teas, cocoa and coffee Edited by Alan Crozier, Hiroshi Ashihara and Francisco Tomás-Barbéran In recent years, the role of plant secondary metabolites as protective constituents in the human diet has been a growing area of research. Unlike the traditional vitamins, they are not essential for short-term wellbeing, but there is increasing evidence that modest long-term intakes can have favourable impacts on the incidence of cancers and many chronic diseases, including cardiovascular disease and type II diabetes, which are occurring in Western populations with increasing frequency. t This book covers the latest science on the metabolism and potential health benefi ts of teas, cocoa, coff ee and e teas, cocoa their extracts in the human diet. From an opening chapter tracing the origins of teas, cocoa and coff ee as a beverages, the book proceeds to explore the phytochemical content of coff ee, cocoa and the various types s of tea. The bioavailability of secondary metabolites from each of the beverages is then considered in depth, , and related directly to their health benefi ts. Embracing the full range of tea, coff ee and cocoa beverages and c and coffee products, the book off ers the most up-to-date and comprehensive treatment of these increasingly important o dietary components. c As the only book to bring together the latest information on the biochemistry and health benefi ts of teas, coff ee and cocoa, this book is essential reading for food scientists and technologists involved in the production o of tea, coff ee and cocoa products. Nutritionists will value the book’s health focus, while agricultural scientists a working on the cultivation of these crops will prize its scope and depth of detail. It is also an important resource for all those who use functional ingredients in other products, whether they are based in industry a or research. n the editors d Edited by Alan Crozier is Professor of Plant Biochemistry and Human Nutrition at the University of Glasgow, UK. Hiroshi Ashihara is Professor of Plant Biochemistry at Ochanomizu University, Tokyo, Japan. c Alan Crozier Francisco Tomás-Barbéran is Research Professor at the Spanish Council for Scientifi c Research (CSIC) o Hiroshi Ashihara in the CEBAS Institute, Murcia, Spain. f also available f Francisco Tomás-Barbéran e Plant Metabolism and Biotechnology Edited by H. Ashihara, A. Crozier and A. Komamine e ISBN 9780470747032 Plant Secondary Metabolites: Occurrence, Structure and Role in the Human Diet Edited by A. Crozier, M.N. Cliff ord and H. Ashihara TAC ISBN 9781405125093 omshro Bioactive Proteins and Peptides as Functional Foods and Nutriceuticals áihzi sae Edited by Y. Mine, E. Li-Chan and B. Jiang -Brar a ISBN 9780813813110 r b é r Cover design by Meaden Creative a n Cover images: Tea leaves © SZE FEI WONG; Cocoa beans © matka_Wariatka; Coff ee beans © Jan Rihak www.wiley.com/go/food ISBN 978-1-4443-3441-8 9 781444 334418 crozier_9781444334418_hb.indd 1 10/8/11 14:51:02 P1:OTA/XYZ P2:ABC BLBK388-FM BLBK388-Crozier August24,2011 7:51 Trim:244mm×172mm P1:OTA/XYZ P2:ABC BLBK388-FM BLBK388-Crozier August24,2011 7:51 Trim:244mm×172mm Teas, Cocoa and Coffee i P1:OTA/XYZ P2:ABC BLBK388-FM BLBK388-Crozier August24,2011 7:51 Trim:244mm×172mm ThisbookisdedicatedtoProfessorAtsushiKomamine(1929–2011),kindmentor, inspirationallecturer,andoutstandingresearcher. ii P1:OTA/XYZ P2:ABC BLBK388-FM BLBK388-Crozier August24,2011 7:51 Trim:244mm×172mm Teas, Cocoa and Coffee Plant Secondary Metabolites and Health Edited by ProfessorAlanCrozier SchoolofMedicine, CollegeofMedical,VeterinaryandLifeSciences, UniversityofGlasgow,GlasgowG128QQ,UK ProfessorHiroshiAshihara DepartmentofBiologicalSciences, GraduateSchoolofHumanitiesandSciences, OchanomizuUniversity,Otsuka,Bunkyo-ku, Tokyo112-8610,Japan ProfessorFranciscoToma´s-Barbe´ran CEBASCSIC,POBox164, Espinardo30100Murcia,Spain A John Wiley & Sons, Ltd., Publication iii P1:OTA/XYZ P2:ABC BLBK388-FM BLBK388-Crozier August24,2011 7:51 Trim:244mm×172mm Thiseditionfirstpublished2012(cid:2)C 2012,2006byBlackwellPublishingLtd. BlackwellPublishingwasacquiredbyJohnWiley&SonsinFebruary2007.Blackwell’spublishingprogram hasbeenmergedwithWiley’sglobalScientific,TechnicalandMedicalbusinesstoformWiley-Blackwell. Registeredoffice: JohnWiley&Sons,Ltd,TheAtrium,SouthernGate,Chichester,WestSussex, PO198SQ,UK Editorialoffices: 9600GarsingtonRoad,Oxford,OX42DQ,UK TheAtrium,SouthernGate,Chichester,WestSussex,PO198SQ,UK 2121StateAvenue,Ames,Iowa50014-8300,USA 111RiverStreet,Hoboken,NJ07030-5774,USA Fordetailsofourglobaleditorialoffices,forcustomerservicesandforinformationabouthowto applyforpermissiontoreusethecopyrightmaterialinthisbookpleaseseeourwebsiteat www.wiley.com/wiley-blackwell. Therightoftheauthortobeidentifiedastheauthorofthisworkhasbeenassertedinaccordancewiththe UKCopyright,DesignsandPatentsAct1988. Allrightsreserved.Nopartofthispublicationmaybereproduced,storedinaretrievalsystem,or transmitted,inanyformorbyanymeans,electronic,mechanical,photocopying,recordingorotherwise, exceptaspermittedbytheUKCopyright,DesignsandPatentsAct1988,withoutthepriorpermissionof thepublisher. Designationsusedbycompaniestodistinguishtheirproductsareoftenclaimedastrademarks.Allbrand namesandproductnamesusedinthisbookaretradenames,servicemarks,trademarksorregistered trademarksoftheirrespectiveowners.Thepublisherisnotassociatedwithanyproductorvendor mentionedinthisbook.Thispublicationisdesignedtoprovideaccurateandauthoritativeinformationin regardtothesubjectmattercovered.Itissoldontheunderstandingthatthepublisherisnotengagedin renderingprofessionalservices.Ifprofessionaladviceorotherexpertassistanceisrequired,theservicesof acompetentprofessionalshouldbesought. LibraryofCongressCataloging-in-PublicationData Teas,cocoaandcoffee:plantsecondarymetabolitesandhealth/editedbyProfessorAlanCrozier, ProfessorHiroshiAshihara,ProfessorF.Toma´s-Barbe´ran. p.cm. Includesbibliographicalreferencesandindex. ISBN-13:978-1-4443-3441-8(hardcover:alk.paper) ISBN-10:1-4443-3441-7 1.Plantmetabolites. 2.Metabolism,Secondary. I.Crozier,Alan. II.Ashihara,Hiroshi. III.Toma´s-Barbe´ran,F.A.(FranciscoA.) QK881.T432011 613.2(cid:3)8–dc23 2011015215 AcataloguerecordforthisbookisavailablefromtheBritishLibrary. Thisbookispublishedinthefollowingelectronicformats:ePDF9781444347067; WileyOnlineLibrary9781444347098;ePub9781444347074;Mobi9781444347081 Setin10/12ptMinionbyAptara(cid:2)R Inc.,NewDelhi,India 1 2012 iv P1:OTA/XYZ P2:ABC BLBK388-FM BLBK388-Crozier August24,2011 7:51 Trim:244mm×172mm Contents Contributors ix 1 TheOriginsofTea,CoffeeandCocoaasBeverages 1 TimothyJ.Bond 1.1 Introduction 1 1.2 Thebeveragesinquestion 1 1.3 Discoveries–mythandlegend 2 1.3.1 Tea 3 1.3.2 Coffee 4 1.3.3 Cacaoproducts 5 1.4 Globaldominationbegins 8 1.4.1 Tea–overlandandaracebysea 9 1.4.2 Coffee–frompersecutiontoepitomisingtheprotestant workethic 13 1.4.3 Chocolate–fromlyingdown...tosittingup 14 1.5 Fromforeignfanciestothedrinksofthemasses 15 1.6 Tea,coffeeandchocolate‘gopublic’ 18 1.7 Opinionisdividedonthemeritsofthethreebeverages 19 1.8 Tea,coffeeandchocolate–thefuture 22 References 22 2 PurineAlkaloids:AFocusonCaffeineandRelatedCompounds inBeverages 25 MichaelE.J.Lean,HiroshiAshihara,MichaelN.Clifford andAlanCrozier 2.1 Introduction 25 2.2 Occurrenceofpurinealkaloids 26 2.3 Biosynthesisofpurinealkaloids 27 2.4 Degradationofpurinealkaloids 27 2.5 Decaffeinatedteaandcoffee 29 2.6 Metabolismofcaffeinebyhumans 31 P1:OTA/XYZ P2:ABC BLBK388-FM BLBK388-Crozier August24,2011 7:51 Trim:244mm×172mm vi Contents 2.7 Effectsofcaffeineconsumptiononhumanhealth 33 2.7.1 Biochemicalandbiologicalactionsofcaffeine 34 2.7.2 Mentalperformanceenhancement 37 2.7.3 Physicalperformanceenhancement 37 2.7.4 Caffeinetoxicity 38 2.7.5 Tolerance,withdrawalanddependence 39 2.7.6 Caffeineinpregnancy 39 2.7.7 Toxicityinotherspecies 40 2.8 Summary 40 References 40 3 PhytochemicalsinTeasandTisanesandTheirBioavailability 45 MichaelN.CliffordandAlanCrozier 3.1 Introduction 45 3.2 Phytochemicalcontentofteasandtisanes 45 3.2.1 Camelliateas 45 3.2.2 Yerbamate´ tea 54 3.2.3 Itadoritea 58 3.2.4 Rooibostea 59 3.2.5 Honeybushtea 59 3.2.6 Chamomiletea 62 3.2.7 Hibiscustea 62 3.2.8 Fenneltea 63 3.2.9 Anastaticatea 63 3.2.10 Ficustea 66 3.3 Bioavailability–absorption,distribution,metabolism andexcretion 66 3.3.1 Greentea 68 3.3.2 Blacktea 77 3.3.3 Itadoritea 80 3.3.4 Rooibostea 81 3.3.5 Honeybushtea 84 3.3.6 Hibiscustea 85 3.3.7 Fenneltea 85 3.3.8 Otherteas 87 3.4 Summary 87 References 88 4 Teas,TisanesandHealth 99 DianeL.McKay,MarshallG.MillerandJeffreyB.Blumberg 4.1 Introduction 99 4.2 Black,oolongandgreentea(C.sinensis) 100 4.2.1 Blacktea 100 4.2.2 Oolongtea 107 4.2.3 Greentea 109 4.3 Otherteasandtisanes 116 4.3.1 Yerbamate´ (Ilexparaguariensis) 116 P1:OTA/XYZ P2:ABC BLBK388-FM BLBK388-Crozier August24,2011 7:51 Trim:244mm×172mm Contents vii 4.3.2 Itadori(Polygonumcuspidatum) 118 4.3.3 Chamomile(ChamomillarecutitaL.) 119 4.3.4 Hibiscus(HibiscussabdariffaL.) 120 4.3.5 Rooibos(Aspalathuslinearis) 126 4.3.6 Honeybush(Cyclopiaintermedia) 128 4.4 Summaryandconclusions 130 References 131 5 PhytochemicalsinCoffeeandtheBioavailabilityofChlorogenicAcids 143 AngeliqueStalmach,MichaelN.Clifford,GaryWilliamson andAlanCrozier 5.1 Introduction 143 5.2 Harvestingcoffeebeans,roastingandblending 144 5.3 Phytochemicalsincoffee 144 5.3.1 Effectsofroastingonthephytochemicalcontent ofcoffeebeans 149 5.3.2 Chlorogenicacidintakeandcoffeeconsumption 154 5.4 Bioavailabilityofcoffeechlorogenicacidsinhumans 155 5.4.1 Studiesinvolvingvolunteerswithandwithouta functioningcolon 156 5.5 Conclusions 164 References 164 6 CoffeeandHealth 169 GaryWilliamson 6.1 Introduction 169 6.2 Antioxidantstatus 170 6.2.1 Effectofcoffeeconsumptiononantioxidantstatus: epidemiologicalandcohortstudies 179 6.2.2 Effectofcoffeeconsumptiononantioxidantstatus: interventionstudies 179 6.3 Diabetes 180 6.3.1 Effectofcoffeeconsumptionondiabetesrisk: epidemiologicalandcohortstudies 180 6.3.2 Effectofcoffeeconsumptionondiabetesrisk: interventionstudies 182 6.4 Cardiovasculardisease 183 6.4.1 Effectofcoffeeconsumptiononcardiovascularrisk: epidemiologicalandcohortstudies 183 6.4.2 Effectofcoffeeconsumptiononcardiovascularrisk: interventionstudies 184 6.5 Effectofcoffeeoninflammation 186 6.6 Effectofcoffeeconsumptiononcancerrisk 186 6.6.1 Effectofcoffeeconsumptiononcancerrisk: epidemiologicalandcohortstudies 186 P1:OTA/XYZ P2:ABC BLBK388-FM BLBK388-Crozier August24,2011 7:51 Trim:244mm×172mm viii Contents 6.6.2 Effectofcoffeeconsumptiononcancerrisk: interventionstudies 188 6.7 Summary 188 References 188 7 PhytochemicalsinCocoaandFlavan-3-olBioavailability 193 FranciscoToma´s-Barb´eran,GinaBorgesandAlanCrozier 7.1 Introduction 193 7.2 Phytochemicalsincocoa 194 7.2.1 Purinealkaloids,theobromineandcaffeine 194 7.2.2 Flavan-3-ols 194 7.2.3 Phenolicacidderivatives 196 7.2.4 Minorphytochemicals 197 7.3 Bioavailabilityofcocoaflavan-3-ols 198 7.3.1 Background 198 7.3.2 Flavan-3-olmonomers 200 7.3.3 Procyanidins 210 7.4 Conclusions 212 References 213 8 CocoaandHealth 219 JenniferL.Donovan,KellyA.Holes-Lewis,KennethD.Chavin andBrentM.Egan 8.1 Introduction 219 8.2 Compositionofcocoaproducts 220 8.3 Worldwideconsumptionofcocoaanditscontributionto flavonoidintake 222 8.4 Epidemiologicalandecologicalstudiesofcocoa 222 8.5 Cocoaeffectsonvascularendothelialfunctionandplateletactivity 224 8.6 Cocoaandhypertension 227 8.7 Antioxidantandanti-inflammatoryeffectsofcocoa 229 8.8 Effectsofcocoaconsumptiononlipidandlipoproteinmetabolism 232 8.9 Cocoaeffectsoninsulinsensitivity 233 8.10 Cocoaeffectsoncerebralbloodflowand neurocognitivefunctioning 234 8.11 Potentialnegativehealtheffectsofcocoaconsumption 237 8.11.1 Obesity 237 8.11.2 Testicularhealth 237 8.11.3 Acne 238 8.11.4 Dentalcaries 238 8.12 Effectsofconsumptionofcocoawithmilkorotherfoods 238 8.13 Conclusions 239 References 240 Index 247 Acolorplatesectionfallsbetweenpages6and7