Citation:
Li Shangfeng, Ma Xiuguang, Huang Yijun. A New Synthetic Protocol for a Series of Novel Homocamptothecin Compounds[J]. Chemistry,
;2017, 80(12): 1148-1151, 1127.
-
A new strategy was developed to synthesize a series of homocamptothecin compounds starting from t-butyl bromoacetate. This way is quite straightforward and simple and the gross yield makes a great improvement without the use of the reported phosphate or other traditional protecting groups. It enhances the solubility of each camptothecin derivative, accelerates the reaction to completion and simplifies the workup and purification procedures. As a result, a lot of amides could be obtained conveniently.
-
Keywords:
- Homocamptothecin,
- topoisomerase
-
-
-
[1]
M E Wall, M C Wani, C E Cook et al. J. Am. Chem. Soc., 1966, 88:3888~3889.
-
[2]
K Mrossl, H. Richly, N Schleucher et al. Ann. Oncol., 2004, 15:1284~1294.
-
[3]
X Wu, X Sun, Z Guo et al. J. Am. Chem. Soc., 2014, 136:3579~3588.
- [4]
-
[5]
S C Puri, G Handa, K L Dhar et al. USP:6660861 B1, 2003.
-
[6]
S C Puri, G Handa, K L Dhar et al. WO:2004/87715 A1, 2004.
-
[7]
W D Kingsbury, J C Boehm, D R Jakas et al. J. Med. Chem., 1991, 34:98~107.
-
[8]
S Negoro, M Fukuoka, N Masuda et al. J. Natl. Cancer Inst., 1991, 83:1164~1168.
-
[9]
Y Kawato, M Aonuma, Y Hirota et al. Cancer Res., 1991, 51:4187~4191.
-
[10]
A V R Rao, R Rao, J S Yadav et al. Synth. Commun., 2013, 43:1661~1667.
-
[11]
S Sawada, S Matsuoka, K Nokata et al. Chem. Pharm. Bull., 1991, 39:3183~3188.
-
[12]
Refer to http://labeling.pfizer.com/ShowLabeling.aspx?id=533.
-
[13]
H F Hausheer, K Haridas, P Seetharamulu et al. WO:9835940, 1998.
-
[14]
A E Gabarda, W Du, T Isarno et al. Tetrahedron, 2002, 58:6329~6341.
-
[15]
F Zunino, S Dallavalleb, D Laccabuea et al. Curr. Pharm. Design, 2002, 8:2505~2520.
-
[16]
D Demarquay, M Huchet, H Coulomb. Anti-Cancer Drugs, 2001, 12:9~19.
-
[17]
O Lavergne, L. Lesueur-Ginot et al. J. Med. Chem., 1998, 41:5410~5419.
-
[18]
D Demarquay, M Huchet, H Coulomb et al. Bioorg. Med. Chem. Lett., 1999, 9:2599~2602.
-
[1]
-
-
-
[1]
Zhilian Liu , Wengui Wang , Hongxiao Yang , Yu Cui , Shoufeng Wang . Ideological and Political Education Design for the Synthesis of Irinotecan Drug Intermediate 7-Ethyl Camptothecin. University Chemistry, 2024, 39(2): 89-93. doi: 10.3866/PKU.DXHX202306012
-
[2]
Conghao Shi , Ranran Wang , Juli Jiang , Leyong Wang . The Illustration on Stereoisomers of Macrocycles Containing Multiple Chiral Centers via Tröger Base-based Macrocycles. University Chemistry, 2024, 39(7): 394-397. doi: 10.3866/PKU.DXHX202311034
-
[3]
Quanliang Chen , Zhaohui Zhou . Research on the Active Site of Nitrogenase over Fifty Years. University Chemistry, 2024, 39(7): 287-293. doi: 10.3866/PKU.DXHX202310133
-
[4]
Heng Zhang . Determination of All Rate Constants in the Enzyme Catalyzed Reactions Based on Michaelis-Menten Mechanism. University Chemistry, 2024, 39(4): 395-400. doi: 10.3866/PKU.DXHX202310047
-
[5]
Jianquan Liu , Xiangshan Wang . Teaching Design and Practice of Naming Rules for Circular Isomer Configuration under the Guidance of Information Literacy. University Chemistry, 2025, 40(7): 352-358. doi: 10.12461/PKU.DXHX202409082
-
[6]
Chunmei GUO , Weihan YIN , Jingyi SHI , Jianhang ZHAO , Ying CHEN , Quli FAN . Facile construction and peroxidase-like activity of single-atom platinum nanozyme. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1633-1639. doi: 10.11862/CJIC.20240162
-
[7]
Yu Dai , Xueting Sun , Haoyu Wu , Naizhu Li , Guoe Cheng , Xiaojin Zhang , Fan Xia . Determination of the Michaelis Constant for Gold Nanozyme-Catalyzed Decomposition of Hydrogen Peroxide. University Chemistry, 2025, 40(5): 351-356. doi: 10.12461/PKU.DXHX202407052
-
[8]
Kai PENG , Xinyi ZHAO , Zixi CHEN , Xuhai ZHANG , Yuqiao ZENG , Jianqing JIANG . Progress in the application of high-entropy alloys and high-entropy ceramics in water electrolysis. Chinese Journal of Inorganic Chemistry, 2025, 41(7): 1257-1275. doi: 10.11862/CJIC.20240454
-
[9]
Limei CHEN , Mengfei ZHAO , Lin CHEN , Ding LI , Wei LI , Weiye HAN , Hongbin WANG . Preparation and performance of paraffin/alkali modified diatomite/expanded graphite composite phase change thermal storage material. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 533-543. doi: 10.11862/CJIC.20230312
-
[10]
Jing WU , Puzhen HUI , Huilin ZHENG , Pingchuan YUAN , Chunfei WANG , Hui WANG , Xiaoxia GU . Synthesis, crystal structures, and antitumor activities of transition metal complexes incorporating a naphthol-aldehyde Schiff base ligand. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2422-2428. doi: 10.11862/CJIC.20240278
-
[11]
Jia-He Li , Yu-Ze Liu , Jia-Hui Ma , Qing-Xiao Tong , Jian-Ji Zhong , Jing-Xin Jian . 洛芬碱衍生物的合成、化学发光与重金属离子检测. University Chemistry, 2025, 40(6): 230-237. doi: 10.12461/PKU.DXHX202407080
-
[12]
Xiaotong LU , Pan ZHANG , Zijie ZHAO , Lei HUANG , Hongwei ZUO , Lili LIANG . Antitumor and antibacterial activities of pyridyl Schiff base indium and dysprosium complexes. Chinese Journal of Inorganic Chemistry, 2025, 41(8): 1523-1532. doi: 10.11862/CJIC.20250073
-
[13]
Liwei Wang , Guangran Ma , Li Wang , Fugang Xu . A Comprehensive Analytical Chemistry Experiment: Colorimetric Detection of Vitamin C Using Nanozyme and Smartphone. University Chemistry, 2024, 39(8): 255-262. doi: 10.3866/PKU.DXHX202312094
-
[14]
Zhuoya WANG , Le HE , Zhiquan LIN , Yingxi WANG , Ling LI . Multifunctional nanozyme Prussian blue modified copper peroxide: Synthesis and photothermal enhanced catalytic therapy of self-provided hydrogen peroxide. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2445-2454. doi: 10.11862/CJIC.20240194
-
[15]
Yang Li , Jiachen Li , Daidi Fan . 二硫化钼纳米片的制备及其纳米酶性能探究——介绍一个大学化学综合实验. University Chemistry, 2025, 40(8): 233-240. doi: 10.12461/PKU.DXHX202410016
-
[16]
Yufang GAO , Nan HOU , Yaning LIANG , Ning LI , Yanting ZHANG , Zelong LI , Xiaofeng LI . Nano-thin layer MCM-22 zeolite: Synthesis and catalytic properties of trimethylbenzene isomerization reaction. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1079-1087. doi: 10.11862/CJIC.20240036
-
[17]
Zhuoming Liang , Ming Chen , Zhiwen Zheng , Kai Chen . Multidimensional Studies on Ketone-Enol Tautomerism of 1,3-Diketones By 1H NMR. University Chemistry, 2024, 39(7): 361-367. doi: 10.3866/PKU.DXHX202311029
-
[18]
Xiaolei Jiang , Fangdong Hu . Exploring the Mirror World in Organic Chemistry: the Teaching Design of “Enantiomers” from the Perspective of Curriculum and Ideological Education. University Chemistry, 2024, 39(10): 174-181. doi: 10.3866/PKU.DXHX202402052
-
[19]
Renqing Lü , Shutao Wang , Fang Wang , Guoping Shen . Computational Chemistry Aided Organic Chemistry Teaching: A Case of Comparison of Basicity and Stability of Diazine Isomers. University Chemistry, 2025, 40(3): 76-82. doi: 10.12461/PKU.DXHX202404119
-
[20]
Xin MA , Ya SUN , Na SUN , Qian KANG , Jiajia ZHANG , Ruitao ZHU , Xiaoli GAO . A Tb2 complex based on polydentate Schiff base: Crystal structure, fluorescence properties, and biological activity. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1347-1356. doi: 10.11862/CJIC.20230357
-
[1]
Metrics
- PDF Downloads(9)
- Abstract views(1555)
- HTML views(247)