabolism; CYP2A6; CYP2D6; polygenic activity score Author: Natalia Soldevila-Domenech, Anna Boronat, Julian Mateus, Patricia Diaz-Pellicer, Iris Matilla, Marta Pérez-Otero, Ana Aldea-Perona and Rafael de la Torre Creator: LaTeX with hyperref package Producer: pdfTeX-1.40.18 CreationDate: Wed Sep 18 08:19:40 2019 CEST ModDate: Wed Sep 18 08:19:40 2019 CEST Tagged: no UserProperties: no Suspects: no Form: none JavaScript: no Pages: 14 Encrypted: no Page size: 595.276 x 841.89 pts (A4) Page rot: 0 File size: 1711820 bytes Optimized: no PDF version: 1.5 name type encoding emb sub uni object ID ------------------------------------ ----------------- ---------------- --- --- --- --------- FFOZNC+URWPalladioL-Ital Type 1 Custom yes yes no 112 0 HRBYKQ+URWPalladioL-Bold Type 1 Custom yes yes no 113 0 QTLELQ+Pxbsy Type 1 Builtin yes yes no 114 0 BTFGED+VnURWPalladioL-Bold Type 1 Custom yes yes no 115 0 OXJQFJ+URWPalladioL-Roma Type 1 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Identity-H yes yes yes 359 0 TimesNewRomanPSMT TrueType WinAnsi no no no 360 0 Jhove (Rel. 1.22.1, 2019-04-17) Date: 2021-07-27 02:44:48 CEST RepresentationInformation: 223636.pdf ReportingModule: PDF-hul, Rel. 1.12.1 (2019-04-17) LastModified: 2021-07-26 14:31:16 CEST Size: 1711820 Format: PDF Version: 1.5 Status: Well-Formed and valid SignatureMatches: PDF-hul MIMEtype: application/pdf PDFMetadata: Objects: 0 FreeObjects: 1 IncrementalUpdates: 0 DocumentCatalog: ViewerPreferences: HideToolbar: false HideMenubar: false HideWindowUI: false FitWindow: true CenterWindow: false DisplayDocTitle: false NonFullScreenPageMode: UseNone Direction: L2R ViewArea: CropBox ViewClip: CropBox PrintArea: CropBox PageClip: CropBox PageLayout: SinglePage PageMode: UseNone Outlines: Item: Title: ぉのぴひはつふっぴどはのぜ〴〩਼㰠⽓ 䝯呯 䐠⡳散瑩潮⸲ Item: Title: きちぴづひどちぬびぜ〴ぜ〰ちのつぜ〴ぜ〰きづぴとはつびぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㈮ㄩ‾㸊⡜㌷㙜㌷㝜〰しどのづぜ〴ぜ〰ちのつぜ〴ぜ〰あづづひぜ〴ぜ〰ぃとちひちっぴづひどびぴどっびぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㈮㈩‾㸊⡜㌷㙜㌷㝜〰ぐちひぴどっどばちのぴびぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㈮㌩‾㸊⡜㌷㙜㌷㝜〰こぴふつべぜ〴ぜ〰いづびどでのぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㈮㐩‾㸊⡜㌷㙜㌷㝜〰ざはぬふのぴづづひぜ〴ぜ〰ぇづのはぴべばどのでぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㈮㔩‾㸊⡜㌷㙜㌷㝜〰ごすげぜ〴ぜ〰ちのつぜ〴ぜ〰えごぜ〴ぜ〰さひどのちひべぜ〴ぜ〰げづっはぶづひべぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㈮㘩‾㸊⡜㌷㙜㌷㝜〰ぅぴとべぬぜ〴ぜ〰ぇぬふっふひはのどつづぜ〴ぜ〰ぜ〵ぜ〰ぅぴぇぜ〵ㅜ〰ぜ〴ぜ〰いづぴづひねどのちぴどはのぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㈮㜩‾㸊⡜㌷㙜㌷㝜〰こちねばぬづぜ〴ぜ〰こどぺづぜ〴ぜ〰ちのつぜ〴ぜ〰ぐはぷづひぜ〴ぜ〰ぁのちぬべびどびぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㈮㠩‾㸊⡜㌷㙜㌷㝜〰こぴちぴどびぴどっちぬぜ〴ぜ〰ぁのちぬべびどびぜ〴〩਼㰠⽓ 䝯呯 䐠⡳散瑩潮⸳ Children: Item: Title: しどのづぜ〴ぜ〰ちのつぜ〴ぜ〰あづづひぜ〴ぜ〰ぃとちひちっぴづひどびぴどっびぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㈮㈩‾㸊⡜㌷㙜㌷㝜〰ぐちひぴどっどばちのぴびぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㈮㌩‾㸊⡜㌷㙜㌷㝜〰こぴふつべぜ〴ぜ〰いづびどでのぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㈮㐩‾㸊⡜㌷㙜㌷㝜〰ざはぬふのぴづづひぜ〴ぜ〰ぇづのはぴべばどのでぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㈮㔩‾㸊⡜㌷㙜㌷㝜〰ごすげぜ〴ぜ〰ちのつぜ〴ぜ〰えごぜ〴ぜ〰さひどのちひべぜ〴ぜ〰げづっはぶづひべぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㈮㘩‾㸊⡜㌷㙜㌷㝜〰ぅぴとべぬぜ〴ぜ〰ぇぬふっふひはのどつづぜ〴ぜ〰ぜ〵ぜ〰ぅぴぇぜ〵ㅜ〰ぜ〴ぜ〰いづぴづひねどのちぴどはのぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㈮㜩‾㸊⡜㌷㙜㌷㝜〰こちねばぬづぜ〴ぜ〰こどぺづぜ〴ぜ〰ちのつぜ〴ぜ〰ぐはぷづひぜ〴ぜ〰ぁのちぬべびどびぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㈮㠩‾㸊⡜㌷㙜㌷㝜〰こぴちぴどびぴどっちぬぜ〴ぜ〰ぁのちぬべびどびぜ〴〩਼㰠⽓ 䝯呯 䐠⡳散瑩潮⸳ Item: Title: ぐちひぴどっどばちのぴびぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㈮㌩‾㸊⡜㌷㙜㌷㝜〰こぴふつべぜ〴ぜ〰いづびどでのぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㈮㐩‾㸊⡜㌷㙜㌷㝜〰ざはぬふのぴづづひぜ〴ぜ〰ぇづのはぴべばどのでぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㈮㔩‾㸊⡜㌷㙜㌷㝜〰ごすげぜ〴ぜ〰ちのつぜ〴ぜ〰えごぜ〴ぜ〰さひどのちひべぜ〴ぜ〰げづっはぶづひべぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㈮㘩‾㸊⡜㌷㙜㌷㝜〰ぅぴとべぬぜ〴ぜ〰ぇぬふっふひはのどつづぜ〴ぜ〰ぜ〵ぜ〰ぅぴぇぜ〵ㅜ〰ぜ〴ぜ〰いづぴづひねどのちぴどはのぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㈮㜩‾㸊⡜㌷㙜㌷㝜〰こちねばぬづぜ〴ぜ〰こどぺづぜ〴ぜ〰ちのつぜ〴ぜ〰ぐはぷづひぜ〴ぜ〰ぁのちぬべびどびぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㈮㠩‾㸊⡜㌷㙜㌷㝜〰こぴちぴどびぴどっちぬぜ〴ぜ〰ぁのちぬべびどびぜ〴〩਼㰠⽓ 䝯呯 䐠⡳散瑩潮⸳ Item: Title: こぴふつべぜ〴ぜ〰いづびどでのぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㈮㐩‾㸊⡜㌷㙜㌷㝜〰ざはぬふのぴづづひぜ〴ぜ〰ぇづのはぴべばどのでぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㈮㔩‾㸊⡜㌷㙜㌷㝜〰ごすげぜ〴ぜ〰ちのつぜ〴ぜ〰えごぜ〴ぜ〰さひどのちひべぜ〴ぜ〰げづっはぶづひべぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㈮㘩‾㸊⡜㌷㙜㌷㝜〰ぅぴとべぬぜ〴ぜ〰ぇぬふっふひはのどつづぜ〴ぜ〰ぜ〵ぜ〰ぅぴぇぜ〵ㅜ〰ぜ〴ぜ〰いづぴづひねどのちぴどはのぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㈮㜩‾㸊⡜㌷㙜㌷㝜〰こちねばぬづぜ〴ぜ〰こどぺづぜ〴ぜ〰ちのつぜ〴ぜ〰ぐはぷづひぜ〴ぜ〰ぁのちぬべびどびぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㈮㠩‾㸊⡜㌷㙜㌷㝜〰こぴちぴどびぴどっちぬぜ〴ぜ〰ぁのちぬべびどびぜ〴〩਼㰠⽓ 䝯呯 䐠⡳散瑩潮⸳ Item: Title: ざはぬふのぴづづひぜ〴ぜ〰ぇづのはぴべばどのでぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㈮㔩‾㸊⡜㌷㙜㌷㝜〰ごすげぜ〴ぜ〰ちのつぜ〴ぜ〰えごぜ〴ぜ〰さひどのちひべぜ〴ぜ〰げづっはぶづひべぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㈮㘩‾㸊⡜㌷㙜㌷㝜〰ぅぴとべぬぜ〴ぜ〰ぇぬふっふひはのどつづぜ〴ぜ〰ぜ〵ぜ〰ぅぴぇぜ〵ㅜ〰ぜ〴ぜ〰いづぴづひねどのちぴどはのぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㈮㜩‾㸊⡜㌷㙜㌷㝜〰こちねばぬづぜ〴ぜ〰こどぺづぜ〴ぜ〰ちのつぜ〴ぜ〰ぐはぷづひぜ〴ぜ〰ぁのちぬべびどびぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㈮㠩‾㸊⡜㌷㙜㌷㝜〰こぴちぴどびぴどっちぬぜ〴ぜ〰ぁのちぬべびどびぜ〴〩਼㰠⽓ 䝯呯 䐠⡳散瑩潮⸳ Item: Title: ごすげぜ〴ぜ〰ちのつぜ〴ぜ〰えごぜ〴ぜ〰さひどのちひべぜ〴ぜ〰げづっはぶづひべぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㈮㘩‾㸊⡜㌷㙜㌷㝜〰ぅぴとべぬぜ〴ぜ〰ぇぬふっふひはのどつづぜ〴ぜ〰ぜ〵ぜ〰ぅぴぇぜ〵ㅜ〰ぜ〴ぜ〰いづぴづひねどのちぴどはのぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㈮㜩‾㸊⡜㌷㙜㌷㝜〰こちねばぬづぜ〴ぜ〰こどぺづぜ〴ぜ〰ちのつぜ〴ぜ〰ぐはぷづひぜ〴ぜ〰ぁのちぬべびどびぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㈮㠩‾㸊⡜㌷㙜㌷㝜〰こぴちぴどびぴどっちぬぜ〴ぜ〰ぁのちぬべびどびぜ〴〩਼㰠⽓ 䝯呯 䐠⡳散瑩潮⸳ Item: Title: ぅぴとべぬぜ〴ぜ〰ぇぬふっふひはのどつづぜ〴ぜ〰ぜ〵ぜ〰ぅぴぇぜ〵ㅜ〰ぜ〴ぜ〰いづぴづひねどのちぴどはのぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㈮㜩‾㸊⡜㌷㙜㌷㝜〰こちねばぬづぜ〴ぜ〰こどぺづぜ〴ぜ〰ちのつぜ〴ぜ〰ぐはぷづひぜ〴ぜ〰ぁのちぬべびどびぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㈮㠩‾㸊⡜㌷㙜㌷㝜〰こぴちぴどびぴどっちぬぜ〴ぜ〰ぁのちぬべびどびぜ〴〩਼㰠⽓ 䝯呯 䐠⡳散瑩潮⸳ Item: Title: こちねばぬづぜ〴ぜ〰こどぺづぜ〴ぜ〰ちのつぜ〴ぜ〰ぐはぷづひぜ〴ぜ〰ぁのちぬべびどびぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㈮㠩‾㸊⡜㌷㙜㌷㝜〰こぴちぴどびぴどっちぬぜ〴ぜ〰ぁのちぬべびどびぜ〴〩਼㰠⽓ 䝯呯 䐠⡳散瑩潮⸳ Item: Title: こぴちぴどびぴどっちぬぜ〴ぜ〰ぁのちぬべびどびぜ〴〩਼㰠⽓ 䝯呯 䐠⡳散瑩潮⸳ Item: Title: げづびふぬぴびぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㌮ㄩ‾㸊⡜㌷㙜㌷㝜〰ぃとちひちっぴづひどびぴどっびぜ〴ぜ〰はてぜ〴ぜ〰こぴふつべぜ〴ぜ〰ぐちひぴどっどばちのぴびぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㌮㈩‾㸊⡜㌷㙜㌷㝜〰ごすげぜ〴ぜ〰ちのつぜ〴ぜ〰えごぜ〴ぜ〰きづぴちぢはぬどぴづぜ〴ぜ〰げづっはぶづひべぜ〴ぜ〰どのぜ〴ぜ〰さひどのづぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獵扳散瑩潮⸳⸲⸱ Children: Item: Title: ぃとちひちっぴづひどびぴどっびぜ〴ぜ〰はてぜ〴ぜ〰こぴふつべぜ〴ぜ〰ぐちひぴどっどばちのぴびぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㌮㈩‾㸊⡜㌷㙜㌷㝜〰ごすげぜ〴ぜ〰ちのつぜ〴ぜ〰えごぜ〴ぜ〰きづぴちぢはぬどぴづぜ〴ぜ〰げづっはぶづひべぜ〴ぜ〰どのぜ〴ぜ〰さひどのづぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獵扳散瑩潮⸳⸲⸱ Item: Title: ごすげぜ〴ぜ〰ちのつぜ〴ぜ〰えごぜ〴ぜ〰きづぴちぢはぬどぴづぜ〴ぜ〰げづっはぶづひべぜ〴ぜ〰どのぜ〴ぜ〰さひどのづぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獵扳散瑩潮⸳⸲⸱ Children: Item: Title: ごはぴちぬぜ〴ぜ〰ごすげぜ〴ぜ〰ちのつぜ〴ぜ〰えごぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獵扳散瑩潮⸳⸲⸲ Item: Title: ごすげぜ〴ぜ〰ちのつぜ〴ぜ〰えごぜ〴ぜ〰きづぴちぢはぬどぴづびぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獵扳散瑩潮⸳⸲⸳ Item: Title: こづへぜ〴ぜ〰いどねはひばとどびねぜ〴ぜ〰どのぜ〴ぜ〰ごすげぜ〴ぜ〰ちのつぜ〴ぜ〰えごぜ〴ぜ〰きづぴちぢはぬどびねぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㌮㌩‾㸊⡜㌷㙜㌷㝜〰ぉのぴづひちっぴどはのぜ〴ぜ〰ぢづぴぷづづのぜ〴ぜ〰ぐぁこぜ〴ぜ〰ちのつぜ〴ぜ〰ごすげぜ〴ぜ〰ちのつぜ〴ぜ〰えごぜ〴ぜ〰きづぴちぢはぬどびねぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㌮㐩‾㸊⡜㌷㙜㌷㝜〰ぅててづっぴぜ〴ぜ〰はてぜ〴ぜ〰さひどのちひべぜ〴ぜ〰ばえぜ〴ぜ〰はのぜ〴ぜ〰ごすげぜ〴ぜ〰ちのつぜ〴ぜ〰えごぜ〴ぜ〰げづっはぶづひべぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㌮㔩‾㸊⡜㌷㙜㌷㝜〰ぅぴぇぜ〴ぜ〰さひどのちひべぜ〴ぜ〰げづっはぶづひべぜ〴〩਼㰠⽓ 䝯呯 䐠⡳散瑩潮⸴ Item: Title: ぉのぴづひちっぴどはのぜ〴ぜ〰ぢづぴぷづづのぜ〴ぜ〰ぐぁこぜ〴ぜ〰ちのつぜ〴ぜ〰ごすげぜ〴ぜ〰ちのつぜ〴ぜ〰えごぜ〴ぜ〰きづぴちぢはぬどびねぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㌮㐩‾㸊⡜㌷㙜㌷㝜〰ぅててづっぴぜ〴ぜ〰はてぜ〴ぜ〰さひどのちひべぜ〴ぜ〰ばえぜ〴ぜ〰はのぜ〴ぜ〰ごすげぜ〴ぜ〰ちのつぜ〴ぜ〰えごぜ〴ぜ〰げづっはぶづひべぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㌮㔩‾㸊⡜㌷㙜㌷㝜〰ぅぴぇぜ〴ぜ〰さひどのちひべぜ〴ぜ〰げづっはぶづひべぜ〴〩਼㰠⽓ 䝯呯 䐠⡳散瑩潮⸴ Item: Title: ぅててづっぴぜ〴ぜ〰はてぜ〴ぜ〰さひどのちひべぜ〴ぜ〰ばえぜ〴ぜ〰はのぜ〴ぜ〰ごすげぜ〴ぜ〰ちのつぜ〴ぜ〰えごぜ〴ぜ〰げづっはぶづひべぜ〴〩਼㰠⽓ 䝯呯 䐠⡳畢獥捴楯渮㌮㔩‾㸊⡜㌷㙜㌷㝜〰ぅぴぇぜ〴ぜ〰さひどのちひべぜ〴ぜ〰げづっはぶづひべぜ〴〩਼㰠⽓ 䝯呯 䐠⡳散瑩潮⸴ Item: Title: ぅぴぇぜ〴ぜ〰さひどのちひべぜ〴ぜ〰げづっはぶづひべぜ〴〩਼㰠⽓ 䝯呯 䐠⡳散瑩潮⸴ Item: Title: いどびっふびびどはのぜ〴〩਼㰠⽓ 䝯呯 䐠⡳散瑩潮⸵ Item: Title: ぃはのっぬふびどはのびぜ〴〩਼㰠⽓ 䝯呯 䐠⡳散瑩潮⸵ Item: Title: げづてづひづのっづび Filters: FilterPipeline: FlateDecode Fonts: Type1: Font: BaseFont: JNLIIF+Rpxi FontSubset: true FirstChar: 11 LastChar: 47 FontDescriptor: FontName: JNLIIF+Rpxi Flags: Symbolic FontBBox: -162, -280, 856, 733 FontFile: true Font: BaseFont: QXOFRH+URWPalladioL-BoldItal FontSubset: true FirstChar: 50 LastChar: 112 FontDescriptor: FontName: QXOFRH+URWPalladioL-BoldItal Flags: Symbolic FontBBox: -170, -300, 1073, 935 FontFile: true EncodingDictionary: 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