Synthesis, anti-proliferative and proapoptotic activity of novel oleanolic acid azaheterocyclic derivatives

被引：28

作者：

Kang, Xiao ^{[2
]}

Hu, Jun ^{[1
]}

Gao, Zhenbei ^{[2
]}

Ju, Yong ^{[1
]}

Xu, Chuanlian ^{[2
]}

机构：

[1] Tsinghua Univ, Dept Chem, Minist Educ, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Beijing 100084, Peoples R China

[2] Zhejiang Sci Tech Univ, Coll Life Sci, Lab Promet & Mol Enzymol, Hangzhou 310018, Peoples R China

来源：

MEDCHEMCOMM | 2012年 / 3卷 / 10期

关键词：

ANTI-HIV ACTIVITY; URSOLIC ACID; INHIBITION; TRITERPENOIDS; AGENTS; CELLS; RING;

D O I：

10.1039/c2md20051a

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：

Oleanolic acid (OA) derivatives with azaheterocyclic groups at the 2,3-positions of A ring were synthesized and their anti-proliferative effect and apoptosis induction abilities were determined in human hepatocellular carcinoma BEL-7404 cells. The results showed that compounds 4 and 5 with different azaheterocycle groups possessed better anti-proliferative activity than oleanolic acid. Meanwhile, their apoptosis induction and signal pathway were investigated which indicated that compound 4 significantly induced cell apoptosis through down-regulating Bcl-2 expression, up-regulating Bax expression, releasing cytochrome c and activating the caspase-3 pathway.

引用

页码：1245 / 1249

页数：5

共 50 条

[1] Synthesis and Anti-proliferative Activity of Novel Polysubstitued Indazole Derivatives
Bassou, Oulemda
Chicha, Hakima
Allam, Afaf
Monticone, Massimiliano
Gangemi, Rosaria
Maric, Irena
Viale, Maurizio
Rakib, El Mostapha
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2019, 56 (01) : 343 - 348
[2] SYNTHESIS AND EVALUATION OF ANTI-PROLIFERATIVE ACTIVITY OF NOVEL THIAZOLIDINONE DERIVATIVES
Somasekhar, Vanita
Udainiya, Ruchika
Kumar, Sujeet
INTERNATIONAL JOURNAL OF PHARMACEUTICAL SCIENCES AND RESEARCH, 2018, 9 (08): : 3449 - 3453
[3] Design and synthesis of novel oleanolic acid based chromenes as anti-proliferative and anti-inflammatory agents
Raghuvanshi, Dushyant Singh
Verma, Narsingh
Singh, Shilpi
Luqman, Suaib
Gupta, Amit Chand
Bawankule, Dnyaneshwar U.
Tandon, Sudeep
Nagar, Abhishek
Kumar, Yogesh
Khan, Feroz
NEW JOURNAL OF CHEMISTRY, 2018, 42 (20) : 16782 - 16794
[4] Design and Synthesis of Novel Anti-proliferative Formononetin Derivatives
Luo, Zeping
Pan, Liwei
Yin, Xiuju
Chen, Hailin
LETTERS IN DRUG DESIGN & DISCOVERY, 2024, 21 (16) : 3408 - 3424
[5] Synthesis and Anti-Proliferative Activity of Novel Quinolin-8-ol Derivatives
Cheghib, Nedjoua
Abdaoui, Mohamed
Cresteil, Thierry
Aubert, Genevieve
Kraus, Jean-Louis
POLYCYCLIC AROMATIC COMPOUNDS, 2011, 31 (03) : 143 - 153
[6] A Facile Synthesis of Novel Isatinspirooxazine Derivatives and Potential in vitro Anti-Proliferative Activity
Santos, Iara S.
Guerra, Fabiana S.
Bernardino, Lucas F.
Fernandes, Patricia D.
Hamerski, Lidilhone
Silva, Barbara, V
JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2019, 30 (01) : 198 - 209
[7] Facile synthesis and anti-proliferative activity evaluation of quinoxaline derivatives
Lin, Jin
Wang, Panpan
Zhang, Zemin
Xue, Guozhen
Zha, Daijun
Wang, Jian
Xu, Xiuzhi
Li, Zhulai
SYNTHETIC COMMUNICATIONS, 2020, 50 (06) : 823 - 830
[8] Synthesis and proapoptotic activity of oleanolic acid derived amides
Heller, Lucie
Knorrscheidt, Anja
Flemming, Franziska
Wiemann, Jana
Sommerwerk, Sven
Pavel, Ioana Z.
Al-Harrasi, Ahmed
Csuk, Rene
BIOORGANIC CHEMISTRY, 2016, 68 : 137 - 151
[9] Synthesis and anti-proliferative activity of novel azazerumbone conjugates with chalcones
Vuong Van Truong
Tran Duy Nam
Truong Ngoc Hung
Nguyen Thi Nga
Pham Minh Quan
Luu Van Chinh
Jung, Sang-Hun
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2015, 25 (22) : 5182 - 5185
[10] Isochaihulactone analogues: Synthesis and anti-proliferative activity of novel dibenzylbutyrolactones
Alizadeh, Babak Heidary
Foroumadi, Alireza
Emami, Saeed
Khoobi, Mehdi
Panah, Fatemeh
Ardestani, Sussan K.
Shafiee, Abbas
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (12) : 5979 - 5984

← 1 2 3 4 5 →