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Journal of Asian Natural Products Research Volume 18, 2016 - Issue 1
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Original Articles

Indole alkaloid glucosides from the roots of Isatis indigotica

Yu-Feng LiuState Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China;Department of Pharmacy, Jining Medical University, Jining, China
,
Ming-Hua ChenState Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China;Institute of Medicinal Biotechnology, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China
,
Sheng LinState Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China
,
Yu-Huan LiInstitute of Medicinal Biotechnology, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China
,
Dan ZhangState Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China
,
Jian-Dong JiangState Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China;Institute of Medicinal Biotechnology, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China
&
Jian-Gong ShiState Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, ChinaCorrespondence[email protected]
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Pages 1-12 | Received 21 Aug 2015, Accepted 04 Nov 2015, Published online: 10 Dec 2015

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Lei Wang, Ming-Hua Chen, Yu-Feng Liu, Ling-Jie Meng, Qing-Lan Guo & Jian-Gong Shi. (2023) Lignans and a neolignan from an aqueous extract of Isatis indigotica roots. Journal of Asian Natural Products Research 25:3, pages 205-217.
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Dorababu Atukuri, Rashmi M, Chandrashekhar M, Afreen T & Peerla Husen Mujavar. (2022) Recent Update on the Pharmacological Significance of Isatis tinctoria L. (Brassicaceae) Extracts. Polycyclic Aromatic Compounds 42:7, pages 4843-4861.
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Lei Wang, Cheng-Bo Xu, Xiao-Qiang Lei, Qing-Lan Guo & Jian-Gong Shi. (2022) Sulfonated alkaloids from an aqueous extract of Isatis indigotica roots. Journal of Asian Natural Products Research 24:6, pages 503-517.
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Dongdong Zhang, Yu Sun, Yanhong Shi, Ximin Wu, Qi Jia, Kaixian Chen, Yiming Li & Rui Wang. (2022) Four new indole alkaloids from the roots of Isatis tinctoria. Natural Product Research 36:1, pages 312-318.
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Dongdong Zhang, Kang Du, Yitian Zhao, Songshan Shi, Yingchun Wu, Qi Jia, Kaixian Chen, Yiming Li & Rui Wang. (2021) Indole alkaloid glycosides from Isatis tinctoria roots. Natural Product Research 35:2, pages 244-250.
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Jie Liu, Jian-Guo Song, Jun-Cheng Su, Xiao-Jun Huang, Wen-Cai Ye & Ying Wang. (2018) Tomentodione E, a new sec-pentyl syncarpic acid-based meroterpenoid from the leaves of Rhodomyrtus tomentosa. Journal of Asian Natural Products Research 20:1, pages 67-74.
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Yan-Fei Liu & Shi-Shan Yu. (2017) Survey of natural products reported by Asian research groups in 2016. Journal of Asian Natural Products Research 19:11, pages 1047-1072.
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Jafar Golchin, Kazem Golchin, Neda Alidadian, Shahrooz Ghaderi, Sajjad Eslamkhah, Masoud Eslamkhah & Abolfazl Akbarzadeh. (2017) Nanozyme applications in biology and medicine: an overview. Artificial Cells, Nanomedicine, and Biotechnology 45:6, pages 1069-1076.
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Ling-Jie Meng, Qing-Lan Guo, Cheng-Bo Xu, Cheng-Gen Zhu, Yu-Feng Liu, Ming-Hua Chen, Sheng Lin, Yu-Huan Li, Jian-Dong Jiang & Jian-Gong Shi. (2017) Diglycosidic indole alkaloid derivatives from an aqueous extract of Isatis indigotica roots. Journal of Asian Natural Products Research 19:6, pages 529-540.
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Jie Huang, Wen-Wu Sun, Jin-Quan Li, Ao-Di Ma, Ji-Kai Liu & Bin Wu. (2023) Copper-Catalyzed C2- or C3-Thioglycosylation of Indoles with N -(Thioglycosides)succinimides: An Effective Strategy for the Total Synthesis of Isatindigotindolosides . Organic Letters 25:3, pages 528-532.
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Yuping Tan, Jian Yang, Yinyin Jiang, Jian Wang, Yahui Liu, Yujun Zhao, Baolong Jin, Xing Wang, Tong Chen, Liping Kang, Juan Guo, Guanghong Cui, Jinfu Tang & Luqi Huang. (2022) Functional Characterization of UDP-Glycosyltransferases Involved in Anti-viral Lignan Glycosides Biosynthesis in Isatis indigotica. Frontiers in Plant Science 13.
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Jiao Chen, Zongping Zhu, Tianhui Gao, Yi Chen, Qingsong Yang, Chaomei Fu, Yaning Zhu, Fang Wang & Wan Liao. (2022) Isatidis Radix and Isatidis Folium: A systematic review on ethnopharmacology, phytochemistry and pharmacology. Journal of Ethnopharmacology 283, pages 114648.
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Deeptanu Sarkar, Andleeb Amin, Tanzeela Qadir & Praveen K. Sharma. (2021) Synthesis of Medicinally Important Indole Derivatives: A Review. The Open Medicinal Chemistry Journal 15:1, pages 1-16.
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Xiuyu Qian, Lixing Nie, Zhong Dai & Shuangcheng Ma. (2021) Determination of Free Amino Acids in Banlangen Granule and its Fractions by Solid Phase Extraction Combined with Ion-pair Hig-h Perfor mance Liquid Chromatography using a Corona-charged Aerosol Detector (SPE-HPLC-CAD). Current Pharmaceutical Analysis 17:7, pages 838-846.
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Li-Xing Nie, Jing Dong, Lie-Yan Huang, Xiu-Yu Qian, Chao-Jie Lian, Shuai Kang, Zhong Dai & Shuang-Cheng Ma. (2021) Microscopic Mass Spectrometry Imaging Reveals the Distribution of Phytochemicals in the Dried Root of Isatis tinctoria. Frontiers in Pharmacology 12.
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Zhi‐Jun Zhang, Susan L. Morris‐Natschke, Yung‐Yi Cheng, Kuo‐Hsiung Lee & Rong‐Tao Li. (2020) Development of anti‐influenza agents from natural products. Medicinal Research Reviews 40:6, pages 2290-2338.
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Dongdong Zhang, Yu Sun, Deqing Ruan, Jingyi Li, Kaixian Chen, Yiming Li & Rui Wang. (2020) Three new indole alkaloid glycosides with unusual structural features from the roots of Isatis indigotica. Phytochemistry Letters 39, pages 168-172.
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Dongdong Zhang, Yu Sun, Zhaoqiang Chen, Qi Jia, Weiliang Zhu, Kaixian Chen, Yiming Li & Rui Wang. (2020) Bisindole alkaloids with nitric oxide inhibitory activities from an alcohol extract of the Isatis indigotica roots. Fitoterapia 146, pages 104654.
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Dongdong Zhang, Deqing Ruan, Jingyi Li, Zhaoqiang Chen, Weiliang Zhu, Fujiang Guo, Kaixian Chen, Yiming Li & Rui Wang. (2020) Four undescribed sulfur-containing indole alkaloids with nitric oxide inhibitory activities from Isatis tinctoria L. roots. Phytochemistry 174, pages 112337.
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Qinglan Guo, Dawei Li, Chengbo Xu, Chenggen Zhu, Ying Guo, Haibo Yu, Xiaoliang Wang & Jiangong Shi. (2020) Indole alkaloid glycosides with a 1′-(phenyl)ethyl unit from Isatis indigotica leaves. Acta Pharmaceutica Sinica B 10:5, pages 895-902.
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Chengbo Xu, Yijing Xin, Minghua Chen, Mingyu Ba, Qinglan Guo, Chenggen Zhu, Ying Guo & Jiangong Shi. (2020) Discovery, synthesis, and optimization of an N-alkoxy indolylacetamide against HIV-1 carrying NNRTI-resistant mutations from the Isatis indigotica root. European Journal of Medicinal Chemistry 189, pages 112071.
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Qinglan Guo, Chengbo Xu, Minghua Chen, Sheng Lin, Yuhuan Li, Chenggen Zhu, Jiandong Jiang, Yongchun Yang & Jiangong Shi. (2018) Sulfur-enriched alkaloids from the root of Isatis indigotica. Acta Pharmaceutica Sinica B 8:6, pages 933-943.
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Chung Sub Kim, Joonseok Oh, Lalita Subedi, Sun Yeou Kim, Sang Un Choi & Kang Ro Lee. (2018) Rare Thioglycosides from the Roots of Wasabia japonica . Journal of Natural Products 81:9, pages 2129-2133.
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Lingjie Meng, Qinglan Guo, Minghua Chen, Jiandong Jiang, Yuhuan Li & Jiangong Shi. (2018) Isatindolignanoside A, a glucosidic indole-lignan conjugate from an aqueous extract of the Isatis indigotica roots. Chinese Chemical Letters 29:8, pages 1257-1260.
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Emma K. Davison, Paul A. Hume & Jonathan Sperry. (2018) Total Synthesis of an Isatis indigotica -Derived Alkaloid Using a Biomimetic Thio-Diels–Alder Reaction . Organic Letters 20:12, pages 3545-3548.
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Qinglan Guo, Huan Xia, Xianhua Meng, Gaona Shi, Chengbo Xu, Chenggen Zhu, Tiantai Zhang & Jiangong Shi. (2018) C19-Diterpenoid alkaloid arabinosides from an aqueous extract of the lateral root of Aconitum carmichaelii and their analgesic activities. Acta Pharmaceutica Sinica B 8:3, pages 409-419.
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Ling-Jie Meng, Qing-Lan Guo, Cheng-Gen Zhu, Cheng-Bo Xu & Jian-Gong Shi. (2018) Isatindigodiphindoside, an alkaloid glycoside with a new diphenylpropylindole skeleton from the root of Isatis indigotica. Chinese Chemical Letters 29:1, pages 119-122.
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Si-Yuan Shao, Ya-Nan Yang, Zi-Ming Feng, Jian-Shuang Jiang & Pei-Cheng Zhang. (2017) New iridoid glycosides from the fruits of Forsythia suspensa and their hepatoprotective activities. Bioorganic Chemistry 75, pages 303-309.
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Lingjie Meng, Qinglan Guo, Yufeng Liu & Jiangong Shi. (2017) 8,4′-Oxyneolignane glucosides from an aqueous extract of “ban lan gen” ( Isatis indigotica root) and their absolute configurations. Acta Pharmaceutica Sinica B 7:6, pages 638-646.
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Xian-Hua Meng, Qing-Lan Guo, Cheng-Gen Zhu & Jian-Gong Shi. (2017) Unprecedented C 19 -diterpenoid alkaloid glycosides from an aqueous extract of “fu zi”: Neoline 14- O - l -arabinosides with four isomeric l -anabinosyls. Chinese Chemical Letters 28:8, pages 1705-1710.
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Xue Zhou, Qing-Lan Guo, Cheng-Gen Zhu, Cheng-Bo Xu, Ya-Nan Wang & Jian-Gong Shi. (2017) Gastradefurphenol, a minor 9,9′-neolignan with a new carbon skeleton substituted by two p -hydroxybenzyls from an aqueous extract of “tian ma”. Chinese Chemical Letters 28:6, pages 1185-1189.
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Lingjie Meng, Qinglan Guo, Yufeng Liu, Minghua Chen, Yuhuan Li, Jiandong Jiang & Jiangong Shi. (2017) Indole alkaloid sulfonic acids from an aqueous extract of Isatis indigotica roots and their antiviral activity. Acta Pharmaceutica Sinica B 7:3, pages 334-341.
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Xian-Hua Meng, Zhi-Bo Jiang, Qing-Lan Guo & Jian-Gong Shi. (2017) A minor arcutine-type C 20 -diterpenoid alkaloid iminium constituent of “fu zi”. Chinese Chemical Letters 28:3, pages 588-592.
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Yufeng Liu, Minghua Chen, Qinglan Guo, Yuhuan Li, Jiandong Jiang & Jiangong Shi. (2017) Aromatic compounds from an aqueous extract of “ban lan gen” and their antiviral activities. Acta Pharmaceutica Sinica B 7:2, pages 179-184.
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Da-Wei Li, Qing-Lan Guo, Xian-Hua Meng, Cheng-Gen Zhu, Cheng-Bo Xu & Jian-Gong Shi. (2016) Two pairs of unusual scalemic enantiomers from Isatis indigotica leaves. Chinese Chemical Letters 27:12, pages 1745-1750.
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Qing-Lan Guo, Sheng Lin, Ya-Nan Wang, Cheng-Gen Zhu, Cheng-Bo Xu & Jian-Gong Shi. (2016) Gastrolatathioneine, an unusual ergothioneine derivative from an aqueous extract of “tian ma”: A natural product co-produced by plant and symbiotic fungus. Chinese Chemical Letters 27:10, pages 1577-1581.
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Ming-Hua Chen, Sheng Lin, Ya-Nan Wang, Cheng-Gen Zhu, Yu-Huan Li, Jian-Dong Jiang & Jian-Gong Shi. (2016) Antiviral stereoisomers of 3,5-bis(2-hydroxybut-3-en-1-yl)-1,2,4-thiadiazole from the roots of Isatis indigotica. Chinese Chemical Letters 27:5, pages 643-648.
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