Embelin (BioDeep_00000008033)

Main id: BioDeep_00000229897

 

human metabolite PANOMIX_OTCML-2023 blood metabolite


代谢物信息卡片


2,5-dihydroxy-3-undecylcyclohexa-2,5-diene-1,4-dione

化学式: C17H26O4 (294.1830996)
中文名称: 恩贝灵
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1(O)C(=O)C(CCCCCCCCCCC)=C(O)C(=O)C=1
InChI: InChI=1S/C17H26O4/c1-2-3-4-5-6-7-8-9-10-11-13-16(20)14(18)12-15(19)17(13)21/h12,18,21H,2-11H2,1H3

描述信息

Embelin (Embelic acid), a potent, nonpeptidic XIAP inhibitor (IC50=4.1 μM), inhibits cell growth, induces apoptosis, and activates caspase-9 in prostate cancer cells with high levels of XIAP. Embelin blocks NF-kappaB signaling pathway leading to suppression of NF-kappaB-regulated antiapoptotic and metastatic gene products. Embelin also induces autophagic and apoptotic cell death in human oral squamous cell carcinoma cells[1][2][3].
Embelin (Embelic acid), a potent, nonpeptidic XIAP inhibitor (IC50=4.1 μM), inhibits cell growth, induces apoptosis, and activates caspase-9 in prostate cancer cells with high levels of XIAP. Embelin blocks NF-kappaB signaling pathway leading to suppression of NF-kappaB-regulated antiapoptotic and metastatic gene products. Embelin also induces autophagic and apoptotic cell death in human oral squamous cell carcinoma cells[1][2][3].

同义名列表

8 个代谢物同义名

2,5-dihydroxy-3-undecylcyclohexa-2,5-diene-1,4-dione; 2,5-dihydroxy-3-undecyl-1,4-benzoquinone; potassium embelate; Embelic acid; Emberine; Embelate; Embelin; NSC 91874



数据库引用编号

18 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)

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

  • Anika, Shamsher Singh, Rimpi. Neuroprotective effects of Embelin in an ethidium bromide-induced multiple sclerosis in rats: Modulation of p38 MAPK signaling pathway. International immunopharmacology. 2024 Mar; 129(?):111639. doi: 10.1016/j.intimp.2024.111639. [PMID: 38335654]
  • Vidya V Kamble, Asif S Tamboli, Suraj D Umdale, Shabir A Rather, Hongmei Liu, Shabir Hussain Wani, Nikhil B Gaikwad. Evaluating genetic diversity of geographically diverse populations of Embelia ribes Burm f., a highly medicinal woody liana from the Western Ghats of India, using random amplified polymorphic DNA (RAPD) and intersimple sequence repeats (ISSR) markers. Molecular biology reports. 2023 Feb; 50(2):1603-1615. doi: 10.1007/s11033-022-08099-1. [PMID: 36528661]
  • Tongxin Wang, Weilei Yao, Xiaomeng Liu, Zhengxi Bao, Chenrui Lv, Feiruo Huang. Dietary Embelin Supplementation During Mid-To-Late Gestation Improves Performance and Maternal-Fetal Glucose Metabolism of Pigs. Journal of animal science. 2023 Jan; ?(?):. doi: 10.1093/jas/skad010. [PMID: 36617266]
  • Dagmara Wróbel-Biedrawa, Agnieszka Galanty, Paweł Zagrodzki, Irma Podolak. Optimization of Extraction Conditions and Cytotoxic Activity of Rapanone in Comparison to Its Homologue, Embelin. Molecules (Basel, Switzerland). 2022 Nov; 27(22):. doi: 10.3390/molecules27227912. [PMID: 36432013]
  • Qiong Fang, Zhiying Li, Ye Xue, Xin Zong, Wenshuang Ma, Guangmin Xi, XiaoFeng Zhang, Zuowei Li. Embelin enhances the sensitivity of renal cancer cells to axitinib by inhibiting HIF signaling pathway. Anti-cancer agents in medicinal chemistry. 2022 Aug; ?(?):. doi: 10.2174/1871520622666220825155125. [PMID: 36028958]
  • Antony Stalin, Appadurai Daniel Reegan, Munusamy Rajiv Gandhi, R R Saravanan, Kedike Balakrishna, Abd El-Latif Hesham, Savarimuthu Ignacimuthu, Ying Zhang. Mosquitocidal efficacy of embelin and its derivatives against Aedes aegypti L. and Culex quinquefasciatus Say. (Diptera: Culicidae) and computational analysis of acetylcholinesterase 1 (AChE1) inhibition. Computers in biology and medicine. 2022 07; 146(?):105535. doi: 10.1016/j.compbiomed.2022.105535. [PMID: 35487124]
  • Saba Maanvizhi, Narayanaswamy Radhakrishnan, Chitra Krishnan, Arumugam Gnanamani. Pharmacological evaluation of embelin - chitosan nanoparticles as an antidiabetic agent. Indian journal of pharmacology. 2022 Mar; 54(2):126-130. doi: 10.4103/ijp.ijp_47_20. [PMID: 35546464]
  • Ting Wang, Kaiju Xu, Liyun Zhao, Rongsheng Tong, Liang Xiong, Jianyou Shi. Recent research and development of NDM-1 inhibitors. European journal of medicinal chemistry. 2021 Nov; 223(?):113667. doi: 10.1016/j.ejmech.2021.113667. [PMID: 34225181]
  • Alana Shunnarah, Robin Tumlinson, Angela I Calderón. Natural Products with Potential for Nonhormonal Male Contraception. Journal of natural products. 2021 10; 84(10):2762-2774. doi: 10.1021/acs.jnatprod.1c00565. [PMID: 34633803]
  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Irma Podolak, Adam Mynarski, Dagmara Wróbel, Karolina Grabowska, Agnieszka Galanty. Bioactive benzoquinones content variability in red-berry and white-berry varieties of Ardisia crenata Sims. and assessment of cytotoxic activity. Natural product research. 2021 Jan; 35(1):157-161. doi: 10.1080/14786419.2019.1614575. [PMID: 31135229]
  • P Bansal, U Bhandari, K Sharma, P Arya. Embelin modulates metabolic endotoxemia and associated obesity in high fat diet fed C57BL/6 mice. Human & experimental toxicology. 2021 Jan; 40(1):60-70. doi: 10.1177/0960327120934522. [PMID: 32735172]
  • Francesco Caruso, Miriam Rossi, Jens Z Pedersen, Sandra Incerpi. Computational studies reveal mechanism by which quinone derivatives can inhibit SARS-CoV-2. Study of embelin and two therapeutic compounds of interest, methyl prednisolone and dexamethasone. Journal of infection and public health. 2020 Dec; 13(12):1868-1877. doi: 10.1016/j.jiph.2020.09.015. [PMID: 33109497]
  • Dagmara Wróbel-Biedrawa, Karolina Grabowska, Agnieszka Galanty, Danuta Sobolewska, Paweł Żmudzki, Irma Podolak. Anti-melanoma potential of two benzoquinone homologues embelin and rapanone - a comparative in vitro study. Toxicology in vitro : an international journal published in association with BIBRA. 2020 Jun; 65(?):104826. doi: 10.1016/j.tiv.2020.104826. [PMID: 32169436]
  • Tripti Khare, Sushesh Srivatsa Palakurthi, Brijesh M Shah, Srinath Palakurthi, Sharad Khare. Natural Product-Based Nanomedicine in Treatment of Inflammatory Bowel Disease. International journal of molecular sciences. 2020 May; 21(11):. doi: 10.3390/ijms21113956. [PMID: 32486445]
  • Peng Cui, Feng Qu, Nagaraja Sreeharsha, Sanjay Sharma, Anurag Mishra, Shiva K Gubbiyappa. Antiarthritic effect of chitosan nanoparticle loaded with embelin against adjuvant-induced arthritis in Wistar rats. IUBMB life. 2020 05; 72(5):1054-1064. doi: 10.1002/iub.2248. [PMID: 32043729]
  • Meryem Köse, Thanigaimalai Pillaiyar, Vigneshwaran Namasivayam, Elisabetta De Filippo, Katharina Sylvester, Trond Ulven, Ivar von Kügelgen, Christa E Müller. An Agonist Radioligand for the Proinflammatory Lipid-Activated G Protein-Coupled Receptor GPR84 Providing Structural Insights. Journal of medicinal chemistry. 2020 03; 63(5):2391-2410. doi: 10.1021/acs.jmedchem.9b01339. [PMID: 31721581]
  • Antony Stalin, Subramani Kandhasamy, Balakrishnan Senthamarai Kannan, Rama Shanker Verma, Savarimuthu Ignacimuthu, Yrjälä Kim, Qingsong Shao, Yuan Chen, Perumal Palani. Synthesis of a 1,2,3-bistriazole derivative of embelin and evaluation of its effect on high-fat diet fed-streptozotocin-induced type 2 diabetes in rats and molecular docking studies. Bioorganic chemistry. 2020 03; 96(?):103579. doi: 10.1016/j.bioorg.2020.103579. [PMID: 31978685]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Huafeng Wang, Huan Zhang, Yanxia Wang, Luhong Yang, Dong Wang. Embelin can protect mice from thioacetamide-induced acute liver injury. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2019 Oct; 118(?):109360. doi: 10.1016/j.biopha.2019.109360. [PMID: 31545222]
  • Xuexiang Qin, Kakani Meghana, Nelluri Lakshmi Sowjanya, Katakam Revathi Sushma, Ch Gopala Krishna, Jagarlamudi Manasa, Gadamsetty Jaya Alekhya Sita, Motati Gowthami, Dronadula Honeyshmitha, Gadiparthi Srikanth, Nagaraja SreeHarsha. Embelin attenuates cisplatin-induced nephrotoxicity: Involving inhibition of oxidative stress and inflammation in addition with activation of Nrf-2/Ho-1 pathway. BioFactors (Oxford, England). 2019 May; 45(3):471-478. doi: 10.1002/biof.1502. [PMID: 30893507]
  • Md Shahadat Hossan, Ayesha Fatima, Mohammed Rahmatullah, Teng Jin Khoo, Veeranoot Nissapatorn, Anastasia V Galochkina, Alexander V Slita, Anna A Shtro, Yulia Nikolaeva, Vladimir V Zarubaev, Christophe Wiart. Antiviral activity of Embelia ribes Burm. f. against influenza virus in vitro. Archives of virology. 2018 Aug; 163(8):2121-2131. doi: 10.1007/s00705-018-3842-6. [PMID: 29633078]
  • Haroon Khan, Kannan R R Rengasamy, Aini Pervaiz, Seyed Mohammad Nabavi, Atanas G Atanasov, Mohammad A Kamal. Plant-derived mPGES-1 inhibitors or suppressors: A new emerging trend in the search for small molecules to combat inflammation. European journal of medicinal chemistry. 2018 Jun; 153(?):2-28. doi: 10.1016/j.ejmech.2017.12.059. [PMID: 29329790]
  • Ankita Sharma, Navneet Kaur, Saurabh Sharma, Amit Sharma, M S Rathore, Kumar Ajay, Neeraj Mishra. Embelin-loaded guar gum microparticles for the management of ulcerative colitis. Journal of microencapsulation. 2018 Mar; 35(2):181-191. doi: 10.1080/02652048.2018.1452991. [PMID: 29544365]
  • Md Shamsir Alam, Abdul Ahad, Lubna Abidin, Mohd Aqil, Showkat Rasool Mir, Mohd Mujeeb. Embelin-loaded oral niosomes ameliorate streptozotocin-induced diabetes in Wistar rats. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2018 Jan; 97(?):1514-1520. doi: 10.1016/j.biopha.2017.11.073. [PMID: 29793314]
  • Minaleshewa Atlabachew, Bewketu Mehari, Sandra Combrinck, Robert McCrindle. Single-step isolation of embelin using high-performance countercurrent chromatography and determination of the fatty acid composition of seeds of Embelia schimperi. Biomedical chromatography : BMC. 2017 Dec; 31(12):. doi: 10.1002/bmc.4018. [PMID: 28557071]
  • Rimpi Arora, Rahul Deshmukh. Embelin Attenuates Intracerebroventricular Streptozotocin-Induced Behavioral, Biochemical, and Neurochemical Abnormalities in Rats. Molecular neurobiology. 2017 11; 54(9):6670-6680. doi: 10.1007/s12035-016-0182-y. [PMID: 27744573]
  • Chandran Sivasankar, Subramanian Gayathri, James Prabhanand Bhaskar, Venkat Krishnan, Shunmugiah Karutha Pandian. Evaluation of selected Indian medicinal plants for antagonistic potential against Malassezia spp. and the synergistic effect of embelin in combination with ketoconazole. Microbial pathogenesis. 2017 Sep; 110(?):66-72. doi: 10.1016/j.micpath.2017.06.026. [PMID: 28645774]
  • Sharanbasappa Durg, Naveen Kumar B, Ravichandra Vandal, Shivsharan B Dhadde, B S Thippeswamy, Veeresh P Veerapur, Shrishailappa Badami. Antipsychotic activity of embelin isolated from Embelia ribes: A preliminary study. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2017 Jun; 90(?):328-331. doi: 10.1016/j.biopha.2017.03.085. [PMID: 28376400]
  • Y Gao, J Li, X Xu, S Wang, Y Yang, J Zhou, L Zhang, F Zheng, X Li, B Wang. Embelin attenuates adipogenesis and lipogenesis through activating canonical Wnt signaling and inhibits high-fat diet-induced obesity. International journal of obesity (2005). 2017 05; 41(5):729-738. doi: 10.1038/ijo.2017.35. [PMID: 28163317]
  • Kodandaram Sumalatha, Mohan Gowda, Sreepriya Meenakshisundaram. ROS-mediated induction of apoptosis by benzoquinone embelin in human colon adenocarcinoma cells HT-29. Journal of complementary & integrative medicine. 2017 Mar; 14(2):. doi: 10.1515/jcim-2016-0131. [PMID: 28306533]
  • Kirti S Prabhu, Kodappully S Siveen, Shilpa Kuttikrishnan, Ahmad Iskandarani, Magdalini Tsakou, Iman W Achkar, Lubna Therachiyil, Roopesh Krishnankutty, Aijaz Parray, Michal Kulinski, Maysaloun Merhi, Said Dermime, Ramzi M Mohammad, Shahab Uddin. Targeting of X-linked inhibitor of apoptosis protein and PI3-kinase/AKT signaling by embelin suppresses growth of leukemic cells. PloS one. 2017; 12(7):e0180895. doi: 10.1371/journal.pone.0180895. [PMID: 28704451]
  • Daniel Pushparaju Yeggoni, Aparna Rachamallu, Rajagopal Subramanyam. Protein stability, conformational change and binding mechanism of human serum albumin upon binding of embelin and its role in disease control. Journal of photochemistry and photobiology. B, Biology. 2016 Jul; 160(?):248-59. doi: 10.1016/j.jphotobiol.2016.04.012. [PMID: 27130964]
  • Hanwool Lee, Jeong-Hyeon Ko, Seung Ho Baek, Dongwoo Nam, Seok Geun Lee, Junhee Lee, Woong Mo Yang, Jae-Young Um, Sung-Hoon Kim, Bum Sang Shim, Kwang Seok Ahn. Embelin Inhibits Invasion and Migration of MDA-MB-231 Breast Cancer Cells by Suppression of CXC Chemokine Receptor 4, Matrix Metalloproteinases-9/2, and Epithelial-Mesenchymal Transition. Phytotherapy research : PTR. 2016 Jun; 30(6):1021-32. doi: 10.1002/ptr.5612. [PMID: 27030214]
  • Ashique Shaikh, Shivsharan B Dhadde, Sharanbasappa Durg, V P Veerapur, S Badami, B S Thippeswamy, Jagadevappa S Patil. Effect of Embelin Against Lipopolysaccharide-induced Sickness Behaviour in Mice. Phytotherapy research : PTR. 2016 May; 30(5):815-22. doi: 10.1002/ptr.5585. [PMID: 26890475]
  • Cengiz Kocak, Fatma Emel Kocak, Raziye Akcilar, Ozben Ozden Isiklar, Havva Kocak, Zeynep Bayat, Hasan Simsek, Figen Taser, Irfan Altuntas. Molecular and biochemical evidence on the protective effects of embelin and carnosic acid in isoproterenol-induced acute myocardial injury in rats. Life sciences. 2016 Feb; 147(?):15-23. doi: 10.1016/j.lfs.2016.01.038. [PMID: 26820671]
  • Shivsharan B Dhadde, P Nagakannan, Marulasiddeshwara Roopesh, S R Anand Kumar, B S Thippeswamy, Veeresh P Veerapur, S Badami. Effect of embelin against 3-nitropropionic acid-induced Huntington's disease in rats. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2016 Feb; 77(?):52-8. doi: 10.1016/j.biopha.2015.11.009. [PMID: 26796265]
  • Shivaram Shivakumar Badamaranahalli, Manjunath Kopparam, Siddalingappa Tippanna Bhagawati, Sharanbasappa Durg. Embelin lipid nanospheres for enhanced treatment of ulcerative colitis - Preparation, characterization and in vivo evaluation. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2015 Aug; 76(?):73-82. doi: 10.1016/j.ejps.2015.05.003. [PMID: 25957524]
  • Xian-Long Zhou, Lei Huang, Jun Cao. Embelin Reduces Systemic Inflammation and Ameliorates Organ Injuries in Septic Rats Through Downregulating STAT3 and NF-κB Pathways. Inflammation. 2015 Aug; 38(4):1556-62. doi: 10.1007/s10753-015-0130-4. [PMID: 25682469]
  • Zhi-Gang Zhao, Zhong-Zhi Tang, Wen-Kai Zhang, Jian-Guo Li. Protective effects of embelin on myocardial ischemia-reperfusion injury following cardiac arrest in a rabbit model. Inflammation. 2015 Apr; 38(2):527-33. doi: 10.1007/s10753-014-9959-1. [PMID: 24962644]
  • Anak A S S K Dharmapatni, Melissa D Cantley, Victor Marino, Egon Perilli, Tania N Crotti, Malcolm D Smith, David R Haynes. The X-Linked Inhibitor of Apoptosis Protein Inhibitor Embelin Suppresses Inflammation and Bone Erosion in Collagen Antibody Induced Arthritis Mice. Mediators of inflammation. 2015; 2015(?):564042. doi: 10.1155/2015/564042. [PMID: 26347311]
  • Beena Joy, S Nishanth Kumar, M S Soumya, A R Radhika, M Vibin, Annie Abraham. Embelin (2,5-dihydroxy-3-undecyl-p-benzoquinone): a bioactive molecule isolated from Embelia ribes as an effective photodynamic therapeutic candidate against tumor in vivo. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2014 Sep; 21(11):1292-7. doi: 10.1016/j.phymed.2014.07.001. [PMID: 25172792]
  • Bidya Dhar Sahu, Harika Anubolu, Meghana Koneru, Jerald Mahesh Kumar, Madhusudana Kuncha, Shyam Sunder Rachamalla, Ramakrishna Sistla. Cardioprotective effect of embelin on isoproterenol-induced myocardial injury in rats: possible involvement of mitochondrial dysfunction and apoptosis. Life sciences. 2014 Jun; 107(1-2):59-67. doi: 10.1016/j.lfs.2014.04.035. [PMID: 24816332]
  • Fanglei Chen, Guiping Zhang, Zebin Hong, Zhonghui Lin, Min Lei, Mingdong Huang, Lihong Hu. Design, synthesis, and SAR of embelin analogues as the inhibitors of PAI-1 (plasminogen activator inhibitor-1). Bioorganic & medicinal chemistry letters. 2014 May; 24(10):2379-82. doi: 10.1016/j.bmcl.2014.03.045. [PMID: 24731276]
  • Gajendra Gupta, Jerald Mahesh Kumar, Amine Garci, Narayana Nagesh, Bruno Therrien. Exploiting natural products to build metalla-assemblies: the anticancer activity of embelin-derived Rh(III) and Ir(III) metalla-rectangles. Molecules (Basel, Switzerland). 2014 May; 19(5):6031-46. doi: 10.3390/molecules19056031. [PMID: 24824137]
  • Suresh R Naik, Netaji T Niture, Ansar A Ansari, Priyank D Shah. Anti-diabetic activity of embelin: involvement of cellular inflammatory mediators, oxidative stress and other biomarkers. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2013 Jul; 20(10):797-804. doi: 10.1016/j.phymed.2013.03.003. [PMID: 23597490]
  • Seong Won Kim, Sung-Moo Kim, Hang Bae, Dongwoo Nam, Jun-Hee Lee, Seok-Geun Lee, Bum Sang Shim, Sung-Hoon Kim, Kyoo Seok Ahn, Seung-Hoon Choi, Gautam Sethi, Kwang Seok Ahn. Embelin inhibits growth and induces apoptosis through the suppression of Akt/mTOR/S6K1 signaling cascades. The Prostate. 2013 Feb; 73(3):296-305. doi: 10.1002/pros.22574. [PMID: 22887478]
  • Gopalsamy Rajiv Gandhi, Antony Stalin, Kedike Balakrishna, Savarimuthu Ignacimuthu, Michael Gabriel Paulraj, Rajagopal Vishal. Insulin sensitization via partial agonism of PPARγ and glucose uptake through translocation and activation of GLUT4 in PI3K/p-Akt signaling pathway by embelin in type 2 diabetic rats. Biochimica et biophysica acta. 2013 Jan; 1830(1):2243-55. doi: 10.1016/j.bbagen.2012.10.016. [PMID: 23104384]
  • Mouad Edderkaoui, Aurelia Lugea, Hongxiang Hui, Guido Eibl, Qing-Yi Lu, Aune Moro, Xuyang Lu, Gang Li, Vay-Liang Go, Stephen J Pandol. Ellagic acid and embelin affect key cellular components of pancreatic adenocarcinoma, cancer, and stellate cells. Nutrition and cancer. 2013; 65(8):1232-44. doi: 10.1080/01635581.2013.832779. [PMID: 24127740]
  • Rajnish Gupta, Anil K Sharma, Mahesh C Sharma, Radhey S Gupta. Antioxidant activity and protection of pancreatic β-cells by embelin in streptozotocin-induced diabetes. Journal of diabetes. 2012 Sep; 4(3):248-56. doi: 10.1111/j.1753-0407.2012.00187.x. [PMID: 22252046]
  • Narayanaswamy Radhakrishnan, Arumugam Gnanamani, Nagarajan Rajendra Prasad, Asit Baran Mandal. Inhibition of UVB-induced oxidative damage and apoptotic biochemical changes in human lymphocytes by 2,5-dihydroxy-3-undecyl-1,4-benzoquinone (embelin). International journal of radiation biology. 2012 Aug; 88(8):575-82. doi: 10.3109/09553002.2012.697644. [PMID: 22631448]
  • Yixian Huang, Jianqin Lu, Xiang Gao, Jiang Li, Wenchen Zhao, Ming Sun, Donna Beer Stolz, Raman Venkataramanan, Lisa Cencia Rohan, Song Li. PEG-derivatized embelin as a dual functional carrier for the delivery of paclitaxel. Bioconjugate chemistry. 2012 Jul; 23(7):1443-51. doi: 10.1021/bc3000468. [PMID: 22681537]
  • Jennifer L Allensworth, Katherine M Aird, Amy J Aldrich, Ines Batinic-Haberle, Gayathri R Devi. XIAP inhibition and generation of reactive oxygen species enhances TRAIL sensitivity in inflammatory breast cancer cells. Molecular cancer therapeutics. 2012 Jul; 11(7):1518-27. doi: 10.1158/1535-7163.mct-11-0787. [PMID: 22508521]
  • Hemantkumar Somabhai Chaudhari, Uma Bhandari, Geetika Khanna. Preventive effect of embelin from embelia ribes on lipid metabolism and oxidative stress in high-fat diet-induced obesity in rats. Planta medica. 2012 May; 78(7):651-7. doi: 10.1055/s-0031-1298379. [PMID: 22450777]
  • B S Thippeswamy, P Nagakannan, B D Shivasharan, S Mahendran, V P Veerapur, S Badami. Protective effect of embelin from Embelia ribes Burm. against transient global ischemia-induced brain damage in rats. Neurotoxicity research. 2011 Nov; 20(4):379-86. doi: 10.1007/s12640-011-9258-7. [PMID: 21751076]
  • G Kalyan Kumar, R Dhamotharan, Nagaraj M Kulkarni, Mahamad Yunnus A Mahat, J Gunasekaran, Mohammad Ashfaque. Embelin reduces cutaneous TNF-α level and ameliorates skin edema in acute and chronic model of skin inflammation in mice. European journal of pharmacology. 2011 Jul; 662(1-3):63-9. doi: 10.1016/j.ejphar.2011.04.037. [PMID: 21549694]
  • Kalyan Kumar G, Dhamotharan R, Nagaraj M Kulkarni, Srinivasa Honnegowda, Murugesan S. Embelin ameliorates dextran sodium sulfate-induced colitis in mice. International immunopharmacology. 2011 Jun; 11(6):724-31. doi: 10.1016/j.intimp.2011.01.022. [PMID: 21296695]
  • Soumya N Madhavan, Ranjith Arimboor, C Arumughan. RP-HPLC-DAD method for the estimation of embelin as marker in Embelia ribes and its polyherbal formulations. Biomedical chromatography : BMC. 2011 May; 25(5):600-5. doi: 10.1002/bmc.1489. [PMID: 20687113]
  • Boreddy Shivanandappa Thippeswamy, Sekar Mahendran, Mahantesh I Biradar, Pooja Raj, Kamya Srivastava, Shrishailappa Badami, Veeresh Prabhakar Veerapur. Protective effect of embelin against acetic acid induced ulcerative colitis in rats. European journal of pharmacology. 2011 Mar; 654(1):100-5. doi: 10.1016/j.ejphar.2010.12.012. [PMID: 21185828]
  • S Mahendran, B S Thippeswamy, V P Veerapur, S Badami. Anticonvulsant activity of embelin isolated from Embelia ribes. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2011 Jan; 18(2-3):186-8. doi: 10.1016/j.phymed.2010.04.002. [PMID: 20605710]
  • Sekar Mahendran, Shrishailappa Badami, Subban Ravi, Boreddy Shivanandappa Thippeswamy, Veeresh Prabhakar Veerapur. Synthesis and evaluation of analgesic and anti-inflammatory activities of most active free radical scavenging derivatives of embelin-A structure-activity relationship. Chemical & pharmaceutical bulletin. 2011; 59(8):913-9. doi: 10.1248/cpb.59.913. [PMID: 21804233]
  • Hao Wu, Ravikiran Panakanti, Feng Li, Ram I Mahato. XIAP gene expression protects β-cells and human islets from apoptotic cell death. Molecular pharmaceutics. 2010 Oct; 7(5):1655-66. doi: 10.1021/mp100070j. [PMID: 20677802]
  • Simone Reuter, Sahdeo Prasad, Kanokkarn Phromnoi, Ramaswamy Kannappan, Vivek R Yadav, Bharat B Aggarwal. Embelin suppresses osteoclastogenesis induced by receptor activator of NF-κB ligand and tumor cells in vitro through inhibition of the NF-κB cell signaling pathway. Molecular cancer research : MCR. 2010 Oct; 8(10):1425-36. doi: 10.1158/1541-7786.mcr-10-0141. [PMID: 20826545]
  • Radhika Poojari, Sanjay Gupta, Girish Maru, Bharat Khade, Sanjay Bhagwat. Chemopreventive and hepatoprotective effects of embelin on N-nitrosodiethylamine and carbon tetrachloride induced preneoplasia and toxicity in rat liver. Asian Pacific journal of cancer prevention : APJCP. 2010; 11(4):1015-20. doi: . [PMID: 21133617]
  • Dharmendra Singh, Ruchi Singh, Pahup Singh, Radhey S Gupta. Effects of embelin on lipid peroxidation and free radical scavenging activity against liver damage in rats. Basic & clinical pharmacology & toxicology. 2009 Oct; 105(4):243-8. doi: 10.1111/j.1742-7843.2009.00429.x. [PMID: 19496777]
  • Chao-Mei Ma, Ying Wei, Zhi-Gang Wang, Masao Hattori. Triterpenes from Cynomorium songaricium--analysis of HCV protease inhibitory activity, quantification, and content change under the influence of heating. Journal of natural medicines. 2009 Jan; 63(1):9-14. doi: 10.1007/s11418-008-0267-7. [PMID: 18600299]
  • Ravi Joshi, J P Kamat, Tulsi Mukherjee. Free radical scavenging reactions and antioxidant activity of embelin: biochemical and pulse radiolytic studies. Chemico-biological interactions. 2007 Apr; 167(2):125-34. doi: 10.1016/j.cbi.2007.02.004. [PMID: 17379198]
  • H M Kumara Swamy, V Krishna, K Shankarmurthy, B Abdul Rahiman, K L Mankani, K M Mahadevan, B G Harish, H Raja Naika. Wound healing activity of embelin isolated from the ethanol extract of leaves of Embelia ribes Burm. Journal of ethnopharmacology. 2007 Feb; 109(3):529-34. doi: 10.1016/j.jep.2006.09.003. [PMID: 17034970]
  • Kwang Seok Ahn, Gautam Sethi, Bharat B Aggarwal. Embelin, an inhibitor of X chromosome-linked inhibitor-of-apoptosis protein, blocks nuclear factor-kappaB (NF-kappaB) signaling pathway leading to suppression of NF-kappaB-regulated antiapoptotic and metastatic gene products. Molecular pharmacology. 2007 Jan; 71(1):209-19. doi: 10.1124/mol.106.028787. [PMID: 17028156]
  • Pengcheng Lin, Shuai Li, Sujuan Wang, Yongchun Yang, Jiangong Shi. A nitrogen-containing 3-alkyl-1,4-benzoquinone and a gomphilactone derivative from Embelia ribes. Journal of natural products. 2006 Nov; 69(11):1629-32. doi: 10.1021/np060284m. [PMID: 17125236]
  • Meenakshisundaram Sreepriya, Geetha Bali. Effects of administration of Embelin and Curcumin on lipid peroxidation, hepatic glutathione antioxidant defense and hematopoietic system during N-nitrosodiethylamine/Phenobarbital-induced hepatocarcinogenesis in Wistar rats. Molecular and cellular biochemistry. 2006 Mar; 284(1-2):49-55. doi: 10.1007/s11010-005-9012-7. [PMID: 16477385]
  • Minjuan Xu, Jingrong Cui, Hongzheng Fu, Peter Proksch, Wenhan Lin, Min Li. Embelin derivatives and their anticancer activity through microtubule disassembly. Planta medica. 2005 Oct; 71(10):944-8. doi: 10.1055/s-2005-871250. [PMID: 16254827]
  • M Sreepriya, Geetha Bali. Chemopreventive effects of embelin and curcumin against N-nitrosodiethylamine/phenobarbital-induced hepatocarcinogenesis in Wistar rats. Fitoterapia. 2005 Sep; 76(6):549-55. doi: 10.1016/j.fitote.2005.04.014. [PMID: 16009505]
  • Ihsan Ergün, M Cenk Akbostanci, Başol Canbakan, Bilge Koçer, Arzu Ensari, Gökhan Nergizoglu, Kenan Keven. Minimal change nephrotic syndrome with stiff-person syndrome: is there a link?. American journal of kidney diseases : the official journal of the National Kidney Foundation. 2005 Jul; 46(1):e11-4. doi: 10.1053/j.ajkd.2005.03.009. [PMID: 15983949]
  • E O Wango. Anti-fertility effects of embelin in female Sprague-Dawley rats may be due to suppression of ovarian function. Acta biologica Hungarica. 2005; 56(1-2):1-9. doi: 10.1556/abiol.56.2005.1-2.1. [PMID: 15813209]
  • Zaneta Nikolovska-Coleska, Liang Xu, Zengjian Hu, York Tomita, Peng Li, Peter P Roller, Renxiao Wang, Xueliang Fang, Ribo Guo, Manchao Zhang, Marc E Lippman, Dajun Yang, Shaomeng Wang. Discovery of embelin as a cell-permeable, small-molecular weight inhibitor of XIAP through structure-based computational screening of a traditional herbal medicine three-dimensional structure database. Journal of medicinal chemistry. 2004 May; 47(10):2430-40. doi: 10.1021/jm030420+. [PMID: 15115387]
  • Gabriela Egly Feresin, Alejandro Tapia, Maximiliano Sortino, Susana Zacchino, Antonieta Rojas de Arias, Alba Inchausti, Gloria Yaluff, Jaime Rodriguez, Cristina Theoduloz, Guillermo Schmeda-Hirschmann. Bioactive alkyl phenols and embelin from Oxalis erythrorhiza. Journal of ethnopharmacology. 2003 Oct; 88(2-3):241-7. doi: 10.1016/s0378-8741(03)00258-7. [PMID: 12963150]
  • R Renuka, S Rajasekaran, G Radhakrishnan. Electrochemically synthesized polymer of the plant substance embelin (2,5-dihydroxy-3-undecyl-1,4-benzoquinone). Applied biochemistry and biotechnology. 2001 Oct; 96(1-3):83-92. doi: 10.1385/abab:96:1-3:083. [PMID: 11783903]
  • G Hussein, H Miyashiro, N Nakamura, M Hattori, N Kakiuchi, K Shimotohno. Inhibitory effects of sudanese medicinal plant extracts on hepatitis C virus (HCV) protease. Phytotherapy research : PTR. 2000 Nov; 14(7):510-6. doi: 10.1002/1099-1573(200011)14:7<510::aid-ptr646>3.0.co;2-b. [PMID: 11054840]
  • R S Zand, D J Jenkins, E P Diamandis. Steroid hormone activity of flavonoids and related compounds. Breast cancer research and treatment. 2000 Jul; 62(1):35-49. doi: 10.1023/a:1006422302173. [PMID: 10989984]
  • H O Bøgh, J Andreassen, J Lemmich. Anthelmintic usage of extracts of Embelia schimperi from Tanzania. Journal of ethnopharmacology. 1996 Jan; 50(1):35-42. doi: 10.1016/0378-8741(95)01322-9. [PMID: 8778505]
  • M Chitra, E Sukumar, C S Devi. [3H]-thymidine uptake and lipid peroxidation by tumor cells on embelin treatment: an in vitro study. Oncology. 1995 Jan; 52(1):66-8. doi: 10.1159/000227430. [PMID: 7800345]
  • M Chitra, E Sukumar, V Suja, C S Devi. Antitumor, anti-inflammatory and analgesic property of embelin, a plant product. Chemotherapy. 1994 Mar; 40(2):109-13. doi: 10.1159/000239181. [PMID: 7510605]
  • R K Johri, G S Pahwa, S C Sharma, U Zutshi. Determination of estrogenic/antiestrogenic potential of antifertility substances using rat uterine peroxidase assay. Contraception. 1991 Nov; 44(5):549-57. doi: 10.1016/0010-7824(91)90157-b. [PMID: 1665776]
  • E K Githui, D W Makawiti, J O Midiwo. Changes in the concentrations of testosterone, luteinising hormone and progesterone associated with administration of embelin. Contraception. 1991 Sep; 44(3):311-7. doi: 10.1016/0010-7824(91)90020-g. [PMID: 1764945]
  • S Gupta, S Sanyal, U Kanwar. Effects of embelin, a male antifertility agent, on absorptive and digestive functions of rat intestine. Journal of ethnopharmacology. 1991 Jul; 33(3):203-12. doi: 10.1016/0378-8741(91)90077-q. [PMID: 1921415]
  • S Gupta, S N Sanyal, U Kanwar. Changes in glucose/amino acid/calcium uptake and brush-border membrane-associated enzymes in rat small intestine after the administration of embelin (plant benzoquinone), an antifertility agent. Journal of nutritional science and vitaminology. 1990 Apr; 36(2):153-64. doi: 10.3177/jnsv.36.153. [PMID: 2117647]
  • U Zutshi, S C Sharma, J L Kaul, C K Atal. Kinetic fate of potassium embelate, a non-narcotic centrally acting analgesic after oral and intravenous administration. Pharmacology. 1990; 40(3):179-84. doi: 10.1159/000138657. [PMID: 2333322]
  • S Gupta, S N Sanyal, U Kanwar. Antispermatogenic effect of embelin, a plant benzoquinone, on male albino rats in vivo and in vitro. Contraception. 1989 Mar; 39(3):307-20. doi: 10.1016/0010-7824(89)90063-2. [PMID: 2714091]
  • V P Dixit, S K Bhargava. Reversible contraception like activity of embelin in male dogs (Canis indicus Linn). Andrologia. 1983 Sep; 15(5):486-94. doi: 10.1111/j.1439-0272.1983.tb00174.x. [PMID: 6316811]
  • A O Prakash. Antifertility investigations on embelin -- an oral contraceptive of plant origin. Part I -- Biological properties. Planta medica. 1981 Mar; 41(3):259-66. doi: 10.1055/s-2007-971712. [PMID: 7232554]