Kahweol (BioDeep_00000229939)

 

Secondary id: BioDeep_00000018195

natural product PANOMIX_OTCML-2023


代谢物信息卡片


5a,8-Methano-5aH-cyclohepta[5,6]naphtho[2,1-b]furan-7-methanol, 3b,4,5,6,7,8,9,10,10a,10b-decahydro-7-hydroxy-10b-methyl-, [3bS-(3balpha,5abeta,7beta,8beta,10aalpha,10bbeta)]-

化学式: C20H26O3 (314.1881846)
中文名称: 咖啡豆醇
谱图信息: 最多检出来源 Astragalus membranaceus(otcml) 5.56%

分子结构信息

SMILES: CC12C=CC3=C(C1CCC45C2CCC(C4)C(C5)(CO)O)C=CO3
InChI: InChI=1S/C20H26O3/c1-18-7-5-16-14(6-9-23-16)15(18)4-8-19-10-13(2-3-17(18)19)20(22,11-19)12-21/h5-7,9,13,15,17,21-22H,2-4,8,10-12H2,1H3

描述信息

Kahweol is a diterpenoid with formula C20H26O3, isolated from the beans of Coffea arabica. It exhibits antioxidant, anti-inflammatory, anti-angiogenesis and anti-proliferative properties. It has a role as an angiogenesis inhibitor, an apoptosis inducer, an antioxidant, an anti-inflammatory agent, an antineoplastic agent and a plant metabolite. It is a diterpenoid, a member of furans, an organic heteropentacyclic compound, a tertiary alcohol and a primary alcohol.
Kahweol is a natural product found in Coffea, Coffea arabica, and other organisms with data available.
A diterpenoid with formula C20H26O3, isolated from the beans of Coffea arabica. It exhibits antioxidant, anti-inflammatory, anti-angiogenesis and anti-proliferative properties.
Kahweol is one of the consituents of the coffee from Coffea Arabica with anti-inflammatory anti-angiogenic, and anti-cancerous activities. Kahweol inhibits adipogenesis and increase glucose uptake by AMP-activated protein kinase (AMPK) activation. Kahweol induces apoptosis.
Kahweol is one of the consituents of the coffee from Coffea Arabica with anti-inflammatory anti-angiogenic, and anti-cancerous activities. Kahweol inhibits adipogenesis and increase glucose uptake by AMP-activated protein kinase (AMPK) activation. Kahweol induces apoptosis.

同义名列表

15 个代谢物同义名

5a,8-Methano-5aH-cyclohepta[5,6]naphtho[2,1-b]furan-7-methanol, 3b,4,5,6,7,8,9,10,10a,10b-decahydro-7-hydroxy-10b-methyl-, [3bS-(3balpha,5abeta,7beta,8beta,10aalpha,10bbeta)]-; 5a,8-Methano-5aH-cyclohepta(5,6)naphtho(2,1-b)furan-7-methanol, 3b,4,5,6,7,8,9,10,10a,10b-decahydro-7-hydroxy-10b-methyl-, (3bS-(3balpha,5abeta,7beta,8beta,10aalpha,10bbeta))-; 5a,8-Methano-5aH-cyclohepta[5,6]naphtho[2,1-b]furan-7-methanol, 3b,4,5,6,7,8,9,10,10a,10b-decahydro-7-hydroxy-10b-methyl-, (3bS,5aS,7R,8R,10aR,10bS)-; 5a,8-Methano-5aH-cyclohepta(5,6)naphtho(2,1-b)furan-7-methanol, 3b,4,5,6,7,8,9,10,10a,10b-decahydro-7-hydroxy-10b-methyl-, (3bS,5aS,7R,8R,10aR,10bS)-; 5a,8-Methano-5aH-cyclohepta[5,6]naphtho[2,1-b]furan-7-methanol,3b,4,5,6,7,8,9,10,10a,10b-decahydro-7-hydroxy-10b-methyl-,(3bS,5aS,7R,8R,10aR,10bS)-; (3bS,5aS,7R,8R,10aR,10bS)-3b,4,5,6,7,8,9,10,10a,10b-Decahydro-7-hydroxy-10b-methyl-5a,8-methano-5aH-cyclohepta[5,6]naphtho[2,1-b]furan-7-methanol; (3bS,5aS,7R,8R,10aR,10bS)-7-(hydroxymethyl)-10b-methyl-3b,4,5,6,7,8,9,10,10a,10b-decahydro-5a,8-methanocyclohepta[5,6]naphtho[2,1-b]furan-7-ol; (1S,4S,12S,13R,16R,17R)-17-(hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.0(1,13).0(4,12).0(5,9)]nonadeca-5(9),6,10-trien-17-ol; (1S,4S,12S,13R,16R,17R)-17-(hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.01,13.04,12.05,9]nonadeca-5(9),6,10-trien-17-ol; 7-(Hydroxymethyl)-10b-methyl-3b,4,5,6,7,8,9,10,10a,10b-decahydro-5a,8-methanocyclohepta[5,6]naphtho[2,1-b]furan-7-ol; 17-(Hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.01,13.04,12.05,9]nonadeca-5(9),6,10-trien-17-ol; UNII-KX95B6688Y; KX95B6688Y; Kahweol; 17-(hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.0^{1,13}.0^{4,12}.0^{5,9}]nonadeca-5(9),6,10-trien-17-ol



数据库引用编号

12 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

11 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

  • Suzana Tiemi Ivamoto-Suzuki, José Miguel Celedón, Macaire M S Yuen, Cíntia Sorane Good Kitzberger, Douglas Silva Domingues, Jörg Bohlmann, Luiz Filipe Protasio Pereira. Functional Characterization of ent-Copalyl Diphosphate Synthase and Kaurene Synthase Genes from Coffea arabica L. Journal of agricultural and food chemistry. 2023 Oct; ?(?):. doi: 10.1021/acs.jafc.2c09087. [PMID: 37816128]
  • Lukas Babylon, Julia Meißner, Gunter P Eckert. Combination of Secondary Plant Metabolites and Micronutrients Improves Mitochondrial Function in a Cell Model of Early Alzheimer's Disease. International journal of molecular sciences. 2023 Jun; 24(12):. doi: 10.3390/ijms241210029. [PMID: 37373177]
  • Jung-Yeon Kim, Jaechan Leem, Gyun Moo Kim. Kahweol Protects against Acetaminophen-Induced Hepatotoxicity in Mice through Inhibiting Oxidative Stress, Hepatocyte Death, and Inflammation. BioMed research international. 2022; 2022(?):8121124. doi: 10.1155/2022/8121124. [PMID: 35265717]
  • Renalison Farias-Pereira, Cheon-Seok Park, Yeonhwa Park. Kahweol Reduces Food Intake of Caenorhabditis elegans. Journal of agricultural and food chemistry. 2020 Sep; 68(36):9683-9689. doi: 10.1021/acs.jafc.0c03030. [PMID: 32786849]
  • Williara Queiroz de Oliveira, Nedio Jair Wurlitzer, Antonio Willian de Oliveira Araújo, Talita Aline Comunian, Maria do Socorro Rocha Bastos, Alessandra Lopes de Oliveira, Hilton César Rodrigues Magalhães, Hálisson Lucas Ribeiro, Raimundo Wilane de Figueiredo, Paulo Henrique Machado de Sousa. Complex coacervates of cashew gum and gelatin as carriers of green coffee oil: The effect of microcapsule application on the rheological and sensorial quality of a fruit juice. Food research international (Ottawa, Ont.). 2020 05; 131(?):109047. doi: 10.1016/j.foodres.2020.109047. [PMID: 32247484]
  • Naila Albertina de Oliveira, Thaisa Meira Sandini, Heber Peleg Cornelio-Santiago, Elaine Cristina Lanzoni Martinelli, Leonila Ester Reinert Raspantini, Paulo Cesar Raspantini, Cláudia Momo, Alessandra Lopes de Oliveira, Heidge Fukumasu. Acute and subacute (28 days) toxicity of green coffee oil enriched with diterpenes cafestol and kahweol in rats. Regulatory toxicology and pharmacology : RTP. 2020 Feb; 110(?):104517. doi: 10.1016/j.yrtph.2019.104517. [PMID: 31707131]
  • Yaqi Ren, Chunlan Wang, Jiakun Xu, Shuaiyu Wang. Cafestol and Kahweol: A Review on Their Bioactivities and Pharmacological Properties. International journal of molecular sciences. 2019 Aug; 20(17):. doi: 10.3390/ijms20174238. [PMID: 31480213]
  • Amaia Iriondo-DeHond, Fresia Santillan Cornejo, Beatriz Fernandez-Gomez, Gema Vera, Eduardo Guisantes-Batan, Sergio Gomez Alonso, Manuel Ignacio San Andres, Sebastian Sanchez-Fortun, Laura Lopez-Gomez, Jose Antonio Uranga, Raquel Abalo, Maria Dolores Del Castillo. Bioaccesibility, Metabolism, and Excretion of Lipids Composing Spent Coffee Grounds. Nutrients. 2019 Jun; 11(6):. doi: 10.3390/nu11061411. [PMID: 31234581]
  • Jin Soo Kim, Seul Gi Lee, Young Jin Kang, Taeg Kyu Kwon, Ju-Ock Nam. Kahweol inhibits adipogenesis of 3T3-L1 adipocytes through downregulation of PPARγ. Natural product research. 2018 May; 32(10):1216-1219. doi: 10.1080/14786419.2017.1326039. [PMID: 28508719]
  • Gustavo C Sant'Ana, Luiz F P Pereira, David Pot, Suzana T Ivamoto, Douglas S Domingues, Rafaelle V Ferreira, Natalia F Pagiatto, Bruna S R da Silva, Lívia M Nogueira, Cintia S G Kitzberger, Maria B S Scholz, Fernanda F de Oliveira, Gustavo H Sera, Lilian Padilha, Jean-Pierre Labouisse, Romain Guyot, Pierre Charmetant, Thierry Leroy. Genome-wide association study reveals candidate genes influencing lipids and diterpenes contents in Coffea arabica L. Scientific reports. 2018 01; 8(1):465. doi: 10.1038/s41598-017-18800-1. [PMID: 29323254]
  • Jung-Hwan Baek, Nam-Jun Kim, Jun-Kyu Song, Kyung-Hee Chun. Kahweol inhibits lipid accumulation and induces Glucose-uptake through activation of AMP-activated protein kinase (AMPK). BMB reports. 2017 Nov; 50(11):566-571. doi: 10.5483/bmbrep.2017.50.11.031. [PMID: 28602160]
  • Suzana T Ivamoto, Leonardo M Sakuray, Lucia P Ferreira, Cíntia S G Kitzberger, Maria B S Scholz, David Pot, Thierry Leroy, Luiz G E Vieira, Douglas S Domingues, Luiz F P Pereira. Diterpenes biochemical profile and transcriptional analysis of cytochrome P450s genes in leaves, roots, flowers, and during Coffea arabica L. fruit development. Plant physiology and biochemistry : PPB. 2017 Feb; 111(?):340-347. doi: 10.1016/j.plaphy.2016.12.004. [PMID: 28002787]
  • Gwang Hun Park, Hun Min Song, Jin Boo Jeong. The coffee diterpene kahweol suppresses the cell proliferation by inducing cyclin D1 proteasomal degradation via ERK1/2, JNK and GKS3β-dependent threonine-286 phosphorylation in human colorectal cancer cells. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2016 Sep; 95(?):142-8. doi: 10.1016/j.fct.2016.07.008. [PMID: 27424123]
  • Urszula Złotek, Monika Karaś, Urszula Gawlik-Dziki, Urszula Szymanowska, Barbara Baraniak, Anna Jakubczyk. Antioxidant activity of the aqueous and methanolic extracts of coffee beans (Coffea arabica L.). Acta scientiarum polonorum. Technologia alimentaria. 2016 Jul; 15(3):281-288. doi: 10.17306/j.afs.2016.3.27. [PMID: 28071027]
  • Roseane Maria Maia Santos, Darcy Roberto Andrade Lima. Coffee consumption, obesity and type 2 diabetes: a mini-review. European journal of nutrition. 2016 Jun; 55(4):1345-58. doi: 10.1007/s00394-016-1206-0. [PMID: 27026242]
  • Luciana Souza Guzzo, Marina Gomes Miranda E Castor, Andrea de Castro Perez, Igor Dimitri Gama Duarte, Thiago Roberto Lima Romero. Natural Diterpenes from Coffee, Cafestol, and Kahweol Induce Peripheral Antinoceception by Adrenergic System Interaction. Planta medica. 2016 Jan; 82(1-2):106-12. doi: 10.1055/s-0035-1558084. [PMID: 26460671]
  • Fábio Junior Moreira Novaes, Silvia Siag Oigman, Rodrigo Octavio Mendonça Alves de Souza, Claudia Moraes Rezende, Francisco Radler de Aquino Neto. New approaches on the analyses of thermolabile coffee diterpenes by gas chromatography and its relationship with cup quality. Talanta. 2015 Jul; 139(?):159-66. doi: 10.1016/j.talanta.2014.12.025. [PMID: 25882422]
  • Iziar A Ludwig, Michael N Clifford, Michael E J Lean, Hiroshi Ashihara, Alan Crozier. Coffee: biochemistry and potential impact on health. Food & function. 2014 Aug; 5(8):1695-717. doi: 10.1039/c4fo00042k. [PMID: 24671262]
  • Agnes Chartier, Mathieu Beaumesnil, Alessandra Lopes de Oliveira, Claire Elfakir, Stephane Bostyn. Optimization of the isolation and quantitation of kahweol and cafestol in green coffee oil. Talanta. 2013 Dec; 117(?):102-11. doi: 10.1016/j.talanta.2013.07.053. [PMID: 24209317]
  • S S Oigman, R O M A de Souza, H M Dos Santos Júnior, A M C Hovell, L Hamerski, C M Rezende. Microwave-assisted methanolysis of green coffee oil. Food chemistry. 2012 Sep; 134(2):999-1004. doi: 10.1016/j.foodchem.2012.03.007. [PMID: 23107719]
  • Thomas Wermelinger, Lucio D'Ambrosio, Babette Klopprogge, Chahan Yeretzian. Quantification of the Robusta fraction in a coffee blend via Raman spectroscopy: proof of principle. Journal of agricultural and food chemistry. 2011 Sep; 59(17):9074-9. doi: 10.1021/jf201918a. [PMID: 21830792]
  • Nasheen Naidoo, Cynthia Chen, Salome A Rebello, Karl Speer, E Shyong Tai, Jeanette Lee, Sandra Buchmann, Isabelle Koelling-Speer, Rob M van Dam. Cholesterol-raising diterpenes in types of coffee commonly consumed in Singapore, Indonesia and India and associations with blood lipids: a survey and cross sectional study. Nutrition journal. 2011 May; 10(?):48. doi: 10.1186/1475-2891-10-48. [PMID: 21569629]
  • Hee Jung Um, Jong-Wook Park, Taeg Kyu Kwon. Melatonin sensitizes Caki renal cancer cells to kahweol-induced apoptosis through CHOP-mediated up-regulation of PUMA. Journal of pineal research. 2011 May; 50(4):359-66. doi: 10.1111/j.1600-079x.2010.00851.x. [PMID: 21244481]
  • Masood Sadiq Butt, M Tauseef Sultan. Coffee and its consumption: benefits and risks. Critical reviews in food science and nutrition. 2011 Apr; 51(4):363-73. doi: 10.1080/10408390903586412. [PMID: 21432699]
  • Claire M Payne, Cheray Crowley-Skillicorn, Carol Bernstein, Hana Holubec, Harris Bernstein. Molecular and cellular pathways associated with chromosome 1p deletions during colon carcinogenesis. Clinical and experimental gastroenterology. 2011; 4(?):75-119. doi: 10.2147/ceg.s17114. [PMID: 21753893]
  • Atsushi Goto, Yiqing Song, Brian H Chen, JoAnn E Manson, Julie E Buring, Simin Liu. Coffee and caffeine consumption in relation to sex hormone-binding globulin and risk of type 2 diabetes in postmenopausal women. Diabetes. 2011 Jan; 60(1):269-75. doi: 10.2337/db10-1193. [PMID: 21030499]
  • Jose L Perez, Guddarangavvanahally K Jayaprakasha, Adriana Cadena, Elvia Martinez, Hassan Ahmad, Bhimanagouda S Patil. In vivo induction of phase II detoxifying enzymes, glutathione transferase and quinone reductase by citrus triterpenoids. BMC complementary and alternative medicine. 2010 Sep; 10(?):51. doi: 10.1186/1472-6882-10-51. [PMID: 20846448]
  • Pablo Muriel, Jonathan Arauz. Coffee and liver diseases. Fitoterapia. 2010 Jul; 81(5):297-305. doi: 10.1016/j.fitote.2009.10.003. [PMID: 19825397]
  • Hee Jung Um, Jung Hwa Oh, Yoon-Nyun Kim, Yung Hyun Choi, Sang Hyun Kim, Jong-Wook Park, Taeg Kyu Kwon. The coffee diterpene kahweol sensitizes TRAIL-induced apoptosis in renal carcinoma Caki cells through down-regulation of Bcl-2 and c-FLIP. Chemico-biological interactions. 2010 Jun; 186(1):36-42. doi: 10.1016/j.cbi.2010.04.013. [PMID: 20403343]
  • Rafael Carlos Eloy Dias, Fernanda Gonçalves Campanha, Luiz Gonzaga Esteves Vieira, Lucia Pires Ferreira, David Pot, Pierre Marraccini, Marta De Toledo Benassi. Evaluation of kahweol and cafestol in coffee tissues and roasted coffee by a new high-performance liquid chromatography methodology. Journal of agricultural and food chemistry. 2010 Jan; 58(1):88-93. doi: 10.1021/jf9027427. [PMID: 19928990]
  • Eun-Jin Yang, Ji-Young Moon, Jung-Soon Lee, Jaesook Koh, Nam Ho Lee, Chang-Gu Hyun. Acanthopanax koreanum fruit waste inhibits lipopolysaccharide-induced production of nitric oxide and prostaglandin E2 in RAW 264.7 macrophages. Journal of biomedicine & biotechnology. 2010; 2010(?):715739. doi: 10.1155/2010/715739. [PMID: 20368786]
  • Maria De Lucia, Lucia Panzella, Dominique Melck, Italo Giudicianni, Andrea Motta, Alessandra Napolitano, Marco d'Ischia. Differential reactivity of purified bioactive coffee furans, cafestol and kahweol, with acidic nitrite: product characterization and factors controlling nitrosation versus ring-opening pathways. Chemical research in toxicology. 2009 Dec; 22(12):1922-8. doi: 10.1021/tx900224x. [PMID: 19894707]
  • Preetha Anand, Ajaikumar B Kunnumakkara, Ajaikumar B Kunnumakara, Chitra Sundaram, Kuzhuvelil B Harikumar, Sheeja T Tharakan, Oiki S Lai, Bokyung Sung, Bharat B Aggarwal. Cancer is a preventable disease that requires major lifestyle changes. Pharmaceutical research. 2008 Sep; 25(9):2097-116. doi: 10.1007/s11095-008-9661-9. [PMID: 18626751]
  • Kyung Jin Lee, Jea Ho Choi, Hye Gwang Jeong. Hepatoprotective and antioxidant effects of the coffee diterpenes kahweol and cafestol on carbon tetrachloride-induced liver damage in mice. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2007 Nov; 45(11):2118-25. doi: 10.1016/j.fct.2007.05.010. [PMID: 17590492]
  • Kyung Jin Lee, Hye Gwang Jeong. Protective effects of kahweol and cafestol against hydrogen peroxide-induced oxidative stress and DNA damage. Toxicology letters. 2007 Sep; 173(2):80-7. doi: 10.1016/j.toxlet.2007.06.008. [PMID: 17689207]
  • Christophe Cavin, Thierry Delatour, Maricel Marin-Kuan, Daisy Holzhäuser, Larry Higgins, Claudine Bezençon, Gabriela Guignard, Sylviane Junod, Janique Richoz-Payot, Eric Gremaud, John D Hayes, Sandra Nestler, Peter Mantle, Benoît Schilter. Reduction in antioxidant defenses may contribute to ochratoxin A toxicity and carcinogenicity. Toxicological sciences : an official journal of the Society of Toxicology. 2007 Mar; 96(1):30-9. doi: 10.1093/toxsci/kfl169. [PMID: 17110534]
  • M V Boekschoten, S T J van Cruchten, T G Kosmeijer-Schuil, M B Katan. [Negligible amounts of cholesterol-raising diterpenes in coffee made with coffee pads in comparison with unfiltered coffee]. Nederlands tijdschrift voor geneeskunde. 2006 Dec; 150(52):2873-5. doi: . [PMID: 17319220]
  • Hiroshi Shimoda, Emi Seki, Michio Aitani. Inhibitory effect of green coffee bean extract on fat accumulation and body weight gain in mice. BMC complementary and alternative medicine. 2006 Mar; 6(?):9. doi: 10.1186/1472-6882-6-9. [PMID: 16545124]
  • Jane V Higdon, Balz Frei. Coffee and health: a review of recent human research. Critical reviews in food science and nutrition. 2006; 46(2):101-23. doi: 10.1080/10408390500400009. [PMID: 16507475]
  • Hans Steinkellner, Christine Hoelzl, Maria Uhl, Christophe Cavin, Gerald Haidinger, Andrea Gsur, Rainer Schmid, Michael Kundi, Julia Bichler, Siegfried Knasmüller. Coffee consumption induces GSTP in plasma and protects lymphocytes against (+/-)-anti-benzo[a]pyrene-7,8-dihydrodiol-9,10-epoxide induced DNA-damage: results of controlled human intervention trials. Mutation research. 2005 Dec; 591(1-2):264-75. doi: 10.1016/j.mrfmmm.2005.04.016. [PMID: 16099480]
  • Aloys B Rubayiza, Marc Meurens. Chemical discrimination of arabica and robusta coffees by Fourier transform Raman spectroscopy. Journal of agricultural and food chemistry. 2005 Jun; 53(12):4654-9. doi: 10.1021/jf0478657. [PMID: 15941296]
  • Trine Ranheim, Bente Halvorsen. Coffee consumption and human health--beneficial or detrimental?--Mechanisms for effects of coffee consumption on different risk factors for cardiovascular disease and type 2 diabetes mellitus. Molecular nutrition & food research. 2005 Mar; 49(3):274-84. doi: 10.1002/mnfr.200400109. [PMID: 15704241]
  • Wolfgang W Huber, Wolfram Parzefall. Modification of N-acetyltransferases and glutathione S-transferases by coffee components: possible relevance for cancer risk. Methods in enzymology. 2005; 401(?):307-41. doi: 10.1016/s0076-6879(05)01020-7. [PMID: 16399395]
  • Mark V Boekschoten, Evert G Schouten, Martijn B Katan. Coffee bean extracts rich and poor in kahweol both give rise to elevation of liver enzymes in healthy volunteers. Nutrition journal. 2004 Jul; 3(?):7. doi: 10.1186/1475-2891-3-7. [PMID: 15256001]
  • Mark V Boekschoten, Mariëlle F Engberink, Martijn B Katan, Evert G Schouten. Reproducibility of the serum lipid response to coffee oil in healthy volunteers. Nutrition journal. 2003 Oct; 2(?):8. doi: 10.1186/1475-2891-2-8. [PMID: 14613505]
  • Gerlinde Scharf, Sonja Prustomersky, Siegfried Knasmuller, Rolf Schulte-Hermann, Wolfgang W Huber. Enhancement of glutathione and g-glutamylcysteine synthetase, the rate limiting enzyme of glutathione synthesis, by chemoprotective plant-derived food and beverage components in the human hepatoma cell line HepG2. Nutrition and cancer. 2003; 45(1):74-83. doi: 10.1207/s15327914nc4501_9. [PMID: 12791507]
  • C Cavin, D Holzhaeuser, G Scharf, A Constable, W W Huber, B Schilter. Cafestol and kahweol, two coffee specific diterpenes with anticarcinogenic activity. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2002 Aug; 40(8):1155-63. doi: 10.1016/s0278-6915(02)00029-7. [PMID: 12067578]
  • Wolfgang W Huber, Sonja Prustomersky, Evert Delbanco, Maria Uhl, Gerlinde Scharf, Robert J Turesky, Ricarda Thier, Rolf Schulte-Hermann. Enhancement of the chemoprotective enzymes glucuronosyl transferase and glutathione transferase in specific organs of the rat by the coffee components kahweol and cafestol. Archives of toxicology. 2002 May; 76(4):209-17. doi: 10.1007/s00204-002-0322-1. [PMID: 12029384]
  • Wolfgang W Huber, Gerlinde Scharf, Walter Rossmanith, Sonja Prustomersky, Bettina Grasl-Kraupp, Barbara Peter, Robert J Turesky, Rolf Schulte-Hermann. The coffee components kahweol and cafestol induce gamma-glutamylcysteine synthetase, the rate limiting enzyme of chemoprotective glutathione synthesis, in several organs of the rat. Archives of toxicology. 2002 Jan; 75(11-12):685-94. doi: 10.1007/s00204-001-0295-5. [PMID: 11876501]
  • B De Roos, A Van Tol, R Urgert, L M Scheek, T Van Gent, R Buytenhek, H M Princen, M B Katan. Consumption of French-press coffee raises cholesteryl ester transfer protein activity levels before LDL cholesterol in normolipidaemic subjects. Journal of internal medicine. 2000 Sep; 248(3):211-6. doi: 10.1046/j.1365-2796.2000.00728.x. [PMID: 10971787]
  • B de Roos, J K Sawyer, M B Katan, L L Rudel. Validity of animal models for the cholesterol-raising effects of coffee diterpenes in human subjects. The Proceedings of the Nutrition Society. 1999 Aug; 58(3):551-7. doi: 10.1017/s0029665199000725. [PMID: 10604186]
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