Steering the antitumor drug discovery campaign towards structurally diverse indolines

被引:41
作者
Thakur, Amandeep [1 ]
Singh, Arshdeep [2 ]
Kaur, Navdeep [2 ]
Ojha, Ritu [2 ]
Nepali, Kunal [2 ]
机构
[1] Cent Univ Punjab, Dept Pharmaceut Sci & Nat Prod, Bathinda, Punjab, India
[2] Taipei Med Univ, Coll Pharm, Sch Pharm, Taipei, Taiwan
关键词
Indolines; Cancer; Heterocycles; Dearomatization; Tumor; Cells; Alkaloids; HISTONE DEACETYLASE INHIBITORS; BIOLOGICAL EVALUATION; IN-VITRO; INDOLINE-2,3-DIONE DERIVATIVES; ANTIPROLIFERATIVE AGENTS; ANTICANCER ACTIVITIES; TUBULIN INHIBITORS; CANCER CELLS; METAL-FREE; DESIGN;
D O I
10.1016/j.bioorg.2019.103436
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
Indoline framework is often perpended as a privileged heterocycle present in medicinally valuable compounds of natural and synthetic origin. This review article presents the rational approaches/strategies employed for the design of anticancer indolines along with the structure activity relationship and mechanistic insights revealed in the in-vitro and in-vivo assays. The chemist has always been fascinated towards the indoline ring for the construction of antitumor scaffolds owing to its versatility as evidenced by its existence in scaffolds inducing antiproliferative effects via diverse mechanisms. To the delight of medicinal chemist, the applicability of indoline has also been expanded towards the design of dual inhibitors (multitargeting anticancer agents) as well as PROTACS. Overall, it can be concluded that indoline moiety is a magic bullet and the scaffolds containing this ring are foraying towards detailed preclinical and clinical stage investigations by leaps and bounds.
引用
收藏
页数:37
相关论文
共 147 条
[1]   Discovery of 4-((3′R,4′S,5′R)-6"-Chloro-4′-(3-chloro-2-fluorophenyl)-1′-ethyl-2"-oxodispiro[cyclohexane-1,2′-pyrrolidine-3′,3"-indoline]-5′-carboxamido)bicyclo[2.2.2]octane-1-carboxylic Acid (AA-115/APG-115): A Potent and Orally Active Murine Double Minute 2 (MDM2) Inhibitor in Clinical Development [J].
Aguilar, Angelo ;
Lu, Jianfeng ;
Liu, Liu ;
Du, Ding ;
Bernard, Denzil ;
McEachern, Donna ;
Przybranowski, Sally ;
Li, Xiaoqin ;
Luo, Ruijuan ;
Wen, Bo ;
Sun, Duxin ;
Wang, Hengbang ;
Wen, Jianfeng ;
Wang, Guangfeng ;
Zhai, Yifan ;
Guo, Ming ;
Yang, Dajun ;
Wang, Shaomeng .
JOURNAL OF MEDICINAL CHEMISTRY, 2017, 60 (07) :2819-2839
[2]   Synthesis, characterization, molecular modeling, and potential antimicrobial and anticancer activities of novel 2-aminoisoindoline-1, 3-dione derivatives [J].
Ahmed, Hany Emary Ali ;
Abdel-Salam, Hassan A. ;
Shaker, Mohamed A. .
BIOORGANIC CHEMISTRY, 2016, 66 :1-11
[3]   Ammonium chloride catalyzed synthesis of novel Schiff bases from spiro[indoline-3,4′-pyran]-3′-carbonitriles and evaluation of their antimicrobial and anti-breast cancer activities [J].
Al-Shareef, Hossa F. ;
Elhady, Heba A. ;
Aboellil, Amany H. ;
Hussein, Essam M. .
SPRINGERPLUS, 2016, 5
[4]   Novel Nano-sized bis-indoline Derivatives as Antitumor Agents [J].
Althagafi, Ismail I. ;
Abouzied, Amr S. ;
Farghaly, Thoraya A. ;
Al-Qurashi, Nadia T. ;
Alfaifi, Mohammad Y. ;
Shaaban, Mohamed R. ;
Aziz, Mohamed R. Abdel .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2019, 56 (02) :391-399
[5]   Design, synthesis, anticancer evaluation and docking studies of new pyrimidine derivatives as potent thymidylate synthase inhibitors [J].
Amin, Lamia H. T. ;
Shawer, Taghreed Z. ;
El-Naggar, Abeer M. ;
El-Sehrawi, Hend M. A. .
BIOORGANIC CHEMISTRY, 2019, 91
[6]   Small-molecule PROTACs: An emerging and promising approach for the development of targeted therapy drugs [J].
An, Sainan ;
Fu, Liwu .
EBIOMEDICINE, 2018, 36 :553-562
[7]  
[Anonymous], 2009, MED NATURAL PRODUCTS
[8]  
Avendano C., 2008, Medicinal Chemistry of Anticancer Drugs
[9]   Cancer and Radiation Therapy: Current Advances and Future Directions [J].
Baskar, Rajamanickam ;
Lee, Kuo Ann ;
Yeo, Richard ;
Yeoh, Kheng-Wei .
INTERNATIONAL JOURNAL OF MEDICAL SCIENCES, 2012, 9 (03) :193-199
[10]   Microtubule destabilising agents: far more than just antimitotic anticancer drugs [J].
Bates, Darcy ;
Eastman, Alan .
BRITISH JOURNAL OF CLINICAL PHARMACOLOGY, 2017, 83 (02) :255-268