Tetrahydrocurcumin (BioDeep_00000017255)
Secondary id: BioDeep_00000604276
human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite natural product
代谢物信息卡片
化学式: C21H24O6 (372.1573)
中文名称: 四氢姜黄素
谱图信息:
最多检出来源 Homo sapiens(blood) 35.82%
分子结构信息
SMILES: COC1=C(C=CC(=C1)CCC(=O)CC(=O)CCC2=CC(=C(C=C2)O)OC)O
InChI: InChI=1S/C21H24O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h5-6,9-12,24-25H,3-4,7-8,13H2,1-2H3
描述信息
Tetrahydrocurcumin (THC), is a product of bacterial or intestinal metabolism of curcumin (via the bacterial enzyme NADPH-dependent curcumin reductase). Curcumin is a yellow, polyphenolic pigment, derived from the rhizomes of a plant (Curcuma longa Linn). It is the principal curcuminoid of the popular Indian spice turmeric, which is a member of the ginger family and is a natural antioxidant exhibiting a variety of pharmacological activities and therapeutic properties. It has long been used as a traditional medicine and as a preservative and coloring agent in foods. In E. coli curcumin is a substrate for the enzyme NADPH-dependent curcumin reductase which catalyzes the metal-independent reduction of curcumin to dihydrocurcumin (DHC) as an intermediate product, followed by further reduction to tetrahydrocurcumin (THC) as an end product. Tetrahydrocurcumin (THC) exhibits many of the same physiologic and pharmacological activities as curcumin and in some systems may exert greater antioxidant activity than curcumin (PMID: 16061427).
Tetrahydrocurcumin is a beta-diketone that is curcumin in which both of the double bonds have been reduced to single bonds. It has a role as a metabolite. It is a beta-diketone, a polyphenol and a diarylheptanoid. It is functionally related to a curcumin.
Tetrahydrocurcumin is a metabolite found in or produced by Escherichia coli (strain K12, MG1655).
Tetrahydrocurcumin is a natural product found in Curcuma longa with data available.
Tetrahydrocurcumin (THC), one of the major metabolites of curcumin, exhibits many of the same physiologic and pharmacological activities as curcumin and in some systems may exert greater antioxidant activity than curcumin (PMID: 16061427). Tetrahydrocurcumin is found in turmeric.
A beta-diketone that is curcumin in which both of the double bonds have been reduced to single bonds.
Tetrahydrocurcumin is a Curcuminoid found in turmeric (Curcuma longa) that is produced by the reduction of Curcumin. Tetrahydrocurcumin inhibit CYP2C9 and CYP3A4.
Tetrahydrocurcumin is a Curcuminoid found in turmeric (Curcuma longa) that is produced by the reduction of Curcumin. Tetrahydrocurcumin inhibit CYP2C9 and CYP3A4.
同义名列表
19 个代谢物同义名
3,5-Heptamedopme. 1,7-bis(hydroxy-3methoxyphenyl)heptane; 1,7-Bis-(4-hydroxy-3-methoxy-phenyl)-heptane-3,5-dione; 3,5-Heptanedione, 1,7-bis(4-hydroxy-3-methoxyphenyl)-; 1,7-bis(4-hydroxy-3-methoxy-phenyl)heptane-3,5-dione; 1,7-bis(4-hydroxy-3-methoxyphenyl)-3,5-heptanedione; 1,7-bis(4-hydroxy-3-methoxyphenyl)heptane-3,5-dione; Tetrahydrocurcumin, analytical standard; TETRAHYDRODIFERULOYLMETHANE [INCI]; Tetrahydrocurcumin, >=96\\% (HPLC); Tetrahydrodiferuloylmethane; TETRAHYDROCURCUMIN [INCI]; Tetrahydro Curcumin; Tetrahydrocurcumin; Tetrahydrocucumin; UNII-00U0645U03; 00U0645U03; Sabiwhite; HZIV 81-2; BP_37
数据库引用编号
16 个数据库交叉引用编号
- ChEBI: CHEBI:67263
- PubChem: 124072
- HMDB: HMDB0005789
- ChEMBL: CHEMBL318743
- MeSH: tetrahydrocurcumin
- ChemIDplus: 0036062041
- MetaCyc: CPD-13315
- KNApSAcK: C00055176
- foodb: FDB005352
- chemspider: 110569
- CAS: 36062-04-1
- medchemexpress: HY-N0893
- PMhub: MS000072699
- MetaboLights: MTBLC67263
- RefMet: Tetrahydrocurcumin
- LOTUS: LTS0228922
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
1 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)
PharmGKB(0)
13 个相关的物种来源信息
- 99568 - Curcuma: LTS0228922
- 136217 - Curcuma longa: 10.1021/JF051765Z
- 136217 - Curcuma longa: LTS0228922
- 2759 - Eukaryota: LTS0228922
- 9606 - Homo sapiens: -
- 4447 - Liliopsida: LTS0228922
- 3398 - Magnoliopsida: LTS0228922
- 33090 - Plants: -
- 35493 - Streptophyta: LTS0228922
- 58023 - Tracheophyta: LTS0228922
- 33090 - Viridiplantae: LTS0228922
- 4642 - Zingiberaceae: LTS0228922
- 33090 - 姜黄: -
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。
亚细胞结构定位 | 关联基因列表 |
---|
文献列表
- Tianli He, Zhiran Jin, Wei Hu, Xiaoxue Xia, Donghui Li, Weiyun Yao, Guangnan Li, Xuefeng Zhou, Guoqiang Song. Tetrahydrocurcumin (THC) enhanced the clearance of Cryptococcus deneoformans during infection in vivo.
Antonie van Leeuwenhoek.
2023 Jun; 116(6):565-576. doi:
10.1007/s10482-023-01830-3
. [PMID: 37186068] - Jianmin Sang, Jinjin Chu, Xin Zhao, Hehua Quan, Zhongyao Ji, Shaowei Wang, Yunbing Tang, Zhiyan Hu, Huitao Li, Linxi Li, Ren-Shan Ge. Curcuminoids inhibit human and rat placental 3β-hydroxysteroid dehydrogenases: Structure-activity relationship and in silico docking analysis.
Journal of ethnopharmacology.
2023 Apr; 305(?):116051. doi:
10.1016/j.jep.2022.116051
. [PMID: 36572324] - Weilan Yu, Xiaolin Liu, Dake Cai, Juntao Zheng, Biaochang Lao, Min Huang, Guoping Zhong. Regional distributions of curcumin and tetrahydrocurcumin in the liver and small intestine of rats when orally co-administered with quercetin and paeoniflorin.
Biopharmaceutics & drug disposition.
2023 Apr; 44(2):183-191. doi:
10.1002/bdd.2346
. [PMID: 36638836] - Mahyar Khazaeli, Ane C F Nunes, Yitong Zhao, Mahziar Khazaali, John Prudente, Nosratola D Vaziri, Bhupinder Singh, Wei Ling Lau. Tetrahydrocurcumin Add-On therapy to losartan in a rat model of diabetic nephropathy decreases blood pressure and markers of kidney injury.
Pharmacology research & perspectives.
2023 Apr; 11(2):e01079. doi:
10.1002/prp2.1079
. [PMID: 36971089] - Meitao Duan, Ahmed Mahal, Ban Mohammed, Yongyan Zhu, Huaming Tao, Shaoyu Mai, Maysoon Al-Haideri, Quanhong Zhu. Synthesis and antitumor activity of new tetrahydrocurcumin derivatives via click reaction.
Natural product research.
2022 Oct; 36(20):5268-5276. doi:
10.1080/14786419.2021.1931181
. [PMID: 34030539] - Xuexinyu Ma, Yang Pan, Yuye Xue, Yao Li, Yan Zhang, Yani Zhao, Xingzhao Xiong, Jianbo Wang, Zhifu Yang. Tetrahydrocurcumin Ameliorates Acute Hypobaric Hypoxia-Induced Cognitive Impairment in Mice.
High altitude medicine & biology.
2022 09; 23(3):264-272. doi:
10.1089/ham.2021.0061
. [PMID: 35723652] - Thien Hoang Truong, Khent Primo Alcantara, Bryan Paul I Bulatao, Feuangthit Niyamissara Sorasitthiyanukarn, Chawanphat Muangnoi, Nonthaneth Nalinratana, Opa Vajragupta, Pornchai Rojsitthisak, Pranee Rojsitthisak. Chitosan-coated nanostructured lipid carriers for transdermal delivery of tetrahydrocurcumin for breast cancer therapy.
Carbohydrate polymers.
2022 Jul; 288(?):119401. doi:
10.1016/j.carbpol.2022.119401
. [PMID: 35450653] - Yi-Zhen Tsai, Mei-Ling Tsai, Li-Yin Hsu, Chi-Tang Ho, Ching-Shu Lai. Tetrahydrocurcumin Upregulates the Adiponectin-AdipoR Pathway and Improves Insulin Signaling and Pancreatic β-Cell Function in High-Fat Diet/Streptozotocin-Induced Diabetic Obese Mice.
Nutrients.
2021 Dec; 13(12):. doi:
10.3390/nu13124552
. [PMID: 34960104] - Lu Li, Xiaoxi Liu, Shasha Li, Qingyan Wang, Hongru Wang, Menglu Xu, Yanxin An. Tetrahydrocurcumin protects against sepsis-induced acute kidney injury via the SIRT1 pathway.
Renal failure.
2021 Dec; 43(1):1028-1040. doi:
10.1080/0886022x.2021.1942915
. [PMID: 34187277] - Weerapon Sangartit, Kyung Bong Ha, Eun Soo Lee, Hong Min Kim, Upa Kukongviriyapan, Eun Young Lee, Choon Hee Chung. Tetrahydrocurcumin Ameliorates Kidney Injury and High Systolic Blood Pressure in High-Fat Diet-Induced Type 2 Diabetic Mice.
Endocrinology and metabolism (Seoul, Korea).
2021 08; 36(4):810-822. doi:
10.3803/enm.2021.988
. [PMID: 34474516] - Sanjib Kumar Panda, Somashekara Nirvanashetty, M Missamma, Shavon Jackson-Michel. The enhanced bioavailability of free curcumin and bioactive-metabolite tetrahydrocurcumin from a dispersible, oleoresin-based turmeric formulation.
Medicine.
2021 Jul; 100(27):e26601. doi:
10.1097/md.0000000000026601
. [PMID: 34232211] - Yu Xiao, Ying Dai, Li Li, Fang Geng, Yisha Xu, Jinqiu Wang, Shu Wang, Junning Zhao. Tetrahydrocurcumin ameliorates Alzheimer's pathological phenotypes by inhibition of microglial cell cycle arrest and apoptosis via Ras/ERK signaling.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
2021 Jul; 139(?):111651. doi:
10.1016/j.biopha.2021.111651
. [PMID: 34243602] - Yu-Wen Kao, Sheng-Kai Hsu, Jeff Yi-Fu Chen, I-Ling Lin, Kuo-Jen Chen, Po-Yen Lee, Hui-Suan Ng, Chien-Chih Chiu, Kai-Chun Cheng. Curcumin Metabolite Tetrahydrocurcumin in the Treatment of Eye Diseases.
International journal of molecular sciences.
2020 Dec; 22(1):. doi:
10.3390/ijms22010212
. [PMID: 33379248] - Weilan Yu, Dingsheng Wen, Dake Cai, Juntao Zheng, Haining Gan, Fulin Jiang, Xiaolin Liu, Biaochang Lao, Weibang Yu, Yanping Guan, Guoping Zhong. Simultaneous determination of curcumin, tetrahydrocurcumin, quercetin, and paeoniflorin by UHPLC-MS/MS in rat plasma and its application to a pharmacokinetic study.
Journal of pharmaceutical and biomedical analysis.
2019 Aug; 172(?):58-66. doi:
10.1016/j.jpba.2019.04.033
. [PMID: 31029801] - Amit Mirani, Harish Kundaikar, Shilpa Velhal, Vainav Patel, Atmaram Bandivdekar, Mariam Degani, Vandana Patravale. Tetrahydrocurcumin-loaded vaginal nanomicrobicide for prophylaxis of HIV/AIDS: in silico study, formulation development, and in vitro evaluation.
Drug delivery and translational research.
2019 08; 9(4):828-847. doi:
10.1007/s13346-019-00633-2
. [PMID: 30900133] - Gordon T Bolger, Albert Licollari, Amin Tan, Richard Greil, Brigitta Vcelar, Sigrun Greil-Ressler, Lukas Weiss, Charlotte Schönlieb, Teresa Magnes, Bianca Radl, Muhammed Majeed, Peter P Sordillo. Pharmacokinetics of liposomal curcumin (Lipocurc™) infusion: effect of co-medication in cancer patients and comparison with healthy individuals.
Cancer chemotherapy and pharmacology.
2019 02; 83(2):265-275. doi:
10.1007/s00280-018-3730-5
. [PMID: 30430227] - Dan-Dan Luo, Jin-Fen Chen, Jing-Jing Liu, Jian-Hui Xie, Zhen-Biao Zhang, Jiang-Yong Gu, Jian-Yi Zhuo, Song Huang, Zi-Ren Su, Zhang-Hua Sun. Tetrahydrocurcumin and octahydrocurcumin, the primary and final hydrogenated metabolites of curcumin, possess superior hepatic-protective effect against acetaminophen-induced liver injury: Role of CYP2E1 and Keap1-Nrf2 pathway.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2019 Jan; 123(?):349-362. doi:
10.1016/j.fct.2018.11.012
. [PMID: 30423402] - Min-Hsiung Pan, Jin-Wun Chen, Zwe-Ling Kong, Jia-Ching Wu, Chi-Tang Ho, Ching-Shu Lai. Attenuation by Tetrahydrocurcumin of Adiposity and Hepatic Steatosis in Mice with High-Fat-Diet-Induced Obesity.
Journal of agricultural and food chemistry.
2018 Dec; 66(48):12685-12695. doi:
10.1021/acs.jafc.8b04624
. [PMID: 30415544] - Ezgi Eyluel Bankoglu, Jens Broscheit, Theresa Arnaudov, Norbert Roewer, Helga Stopper. Protective effects of tricetinidin against oxidative stress inducers in rat kidney cells: A comparison with delphinidin and standard antioxidants.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2018 Nov; 121(?):549-557. doi:
10.1016/j.fct.2018.09.058
. [PMID: 30266311] - Bin Lin Chen, Yan Qiu Chen, Bai Hui Ma, Si Fei Yu, Li Yue Li, Qing Xiang Zeng, Yu Tao Zhou, Yin Fan Wu, Wen Long Liu, Jian Bo Wan, Yan Yang, Chun Wei Li. Tetrahydrocurcumin, a major metabolite of curcumin, ameliorates allergic airway inflammation by attenuating Th2 response and suppressing the IL-4Rα-Jak1-STAT6 and Jagged1/Jagged2 -Notch1/Notch2 pathways in asthmatic mice.
Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology.
2018 11; 48(11):1494-1508. doi:
10.1111/cea.13258
. [PMID: 30137697] - C S Park, H J Jang, J H Lee, M Y Oh, H J Kim. Tetrahydrocurcumin Ameliorates Tacrolimus-Induced Nephrotoxicity Via Inhibiting Apoptosis.
Transplantation proceedings.
2018 Nov; 50(9):2854-2859. doi:
10.1016/j.transproceed.2018.03.031
. [PMID: 30401411] - Vandita Kakkar, Indu Pal Kaur, Amrit Pal Kaur, Komal Saini, Kamalinder K Singh. Topical delivery of tetrahydrocurcumin lipid nanoparticles effectively inhibits skin inflammation: in vitro and in vivo study.
Drug development and industrial pharmacy.
2018 Oct; 44(10):1701-1712. doi:
10.1080/03639045.2018.1492607
. [PMID: 29938544] - Jin-Wun Chen, Zwe-Ling Kong, Mei-Ling Tsai, Chih-Yu Lo, Chi-Tang Ho, Ching-Shu Lai. Tetrahydrocurcumin ameliorates free fatty acid-induced hepatic steatosis and improves insulin resistance in HepG2 cells.
Journal of food and drug analysis.
2018 07; 26(3):1075-1085. doi:
10.1016/j.jfda.2018.01.005
. [PMID: 29976400] - Wei Ling Lau, Mahyar Khazaeli, Javad Savoj, Kasim Manekia, Maria Bangash, Roshni G Thakurta, Anhthu Dang, Nosratola D Vaziri, Bhupinder Singh. Dietary tetrahydrocurcumin reduces renal fibrosis and cardiac hypertrophy in 5/6 nephrectomized rats.
Pharmacology research & perspectives.
2018 04; 6(2):e00385. doi:
10.1002/prp2.385
. [PMID: 29468071] - Guoqiang Song, Honghui Lu, Fei Chen, Youmei Wang, Weibin Fan, Weifang Shao, Huoquan Lu, Bin Lin. Tetrahydrocurcumin‑induced autophagy via suppression of PI3K/Akt/mTOR in non‑small cell lung carcinoma cells.
Molecular medicine reports.
2018 04; 17(4):5964-5969. doi:
10.3892/mmr.2018.8600
. [PMID: 29436654] - Gordon T Bolger, Albert Licollari, Aimin Tan, Richard Greil, Lisa Pleyer, Brigitta Vcelar, Muhammad Majeed, Peter Sordillo. Distribution of Curcumin and THC in Peripheral Blood Mononuclear Cells Isolated from Healthy Individuals and Patients with Chronic Lymphocytic Leukemia.
Anticancer research.
2018 01; 38(1):121-130. doi:
10.21873/anticanres.12199
. [PMID: 29277764] - Ramalingam Ramakrishnan, Perumal Elangovan, Leelavinothan Pari. Protective Role of Tetrahydrocurcumin: an Active Polyphenolic Curcuminoid on Cadmium-InducedOxidative Damage in Rats.
Applied biochemistry and biotechnology.
2017 Sep; 183(1):51-69. doi:
10.1007/s12010-017-2430-7
. [PMID: 28236190] - Gordon T Bolger, Albert Licollari, Aimin Tan, Richard Greil, Brigitta Vcelar, Muhammad Majeed, Lawrence Helson. Distribution and Metabolism of Lipocurc™ (Liposomal Curcumin) in Dog and Human Blood Cells: Species Selectivity and Pharmacokinetic Relevance.
Anticancer research.
2017 07; 37(7):3483-3492. doi:
10.21873/anticanres.11716
. [PMID: 28668837] - Weerapon Sangartit, Poungrat Pakdeechote, Veerapol Kukongviriyapan, Wanida Donpunha, Shigeki Shibahara, Upa Kukongviriyapan. Tetrahydrocurcumin in combination with deferiprone attenuates hypertension, vascular dysfunction, baroreflex dysfunction, and oxidative stress in iron-overloaded mice.
Vascular pharmacology.
2016 12; 87(?):199-208. doi:
10.1016/j.vph.2016.10.001
. [PMID: 27713040] - Aimin Tan, Yanxin Wu, Molly Wong, Albert Licollari, Gordon Bolger, John C Fanaras, George Shopp, Lawrence Helson. Use of basic mobile phase to improve chromatography and boost sensitivity for quantifying tetrahydrocurcumin in human plasma by LC-MS/MS.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2016 Aug; 1028(?):86-93. doi:
10.1016/j.jchromb.2016.06.010
. [PMID: 27327398] - Takahiro Harigae, Kiyotaka Nakagawa, Taiki Miyazawa, Nao Inoue, Fumiko Kimura, Ikuo Ikeda, Teruo Miyazawa. Metabolic fate of poly-(lactic-co-glycolic acid)-based curcumin nanoparticles following oral administration.
International journal of nanomedicine.
2016; 11(?):3009-22. doi:
10.2147/ijn.s107442
. [PMID: 27418823] - N Greeshma, K G Prasanth, Bhaskar Balaji. Tetrahydrocurcumin exerts protective effect on vincristine induced neuropathy: Behavioral, biochemical, neurophysiological and histological evidence.
Chemico-biological interactions.
2015 Aug; 238(?):118-28. doi:
10.1016/j.cbi.2015.06.025
. [PMID: 26102012] - M Muthumani, S Miltonprabu. Ameliorative efficacy of tetrahydrocurcumin against arsenic induced oxidative damage, dyslipidemia and hepatic mitochondrial toxicity in rats.
Chemico-biological interactions.
2015 Jun; 235(?):95-105. doi:
10.1016/j.cbi.2015.04.006
. [PMID: 25869292] - Feng Zhao, Yudian Gong, Yuan Hu, Minghui Lu, Jing Wang, Jianxin Dong, Daquan Chen, Lei Chen, Fenghua Fu, Feng Qiu. Curcumin and its major metabolites inhibit the inflammatory response induced by lipopolysaccharide: translocation of nuclear factor-κB as potential target.
Molecular medicine reports.
2015 Apr; 11(4):3087-93. doi:
10.3892/mmr.2014.3079
. [PMID: 25502175] - Kyung Il Song, Jun Yeon Park, Seungyong Lee, Dahae Lee, Hyuk-Jai Jang, Su-Nam Kim, Hyeonseok Ko, Hyun Young Kim, Jae Wook Lee, Gwi Seo Hwang, Ki Sung Kang, Noriko Yamabe. Protective effect of tetrahydrocurcumin against cisplatin-induced renal damage: in vitro and in vivo studies.
Planta medica.
2015 Mar; 81(4):286-91. doi:
10.1055/s-0035-1545696
. [PMID: 25719941] - Adari Bhaskar Rao, Ernala Prasad, Seelam Siva Deepthi, Vennapusa Haritha, Sistla Ramakrishna, Kuncha Madhusudan, Mullapudi Venkata Surekha, Yerramilli Sri Rama Venkata Rao. Wound healing: a new perspective on glucosylated tetrahydrocurcumin.
Drug design, development and therapy.
2015; 9(?):3579-88. doi:
10.2147/dddt.s85041
. [PMID: 26203224] - Angela Storka, Brigitta Vcelar, Uros Klickovic, Ghazaleh Gouya, Stefan Weisshaar, Stefan Aschauer, Gordon Bolger, Lawrence Helson, Michael Wolzt. Safety, tolerability and pharmacokinetics of liposomal curcumin in healthy humans.
International journal of clinical pharmacology and therapeutics.
2015 Jan; 53(1):54-65. doi:
10.5414/cp202076
. [PMID: 25500488] - Kiyotaka Nakagawa, Jean-Marc Zingg, Sharon H Kim, Michael J Thomas, Gregory G Dolnikowski, Angelo Azzi, Teruo Miyazawa, Mohsen Meydani. Differential cellular uptake and metabolism of curcuminoids in monocytes/macrophages: regulatory effects on lipid accumulation.
The British journal of nutrition.
2014 Jul; 112(1):8-14. doi:
10.1017/s0007114514000567
. [PMID: 24725345] - Ning Kang, Miao-Miao Wang, Ying-Hui Wang, Zhe-Nan Zhang, Hong-Rui Cao, Yuan-Hao Lv, Yang Yang, Peng-Hui Fan, Feng Qiu, Xiu-Mei Gao. Tetrahydrocurcumin induces G2/M cell cycle arrest and apoptosis involving p38 MAPK activation in human breast cancer cells.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2014 May; 67(?):193-200. doi:
10.1016/j.fct.2014.02.024
. [PMID: 24593988] - Jia-Ching Wu, Mei-Ling Tsai, Ching-Shu Lai, Ying-Jan Wang, Chi-Tang Ho, Min-Hsiung Pan. Chemopreventative effects of tetrahydrocurcumin on human diseases.
Food & function.
2014 Jan; 5(1):12-7. doi:
10.1039/c3fo60370a
. [PMID: 24220621] - Patrick B Memvanga, Jérémie K Mbinze, Eric Rozet, Philippe Hubert, Véronique Préat, Roland D Marini. Development of a liquid chromatographic method for the simultaneous quantification of curcumin, β-arteether, tetrahydrocurcumin and dihydroartemisinin. Application to lipid-based formulations.
Journal of pharmaceutical and biomedical analysis.
2014 Jan; 88(?):447-56. doi:
10.1016/j.jpba.2013.09.009
. [PMID: 24184380] - Jun-Lin Ou, Yoshiyuki Mizushina, Sheng-Yang Wang, Duen-Yau Chuang, Muthukumar Nadar, Wei-Li Hsu. Structure-activity relationship analysis of curcumin analogues on anti-influenza virus activity.
The FEBS journal.
2013 Nov; 280(22):5829-40. doi:
10.1111/febs.12503
. [PMID: 24034558] - Alberto Minassi, Gonzalo Sánchez-Duffhues, Juan Antonio Collado, Eduardo Muñoz, Giovanni Appendino. Dissecting the pharmacophore of curcumin. Which structural element is critical for which action?.
Journal of natural products.
2013 Jun; 76(6):1105-12. doi:
10.1021/np400148e
. [PMID: 23742639] - Audrey M Neyrinck, Maud Alligier, Patrick B Memvanga, Elodie Névraumont, Yvan Larondelle, Véronique Préat, Patrice D Cani, Nathalie M Delzenne. Curcuma longa extract associated with white pepper lessens high fat diet-induced inflammation in subcutaneous adipose tissue.
PloS one.
2013; 8(11):e81252. doi:
10.1371/journal.pone.0081252
. [PMID: 24260564] - Lawrence Helson, Gordon Bolger, Muhammed Majeed, Brigitta Vcelar, Kresimir Pucaj, Dharmendr Matabudul. Infusion pharmacokinetics of Lipocurc™ (liposomal curcumin) and its metabolite tetrahydrocurcumin in Beagle dogs.
Anticancer research.
2012 Oct; 32(10):4365-70. doi:
NULL
. [PMID: 23060560] - Dharmendr Matabudul, Kresimir Pucaj, Gordon Bolger, Brigitta Vcelar, Muhammed Majeed, Lawrence Helson. Tissue distribution of (Lipocurc™) liposomal curcumin and tetrahydrocurcumin following two- and eight-hour infusions in Beagle dogs.
Anticancer research.
2012 Oct; 32(10):4359-64. doi:
NULL
. [PMID: 23060559] - Saowanee Nakmareong, Upa Kukongviriyapan, Poungrat Pakdeechote, Veerapol Kukongviriyapan, Bunkerd Kongyingyoes, Wanida Donpunha, Parichat Prachaney, Chada Phisalaphong. Tetrahydrocurcumin alleviates hypertension, aortic stiffening and oxidative stress in rats with nitric oxide deficiency.
Hypertension research : official journal of the Japanese Society of Hypertension.
2012 Apr; 35(4):418-25. doi:
10.1038/hr.2011.180
. [PMID: 22072109] - Kei Shimoda, Naoji Kubota, Hirotaka Hirano, Masahiro Matsumoto, Hatsuyuki Hamada, Hiroki Hamada. Formation of tetrahydrocurcumin by reduction of curcumin with cultured plant cells of Marchantia polymorpha.
Natural product communications.
2012 Apr; 7(4):529-30. doi:
"
. [PMID: 22574459] - Symone M San Miguel, Lynne A Opperman, Edward P Allen, Jan Zielinski, Kathy K H Svoboda. Bioactive antioxidant mixtures promote proliferation and migration on human oral fibroblasts.
Archives of oral biology.
2011 Aug; 56(8):812-22. doi:
10.1016/j.archoralbio.2011.01.001
. [PMID: 21458775] - Saowanee Nakmareong, Upa Kukongviriyapan, Poungrat Pakdeechote, Wanida Donpunha, Veerapol Kukongviriyapan, Bunkerd Kongyingyoes, Kwanjit Sompamit, Chada Phisalaphong. Antioxidant and vascular protective effects of curcumin and tetrahydrocurcumin in rats with L-NAME-induced hypertension.
Naunyn-Schmiedeberg's archives of pharmacology.
2011 May; 383(5):519-29. doi:
10.1007/s00210-011-0624-z
. [PMID: 21448566] - Saipin Setthacheewakul, Wichan Kedjinda, Duangkhae Maneenuan, Ruedeekorn Wiwattanapatapee. Controlled release of oral tetrahydrocurcumin from a novel self-emulsifying floating drug delivery system (SEFDDS).
AAPS PharmSciTech.
2011 Mar; 12(1):152-64. doi:
10.1208/s12249-010-9568-8
. [PMID: 21181511] - Véronique Coma, Elise Portes, Christian Gardrat, Florence Richard-Forget, Alain Castellan. In vitro inhibitory effect of tetrahydrocurcuminoids on Fusarium proliferatum growth and fumonisin B₁ biosynthesis.
Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment.
2011 Feb; 28(2):218-25. doi:
10.1080/19440049.2010.540721
. [PMID: 21240822] - K Karthikesan, L Pari, V P Menon. Antihyperlipidemic effect of chlorogenic acid and tetrahydrocurcumin in rats subjected to diabetogenic agents.
Chemico-biological interactions.
2010 Dec; 188(3):643-50. doi:
10.1016/j.cbi.2010.07.026
. [PMID: 20696151] - Chatchawan Changtam, Poonpilas Hongmanee, Apichart Suksamrarn. Isoxazole analogs of curcuminoids with highly potent multidrug-resistant antimycobacterial activity.
European journal of medicinal chemistry.
2010 Oct; 45(10):4446-57. doi:
10.1016/j.ejmech.2010.07.003
. [PMID: 20691508] - Leelavinothan Pari, Krishnamoorthy Karthikesan, Venugopal P Menon. Comparative and combined effect of chlorogenic acid and tetrahydrocurcumin on antioxidant disparities in chemical induced experimental diabetes.
Molecular and cellular biochemistry.
2010 Aug; 341(1-2):109-17. doi:
10.1007/s11010-010-0442-5
. [PMID: 20339905] - Chatchawan Changtam, Harry P de Koning, Hasan Ibrahim, M Sohail Sajid, Matthew K Gould, Apichart Suksamrarn. Curcuminoid analogs with potent activity against Trypanosoma and Leishmania species.
European journal of medicinal chemistry.
2010 Mar; 45(3):941-56. doi:
10.1016/j.ejmech.2009.11.035
. [PMID: 20004045] - Krishnamoorthy Karthikesan, Leelavinothan Pari, Venugopal P Menon. Combined treatment of tetrahydrocurcumin and chlorogenic acid exerts potential antihyperglycemic effect on streptozotocin-nicotinamide-induced diabetic rats.
General physiology and biophysics.
2010 Mar; 29(1):23-30. doi:
10.4149/gpb_2010_01_23
. [PMID: 20371877] - Xuebo Liu, Naruomi Yamada, Toshihiko Osawa. Assessing the neuroprotective effect of antioxidant food factors by application of lipid-derived dopamine modification adducts.
Methods in molecular biology (Clifton, N.J.).
2010; 594(?):263-73. doi:
10.1007/978-1-60761-411-1_18
. [PMID: 20072923] - R Douglas Shytle, Paula C Bickford, Kavon Rezai-zadeh, L Hou, Jin Zeng, Jun Tan, Paul R Sanberg, Cyndy D Sanberg, Bill Roschek, Ryan C Fink, Randall S Alberte. Optimized turmeric extracts have potent anti-amyloidogenic effects.
Current Alzheimer research.
2009 Dec; 6(6):564-71. doi:
10.2174/156720509790147115
. [PMID: 19715544] - Md Sultan Ali, M P Mudagal, D Goli. Cardioprotective effect of tetrahydrocurcumin and rutin on lipid peroxides and antioxidants in experimentally induced myocardial infarction in rats.
Die Pharmazie.
2009 Feb; 64(2):132-6. doi:
"
. [PMID: 19320287] - E Olatunde Farombi, Sangeeta Shrotriya, Hye-Kyung Na, Sung-Hoon Kim, Young-Joon Surh. Curcumin attenuates dimethylnitrosamine-induced liver injury in rats through Nrf2-mediated induction of heme oxygenase-1.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2008 Apr; 46(4):1279-87. doi:
10.1016/j.fct.2007.09.095
. [PMID: 18006204] - Pidaran Murugan, Leelavinothan Pari, Chippada Appa Rao. Effect of tetrahydrocurcumin on insulin receptor status in type 2 diabetic rats: studies on insulin binding to erythrocytes.
Journal of biosciences.
2008 Mar; 33(1):63-72. doi:
10.1007/s12038-008-0022-y
. [PMID: 18376071] - Pidaran Murugan, Leelavinothan Pari. Influence of tetrahydrocurcumin on hepatic and renal functional markers and protein levels in experimental type 2 diabetic rats.
Basic & clinical pharmacology & toxicology.
2007 Oct; 101(4):241-5. doi:
10.1111/j.1742-7843.2007.00109.x
. [PMID: 17845505] - Kenichi Kitani, Toshihiko Osawa, Takako Yokozawa. The effects of tetrahydrocurcumin and green tea polyphenol on the survival of male C57BL/6 mice.
Biogerontology.
2007 Oct; 8(5):567-73. doi:
10.1007/s10522-007-9100-z
. [PMID: 17516143] - Pidaran Murugan, Leelavinothan Pari. Influence of tetrahydrocurcumin on erythrocyte membrane bound enzymes and antioxidant status in experimental type 2 diabetic rats.
Journal of ethnopharmacology.
2007 Sep; 113(3):479-86. doi:
10.1016/j.jep.2007.07.004
. [PMID: 17693046] - Penpun Wattanakrai, Suthida Suwanachote, Sutinee Kulkollakarn, Natta Rajatanavin. The study of human skin irritation of a novel herbal skin care product and ingredients by human single closed patch testing.
Journal of the Medical Association of Thailand = Chotmaihet thangphaet.
2007 Jun; 90(6):1116-22. doi:
"
. [PMID: 17624205] - Leelavinothan Pari, Pidaran Murugan. Tetrahydrocurcumin prevents brain lipid peroxidation in streptozotocin-induced diabetic rats.
Journal of medicinal food.
2007 Jun; 10(2):323-9. doi:
10.1089/jmf.2006.058
. [PMID: 17651069] - Leelavinothan Pari, Pidaran Murugan. Changes in glycoprotein components in streptozotocin--nicotinamide induced type 2 diabetes: influence of tetrahydrocurcumin from Curcuma longa.
Plant foods for human nutrition (Dordrecht, Netherlands).
2007 Mar; 62(1):25-9. doi:
10.1007/s11130-006-0037-1
. [PMID: 17226069] - Poorichaya Somparn, Chada Phisalaphong, Somjai Nakornchai, Supeenun Unchern, Noppawan Phumala Morales. Comparative antioxidant activities of curcumin and its demethoxy and hydrogenated derivatives.
Biological & pharmaceutical bulletin.
2007 Jan; 30(1):74-8. doi:
10.1248/bpb.30.74
. [PMID: 17202663] - Leelavinothan Pari, Pidaran Murugan. Antihyperlipidemic effect of curcumin and tetrahydrocurcumin in experimental type 2 diabetic rats.
Renal failure.
2007; 29(7):881-9. doi:
10.1080/08860220701540326
. [PMID: 17994458] - Leelavinothan Pari, Pidaran Murugan. Tetrahydrocurcumin: effect on chloroquine-mediated oxidative damage in rat kidney.
Basic & clinical pharmacology & toxicology.
2006 Nov; 99(5):329-34. doi:
10.1111/j.1742-7843.2006.pto_503.x
. [PMID: 17076682] - Pidaran Murugan, Leelavinothan Pari. Antioxidant effect of tetrahydrocurcumin in streptozotocin-nicotinamide induced diabetic rats.
Life sciences.
2006 Sep; 79(18):1720-8. doi:
10.1016/j.lfs.2006.06.001
. [PMID: 16806281] - Pidaran Murugan, Leelavinothan Pari. Effect of tetrahydrocurcumin on lipid peroxidation and lipids in streptozotocin-nicotinamide-induced diabetic rats.
Basic & clinical pharmacology & toxicology.
2006 Aug; 99(2):122-7. doi:
10.1111/j.1742-7843.2006.pto_447.x
. [PMID: 16918712] - Anchang Liu, Hongxiang Lou, Lixia Zhao, Peihong Fan. Validated LC/MS/MS assay for curcumin and tetrahydrocurcumin in rat plasma and application to pharmacokinetic study of phospholipid complex of curcumin.
Journal of pharmaceutical and biomedical analysis.
2006 Feb; 40(3):720-7. doi:
10.1016/j.jpba.2005.09.032
. [PMID: 16316738] - Pidaran Murugan, Leelavinothan Pari. Effect of tetrahydrocurcumin on plasma antioxidants in streptozotocin-nicotinamide experimental diabetes.
Journal of basic and clinical physiology and pharmacology.
2006; 17(4):231-44. doi:
10.1515/jbcpp.2006.17.4.231
. [PMID: 17338279] - Dennis D Heath, Milagros A Pruitt, Dean E Brenner, Aynun N Begum, Sally A Frautschy, Cheryl L Rock. Tetrahydrocurcumin in plasma and urine: quantitation by high performance liquid chromatography.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2005 Sep; 824(1-2):206-12. doi:
10.1016/j.jchromb.2005.07.026
. [PMID: 16061427] - Leelavinothan Pari, D Rosalin Amali. Protective role of tetrahydrocurcumin (THC) an active principle of turmeric on chloroquine induced hepatotoxicity in rats.
Journal of pharmacy & pharmaceutical sciences : a publication of the Canadian Society for Pharmaceutical Sciences, Societe canadienne des sciences pharmaceutiques.
2005 Apr; 8(1):115-23. doi:
NULL
. [PMID: 15946605] - Pidaran Murugan, Leelavinothan Pari. Effect of tetrahydrocurcumin on erythromycin estolate-induced lipid peroxidation in rats.
Journal of basic and clinical physiology and pharmacology.
2005; 16(1):1-15. doi:
10.1515/jbcpp.2005.16.1.1
. [PMID: 16187483] - Leelavinothan Pari, Pidaran Murugan. Effect of tetrahydrocurcumin on blood glucose, plasma insulin and hepatic key enzymes in streptozotocin induced diabetic rats.
Journal of basic and clinical physiology and pharmacology.
2005; 16(4):257-74. doi:
10.1515/jbcpp.2005.16.4.257
. [PMID: 16438392] - L Pari, P Murugan. Protective role of tetrahydrocurcumin against erythromycin estolate-induced hepatotoxicity.
Pharmacological research.
2004 May; 49(5):481-6. doi:
10.1016/j.phrs.2003.11.005
. [PMID: 14998559] - P V Leyon, G Kuttan. Studies on the role of some synthetic curcuminoid derivatives in the inhibition of tumour specific angiogenesis.
Journal of experimental & clinical cancer research : CR.
2003 Mar; 22(1):77-83. doi:
. [PMID: 12725326]
- Michitaka Naito, Xiaohong Wu, Hideki Nomura, Michiteru Kodama, Yuriko Kato, Yoji Kato, Toshihiko Osawa. The protective effects of tetrahydrocurcumin on oxidative stress in cholesterol-fed rabbits.
Journal of atherosclerosis and thrombosis.
2002; 9(5):243-50. doi:
10.5551/jat.9.243
. [PMID: 12409634] - K Okada, C Wangpoengtrakul, T Tanaka, S Toyokuni, K Uchida, T Osawa. Curcumin and especially tetrahydrocurcumin ameliorate oxidative stress-induced renal injury in mice.
The Journal of nutrition.
2001 Aug; 131(8):2090-5. doi:
10.1093/jn/131.8.2090
. [PMID: 11481399] - S M Khopde, K I Priyadarsini, S N Guha, J G Satav, P Venkatesan, M N Rao. Inhibition of radiation-induced lipid peroxidation by tetrahydrocurcumin: possible mechanisms by pulse radiolysis.
Bioscience, biotechnology, and biochemistry.
2000 Mar; 64(3):503-9. doi:
10.1271/bbb.64.503
. [PMID: 10803946] - M H Pan, T M Huang, J K Lin. Biotransformation of curcumin through reduction and glucuronidation in mice.
Drug metabolism and disposition: the biological fate of chemicals.
1999 Apr; 27(4):486-94. doi:
NULL
. [PMID: 10101144] - Y Nakamura, Y Ohto, A Murakami, T Osawa, H Ohigashi. Inhibitory effects of curcumin and tetrahydrocurcuminoids on the tumor promoter-induced reactive oxygen species generation in leukocytes in vitro and in vivo.
Japanese journal of cancer research : Gann.
1998 Apr; 89(4):361-70. doi:
10.1111/j.1349-7006.1998.tb00572.x
. [PMID: 9617340]