Design, synthesis and anti-tumor activity of BTK inhibitor Orelabrutinib derivatives

被引:0
|
作者
Cai, Jin [1 ]
Qin, Xintong [1 ]
Zhao, Xiaomin [1 ]
机构
[1] Southeast Univ, Sch Chem & Chem Engn, Nanjing 211189, Jiangsu, Peoples R China
关键词
B cell receptor signal pathway; BTK inhibitor; Orelabrutinib; TMD8; BRUTONS TYROSINE KINASE; IBRUTINIB; RECEPTOR; PHOSPHORYLATION; APOPTOSIS;
D O I
10.1016/j.bioorg.2025.108278
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
Bruton tyrosine kinase (BTK), a non-receptor tyrosine kinase falling within the Tec kinase family, forms an essential part of the B cell receptor (BCR) signaling cascade. It has come to be regarded as a potential drug target for addressing a wide range of diseases, with a particular focus on hematopoietic malignancies and autoimmune disorders related to B lymphocytes. In the present study, by uncovering the binding mechanisms of the inhibitor Orelabrutinib with BTK, we identified four crucial structural elements requisite for the inhibition. Using scaffold hopping strategies, 28 novel derivatives belonging to the tricyclic and pyridine amide series were designed and synthesized from the lead compound Orelabrutinib. The outcomes revealed that 11a and 11k were able to effectively restrain the growth and migration of the tumor cell TMD8 upon comparing their in vitro activities, meriting further examination.
引用
收藏
页数:17
相关论文
共 50 条
  • [41] Synthesis and anti-tumor evaluation of panaxadiol derivatives
    Liu, Xue-Kun
    Ye, Bai-Jun
    Wu, Yan
    Lin, Zhen-Hua
    Zhao, Yu-Qing
    Piao, Hu-Ri
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2011, 46 (06) : 1997 - 2002
  • [42] Design and synthesis of novel Gefitinib analogues with improved anti-tumor activity
    Wu, Xiaoqing
    Li, Mingdong
    Qu, Yang
    Tang, Wenhua
    Zheng, Youguang
    Lian, Jiqin
    Ji, Min
    Xu, Liang
    BIOORGANIC & MEDICINAL CHEMISTRY, 2010, 18 (11) : 3812 - 3822
  • [43] Design, synthesis and anti-tumor evaluation of novel steroidal glycoconjugate with furoxan derivatives
    Li, Haihong
    Wang, Ke
    Wan, Qi
    Chen, Ying
    STEROIDS, 2019, 141 : 81 - 95
  • [44] Synthesis and Anti-tumor Activity of Novel Quinazolin-4-one Derivatives
    Sun, Jiajing
    Zhou, Likai
    Tan, Guanhui
    Wang, Shuxia
    Chen, Hua
    Li, Xiaoliu
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2017, 37 (02) : 455 - 461
  • [45] Synthesis of the new pseudo-symmetrical tamoxifen derivatives and their anti-tumor activity
    Shiina, Isamu
    Sano, Yoshiyuki
    Nakata, Kenya
    Kikuchi, Takaaki
    Sasaki, Akane
    Ikekita, Masahiko
    Hasome, Yoshimune
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2007, 17 (09) : 2421 - 2424
  • [46] Synthesis and anti-tumor activity of all-trans retinoic acid derivatives
    Juan Shen~a
    Chinese Chemical Letters, 2009, 20 (07) : 809 - 811
  • [47] Synthesis and anti-tumor activity of all-trans retinoic acid derivatives
    Shen, Juan
    Shi, Jing Bo
    Chen, Fei Hu
    Wang, Yuan
    Ruan, Jing Jing
    Huang, Yan
    CHINESE CHEMICAL LETTERS, 2009, 20 (07) : 809 - 811
  • [48] Design, synthesis and anti-tumor activity studies of novel pyrido[3, 4-d] pyrimidine derivatives
    Guo, Wen-Ge
    Zhao, Jun-Ru
    Li, Min
    Hu, Ting
    Dan, Zengyangzong
    Zhang, Qian
    Ma, Li-Ying
    Zhang, Sai-Yang
    Zhao, Bing
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2022, 76
  • [49] Anti-tumor activity of the novel angiogenesis inhibitor anginex
    Dings, RPM
    van der Schaft, DWJ
    Hargittai, B
    Haseman, J
    Griffioen, AW
    Mayo, KH
    CANCER LETTERS, 2003, 194 (01) : 55 - 66
  • [50] In Vitro Anti-tumor Activity of Azulene Amide Derivatives
    Wada, Toshiki
    Maruyama, Ryota
    Irie, Yuta
    Hashimoto, Masashi
    Wakabayashi, Hidetsugu
    Okudaira, Noriyuki
    Uesawa, Yoshihiro
    Kagaya, Hajime
    Sakagami, Hiroshi
    IN VIVO, 2018, 32 (03): : 479 - 486