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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 32, 2002 - Issue 19
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Original Articles

CONVERSION OF BERBERINE INTO BERBERRUBINE BY SELECTIVE DEMETHYLATION UNDER MICROWAVE IRRADIATIONCitation[1]

Biswanath Das Organic Chemistry Division-I, Indian Institute of Chemical Technology, Hyderabad, 500 007, IndiaCorrespondence[email protected]
&
K. V. N. S. Srinivas Organic Chemistry Division-I, Indian Institute of Chemical Technology, Hyderabad, 500 007, India
Pages 3027-3029 | Received 18 Sep 2001, Published online: 16 Aug 2006

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Xiao-Ai Wu, Ping Ying, Jun-Yang Liu, Heng-Shui Shen, Yue Chen & Ling He. (2009) Lithium Chloride–Assisted Selective Hydrolysis of Methyl Esters Under Microwave Irradiation. Synthetic Communications 39:19, pages 3459-3470.
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Articles from other publishers (23)

Anna A. Shtro, Elizaveta D. Gladkova, Anastasia V. Galochkina, Yulia V. Nikolaeva, Angelika V. Garshinina, Darya N. Razgulyaeva, Evgeniy V. Sorokin, Tatyana R. Tsareva, Olga A. Luzina & Nariman F. Salakhutdinov. (2023) Synthesis of berberine derivatives and their antiviral activity toward respiratory syncytial virus. Medicinal Chemistry Research 32:11, pages 2325-2333.
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Ying Li, Runying He, Yao Cui & Xizhen Ge. (2022) Molecular Basis of the Reinforced Effect of Berberine against Cutinase from Colletotrichum capsisi by Supplying Sodium Stearate as Dispersant . ACS Applied Bio Materials 5:2, pages 691-699.
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Murugan Thulasi Meenu, Anila Rose Cherian, Daisy Rajaian Sherin, Aiswarya Raveendran Nair, Thanathu Krishnan Manojkumar, Kokkuvayil Vasu Radhakrishnan & Anitha Varghese. (2021) A protoberberine alkaloid based ratiometric pH-responsive probe for the detection of diabetic ketoacidosis. Dyes and Pigments 194, pages 109636.
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Viktor Milata & Eva Holúbková. (2020) Dechloromethylation of the berberine to berberrubine — tricks to obtain pure product. Acta Chimica Slovaca 13:1, pages 98-101.
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Viktor Milata, Alexandra Svedova, Zuzana Barbierikova, Eva Holubkova, Ingrid Cipakova, Dana Cholujova, Jana Jakubikova, Miroslav Panik, Sona Jantova, Vlasta Brezova & Lubos Cipak. (2019) Synthesis and Anticancer Activity of Novel 9-O-Substituted Berberine Derivatives. International Journal of Molecular Sciences 20:9, pages 2169.
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Shijie Cao, Peixiang Xu, Jiankun Yan, Hui Liu, Lu Liu, Lina Cheng, Feng Qiu & Ning Kang. (2018) Berberrubine and its analog, hydroxypropyl‐berberrubine, regulate LDLR and PCSK9 expression via the ERK signal pathway to exert cholesterol‐lowering effects in human hepatoma HepG2 cells. Journal of Cellular Biochemistry 120:2, pages 1340-1349.
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Hang Sun, Mohammad Fawad Ansari, Narsaiah Battini, Rammohan R. Yadav Bheemanaboina & Cheng-He Zhou. (2019) Novel potential artificial MRSA DNA intercalators: synthesis and biological evaluation of berberine-derived thiazolidinediones. Organic Chemistry Frontiers 6:3, pages 319-334.
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Xie Han, Kaiyuan Shao & Wenxiang Hu. (2018) Synthesis of 9-Substituted Berberine Derivatives with Microwave Irradiation. Chemical Research in Chinese Universities 34:4, pages 571-577.
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Lingxian Liu, Zengguang Li, Changjun Chen, Huanrong Li, Lijin Xu & Zhiyong Yu. (2018) Efficient dealkylation of aryl alkyl ethers catalyzed by Cu 2 O. Tetrahedron 74:20, pages 2447-2453.
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Lokesh Gupta, Ashok Kumar Sharma, Avinash Gothwal, Mohammed Shahid Khan, Mahaveer Prasad Khinchi, Arem Qayum, Shashank Kumar Singh & Umesh Gupta. (2017) Dendrimer encapsulated and conjugated delivery of berberine: A novel approach mitigating toxicity and improving in vivo pharmacokinetics. International Journal of Pharmaceutics 528:1-2, pages 88-99.
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P. Prieto, A. de la Hoz, A. Díaz-Ortiz & A. M. Rodríguez. (2017) Understanding MAOS through computational chemistry. Chemical Society Reviews 46:2, pages 431-451.
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Cherif Behloul, Aicha Chouti, David Guijarro, Francisco Foubelo, Carmen Nájera & Miguel Yus. (2016) Indium-mediated cleavage of the trityl group from protected alcohols and diols. Tetrahedron 72:49, pages 7937-7941.
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Cherif Behloul, Aicha Chouti, Ihssene Chabour, Hind Bengliz Bey, David Guijarro, Francisco Foubelo, Carmen Nájera & Miguel Yus. (2016) LiCl-mediated, easy, and low-cost removal of the trityl group from protected alcohols and diols. Tetrahedron Letters 57:31, pages 3526-3528.
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Yan Li, Xiao Yuan, Xianglu Rong, Ying Gao, Zhibin Qiu, Zhipeng Zhang, Dongbin Zhou & Weimin Li. (2016) Design, synthesis and biological evaluation of a hybrid compound of berberine and magnolol for improvement of glucose and lipid metabolism. RSC Advances 6:85, pages 81924-81931.
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Arantzazu Delgado-Camón, Carmen Jarne, Vicente L. Cebolla, Olatz Larrañaga, Abel de Cózar, Fernando P. Cossío, Yosu Vara, Andrés Domínguez, Luis Membrado, Javier Galbán & Rosa Garriga. (2015) Resonance driven regioselective demethylation of berberine. Microwave assisted synthesis of berberrubine and its assessment as fluorescent chemosensor for alkanes. Tetrahedron 71:36, pages 6148-6154.
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Silvia Spinozzi, Carolina Colliva, Cecilia Camborata, Marinella Roberti, Cristina Ianni, Flavia Neri, Claudio Calvarese, Andrea Lisotti, Giuseppe Mazzella & Aldo Roda. (2014) Berberine and Its Metabolites: Relationship between Physicochemical Properties and Plasma Levels after Administration to Human Subjects. Journal of Natural Products 77:4, pages 766-772.
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Hardik S. Bodiwala, Sudeep Sabde, Debashis Mitra, Kamlesh Kumar Bhutani & Inder Pal Singh. (2011) Synthesis of 9-substituted derivatives of berberine as anti-HIV agents. European Journal of Medicinal Chemistry 46:4, pages 1045-1049.
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Zhuan Fang, Guo-Chuan Zhou, Shi-Long Zheng, Guang-Li He, Ju-Lian Li, Ling He & Di Bei. (2007) Lithium chloride-catalyzed selective demethylation of aryl methyl ethers under microwave irradiation. Journal of Molecular Catalysis A: Chemical 274:1-2, pages 16-23.
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Lenka Grycová, Jiří Dostál & Radek Marek. (2007) Quaternary protoberberine alkaloids. Phytochemistry 68:2, pages 150-175.
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Feng Zuo, Norio Nakamura, Teruaki Akao & Masao Hattori. (2006) Pharmacokinetics of Berberine and Its Main Metabolites in Conventional and Pseudo Germ-Free Rats Determined by Liquid Chromatography/Ion Trap Mass Spectrometry. Drug Metabolism and Disposition 34:12, pages 2064-2072.
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Hu-Shan Cui, Seiji Hayasaka, Xue-Yun Zhang, Yoriko Hayasaka, Zai-Long Chi & Lian-Shun Zheng. (2006) Effect of berberrubine on interleukin-8 and monocyte chemotactic protein-1 expression in human retinal pigment epithelial cell line. Life Sciences 79:10, pages 949-956.
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Prasad Appukkuttan & Erik Van der Eycken. 2006. Microwave Methods in Organic Synthesis. Microwave Methods in Organic Synthesis 1 47 .
Kenneth W. Bentley. (2004) β-Phenylethylamines and the isoquinoline alkaloids. Nat. Prod. Rep. 21:3, pages 395-424.
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