Bisdemethoxycurcumin (BioDeep_00000017290)

 

Secondary id: BioDeep_00000267521

human metabolite PANOMIX_OTCML-2023 Chemicals and Drugs Antitumor activity natural product


代谢物信息卡片


(1E,4Z,6E)-5-Hydroxy-1,7-bis-(4-hydroxy-phenyl)-hepta-1,4,6-trien-3-one

化学式: C19H16O4 (308.1049)
中文名称: 双去甲氧基姜黄素, 双脱氧基姜黄素, 双去氧基姜黄素
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 40.54%

分子结构信息

SMILES: C(C(=O)/C=C/c1ccc(cc1)O)C(=O)/C=C/c1ccc(cc1)O
InChI: InChI=1S/C19H16O4/c20-16-7-1-14(2-8-16)5-11-18(22)13-19(23)12-6-15-3-9-17(21)10-4-15/h1-12,20-21H,13H2/b11-5+,12-6+

描述信息

Bisdemethoxycurcumin is a curcuminoid, a component of tumeric. Tumeric is a spice that comes from the root Curcuma longa, a member of the ginger family, Zingaberaceae. It is bright yellow and has been used as a coloring agent in food in the United States. In India, it has been used for centuries as a spice and a food preservative, and also for its various medicinal properties. In Ayurveda (Indian traditional medicine), tumeric has been used for its medicinal properties for various indications and through different routes of administration. It has been used topically on the skin for wounds, blistering diseases such as pemphigus and herpes zoster, for parasitic skin infections, and for acne. It has been used via oral administration for the common cold, liver diseases, urinary tract diseases, and as a blood purifier. For chronic rhinitis and coryza, it has been used via inhalation. The average intake of tumeric in the diet in India is approximately 2 to 2.5 g in a 60 kg individual. This corresponds to an intake of approximately 60 to 100 mg of curcumin daily. The Food and Drug Administration has classified tumeric among substances Generally Recognized as Safe (GRAS). A large number of in vitro and animal studies have been conducted to evaluate the effect of curcumin on inflammation. It has been found to act at various different levels of the arachadonic acid inflammatory cascade and through effects on various enzymes and cytokines. (PMID: 12676044).
Bisdemethoxycurcumin is a beta-diketone that is methane in which two of the hydrogens are substituted by 4-hydroxycinnamoyl groups. It has a role as a metabolite and an EC 3.2.1.1 (alpha-amylase) inhibitor. It is a beta-diketone, a polyphenol, an enone and a diarylheptanoid. It is functionally related to a 4-coumaric acid.
Bisdemethoxycurcumin is a natural product found in Curcuma amada, Curcuma kwangsiensis, and other organisms with data available.
A beta-diketone that is methane in which two of the hydrogens are substituted by 4-hydroxycinnamoyl groups.
Isolated from Curcuma zedoaria (zedoary) and Curcuma longa (turmeric)
(E,E)-Bisdemethoxycurcumin ((E,E)-Curcumin III) is a curcumin derivative with anti-inflammatory and anticancer activities.
(E,E)-Bisdemethoxycurcumin ((E,E)-Curcumin III) is a curcumin derivative with anti-inflammatory and anticancer activities.
Bisdemethoxycucurmin (Curcumin III), a curcuminoid, has antioxidant and antiinflammatory activities[1][2].
Bisdemethoxycucurmin (Curcumin III), a curcuminoid, has antioxidant and antiinflammatory activities[1][2].

同义名列表

45 个代谢物同义名

(1E,4Z,6E)-5-Hydroxy-1,7-bis-(4-hydroxy-phenyl)-hepta-1,4,6-trien-3-one; 1,6-Heptadiene-3,5-dione, 1,7-bis(4-hydroxyphenyl)-, (1E,6E)-; (1E,6E)-1,7-Bis-(4-hydroxy-phenyl)-hepta-1,6-diene-3,5-dione; 5-Hydroxy-1,7-bis-(4-hydroxy-phenyl)-hepta-1,4,6-trien-3-one; 1,6-Heptadiene-3,5-dione, 1,7-bis(4-hydroxyphenyl)-, (E,E)-; (1E,6E)-1,7-Bis(4-hydroxyphenyl)-hepta-1,6-diene-3,5-dione; (1E,6E)-1,7-Bis(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione; (1E,6E)-1,7-bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione; 1,7-bis(4-hydroxyphenyl)-3-hydroxy-1,3,6-heptatrien-5-one; 1,7-bis(4-hydroxyphenyl)-1,6-Heptadiene-3,5-dione(E,E); 1,6-Heptadiene-3,5-dione, 1,7-bis(4-hydroxyphenyl)-; 1,7-BIS-(4-HYDROXYPHENYL)-HEPTA-1,6-DIENE-3,5-DIONE; 1,7-bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione; 1,7-Bis(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione; Bisdemethoxycurcumin, >=98\\% (HPLC), solid; Bisdemethoxycurcumin, analytical standard; ADAMANTAN-1-YL-ACETICACIDHYDRAZIDE; Curcumin III;Didemethoxycurcumin; p,p-Dihydroxydicinnamoyl methane; p,p-Dihydroxydicinnamoylmethane; bis-(4-hydroxycinnamoyl)methane; Bis(4-hydroxycinnamoyl)methane; BISDESMETHOXYCURCUMIN [USP-RS]; Bis(p-hydroxycinnamoyl)methane; BIS-DEMETHOXYCURCUMIN [INCI]; (E,E)-Bisdemethoxycurcumin; BDMC;(E,E)-Curcumin III; Bisdemethoxy Curcumin; Bis-demethoxycurcumin; bisdesmethoxycurcumin; Dide Methoxycurcu Min; di-p-coumaroylmethane; Bisdemethoxycurcumin; Bisdemethoxycucurmin; Didemethoxycurcumin; UNII-2EFO1BP34R; Curcuminoid A; Curcumin III; Curcumin Lll; 2EFO1BP34R; C19H16O4; BHCMT; Bisdemethoxycurcumin; (E,E)-Curcumin III; (E,E)-Didemethoxycurcumin



数据库引用编号

25 个数据库交叉引用编号

分类词条

相关代谢途径

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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)

89 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。

亚细胞结构定位 关联基因列表


文献列表

  • Juan Antonio Giménez-Bastida, María Ángeles Ávila-Gálvez, Miguel Carmena-Bargueño, Horacio Pérez-Sánchez, Juan Carlos Espín, Antonio González-Sarrías. Physiologically relevant curcuminoids inhibit angiogenesis via VEGFR2 in human aortic endothelial cells. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2022 Aug; 166(?):113254. doi: 10.1016/j.fct.2022.113254. [PMID: 35752269]
  • Xiaoqin Ding, Yan Chen, Lina Zhou, Ruoyun Wu, Tunyu Jian, Han Lyu, Yan Liu, Jian Chen. Bisdemethoxycurcumin Attenuated Renal Injury via Activation of Keap1/Nrf2 Pathway in High-Fat Diet-Fed Mice. International journal of molecular sciences. 2022 Jul; 23(13):. doi: 10.3390/ijms23137395. [PMID: 35806399]
  • Jin-Xing Wei, Yi Luo, Yan Xu, Jian-Hui Xiao. Osteoinductive activity of bisdemethoxycurcumin and its synergistic protective effect with human amniotic mesenchymal stem cells against ovariectomy-induced osteoporosis mouse model. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2022 Feb; 146(?):112605. doi: 10.1016/j.biopha.2021.112605. [PMID: 35062070]
  • Natalia Miklášová, Peter Herich, Juan Carlos Dávila-Becerril, Joaquín Barroso-Flores, Eva Fischer-Fodor, Jindra Valentová, Janka Leskovská, Jozef Kožíšek, Peter Takáč, Ján Mojžiš. Evaluation of Antiproliferative Palladium(II) Complexes of Synthetic Bisdemethoxycurcumin towards In Vitro Cytotoxicity and Molecular Docking on DNA Sequence. Molecules (Basel, Switzerland). 2021 Jul; 26(14):. doi: 10.3390/molecules26144369. [PMID: 34299644]
  • Lahcen Tamegart, Abdellatif Abbaoui, Abdelaati El Khiat, Moulay Mustapha Bouyatas, Halima Gamrani. Lead (Pb) exposure induces physiological alterations in the serotoninergic and vasopressin systems causing anxiogenic-like behavior in Meriones shawi: Assessment of BDMC as a neuroprotective compound for Pb-neurotoxicity and kidney damages. Journal of trace elements in medicine and biology : organ of the Society for Minerals and Trace Elements (GMS). 2021 May; 65(?):126722. doi: 10.1016/j.jtemb.2021.126722. [PMID: 33524682]
  • Sudha Ramkumar, H V Thulasiram, Ameeta RaviKumar. Improvement in serum amylase and glucose levels in diabetic rats on oral administration of bisdemethoxycurcumin from Curcuma longa and limonoids from Azadirachta indica. Journal of food biochemistry. 2021 04; 45(4):e13674. doi: 10.1111/jfbc.13674. [PMID: 33634871]
  • Jian Liu, Qilong Wang, Emmanuel Omari-Siaw, Michael Adu-Frimpong, Jing Liu, Ximing Xu, Jiangnan Yu. Enhanced oral bioavailability of Bisdemethoxycurcumin-loaded self-microemulsifying drug delivery system: Formulation design, in vitro and in vivo evaluation. International journal of pharmaceutics. 2020 Nov; 590(?):119887. doi: 10.1016/j.ijpharm.2020.119887. [PMID: 32950666]
  • Fuquan Jin, Xueqin Chen, Hao Yan, Zhifei Xu, Bo Yang, Peihua Luo, Qiaojun He. Bisdemethoxycurcumin attenuates cisplatin-induced renal injury through anti-apoptosis, anti-oxidant and anti-inflammatory. European journal of pharmacology. 2020 May; 874(?):173026. doi: 10.1016/j.ejphar.2020.173026. [PMID: 32088177]
  • Gina Córdoba-David, Aroa Duro-Castano, Regiane Cardoso Castelo-Branco, Cristian González-Guerrero, Pablo Cannata, Ana B Sanz, María J Vicent, Alberto Ortiz, Adrián M Ramos. Effective Nephroprotection Against Acute Kidney Injury with a Star-Shaped Polyglutamate-Curcuminoid Conjugate. Scientific reports. 2020 02; 10(1):2056. doi: 10.1038/s41598-020-58974-9. [PMID: 32029842]
  • Mayuko Itaya, Taiki Miyazawa, Jean-Marc Zingg, Takahiro Eitsuka, Angelo Azzi, Mohsen Meydani, Teruo Miyazawa, Kiyotaka Nakagawa. The differential cellular uptake of curcuminoids in vitro depends dominantly on albumin interaction. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2019 Jun; 59(?):152902. doi: 10.1016/j.phymed.2019.152902. [PMID: 30981184]
  • Fuquan Jin, Ying Jin, Jiangxia Du, Liyu Jiang, Ying Zhang, Ziying Zhao, Bo Yang, Peihua Luo, Qiaojun He. Bisdemethoxycurcumin protects against renal fibrosis via activation of fibroblast apoptosis. European journal of pharmacology. 2019 Mar; 847(?):26-31. doi: 10.1016/j.ejphar.2019.01.012. [PMID: 30660576]
  • Meng Fu, Shuilian Fu, Saihong Ni, Danni Wang, Tie Hong. Inhibitory effects of bisdemethoxycurcumin on mast cell-mediated allergic diseases. International immunopharmacology. 2018 Dec; 65(?):182-189. doi: 10.1016/j.intimp.2018.10.005. [PMID: 30316076]
  • Chengxin Wu, Wei Wang, Feifei Quan, Pengfei Chen, Jiali Qian, Lei Zhou, Qiaosheng Pu. Sensitive analysis of curcuminoids via micellar electrokinetic chromatography with laser-induced native fluorescence detection and mixed micelles-induced fluorescence synergism. Journal of chromatography. A. 2018 Aug; 1564(?):207-213. doi: 10.1016/j.chroma.2018.06.012. [PMID: 29891402]
  • Martin Purpura, Ryan P Lowery, Jacob M Wilson, Haider Mannan, Gerald Münch, Valentina Razmovski-Naumovski. Analysis of different innovative formulations of curcumin for improved relative oral bioavailability in human subjects. European journal of nutrition. 2018 Apr; 57(3):929-938. doi: 10.1007/s00394-016-1376-9. [PMID: 28204880]
  • Guo-Yun Liu, Yong-Zheng Sun, Na Zhou, Xiu-Mei Du, Jie Yang, Shang-Jing Guo. 3,3'-OH curcumin causes apoptosis in HepG2 cells through ROS-mediated pathway. European journal of medicinal chemistry. 2016 Apr; 112(?):157-163. doi: 10.1016/j.ejmech.2016.02.019. [PMID: 26894841]
  • Riccardo Pettinari, Fabio Marchetti, Claudio Pettinari, Francesca Condello, Agnese Petrini, Rosario Scopelliti, Tina Riedel, Paul J Dyson. Organometallic rhodium(III) and iridium(III) cyclopentadienyl complexes with curcumin and bisdemethoxycurcumin co-ligands. Dalton transactions (Cambridge, England : 2003). 2015 Dec; 44(47):20523-31. doi: 10.1039/c5dt03037d. [PMID: 26548708]
  • Arul Prakash Francis, Selvam Ganapathy, Venkata Rajsekhar Palla, Prakhya Balakrishna Murthy, Thiyagarajan Devasena. Future of nano bisdemethoxy curcumin analog: guaranteeing safer intravenous delivery. Environmental toxicology and pharmacology. 2015 Jan; 39(1):467-74. doi: 10.1016/j.etap.2014.12.018. [PMID: 25596481]
  • Christina Schiborr, Alexa Kocher, Dariush Behnam, Josef Jandasek, Simone Toelstede, Jan Frank. The oral bioavailability of curcumin from micronized powder and liquid micelles is significantly increased in healthy humans and differs between sexes. Molecular nutrition & food research. 2014 Mar; 58(3):516-27. doi: 10.1002/mnfr.201300724. [PMID: 24402825]
  • Hiroki Sato, Victor Tuan Giam Chuang, Keishi Yamasaki, Noriyuki Yamaotsu, Hiroshi Watanabe, Kohei Nagumo, Makoto Anraku, Daisuke Kadowaki, Yu Ishima, Shuichi Hirono, Masaki Otagiri, Toru Maruyama. Differential effects of methoxy group on the interaction of curcuminoids with two major ligand binding sites of human serum albumin. PloS one. 2014; 9(2):e87919. doi: 10.1371/journal.pone.0087919. [PMID: 24498401]
  • Mei-Chun Kou, Shu-Yuan Chiou, Ching-Yi Weng, Lisu Wang, Chi-Tang Ho, Ming-Jiuan Wu. Curcuminoids distinctly exhibit antioxidant activities and regulate expression of scavenger receptors and heme oxygenase-1. Molecular nutrition & food research. 2013 Sep; 57(9):1598-610. doi: 10.1002/mnfr.201200227. [PMID: 23386263]
  • Kun Wang, Feng Qiu. Curcuminoid metabolism and its contribution to the pharmacological effects. Current drug metabolism. 2013 Sep; 14(7):791-806. doi: 10.2174/13892002113149990102. [PMID: 23937173]
  • Yanyu Xiao, Xi Chen, Liu Yang, Xieting Zhu, Lang Zou, Fanfei Meng, Qineng Ping. Preparation and oral bioavailability study of curcuminoid-loaded microemulsion. Journal of agricultural and food chemistry. 2013 Apr; 61(15):3654-60. doi: 10.1021/jf400002x. [PMID: 23451842]
  • Jun Li, Yue Liu, Jun-Qi Wei, Kun Wang, Li-Xia Chen, Xin-Sheng Yao, Feng Qiu. Isolation and identification of phase 1 metabolites of curcuminoids in rats. Planta medica. 2012 Aug; 78(12):1351-6. doi: 10.1055/s-0032-1314990. [PMID: 22753036]
  • Wanwarang Wongcharoen, Sasivimon Jai-Aue, Arintaya Phrommintikul, Weerachai Nawarawong, Surin Woragidpoonpol, Thitipong Tepsuwan, Apichard Sukonthasarn, Nattayaporn Apaijai, Nipon Chattipakorn. Effects of curcuminoids on frequency of acute myocardial infarction after coronary artery bypass grafting. The American journal of cardiology. 2012 Jul; 110(1):40-4. doi: 10.1016/j.amjcard.2012.02.043. [PMID: 22481014]
  • N P Aditya, Geetanjali Chimote, Karthigayan Gunalan, Rinti Banerjee, Swati Patankar, Basavaraj Madhusudhan. Curcuminoids-loaded liposomes in combination with arteether protects against Plasmodium berghei infection in mice. Experimental parasitology. 2012 Jul; 131(3):292-9. doi: 10.1016/j.exppara.2012.04.010. [PMID: 22561991]
  • Rui Li, Xue Qiao, Qingyan Li, Rong He, Min Ye, Cheng Xiang, Xionghao Lin, Dean Guo. Metabolic and pharmacokinetic studies of curcumin, demethoxycurcumin and bisdemethoxycurcumin in mice tumor after intragastric administration of nanoparticle formulations by liquid chromatography coupled with tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2011 Sep; 879(26):2751-8. doi: 10.1016/j.jchromb.2011.07.042. [PMID: 21856253]
  • Xiao-Ju Yong, Wei Ding, Yong-Qiang Zhang, Ming-Xia Li. [Bioactivity and action modes of bisdemethoxycurcumin against Tetranychus cinnabarinus Bois. (Acari:Tetranychidae)]. Ying yong sheng tai xue bao = The journal of applied ecology. 2011 Jun; 22(6):1592-8. doi: ". [PMID: 21941764]
  • John Cuomo, Giovanni Appendino, Adam S Dern, Erik Schneider, Toni P McKinnon, Mark J Brown, Stefano Togni, Brian M Dixon. Comparative absorption of a standardized curcuminoid mixture and its lecithin formulation. Journal of natural products. 2011 Apr; 74(4):664-9. doi: 10.1021/np1007262. [PMID: 21413691]
  • N J Yob, S Mohd Jofrry, M M R Meor Mohd Affandi, L K Teh, M Z Salleh, Z A Zakaria. Zingiber zerumbet (L.) Smith: A Review of Its Ethnomedicinal, Chemical, and Pharmacological Uses. Evidence-based complementary and alternative medicine : eCAM. 2011; 2011(?):543216. doi: 10.1155/2011/543216. [PMID: 21584247]
  • 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]
  • Grace G L Yue, Ben C L Chan, Po-Ming Hon, Mavis Y H Lee, Kwok-Pui Fung, Ping-Chung Leung, Clara B S Lau. Evaluation of in vitro anti-proliferative and immunomodulatory activities of compounds isolated from Curcuma longa. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2010 Aug; 48(8-9):2011-20. doi: 10.1016/j.fct.2010.04.039. [PMID: 20438793]
  • Yunbao Liu, Muraleedharan G Nair. An efficient and economical MTT assay for determining the antioxidant activity of plant natural product extracts and pure compounds. Journal of natural products. 2010 Jul; 73(7):1193-5. doi: 10.1021/np1000945. [PMID: 20565070]
  • 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]
  • 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]
  • Valentina Basile, Erika Ferrari, Sandra Lazzari, Silvia Belluti, Francesca Pignedoli, Carol Imbriano. Curcumin derivatives: molecular basis of their anti-cancer activity. Biochemical pharmacology. 2009 Nov; 78(10):1305-15. doi: 10.1016/j.bcp.2009.06.105. [PMID: 19580791]
  • Toshiyuki Matsunaga, Satoshi Endo, Midori Soda, Hai-Tao Zhao, Ossama El-Kabbani, Kazuo Tajima, Akira Hara. Potent and selective inhibition of the tumor marker AKR1B10 by bisdemethoxycurcumin: probing the active site of the enzyme with molecular modeling and site-directed mutagenesis. Biochemical and biophysical research communications. 2009 Nov; 389(1):128-32. doi: 10.1016/j.bbrc.2009.08.107. [PMID: 19706287]
  • Diran Herebian, Jeong-Heui Choi, A M Abd El-Aty, Jae-Han Shim, Michael Spiteller. Metabolite analysis in Curcuma domestica using various GC-MS and LC-MS separation and detection techniques. Biomedical chromatography : BMC. 2009 Sep; 23(9):951-65. doi: 10.1002/bmc.1207. [PMID: 19358151]
  • Monica Saladini, Sandra Lazzari, Francesca Pignedoli, Roberto Rosa, Ferdinando Spagnolo, Erika Ferrari. New synthetic glucosyl-curcuminoids, and their (1)H and (13)C NMR characterization, from Curcuma longa L. Plant foods for human nutrition (Dordrecht, Netherlands). 2009 Sep; 64(3):224-9. doi: 10.1007/s11130-009-0122-3. [PMID: 19462241]
  • Fang Dai, Wei-Feng Chen, Bo Zhou, Li Yang, Zhong-Li Liu. Antioxidative effects of curcumin and its analogues against the free-radical-induced peroxidation of linoleic acid in micelles. Phytotherapy research : PTR. 2009 Sep; 23(9):1220-8. doi: 10.1002/ptr.2517. [PMID: 19173279]
  • S Mahattanadul, T Nakamura, P Panichayupakaranant, N Phdoongsombut, K Tungsinmunkong, P Bouking. Comparative antiulcer effect of bisdemethoxycurcumin and curcumin in a gastric ulcer model system. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2009 Apr; 16(4):342-51. doi: 10.1016/j.phymed.2008.12.005. [PMID: 19188055]
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  • Songyot Anuchapreeda, Singkome Tima, Chadarat Duangrat, Pornngarm Limtrakul. Effect of pure curcumin, demethoxycurcumin, and bisdemethoxycurcumin on WT1 gene expression in leukemic cell lines. Cancer chemotherapy and pharmacology. 2008 Sep; 62(4):585-94. doi: 10.1007/s00280-007-0642-1. [PMID: 18034345]
  • Hyun-Ock Pae, Sun-Oh Jeong, Hak Sung Kim, Seong Heak Kim, Yung Sun Song, Sung-kwun Kim, Kyu-Yun Chai, Hun-Taeg Chung. Dimethoxycurcumin, a synthetic curcumin analogue with higher metabolic stability, inhibits NO production, inducible NO synthase expression and NF-kappaB activation in RAW264.7 macrophages activated with LPS. Molecular nutrition & food research. 2008 Sep; 52(9):1082-91. doi: 10.1002/mnfr.200700333. [PMID: 18481332]
  • Waree Tiyaboonchai, Watcharaphorn Tungpradit, Pinyupa Plianbangchang. Formulation and characterization of curcuminoids loaded solid lipid nanoparticles. International journal of pharmaceutics. 2007 Jun; 337(1-2):299-306. doi: 10.1016/j.ijpharm.2006.12.043. [PMID: 17287099]
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