Literature DB >> 31628188

Reversible binding of the anticancer drug KXO1 (tirbanibulin) to the colchicine-binding site of β-tubulin explains KXO1's low clinical toxicity.

Lu Niu1, Jianhong Yang1, Wei Yan1, Yamei Yu1, Yunhua Zheng1, Haoyu Ye1, Qiang Chen2,3, Lijuan Chen4.   

Abstract

KXO1 (tirbanibulin or KX2-391) is as a non-ATP-competitive inhibitor of SRC proto-oncogene nonreceptor tyrosine kinase (SRC) and is being clinically investigated for the management of various cancers and actinic keratosis. Recently, KXO1 has also been shown to strongly inhibit tubulin. Interestingly, unlike conventional tubulin-targeting drugs, KXO1 has exhibited low toxicity in preclinical and clinical studies, but the reason for this remains elusive, as are the KXO1-binding site and other details of the interaction of KXO1 with tubulin. Here, cell-based experiments revealed that KXO1 induces tubulin depolymerization and G2/M phase cell cycle arrest at low nanomolar concentrations, similar to colchicine, used as a positive control. Results from biochemical experiments, including an N,N-ethylenebis(iodoacetamide) competition assay, disclosed that KXO1 binds to the colchicine-binding site on β-tubulin, further confirmed by the crystal structure of the tubulin-KXO1 complex at 2.5-Å resolution. A high-quality electron density map of the crystallographic data enabled us to unambiguously determine the position and orientation of KXO1 in the colchicine-binding site, revealing the detailed interactions between KXO1 and tubulin. We also found that KXO1 binds reversibly to purified tubulin, induces a totally reversible cellular effect (G2/M cell cycle arrest), and possesses no cellular toxicity 5 days after drug washout, explaining KXO1's low toxicity. In summary, we show that KXO1 binds to the colchicine-binding site of tubulin and resolved the crystal structure of the tubulin-KXO1 complex. Importantly, KXO1's reversible binding to tubulin explains its clinically low toxicity, an insight that could guide further clinical applications of KXO1.
© 2019 Niu et al.

Entities:  

Keywords:  anticancer drug; drug discovery; microtubule; mitosis; tubulin; tumor therapy

Mesh:

Substances:

Year:  2019        PMID: 31628188      PMCID: PMC6885616          DOI: 10.1074/jbc.RA119.010732

Source DB:  PubMed          Journal:  J Biol Chem        ISSN: 0021-9258            Impact factor:   5.157


  35 in total

1.  Structures of a diverse set of colchicine binding site inhibitors in complex with tubulin provide a rationale for drug discovery.

Authors:  Yuxi Wang; Hang Zhang; Benoît Gigant; Yamei Yu; Yangping Wu; Xiangzheng Chen; Qinhuai Lai; Zhaoya Yang; Qiang Chen; Jinliang Yang
Journal:  FEBS J       Date:  2015-11-04       Impact factor: 5.542

Review 2.  Microtubule destabilising agents: far more than just antimitotic anticancer drugs.

Authors:  Darcy Bates; Alan Eastman
Journal:  Br J Clin Pharmacol       Date:  2016-10-18       Impact factor: 4.335

3.  Targeting SRC and tubulin in mucinous ovarian carcinoma.

Authors:  Tao Liu; Wei Hu; Heather J Dalton; Hyun Jin Choi; Jie Huang; Yu Kang; Sunila Pradeep; Takahito Miyake; Jian H Song; Yunfei Wen; Chunhua Lu; Chad V Pecot; Justin Bottsford-Miller; Behrouz Zand; Nicholas B Jennings; Cristina Ivan; Gary E Gallick; Keith A Baggerly; David G Hangauer; Robert L Coleman; Michael Frumovitz; Anil K Sood
Journal:  Clin Cancer Res       Date:  2013-10-07       Impact factor: 12.531

4.  Structural basis of microtubule stabilization by laulimalide and peloruside A.

Authors:  Andrea E Prota; Katja Bargsten; Peter T Northcote; May Marsh; Karl-Heinz Altmann; John H Miller; José Fernando Díaz; Michel O Steinmetz
Journal:  Angew Chem Int Ed Engl       Date:  2014-01-27       Impact factor: 15.336

5.  The compound millepachine and its derivatives inhibit tubulin polymerization by irreversibly binding to the colchicine-binding site in β-tubulin.

Authors:  Jianhong Yang; Wei Yan; Yamei Yu; Yuxi Wang; Tao Yang; Linlin Xue; Xue Yuan; Caofeng Long; Zuowei Liu; Xiaoxin Chen; Mengshi Hu; Li Zheng; Qiang Qiu; Heying Pei; Dan Li; Fang Wang; Peng Bai; Jiaolin Wen; Haoyu Ye; Lijuan Chen
Journal:  J Biol Chem       Date:  2018-04-24       Impact factor: 5.157

6.  Quick and simple detection technique to assess the binding of antimicrotubule agents to the colchicine-binding site.

Authors:  Sébastien Fortin; Jacques Lacroix; Marie-France Côté; Emmanuel Moreau; Eric Petitclerc; René C-Gaudreault
Journal:  Biol Proced Online       Date:  2010-04-08       Impact factor: 3.244

7.  Isogambogenic acid induces apoptosis-independent autophagic cell death in human non-small-cell lung carcinoma cells.

Authors:  Jianhong Yang; Yongzhao Zhou; Xia Cheng; Yi Fan; Shichao He; Shucai Li; Haoyu Ye; Caifeng Xie; Wenshuang Wu; Chunyan Li; Heying Pei; Luyuan Li; Zhe Wei; Aihua Peng; Yuquan Wei; Weimin Li; Lijuan Chen
Journal:  Sci Rep       Date:  2015-01-09       Impact factor: 4.379

8.  Antitumor Effect of KX-01 through Inhibiting Src Family Kinases and Mitosis.

Authors:  Seongyeong Kim; Ahrum Min; Kyung-Hun Lee; Yaewon Yang; Tae-Yong Kim; Jee Min Lim; So Jung Park; Hyun-Jin Nam; Jung Eun Kim; Sang-Hyun Song; Sae-Won Han; Do-Youn Oh; Jee Hyun Kim; Tae-You Kim; David Hangauer; Johnson Yiu-Nam Lau; Kyongok Im; Dong Soon Lee; Yung-Jue Bang; Seock-Ah Im
Journal:  Cancer Res Treat       Date:  2016-10-06       Impact factor: 4.679

9.  MolProbity: all-atom structure validation for macromolecular crystallography.

Authors:  Vincent B Chen; W Bryan Arendall; Jeffrey J Headd; Daniel A Keedy; Robert M Immormino; Gary J Kapral; Laura W Murray; Jane S Richardson; David C Richardson
Journal:  Acta Crystallogr D Biol Crystallogr       Date:  2009-12-21

Review 10.  Antimitotic drugs in the treatment of cancer.

Authors:  Rustelle Janse van Vuuren; Michelle H Visagie; Anne E Theron; Annie M Joubert
Journal:  Cancer Chemother Pharmacol       Date:  2015-11-12       Impact factor: 3.333

View more
  9 in total

Review 1.  Molecular interactions at the colchicine binding site in tubulin: An X-ray crystallography perspective.

Authors:  Jiaxing Wang; Duane D Miller; Wei Li
Journal:  Drug Discov Today       Date:  2021-12-08       Impact factor: 7.851

2.  SAR Probing of KX2-391 Provided Analogues With Juxtaposed Activity Profile Against Major Oncogenic Kinases.

Authors:  Abdelsattar M Omar; Maan T Khayat; Farid Ahmed; Yosra A Muhammad; Azizah M Malebari; Sara M Ibrahim; Mohammad I Khan; Dhaval K Shah; Wayne E Childers; Moustafa E El-Araby
Journal:  Front Oncol       Date:  2022-05-20       Impact factor: 5.738

Review 3.  Tirbanibulin: Topical Treatment for Actinic Keratosis.

Authors:  Anna H Dlott; Anthony J Di Pasqua; Sara A Spencer
Journal:  Clin Drug Investig       Date:  2021-08-05       Impact factor: 2.859

4.  Targeting p130Cas- and microtubule-dependent MYC regulation sensitizes pancreatic cancer to ERK MAPK inhibition.

Authors:  Andrew M Waters; Tala O Khatib; Bjoern Papke; Craig M Goodwin; G Aaron Hobbs; J Nathaniel Diehl; Runying Yang; A Cole Edwards; Katherine H Walsh; Rita Sulahian; James M McFarland; Kevin S Kapner; Thomas S K Gilbert; Clint A Stalnecker; Sehrish Javaid; Anna Barkovskaya; Kajal R Grover; Priya S Hibshman; Devon R Blake; Antje Schaefer; Katherine M Nowak; Jennifer E Klomp; Tikvah K Hayes; Michelle Kassner; Nanyun Tang; Olga Tanaseichuk; Kaisheng Chen; Yingyao Zhou; Manpreet Kalkat; Laura E Herring; Lee M Graves; Linda Z Penn; Hongwei H Yin; Andrew J Aguirre; William C Hahn; Adrienne D Cox; Channing J Der
Journal:  Cell Rep       Date:  2021-06-29       Impact factor: 9.423

Review 5.  New Medical Device and Therapeutic Approvals in Otolaryngology: State of the Art Review 2020.

Authors:  Michael J Brenner; Jared A Shenson; Austin S Rose; Tulio A Valdez; Masayoshi Takashima; Omar G Ahmed; Philip A Weissbrod; Robert S Hong; Hamid Djalilian; Jeffrey S Wolf; Robert J Morrison; Peter L Santa Maria; Isaac D Erbele
Journal:  OTO Open       Date:  2021-11-10

6.  Design, Synthesis and Biological Investigation of 2-Anilino Triazolopyrimidines as Tubulin Polymerization Inhibitors with Anticancer Activities.

Authors:  Romeo Romagnoli; Paola Oliva; Filippo Prencipe; Stefano Manfredini; Federica Budassi; Andrea Brancale; Salvatore Ferla; Ernest Hamel; Diana Corallo; Sanja Aveic; Lorenzo Manfreda; Elena Mariotto; Roberta Bortolozzi; Giampietro Viola
Journal:  Pharmaceuticals (Basel)       Date:  2022-08-21

7.  Cevipabulin-tubulin complex reveals a novel agent binding site on α-tubulin with tubulin degradation effect.

Authors:  Jianhong Yang; Yamei Yu; Yong Li; Wei Yan; Haoyu Ye; Lu Niu; Minghai Tang; Zhoufeng Wang; Zhuang Yang; Heying Pei; Haoche Wei; Min Zhao; Jiaolin Wen; Linyu Yang; Liang Ouyang; Yuquan Wei; Qiang Chen; Weimin Li; Lijuan Chen
Journal:  Sci Adv       Date:  2021-05-19       Impact factor: 14.136

8.  Identification of New Vulnerabilities in Conjunctival Melanoma Using Image-Based High Content Drug Screening.

Authors:  Katya Nardou; Michael Nicolas; Fabien Kuttler; Katarina Cisarova; Elifnaz Celik; Mathieu Quinodoz; Nicolo Riggi; Olivier Michielin; Carlo Rivolta; Gerardo Turcatti; Alexandre Pierre Moulin
Journal:  Cancers (Basel)       Date:  2022-03-19       Impact factor: 6.639

Review 9.  1% Tirbanibulin Ointment for the Treatment of Actinic Keratoses.

Authors:  Diem-Phuong D Dao; Vikram Nath Sahni; Dev Ram Sahni; Esther A Balogh; Ayman Grada; Steven R Feldman
Journal:  Ann Pharmacother       Date:  2021-07-23       Impact factor: 3.154

  9 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.