Literature DB >> 21287405

Compounds isolated from Curcuma aromatica Salisb. inhibit human P450 enzymes.

Yoshinori Bamba1, Young Sook Yun, Akira Kunugi, Hideshi Inoue.   

Abstract

Curcuma species (Zingiberaceae) are used as both food and medicine in Asia. Ten sesquiterpenes (1-10) and two curcuminoids (11 and 12) were isolated from the rhizomes of Curcuma aromatica Salisb. and identified. The compounds were evaluated for their ability to inhibit cytochrome P450 (CYP). Among them, the sesquiterpene (4S,5S)-(+)-germacrone-4,5-epoxide (7) inhibited certain subtypes of CYP more potently than or at levels comparable to the curcuminoids curcumin (11) and demethoxycurcumin (12); 7 (IC(50) = 1.0 ± 0.2 μM) > 12 (IC(50) = 7.0 ± 1.7 μM) > 11 (IC(50) = 14.9 ± 1.4 μM) for CYP3A4 inhibition; 12 (IC(50) = 1.4 ± 0.2 μM) > 11 (IC(50) = 6.0 ± 1.4 μM) > 7 (IC(50) = 7.6 ± 2.5 μM) for CYP2C9 inhibition; and 7 (IC(50) = 33.2 ± 3.6 μM) = 12 (IC(50) = 34.0 ± 14.2 μM) > 11 (IC(50) > 100 μM) for CYP1A2 inhibition. These results suggest the possibility that Curcuma aromatica Salisb. may cause food-drug interactions via cytochrome P450 inhibition by sesquiterpene 7 and curcuminoids 11 and 12.

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Year:  2011        PMID: 21287405     DOI: 10.1007/s11418-011-0507-0

Source DB:  PubMed          Journal:  J Nat Med        ISSN: 1340-3443            Impact factor:   2.343


  7 in total

1.  Possible inhibitory mechanism of Curcuma drugs on CYP3A4 in 1alpha,25 dihydroxyvitamin D3 treated Caco-2 cells.

Authors:  Xiao-Long Hou; Kyoko Takahashi; Natsumi Kinoshita; Feng Qiu; Ken Tanaka; Katsuko Komatsu; Koichi Takahashi; Junichi Azuma
Journal:  Int J Pharm       Date:  2007-01-07       Impact factor: 5.875

2.  Effect of guaiazulene on some cytochrome P450 activities. Implication in the metabolic activation and hepatotoxicity of paracetamol.

Authors:  A P Kourounakis; E A Rekka; P N Kourounakis
Journal:  Arch Pharm (Weinheim)       Date:  1997 Jan-Feb       Impact factor: 3.751

Review 3.  Potential strategies for minimizing mechanism-based inhibition of cytochrome P450 3A4.

Authors:  Shu-Feng Zhou
Journal:  Curr Pharm Des       Date:  2008       Impact factor: 3.116

4.  Curcuminoids inhibit multiple human cytochromes P450, UDP-glucuronosyltransferase, and sulfotransferase enzymes, whereas piperine is a relatively selective CYP3A4 inhibitor.

Authors:  Laurie P Volak; Senait Ghirmai; John R Cashman; Michael H Court
Journal:  Drug Metab Dispos       Date:  2008-05-14       Impact factor: 3.922

5.  Chemoprotective effects of Curcuma aromatica on esophageal carcinogenesis.

Authors:  Yan Li; John M Wo; Qiaohong Liu; Xiaokun Li; Robert C G Martin
Journal:  Ann Surg Oncol       Date:  2008-11-19       Impact factor: 5.344

6.  Recent advances in the investigation of curcuminoids.

Authors:  Hideji Itokawa; Qian Shi; Toshiyuki Akiyama; Susan L Morris-Natschke; Kuo-Hsiung Lee
Journal:  Chin Med       Date:  2008-09-17       Impact factor: 5.455

7.  Microarray-based analysis of anti-angiogenic activity of demethoxycurcumin on human umbilical vein endothelial cells: crucial involvement of the down-regulation of matrix metalloproteinase.

Authors:  Jin Hee Kim; Joong Sup Shim; Seok-Ki Lee; Kyu-Won Kim; Sun Young Rha; Hyun Cheol Chung; Ho Jeong Kwon
Journal:  Jpn J Cancer Res       Date:  2002-12
  7 in total
  15 in total

1.  Effect of a herbal extract containing curcumin and piperine on midazolam, flurbiprofen and paracetamol (acetaminophen) pharmacokinetics in healthy volunteers.

Authors:  Laurie P Volak; Michael J Hanley; Gina Masse; Suwagmani Hazarika; Jerold S Harmatz; Vladimir Badmaev; Muhammed Majeed; David J Greenblatt; Michael H Court
Journal:  Br J Clin Pharmacol       Date:  2013-02       Impact factor: 4.335

2.  Effect of Curcuma longa on CYP2D6- and CYP3A4-mediated metabolism of dextromethorphan in human liver microsomes and healthy human subjects.

Authors:  Fahad Ibrahim Al-Jenoobi; Areej A Al-Thukair; Mohd Aftab Alam; Fawkeya A Abbas; Abdullah M Al-Mohizea; Khalid M Alkharfy; Saleh A Al-Suwayeh
Journal:  Eur J Drug Metab Pharmacokinet       Date:  2014-02-09       Impact factor: 2.441

3.  Concomitant use of dietary supplements and medicines in patients due to miscommunication with physicians in Japan.

Authors:  Tsuyoshi Chiba; Yoko Sato; Sachina Suzuki; Keizo Umegaki
Journal:  Nutrients       Date:  2015-04-16       Impact factor: 5.717

4.  Inappropriate usage of dietary supplements in patients by miscommunication with physicians in Japan.

Authors:  Tsuyoshi Chiba; Yoko Sato; Tomoko Nakanishi; Kaori Yokotani; Sachina Suzuki; Keizo Umegaki
Journal:  Nutrients       Date:  2014-11-26       Impact factor: 5.717

Review 5.  The Essential Medicinal Chemistry of Curcumin.

Authors:  Kathryn M Nelson; Jayme L Dahlin; Jonathan Bisson; James Graham; Guido F Pauli; Michael A Walters
Journal:  J Med Chem       Date:  2017-01-11       Impact factor: 7.446

6.  Behaviors of consumers, physicians and pharmacists in response to adverse events associated with dietary supplement use.

Authors:  Tsuyoshi Chiba; Yoko Sato; Etsuko Kobayashi; Kazuki Ide; Hiroshi Yamada; Keizo Umegaki
Journal:  Nutr J       Date:  2017-03-18       Impact factor: 3.271

7.  Nerolidol and Farnesol Inhibit Some Cytochrome P450 Activities but Did Not Affect Other Xenobiotic-Metabolizing Enzymes in Rat and Human Hepatic Subcellular Fractions.

Authors:  Alena Špičáková; Barbora Szotáková; Diana Dimunová; Zuzana Myslivečková; Vladimír Kubíček; Martin Ambrož; Kateřina Lněničková; Kristýna Krasulová; Pavel Anzenbacher; Lenka Skálová
Journal:  Molecules       Date:  2017-03-24       Impact factor: 4.411

8.  Germacrone reverses Adriamycin resistance through cell apoptosis in multidrug-resistant breast cancer cells.

Authors:  Xiao-Hong Xie; Hong Zhao; Yuan-Yuan Hu; Xi-Dong Gu
Journal:  Exp Ther Med       Date:  2014-08-26       Impact factor: 2.447

9.  Trans-Resveratrol Enhances the Anticoagulant Activity of Warfarin in a Mouse Model.

Authors:  Tsuyoshi Chiba; Yuka Kimura; Sachina Suzuki; Tomoki Tatefuji; Keizo Umegaki
Journal:  J Atheroscler Thromb       Date:  2016-03-05       Impact factor: 4.928

10.  Oral intake of curcumin markedly activated CYP 3A4: in vivo and ex-vivo studies.

Authors:  Yow-Wen Hsieh; Ching-Ya Huang; Shih-Ying Yang; Yu-Hsuan Peng; Chung-Ping Yu; Pei-Dawn Lee Chao; Yu-Chi Hou
Journal:  Sci Rep       Date:  2014-10-10       Impact factor: 4.379

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