pycnamine (BioDeep_00000395858)
PANOMIX_OTCML-2023
代谢物信息卡片
(1S,14R)-20,21,25-trimethoxy-15,30-dimethyl-7,23-dioxa-15,30-diazaheptacyclo[2 2.6.2.2<3,6>.1<8,12>.1<14,18>.0<22,36>.0<27,31>]hexatriaconta-3,5,8(35),9,11,1 8(36),19,21,24(32),25,27(31),33-dodecaen-9-ol, chloride, chloride
化学式: C37H42Cl2N2O6 (680.2419772000001)
中文名称: 盐酸小檗胺
谱图信息:
最多检出来源 Chinese Herbal Medicine(otcml) 19.12%
分子结构信息
SMILES: CN1CCC2=CC(=C3C=C2C1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)CC6C7=C(O3)C(=C(C=C7CCN6C)OC)OC)O)OC.Cl.Cl
InChI: /m0../s1
描述信息
Berbamine dihydrochloride is an inhibitor of NF-κB activity with remarkable anti-myeloma efficacy.
Berbamine dihydrochloride is an inhibitor of NF-κB activity with remarkable anti-myeloma efficacy.
同义名列表
27 个代谢物同义名
(1S,14R)-20,21,25-trimethoxy-15,30-dimethyl-7,23-dioxa-15,30-diazaheptacyclo[2 2.6.2.2<3,6>.1<8,12>.1<14,18>.0<22,36>.0<27,31>]hexatriaconta-3,5,8(35),9,11,1 8(36),19,21,24(32),25,27(31),33-dodecaen-9-ol, chloride, chloride; 16H-1,24:6,9-dietheno-11,15-metheno-2H-pyrido(2,3:17,18)(1,11)dioxacycloeicosino(2,3,4-ij)isoquinolin-12-ol, 3,4,4a,5,16a,17,18,19-octahydro-21,22,26-trimethoxy-4,17-dimethyl-, hydrochloride, hydrate (1:1:4), (4aS,16aR)-; 16H-1,24:6,9-dietheno-11,15-metheno-2H-pyrido(2,3:17,18)(1,11)dioxacycloeicosino(2,3,4-ij)isoquinolin-12-ol, 3,4,4a,5,16a,17,18,19-octahydro-21,22,26-trimethoxy-4,17-dimethyl-, hydrochloride (1:2), (4aS,16aR)-; (1S,14R)-20,21,25-trimethoxy-15,30-dimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.23,6.18,12.114,18.027,31.022,33]hexatriaconta-3(36),4,6(35),8,10,12(34),18,20,22(33),24,26,31-dodecaen-9-ol;dihydrochloride; 16h-1,24:6,9-dietheno-11,15-metheno-2H-pyrido(2,3:17,18)(1,11)dioxacycloeicosino(2,3,4-ij)isoquinolin-12-ol, 3,4,4a,5,16a,17,18,19-octahydro-21,22,26-trimethoxy-4,17-dimethyl-, (4aS-(4aR*,16aS*))-; 16h-1,24:6,9-dietheno-11,15-metheno-2H-pyrido(2,3:17,18)(1,11)dioxacycloeicosino(2,3,4-ij)isoquinolin-12-ol, 3,4,4a,5,16a,17,18,19-octahydro-21,22,26-trimethoxy-4,17-dimethyl-, (4aS,16aR)-; berbaman-12-ol, 6,6,7-trimethoxy-2,2-dimethyl-, dihydrochloride; berbaman-12-ol, 6,6,7-trimethoxy-2,2-dimethyl-; 6,6,7-trimethoxy-2,2-dimethylberbaman-12-ol; berbamine, monohydrochloride, tetrahydrate; berbamine hydrochloride tetrahydrate; berbamine monohydrochloride; Berbamine (dihydrochloride); berbamine, (1beta)-isomer; berbamine dihydrochloride; Berbaminedihydrochloride; berbamine hydrochloride; UNII-K44OC6U989; berbamine, (+); Berbamine 2HCl; (+)-berbamine; d-Berbamine; K44OC6U989; pycnamine; Berbamine; Berbenine; penduline
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)
1 个相关的物种来源信息
- 33090 Plants: -
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
- Lu Liu, Dan Liang, Qiao Zheng, Maoyuan Zhao, RuiTing Lv, Jianyuan Tang, Nianzhi Chen. Berbamine dihydrochloride suppresses the progression of colorectal cancer via RTKs/Akt axis.
Journal of ethnopharmacology.
2023 Mar; 303(?):116025. doi:
10.1016/j.jep.2022.116025. [PMID: 36496042] - Junhai Zhu, Lihong Huang, Fei Gao, Weijun Jian, Huahan Chen, Ming Liao, Wenbao Qi. Berbamine Hydrochloride Inhibits African Swine Fever Virus Infection In Vitro.
Molecules (Basel, Switzerland).
2022 Dec; 28(1):. doi:
10.3390/molecules28010170. [PMID: 36615369] - Zhe-Rui Zhang, Ya-Nan Zhang, Hong-Qing Zhang, Qiu-Yan Zhang, Na Li, Qi Li, Cheng-Lin Deng, Bo Zhang, Xiao-Dan Li, Han-Qing Ye. Berbamine hydrochloride potently inhibits SARS-CoV-2 infection by blocking S protein-mediated membrane fusion.
PLoS neglected tropical diseases.
2022 04; 16(4):e0010363. doi:
10.1371/journal.pntd.0010363. [PMID: 35468133] - Liufang Yin, Lijun Zhang, Lingling Luo, Yalei Liu, Fei Wang, Yaru Feng, Hongqing Wang, Yongli Han, Yingxuan Yan, Cheng Huang, Shengjie Fan. Berbamine reduces body weight via suppression of small GTPase Rab8a activity and activation of paraventricular hypothalamic neurons in obese mice.
European journal of pharmacology.
2022 Feb; 916(?):174679. doi:
10.1016/j.ejphar.2021.174679. [PMID: 34982965] - Hongchun Li, Kexue Luo, Zhuying Yang, Miao Chen, Xiuyun Yang, Jiesheng Wang, Yin Ying, Dengxuan Wu, Qinxian Wang. Berbamine Suppresses the Growth of Gastric Cancer Cells by Inactivating the BRD4/c-MYC Signaling Pathway.
Drug design, development and therapy.
2022; 16(?):129-141. doi:
10.2147/dddt.s338881. [PMID: 35046638] - Chongjing Zhang, Zeyuan Zhong, Weicong Sang, Farnaz Ghorbani, Behafarid Ghalandari, Marjan Mohamadali, Shiva Irani, Zhi Qian, Chengqing Yi, Baoqing Yu. The Dibenzyl Isoquinoline Alkaloid Berbamine Ameliorates Osteoporosis by Inhibiting Bone Resorption.
Frontiers in endocrinology.
2022; 13(?):885507. doi:
10.3389/fendo.2022.885507. [PMID: 35663327] - Zhiyi Tang, Yichun Niu, Zhiyuan Xu, Yanmei Shi, Yaqiong Liu, Wen Fu, Mengyao Zheng, Haiyu He, Tao Wu. Anti-Tumor and Anti-Metastasis Effects of Berbamine-Loaded Lipid Nanoparticles on Pancreatic Cancer.
Anti-cancer agents in medicinal chemistry.
2022; 22(18):3097-3106. doi:
10.2174/1871520622666220501161636. [PMID: 35490430] - Tanuja Joshi, Sunaullah Bhat, Hemlata Pundir, Subhash Chandra. Identification of Berbamine, Oxyacanthine and Rutin from Berberis asiatica as anti-SARS-CoV-2 compounds: An in silico study.
Journal of molecular graphics & modelling.
2021 12; 109(?):108028. doi:
10.1016/j.jmgm.2021.108028. [PMID: 34649146] - Lihong Huang, Huanan Li, Zuodong Ye, Qiang Xu, Qiang Fu, Wei Sun, Wenbao Qi, Jianbo Yue. Berbamine inhibits Japanese encephalitis virus (JEV) infection by compromising TPRMLs-mediated endolysosomal trafficking of low-density lipoprotein receptor (LDLR).
Emerging microbes & infections.
2021 Dec; 10(1):1257-1271. doi:
10.1080/22221751.2021.1941276. [PMID: 34102949] - Songpeng Yang, Shu Yang, Hongying Zhang, Hui Hua, Qingbin Kong, Jiao Wang, Yangfu Jiang. Targeting Na+ /K+ -ATPase by berbamine and ouabain synergizes with sorafenib to inhibit hepatocellular carcinoma.
British journal of pharmacology.
2021 11; 178(21):4389-4407. doi:
10.1111/bph.15616. [PMID: 34233013] - Yu Jin Kim, Jang Mi Han, Hye Jin Jung. Antiangiogenic and antitumor potential of berbamine, a natural CaMKIIγ inhibitor, against glioblastoma.
Biochemical and biophysical research communications.
2021 08; 566(?):129-134. doi:
10.1016/j.bbrc.2021.06.025. [PMID: 34119825] - Lihong Huang, Terrence Tsz-Tai Yuen, Zuodong Ye, Shuyan Liu, Guoliang Zhang, Hin Chu, Jianbo Yue. Berbamine inhibits SARS-CoV-2 infection by compromising TRPMLs-mediated endolysosomal trafficking of ACE2.
Signal transduction and targeted therapy.
2021 04; 6(1):168. doi:
10.1038/s41392-021-00584-6. [PMID: 33895782] - Ankita Sharma, Sumit Kr Anand, Neha Singh, Akshay Dwarkanath, Upendra Nath Dwivedi, Poonam Kakkar. Berbamine induced activation of the SIRT1/LKB1/AMPK signaling axis attenuates the development of hepatic steatosis in high-fat diet-induced NAFLD rats.
Food & function.
2021 Jan; 12(2):892-909. doi:
10.1039/d0fo02501a. [PMID: 33411880] - Ankita Sharma, Sumit Kr Anand, Neha Singh, Upendra Nath Dwivedi, Poonam Kakkar. Berbamine induced AMPK activation regulates mTOR/SREBP-1c axis and Nrf2/ARE pathway to allay lipid accumulation and oxidative stress in steatotic HepG2 cells.
European journal of pharmacology.
2020 Sep; 882(?):173244. doi:
10.1016/j.ejphar.2020.173244. [PMID: 32526241] - Wencheng Xu, Shuhe Chen, Xiaoqin Wang, Hongguang Wu, Haruki Yamada, Toshihiko Hirano. Bisbenzylisoquinoline alkaloids and P-glycoprotein function: A structure activity relationship study.
Bioorganic & medicinal chemistry.
2020 06; 28(12):115553. doi:
10.1016/j.bmc.2020.115553. [PMID: 32503690] - Xiufang Liang, Yunan Xiang, Yanling Li, Ping Feng, Yongping Qin, Xianrong Lai. A rapid method for simultaneous quantification of berberine, berbamine, magnoflorine and berberrubine in mouse serum using UPLC-MS/MS.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2020 Apr; 1142(?):122040. doi:
10.1016/j.jchromb.2020.122040. [PMID: 32145638] - Xin-Yu Liu, Guan-Nan Chen, Guo-Ming DU, Yue Pan, Wu-Qi Song, Ting-Wang Jiang, Hai-Liang Liu. Berbamine ameliorates ethanol-induced liver injury by inhibition of hepatic inflammation in mice.
Chinese journal of natural medicines.
2020 Mar; 18(3):186-195. doi:
10.1016/s1875-5364(20)30020-0. [PMID: 32245588] - Hui Xu, Yanan Kong, Ying Chen, Na Li, Shuqiang Zhang, Hong Lu. Natural Plant Extract Berbamine Is a Potent Inhibitor of Cell Growth and Survival of Human Tenon's Fibroblasts.
Ophthalmic research.
2020; 63(6):555-563. doi:
10.1159/000506644. [PMID: 32079013] - Lianjun Mou, Bingyu Liang, Guanjun Liu, Junjun Jiang, Jie Liu, Bo Zhou, Jiegang Huang, Ning Zang, Yanyan Liao, Li Ye, Hao Liang. Berbamine exerts anticancer effects on human colon cancer cells via induction of autophagy and apoptosis, inhibition of cell migration and MEK/ERK signalling pathway.
Journal of B.U.ON. : official journal of the Balkan Union of Oncology.
2019 Sep; 24(5):1870-1875. doi:
. [PMID: 31786849] - Sithuraj Saranya, Rathinasamy Baskaran, Paramasivan Poornima, Viswanadha Vijaya Padma. Berbamine ameliorates isoproterenol-induced myocardial infarction by inhibiting mitochondrial dysfunction and apoptosis in rats.
Journal of cellular biochemistry.
2019 03; 120(3):3101-3113. doi:
10.1002/jcb.27522. [PMID: 30485494] - Chandrasekaran Sankaranarayanan, Ramajayam Nishanthi, Pachaiappan Pugalendi. Ameliorating effect of berbamine on hepatic key enzymes of carbohydrate metabolism in high-fat diet and streptozotocin induced type 2 diabetic rats.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
2018 Jul; 103(?):539-545. doi:
10.1016/j.biopha.2018.04.066. [PMID: 29677540] - Heng Zhang, Yunping Jiao, Chunyang Shi, Xiao Song, Ying Chang, Yong Ren, Xiaolin Shi. Berbamine suppresses cell proliferation and promotes apoptosis in ovarian cancer partially via the inhibition of Wnt/β-catenin signaling.
Acta biochimica et biophysica Sinica.
2018 Jun; 50(6):532-539. doi:
10.1093/abbs/gmy036. [PMID: 29701777] - Ruoqiu Fu, Qin Deng, Hongwei Zhang, Xiaoye Hu, Yunong Li, Yanxia Liu, Jinjiao Hu, Qingsong Luo, Yanhao Zhang, Xiuxing Jiang, Lirong Li, Chong Yang, Ning Gao. A novel autophagy inhibitor berbamine blocks SNARE-mediated autophagosome-lysosome fusion through upregulation of BNIP3.
Cell death & disease.
2018 02; 9(2):243. doi:
10.1038/s41419-018-0276-8. [PMID: 29445175] - Guangyi Yang, Chenning Zhang, Pei Hu, Meiling Zhu, Ming Hu, Song Gao. An UPLC-MS/MS method for quantifying tetrandrine and its metabolite berbamine in human blood: Application to a human pharmacokinetic study.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2017 Dec; 1070(?):92-96. doi:
10.1016/j.jchromb.2017.10.048. [PMID: 29100757] - Priyambada Parhi, Sujit Suklabaidya, Sanjeeb Kumar Sahoo. Enhanced anti-metastatic and anti-tumorigenic efficacy of Berbamine loaded lipid nanoparticles in vivo.
Scientific reports.
2017 07; 7(1):5806. doi:
10.1038/s41598-017-05296-y. [PMID: 28724926] - Yao Sun, Tong Yao, Hui Li, Ying Peng, Jiang Zheng. In vitro and in vivo metabolic activation of berbamine to quinone methide intermediate.
Journal of biochemical and molecular toxicology.
2017 Apr; 31(4):. doi:
10.1002/jbt.21876. [PMID: 27902864] - Muobarak J Tuorkey. Cancer Therapy with Phytochemicals: Present and Future Perspectives.
Biomedical and environmental sciences : BES.
2015 Nov; 28(11):808-19. doi:
10.3967/bes2015.112. [PMID: 26695359] - Wei Tan, Jiang Zhou, Gu Yuan. Electrospray ionization mass spectrometry probing of binding affinity of berbamine, a flexible cyclic alkaloid from traditional Chinese medicine, with G-quadruplex DNA.
Rapid communications in mass spectrometry : RCM.
2014 Jan; 28(1):143-7. doi:
10.1002/rcm.6763. [PMID: 24285399] - Fan Yang, Sangkil Nam, Christine E Brown, Robin Zhao, Renate Starr, Yuelong Ma, Jun Xie, David A Horne, Linda H Malkas, Richard Jove, Robert J Hickey. A novel berbamine derivative inhibits cell viability and induces apoptosis in cancer stem-like cells of human glioblastoma, via up-regulation of miRNA-4284 and JNK/AP-1 signaling.
PloS one.
2014; 9(4):e94443. doi:
10.1371/journal.pone.0094443. [PMID: 24732116] - Qingwang Liu, Junsong Wang, Lei Yang, Yuanwei Jia, Lingyi Kong. A rapid and sensitive LC-MS/MS assay for the determination of berbamine in rat plasma with application to preclinical pharmacokinetic study.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2013 Jun; 929(?):70-5. doi:
10.1016/j.jchromb.2013.04.007. [PMID: 23660248] - Sangkil Nam, Jun Xie, Angela Perkins, Yuelong Ma, Fan Yang, Jun Wu, Yan Wang, Rong-Zhen Xu, Wendong Huang, David A Horne, Richard Jove. Novel synthetic derivatives of the natural product berbamine inhibit Jak2/Stat3 signaling and induce apoptosis of human melanoma cells.
Molecular oncology.
2012 Oct; 6(5):484-93. doi:
10.1016/j.molonc.2012.05.002. [PMID: 22717603] - Yun Liang, Rong-Zhen Xu, Lei Zhang, Xiao-Ying Zhao. Berbamine, a novel nuclear factor kappaB inhibitor, inhibits growth and induces apoptosis in human myeloma cells.
Acta pharmacologica Sinica.
2009 Dec; 30(12):1659-65. doi:
10.1038/aps.2009.167. [PMID: 19960011] - Xiao-Xia Cheng, Yi Lui, Bo Zhou, Xiao-He Xiao, Yi Liu. Probing the binding sites and the effect of berbamine on the structure of bovine serum albumin.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.
2009 Jun; 72(5):922-8. doi:
10.1016/j.saa.2008.12.003. [PMID: 19185535] - Guan-Yu Wang, Qing-Hua Lv, Qi Dong, Rong-Zhen Xu, Qing-Hua Dong. Berbamine induces Fas-mediated apoptosis in human hepatocellular carcinoma HepG2 cells and inhibits its tumor growth in nude mice.
Journal of Asian natural products research.
2009; 11(3):219-28. doi:
10.1080/10286020802675076. [PMID: 19408145] - Yiping Ren, Limin Lu, Taylor B Guo, Ju Qiu, Yiqing Yang, Ailian Liu, Jingwu Z Zhang. Novel immunomodulatory properties of berbamine through selective down-regulation of STAT4 and action of IFN-gamma in experimental autoimmune encephalomyelitis.
Journal of immunology (Baltimore, Md. : 1950).
2008 Jul; 181(2):1491-8. doi:
10.4049/jimmunol.181.2.1491. [PMID: 18606704] - Guan-yu Wang, Jia-wei Zhang, Qing-hua Lü, Rong-zhen Xu, Qing-hua Dong. Berbamine induces apoptosis in human hepatoma cell line SMMC7721 by loss in mitochondrial transmembrane potential and caspase activation.
Journal of Zhejiang University. Science. B.
2007 Apr; 8(4):248-55. doi:
10.1631/jzus.2007.b0248. [PMID: 17444599] - Rongzhen Xu, Qinghua Dong, Yingzi Yu, Xiaoying Zhao, Xiaoxian Gan, Dong Wu, Qinghua Lu, Xiaohua Xu, Xiao-Fang Yu. Berbamine: a novel inhibitor of bcr/abl fusion gene with potent anti-leukemia activity.
Leukemia research.
2006 Jan; 30(1):17-23. doi:
10.1016/j.leukres.2005.05.023. [PMID: 16023722] - Zhi-Bin Guo, Jin-Guo Fu. [Progress of cardiovascular pharmacologic study on berbamine].
Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine.
2005 Aug; 25(8):765-8. doi:
. [PMID: 16152843] - Qing-hua Dong, Shu Zheng, Rong-zhen Xu, Qinghua Lu, Liming He. [Study on effect of berbamine on multidrug resistance leukemia K562/Adr cells].
Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine.
2004 Sep; 24(9):820-2. doi:
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Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials.
2004 Feb; 27(2):83-6. doi:
. [PMID: 22454993] - Duo-long Di, Ye-wei Liu, Zhi-gang Ma, Sheng-xiang Jiang. [Determination of four alkaloids in Berberis plants by HPLC].
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2003 Dec; 28(12):1132-4. doi:
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Planta medica.
2002 Mar; 68(3):266-8. doi:
10.1055/s-2002-23126. [PMID: 11914967] - C N Luo, X Lin, W K Li, F Pu, L W Wang, S S Xie, P G Xiao. Effect of berbamine on T-cell mediated immunity and the prevention of rejection on skin transplants in mice.
Journal of ethnopharmacology.
1998 Jan; 59(3):211-5. doi:
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Antimicrobial agents and chemotherapy.
1997 Oct; 41(10):2305-7. doi:
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Life sciences.
1997; 60(8):PL135-40. doi:
10.1016/s0024-3205(96)00695-9. [PMID: 9042394] - R Sotníková, D Kost'álová, S Vaverková. Effect of bisbenzylisoquinoline alkaloids from Mahonia aquifolium on the isolated rat aorta.
General pharmacology.
1994 Nov; 25(7):1405-10. doi:
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Agents and actions.
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Biochemical pharmacology.
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Biochemical pharmacology.
1992 Jul; 44(1):45-50. doi:
10.1016/0006-2952(92)90036-i. [PMID: 1632837] - B S Teh, W K Seow, S Y Li, Y H Thong. Inhibition of prostaglandin and leukotriene generation by the plant alkaloids tetrandrine and berbamine.
International journal of immunopharmacology.
1990; 12(3):321-6. doi:
10.1016/0192-0561(90)90088-5. [PMID: 2109734] - X W Zhu, W Z Sui. [Experimental study on the anti-tumor action of berbamine in mice].
Zhong xi yi jie he za zhi = Chinese journal of modern developments in traditional medicine.
1986 Oct; 6(10):611-3, 582. doi:
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Archivum immunologiae et therapiae experimentalis.
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