共 15 条
Synthesis and anti-human hepatocellular carcinoma activity of new nitric oxide-releasing glycosyl derivatives of oleanolic acid
被引:51
作者:

Huang, Zhangjian
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机构:
China Pharmaceut Univ, Ctr Drug Discovery, Nanjing 210009, Peoples R China China Pharmaceut Univ, Ctr Drug Discovery, Nanjing 210009, Peoples R China

Zhang, Yihua
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机构:
China Pharmaceut Univ, Ctr Drug Discovery, Nanjing 210009, Peoples R China China Pharmaceut Univ, Ctr Drug Discovery, Nanjing 210009, Peoples R China

Zhao, Li
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h-index: 0
机构:
China Pharmaceut Univ, Jiangsu Key Lab Carcinogenesis & Intervent, Nanjing 210009, Peoples R China China Pharmaceut Univ, Ctr Drug Discovery, Nanjing 210009, Peoples R China

Jing, Yongwang
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h-index: 0
机构:
China Pharmaceut Univ, New Drug Screening Ctr, Nanjing 210009, Peoples R China China Pharmaceut Univ, Ctr Drug Discovery, Nanjing 210009, Peoples R China

Lai, Yisheng
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机构:
China Pharmaceut Univ, Ctr Drug Discovery, Nanjing 210009, Peoples R China China Pharmaceut Univ, Ctr Drug Discovery, Nanjing 210009, Peoples R China

Zhang, Luyong
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机构:
China Pharmaceut Univ, New Drug Screening Ctr, Nanjing 210009, Peoples R China China Pharmaceut Univ, Ctr Drug Discovery, Nanjing 210009, Peoples R China

Guo, Qinglong
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机构:
China Pharmaceut Univ, Jiangsu Key Lab Carcinogenesis & Intervent, Nanjing 210009, Peoples R China China Pharmaceut Univ, Ctr Drug Discovery, Nanjing 210009, Peoples R China

Yuan, Shengtao
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h-index: 0
机构:
China Pharmaceut Univ, New Drug Screening Ctr, Nanjing 210009, Peoples R China China Pharmaceut Univ, Ctr Drug Discovery, Nanjing 210009, Peoples R China

Zhang, Jianjun
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h-index: 0
机构:
China Pharmaceut Univ, Dept Pharmaceut, Nanjing 210009, Peoples R China China Pharmaceut Univ, Ctr Drug Discovery, Nanjing 210009, Peoples R China

Chen, Li
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h-index: 0
机构:
China Pharmaceut Univ, Ctr Drug Discovery, Nanjing 210009, Peoples R China China Pharmaceut Univ, Ctr Drug Discovery, Nanjing 210009, Peoples R China

Peng, Sixun
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h-index: 0
机构:
China Pharmaceut Univ, Ctr Drug Discovery, Nanjing 210009, Peoples R China China Pharmaceut Univ, Ctr Drug Discovery, Nanjing 210009, Peoples R China

Tian, Jide
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h-index: 0
机构:
Univ Calif Los Angeles, Dept Mol & Med Pharmacol, Los Angeles, CA 90095 USA China Pharmaceut Univ, Ctr Drug Discovery, Nanjing 210009, Peoples R China
机构:
[1] China Pharmaceut Univ, Ctr Drug Discovery, Nanjing 210009, Peoples R China
[2] China Pharmaceut Univ, Jiangsu Key Lab Carcinogenesis & Intervent, Nanjing 210009, Peoples R China
[3] China Pharmaceut Univ, New Drug Screening Ctr, Nanjing 210009, Peoples R China
[4] China Pharmaceut Univ, Dept Pharmaceut, Nanjing 210009, Peoples R China
[5] Univ Calif Los Angeles, Dept Mol & Med Pharmacol, Los Angeles, CA 90095 USA
基金:
高等学校博士学科点专项科研基金;
关键词:
HEPG2;
CELLS;
DOPAMINE;
PRODRUGS;
DESIGN;
DONOR;
DRUG;
D O I:
10.1039/b918846k
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
A series of nitric oxide (NO)-releasing glycosyl derivatives (2-14) of oleanolic acid were synthesized to improve the aqueous solubility and cytotoxicity of the parent compound 1. Derivative 3 exhibited better solubility and strong cytotoxicity against human hepatocellular carcinoma (HCC) in vitro. Furthermore, 3 displayed low acute toxicity to mice and significantly inhibited the growth of HCC tumors in vivo, indicating that 3 may be a promising candidate for the treatment of human HCC.
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收藏
页码:632 / 639
页数:8
相关论文
共 15 条
[1]
THE SYNTHESIS OF ARYL-D-GLUCOPYRANOSIDURONIC ACIDS
[J].
BOLLENBACK, GN
;
LONG, JW
;
BENJAMIN, DG
;
LINDQUIST, JA
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1955, 77 (12)
:3310-3315

BOLLENBACK, GN
论文数: 0 引用数: 0
h-index: 0

LONG, JW
论文数: 0 引用数: 0
h-index: 0

BENJAMIN, DG
论文数: 0 引用数: 0
h-index: 0

LINDQUIST, JA
论文数: 0 引用数: 0
h-index: 0
[2]
Glycosyl derivatives of dopamine and L-dopa as anti-Parkinson prodrugs:: Synthesis, pharmacological activity and in vitro stability studies
[J].
Bonina, F
;
Puglia, C
;
Rimoli, MG
;
Melisi, D
;
Boatto, G
;
Nieddu, M
;
Calignano, A
;
La Rana, G
;
De Caprariis, P
.
JOURNAL OF DRUG TARGETING,
2003, 11 (01)
:25-36

Bonina, F
论文数: 0 引用数: 0
h-index: 0
机构: Univ Catania, Sch Pharm, Dept Pharmaceut Sci, I-95125 Catania, Italy

Puglia, C
论文数: 0 引用数: 0
h-index: 0
机构: Univ Catania, Sch Pharm, Dept Pharmaceut Sci, I-95125 Catania, Italy

论文数: 引用数:
h-index:
机构:

Melisi, D
论文数: 0 引用数: 0
h-index: 0
机构: Univ Catania, Sch Pharm, Dept Pharmaceut Sci, I-95125 Catania, Italy

论文数: 引用数:
h-index:
机构:

Nieddu, M
论文数: 0 引用数: 0
h-index: 0
机构: Univ Catania, Sch Pharm, Dept Pharmaceut Sci, I-95125 Catania, Italy

Calignano, A
论文数: 0 引用数: 0
h-index: 0
机构: Univ Catania, Sch Pharm, Dept Pharmaceut Sci, I-95125 Catania, Italy

La Rana, G
论文数: 0 引用数: 0
h-index: 0
机构: Univ Catania, Sch Pharm, Dept Pharmaceut Sci, I-95125 Catania, Italy

De Caprariis, P
论文数: 0 引用数: 0
h-index: 0
机构: Univ Catania, Sch Pharm, Dept Pharmaceut Sci, I-95125 Catania, Italy
[3]
A short and economical synthesis of orthogonally protected C-linked 2-deoxy-2-acetamido-α-D-galactopyranose derivatives
[J].
Bouvet, VR
;
Ben, RN
.
JOURNAL OF ORGANIC CHEMISTRY,
2006, 71 (09)
:3619-3622

Bouvet, VR
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Ottawa, Dept Chem, Ottawa, ON K1N 6N5, Canada Univ Ottawa, Dept Chem, Ottawa, ON K1N 6N5, Canada

Ben, RN
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Ottawa, Dept Chem, Ottawa, ON K1N 6N5, Canada Univ Ottawa, Dept Chem, Ottawa, ON K1N 6N5, Canada
[4]
Design, synthesis, and antihepatocellular carcinoma activity of nitric oxide releasing derivatives of oleanolic acid
[J].
Chen, Li
;
Zhang, Yihua
;
Kong, Xiangwen
;
Lan, Edward
;
Huang, Zhangjian
;
Peng, Sixun
;
Kaufman, Daniel L.
;
Tian, Jide
.
JOURNAL OF MEDICINAL CHEMISTRY,
2008, 51 (15)
:4834-4838

Chen, Li
论文数: 0 引用数: 0
h-index: 0
机构:
China Pharmaceut Univ, Ctr Drug Discovery, Nanjing 210009, Peoples R China
China Pharmaceut Univ, Dept Phytochem, Nanjing 210009, Peoples R China Univ Calif Los Angeles, Dept Mol & Med Pharmacol, Los Angeles, CA 90095 USA

Zhang, Yihua
论文数: 0 引用数: 0
h-index: 0
机构:
China Pharmaceut Univ, Ctr Drug Discovery, Nanjing 210009, Peoples R China Univ Calif Los Angeles, Dept Mol & Med Pharmacol, Los Angeles, CA 90095 USA

Kong, Xiangwen
论文数: 0 引用数: 0
h-index: 0
机构:
China Pharmaceut Univ, Ctr Drug Discovery, Nanjing 210009, Peoples R China Univ Calif Los Angeles, Dept Mol & Med Pharmacol, Los Angeles, CA 90095 USA

Lan, Edward
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Calif Los Angeles, Dept Mol & Med Pharmacol, Los Angeles, CA 90095 USA Univ Calif Los Angeles, Dept Mol & Med Pharmacol, Los Angeles, CA 90095 USA

Huang, Zhangjian
论文数: 0 引用数: 0
h-index: 0
机构:
China Pharmaceut Univ, Ctr Drug Discovery, Nanjing 210009, Peoples R China Univ Calif Los Angeles, Dept Mol & Med Pharmacol, Los Angeles, CA 90095 USA

Peng, Sixun
论文数: 0 引用数: 0
h-index: 0
机构:
China Pharmaceut Univ, Ctr Drug Discovery, Nanjing 210009, Peoples R China Univ Calif Los Angeles, Dept Mol & Med Pharmacol, Los Angeles, CA 90095 USA

Kaufman, Daniel L.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Calif Los Angeles, Dept Mol & Med Pharmacol, Los Angeles, CA 90095 USA Univ Calif Los Angeles, Dept Mol & Med Pharmacol, Los Angeles, CA 90095 USA

Tian, Jide
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Calif Los Angeles, Dept Mol & Med Pharmacol, Los Angeles, CA 90095 USA Univ Calif Los Angeles, Dept Mol & Med Pharmacol, Los Angeles, CA 90095 USA
[5]
Leachianone A as a potential anti-cancer drug by induction of apoptosis in human hepatoma HepG2 cells
[J].
Cheung, Crystal Sao-Fong
;
Chung, Karen Ka-Wing
;
Lui, Julian Chun-Kin
;
Lau, Ching-Po
;
Hon, Po-Ming
;
Chan, Judy Yuet-Wa
;
Fung, Kwok-Pul
;
Au, Shannon Wing-Ngor
.
CANCER LETTERS,
2007, 253 (02)
:224-235

Cheung, Crystal Sao-Fong
论文数: 0 引用数: 0
h-index: 0
机构: Chinese Univ Hong Kong, Dept Biochem, Shatin, Hong Kong, Peoples R China

Chung, Karen Ka-Wing
论文数: 0 引用数: 0
h-index: 0
机构: Chinese Univ Hong Kong, Dept Biochem, Shatin, Hong Kong, Peoples R China

Lui, Julian Chun-Kin
论文数: 0 引用数: 0
h-index: 0
机构: Chinese Univ Hong Kong, Dept Biochem, Shatin, Hong Kong, Peoples R China

Lau, Ching-Po
论文数: 0 引用数: 0
h-index: 0
机构: Chinese Univ Hong Kong, Dept Biochem, Shatin, Hong Kong, Peoples R China

Hon, Po-Ming
论文数: 0 引用数: 0
h-index: 0
机构: Chinese Univ Hong Kong, Dept Biochem, Shatin, Hong Kong, Peoples R China

Chan, Judy Yuet-Wa
论文数: 0 引用数: 0
h-index: 0
机构: Chinese Univ Hong Kong, Dept Biochem, Shatin, Hong Kong, Peoples R China

Fung, Kwok-Pul
论文数: 0 引用数: 0
h-index: 0
机构: Chinese Univ Hong Kong, Dept Biochem, Shatin, Hong Kong, Peoples R China

Au, Shannon Wing-Ngor
论文数: 0 引用数: 0
h-index: 0
机构:
Chinese Univ Hong Kong, Dept Biochem, Shatin, Hong Kong, Peoples R China Chinese Univ Hong Kong, Dept Biochem, Shatin, Hong Kong, Peoples R China
[6]
Solubilization and preformulation of poorly water soluble and hydrolysis susceptible N-epoxymethyl-1,8-naphthalimide (ENA) compound
[J].
Dong, Yuancai
;
Ng, Wai Kiong
;
Surana, Uttam
;
Tan, Reginald B. H.
.
INTERNATIONAL JOURNAL OF PHARMACEUTICS,
2008, 356 (1-2)
:130-136

Dong, Yuancai
论文数: 0 引用数: 0
h-index: 0
机构:
ASTAR, Inst Chem & Engn Sci, Singapore 627833, Singapore ASTAR, Inst Chem & Engn Sci, Singapore 627833, Singapore

Ng, Wai Kiong
论文数: 0 引用数: 0
h-index: 0
机构:
ASTAR, Inst Chem & Engn Sci, Singapore 627833, Singapore ASTAR, Inst Chem & Engn Sci, Singapore 627833, Singapore

Surana, Uttam
论文数: 0 引用数: 0
h-index: 0
机构:
ASTAR, Inst Mol & Cell Biol, Singapore 138673, Singapore ASTAR, Inst Chem & Engn Sci, Singapore 627833, Singapore

Tan, Reginald B. H.
论文数: 0 引用数: 0
h-index: 0
机构:
ASTAR, Inst Chem & Engn Sci, Singapore 627833, Singapore
Natl Univ Singapore, Dept Chem & Biomol Engn, Singapore 119260, Singapore ASTAR, Inst Chem & Engn Sci, Singapore 627833, Singapore
[7]
Synthesis of glycosyl derivatives as dopamine prodrugs:: interaction with glucose carrier GLUT-1
[J].
Fernández, C
;
Nieto, O
;
Fontenla, JA
;
Rivas, E
;
de Ceballos, ML
;
Fernández-Mayoralas, A
.
ORGANIC & BIOMOLECULAR CHEMISTRY,
2003, 1 (05)
:767-771

Fernández, C
论文数: 0 引用数: 0
h-index: 0
机构: CSIC, Inst Cajal, E-28002 Madrid, Spain

Nieto, O
论文数: 0 引用数: 0
h-index: 0
机构: CSIC, Inst Cajal, E-28002 Madrid, Spain

Fontenla, JA
论文数: 0 引用数: 0
h-index: 0
机构: CSIC, Inst Cajal, E-28002 Madrid, Spain

Rivas, E
论文数: 0 引用数: 0
h-index: 0
机构: CSIC, Inst Cajal, E-28002 Madrid, Spain

de Ceballos, ML
论文数: 0 引用数: 0
h-index: 0
机构: CSIC, Inst Cajal, E-28002 Madrid, Spain

Fernández-Mayoralas, A
论文数: 0 引用数: 0
h-index: 0
机构: CSIC, Inst Cajal, E-28002 Madrid, Spain
[8]
HALOACETAMIDO ANALOGS OF 2-AMINO-2-DEOXY-D-GLUCOSE AND 2-AMINO-2-DEOXY-D-GALACTOSE - SYNTHESES AND EFFECTS ON FRIEND MURINE ERYTHROLEUKEMIA
[J].
FONDY, TP
;
ROBERTS, SB
;
TSIFTSOGLOU, AS
;
SARTORELLI, AC
.
JOURNAL OF MEDICINAL CHEMISTRY,
1978, 21 (12)
:1222-1225

FONDY, TP
论文数: 0 引用数: 0
h-index: 0
机构: YALE UNIV,SCH MED,DEPT PHARMACOL,NEW HAVEN,CT 06510

ROBERTS, SB
论文数: 0 引用数: 0
h-index: 0
机构: YALE UNIV,SCH MED,DEPT PHARMACOL,NEW HAVEN,CT 06510

TSIFTSOGLOU, AS
论文数: 0 引用数: 0
h-index: 0
机构: YALE UNIV,SCH MED,DEPT PHARMACOL,NEW HAVEN,CT 06510

SARTORELLI, AC
论文数: 0 引用数: 0
h-index: 0
机构: YALE UNIV,SCH MED,DEPT PHARMACOL,NEW HAVEN,CT 06510
[9]
The liver-selective nitric oxide donor O2-vinyl 1-(pyrrolidin-1-yl)diazen-1-ium-1,2-diolate(V-PYRRO/NO) protects HepG2 cells against cytochrome P450 2E1-dependent toxicity
[J].
Gong, PF
;
Cederbaum, AI
;
Nieto, N
.
MOLECULAR PHARMACOLOGY,
2004, 65 (01)
:130-138

Gong, PF
论文数: 0 引用数: 0
h-index: 0
机构:
CUNY Mt Sinai Sch Med, Dept Pharmacol & Biol Chem, New York, NY 10029 USA CUNY Mt Sinai Sch Med, Dept Pharmacol & Biol Chem, New York, NY 10029 USA

Cederbaum, AI
论文数: 0 引用数: 0
h-index: 0
机构:
CUNY Mt Sinai Sch Med, Dept Pharmacol & Biol Chem, New York, NY 10029 USA CUNY Mt Sinai Sch Med, Dept Pharmacol & Biol Chem, New York, NY 10029 USA

Nieto, N
论文数: 0 引用数: 0
h-index: 0
机构:
CUNY Mt Sinai Sch Med, Dept Pharmacol & Biol Chem, New York, NY 10029 USA CUNY Mt Sinai Sch Med, Dept Pharmacol & Biol Chem, New York, NY 10029 USA
[10]
The synthesis and cytotoxicity of fructose-1-SNAP, a novel fructose conjugated S-nitroso nitric oxide donor
[J].
Hou, YC
;
Wu, XJ
;
Xie, WH
;
Braunschweiger, PG
;
Wang, PG
.
TETRAHEDRON LETTERS,
2001, 42 (05)
:825-829

Hou, YC
论文数: 0 引用数: 0
h-index: 0
机构: Univ Miami, Dept Radiat Oncol, Miami, FL 33136 USA

Wu, XJ
论文数: 0 引用数: 0
h-index: 0
机构: Univ Miami, Dept Radiat Oncol, Miami, FL 33136 USA

Xie, WH
论文数: 0 引用数: 0
h-index: 0
机构: Univ Miami, Dept Radiat Oncol, Miami, FL 33136 USA

Braunschweiger, PG
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Miami, Dept Radiat Oncol, Miami, FL 33136 USA Univ Miami, Dept Radiat Oncol, Miami, FL 33136 USA

Wang, PG
论文数: 0 引用数: 0
h-index: 0
机构: Univ Miami, Dept Radiat Oncol, Miami, FL 33136 USA