Design, Synthesis, and Biological Evaluation of a Novel Water-soluble Prodrug of Docetaxel with Amino Acid as a Linker

被引：7

作者：

Ma, Huan ^{[1
]}

Chen, Gang ^{[2
]}

Wang, Tao ^{[2
]}

Li, Qingeng ^{[1
]}

Liu, Yan ^{[1
]}

机构：

[1] Chongqing Med Univ, Sch Pharm, Chongqing 400016, Peoples R China

[2] Jiangsu Nhwa Luokang Pharmaceut Corp Ltd, R&D Dept, Xuzhou 221000, Peoples R China

来源：

CHEMICAL BIOLOGY & DRUG DESIGN | 2016年 / 88卷 / 03期

关键词：

biological evaluation; Prodrug of docetaxel; synthesis; water-soluble; TAXOL;

D O I：

10.1111/cbdd.12762

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The synthesis and preliminary evaluation of derivatives of docetaxel with novel amino acid as a linker named as LK-193LK-196 was described. The C2-modified compound LK-196 behaves as a prodrug; that is, docetaxel is generated upon exposure to human plasma. The compound was also found to have greatly improved water solubility. The pharmacodynamic results showed LK-196 had the self-evident inhibitory effect on tumor growth in vivo, which is a promising candidate for further biological evaluation.

引用

页码：363 / 369

页数：7

共 50 条

[1] Synthesis and biological evaluation of combretastatin water-soluble amino acid prodrugs
Devkota, Laxman
Strecker, Tracy E.
Tunnell, Jarrod P.
Tidmore, Justin K.
Lopez, Ramona
Liu, Li
Mason, Ralph P.
Trawick, Mary L.
Pinney, Kevin G.
[J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2013, 246
[2] Synthesis and evaluation of water-soluble docetaxel prodrugs-docetaxel esters of malic acid
Du, Wenting
Hong, Lan
Yao, Tongwei
Yang, Xiaochun
He, Qiaojun
Yang, Bo
Hu, Yongzhou
[J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2007, 15 (18) : 6323 - 6330
[3] Discovery of a potent microtubule-targeting agent: Synthesis and biological evaluation of water-soluble amino acid prodrug of combretastatin A-4 derivatives
Yu, Kun
Li, Rong
Yang, Zhuang
Wang, Fang
Wu, Wenshuang
Wang, Xiaoyan
Nie, Chunlai
Chen, Lijuan
[J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2015, 25 (11) : 2302 - 2307
[4] Design, synthesis, and biological evaluation of water-soluble amino acid prodrug conjugates derived from combretastatin, dihydronaphthalene, and benzosuberene-based parent vascular disrupting agents
Devkota, Laxman
Lin, Chen-Ming
Strecker, Tracy E.
Wang, Yifan
Tidmore, Justin K.
Chen, Zhi
Guddneppanavar, Rajsekhar
Jelinek, Christopher J.
Lopez, Ramona
Liu, Li
Hamel, Ernest
Mason, Ralph P.
Chaplin, David J.
Trawick, Mary Lynn
Pinney, Kevin G.
[J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2016, 24 (05) : 938 - 956
[5] A novel approach of water-soluble paclitaxel prodrug with no auxiliary and no byproduct: Design and synthesis of isotaxel
Hayashi, Y
Skwarczynski, M
Hamada, Y
Sohma, Y
Kimura, T
Kiso, Y
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 2003, 46 (18) : 3782 - 3784
[6] Synthesis of Water-Soluble Prodrug of Florfenicol
Qin, G. C.
Chen, L. X.
Yang, P.
Zuo, H.
Li, Z. B.
[J]. ASIAN JOURNAL OF CHEMISTRY, 2011, 23 (11) : 5157 - 5158
[7] Synthesis of a water-soluble prodrug of entacapone
Leppänen, J
Huuskonen, J
Savolainen, J
Nevalainen, T
Taipale, H
Vepsäläinen, J
Gynther, J
Järvinen, T
[J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2000, 10 (17) : 1967 - 1969
[8] Biological conversion of a water-soluble prodrug of cyclosporine A
Lallemand, F.
Varesio, E.
Felt-Baeyens, O.
Bossy, Leila
Hopfgartner, G.
Gurny, R.
[J]. EUROPEAN JOURNAL OF PHARMACEUTICS AND BIOPHARMACEUTICS, 2007, 67 (02) : 555 - 561
[9] Design, synthesis, and biological evaluation of water-soluble amino acid prodrugs of a rhein-derived anti-cancer agent
Anifowose, Abiodun
Yuan, Zhengnan
Yang, Xiaoxiao
Zheng, Yueqin
Pan, Zhixiang
Zhang, Zhongwei
Wang, Binghe
[J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2019, 257
[10] Synthesis and biological evaluation of water-soluble organogermanium
Choi, Sumi
Oh, Changwon
Han, Jeongsoo
Park, Jina
Choi, Jee-Hye
Min, Na Young
Lee, Kwang-Ho
Park, Ae Ja
Kim, Yeo Jin
Jang, Su Jeong
Lee, Duck-Hyung
Ham, Seung Wook
[J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (04) : 1654 - 1656

← 1 2 3 4 5 →