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Multi-gram scale synthesis of a bleomycin (BLM) carbohydrate moiety: exploring the antitumor beneficial effect of BLM disaccharide attached to 10-hydroxycamptothecine (10-HCPT)

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成果类型:
期刊论文
作者:
Li, MaoLin;Huang, Weiping;Jiang, Zhilin;Shi, Yonghui;Yuan, Sisi;...
通讯作者:
Zhou, Wen;Zhou, Li
作者机构:
[Fu, Kaishuo; Yuan, Sisi; Zhou, Wen; Huang, Weiping; Li, MaoLin] Guangzhou Univ Chinese Med, Sch Pharmaceut Sci, Waihuan Rd, Guangzhou 510006, Guangdong, Peoples R China.
[Jiang, Zhilin] Puer Univ, Puer, Yunan, Peoples R China.
[Shi, Yonghui] Sun Yat Sen Univ, Sun Yat Sen Mem Hosp, Dept Pharm, Guangzhou 510120, Guangdong, Peoples R China.
[Chen, YongJun] Guangzhou Univ Chinese Med, South China Res Ctr Acupuncture & Moxibust, Med Coll Acu Moxi & Rehabil, Waihuan Rd, Guangzhou 510006, Guangdong, Peoples R China.
[Zhou, Li] Hunan Agr Univ, Coll Sci, Changsha 410128, Hunan, Peoples R China.
通讯机构:
[Zhou, Wen] G
[Zhou, Li] H
Guangzhou Univ Chinese Med, Sch Pharmaceut Sci, Waihuan Rd, Guangzhou 510006, Guangdong, Peoples R China.
Hunan Agr Univ, Coll Sci, Changsha 410128, Hunan, Peoples R China.
语种:
英文
关键词:
10 hydroxycamptothecin;bleomycin;dibutyltin;disaccharide;galactoside;aminolysis;antineoplastic activity;Article;carbohydrate analysis;controlled study;deacetylation;drug conjugation;drug selectivity;drug synthesis;glycosidation;HCT 116 cell line;HEK293T cell line;Hep-G2 cell line;human;human cell;IC50;in vitro study;priority journal
期刊:
NEW JOURNAL OF CHEMISTRY
ISSN:
1144-0546
年:
2019
卷:
43
期:
15
页码:
6010-6020
基金类别:
The work is supported in part by financial support from National Natural Science Foundation of China (No. 21772028, 31360456, 3106052), Start-up Foundation of Guangzhou University of Chinese Medicine for Young Scholar (A1-AFD018171Z) and General Scientific Research Project of Guangzhou (201804010325), and Science and Technology Plan of Puer City (No. 2014-38). We also thank professor Tian Xu very much for critical reading of our manuscript.
机构署名:
本校为通讯机构
院系归属:
理学院
摘要:
The “tumor-seeking” role of bleomycin (BLM) disaccharide has been demonstrated to serve as a promising tool for cancer diagnosis and a potential ligand for targeted therapy. However, these practical applications are often hampered by the lack of BLM disaccharide. Herein, an efficient multi-gram synthesis of peracetylated BLM disaccharide 20 is achieved by a TMSOTF-mediated glycosidation coupling manner in 43.6% overall yield in terms of benzyl galactoside. The critical innovation of the synthetic strategy is that inexpensive benzyl galactosid...

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