Isatin Derivatives with Potential Antitubercular Activities

Jiang, Dan; Wang, Gangqiang; Liu, Xiaofeng; Zhang, Zhenbin; Feng, Lian‐Shun; Liu, Mingliang

doi:10.1002/jhet.3189

Cited by 61 publications

(34 citation statements)

References 120 publications

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“…[ 1 ] Isatin derivatives have the potential to inhibit many enzymes and receptors such as acetylcholinesterase, [ 2 ] butyrylcholinesterase, [ 3 ] carbonic anhydrase, [ 4 ] DNA gyrase, [ 5 ] histone deacetylase, [ 6 ] reverse transcriptase, [ 7 ] serine proteases, [ 8 ] tyrosine kinase, [ 9 ] and tubulin, [ 10 ] so this kind of compound possesses a variety of pharmacological properties. [ 11–16 ] Moreover, various isatin‐containing derivatives such as hesperadin, intedanib, nintedanib, semaxanib, and sunitinib have already been used in the clinical practice, [ 17,18 ] revealing their potential in the development of novel drugs.…”

Section: Introductionmentioning

confidence: 99%

Isatin dimers and their biological activities

Zhang

Liu

et al. 2020

Archiv der Pharmazie

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Dimerization is a promising strategy to develop novel drug candidates that could extend the biological spectrum, enhance the activity, overcome drug resistance, as well as improve pharmacological, pharmacokinetic, and physicochemical profiles. Isatin dimers possess a broad spectrum of biological properties and the isatin dimer indirubin has already been used in the clinic, revealing the potential of isatin dimers as putative drugs. This review covers the recent advances of isatin dimers as pharmacologically significant scaffolds and the structure–activity relationship to set up the direction for the design and development of isatin dimers with higher efficiency and lower toxicity.

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Section: Introductionmentioning

confidence: 99%

Isatin dimers and their biological activities

Zhang

Liu

et al. 2020

Archiv der Pharmazie

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“…In recent years, the bis‐nuclear compounds have been attracted great interests in the drug development since they usually exhibited some unique properties such as enhanced biological activities compared with the corresponding mono‐nuclear analogs . Bis‐isatin derivatives demonstrated promising anti‐cancer, anti‐viral and anti‐TB activities,, and the structure‐activity relationship (SAR) revealed that the linker between the two isatin moieties played a pivotal role in exert their biological activities . Diethylene glycol fragment has the potential to exert diverse noncovalent interactions, which may facilitate the bind with active site, and some diethylene glycol tethered derivatives possess considerable biological activities ,.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and In Vitro Anti‐Tumor, Anti‐Mycobacterial and Anti‐HIV Activities of Diethylene‐Glycol‐Tethered Bis‐Isatin Derivatives

Zhao

Gao

et al. 2018

ChemistrySelect

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A series of diethylene glycol tethered bis‐istain derivatives 4 a‐o were designed, synthesized and screened for their biological activities in this paper. Eight bis‐isatin derivatives displayed broad‐spectrum activities against all tested drug‐sensitive and drug‐resistant cancer cells with IC50 in a range of 8.32 to 49.73 μM. The most active derivative 4 d was >2.5 folds more potent than etoposide against Hela, HCT‐116, A549 and drug‐resistant MCF‐7/DOX (Doxorubicin‐resistant MCF‐7) cells and was comparable to etoposide against DU145, SKOV3 and MCF‐7. Tubulin inhibitory results suggested that this kind of bis‐istain derivatives could exert their anti‐cancer activities through tubulin inhibition. The eight bis‐isatin derivatives with high anti‐tumor activity were selected for further screen to investigate their anti‐mycobacterial and anti‐HIV activities, but the majority of them only exhibited weak to moderate activities.

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“…Introduction of isatin in to C‐7 position of fluoroquinolones could improve the lipophilic character and consequently boost up the anti‐TB activity , and some CPFX–isatin hybrids exhibited excellent anti‐TB activities . The structure–activity relationship suggested that the linker between the fluoroquinolones and isatin played a pivotal role in the exertion of the anti‐TB activity and the linker that could exert noncovalent bind interactions benefited the activity .…”

Section: Introductionmentioning

confidence: 99%

Ciprofloxacin–Isatin Hybrids and Their Antimycobacterial Activities

Zhao

Deng³

et al. 2018

Journal of Heterocyclic Chem

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A series of diethylene glycol tethered ciprofloxacin–isatin hybrids 5a–j were designed, synthesized, and evaluated for their in vitro antimycobacterial activity against both drug‐sensitive and multidrug‐resistant (MDR) Mycobacterium tuberculosis strains in this paper. The preliminary results revealed that all hybrids with greater lipophilicity than the parent ciprofloxacin displayed considerable activity against the tested strains with minimum inhibitory concentration (MIC) in a range of 1.56–64 μg/mL. In particular, hybrid 5f (MIC: 1.56 and 2 μg/mL) with low cytotoxicity in VERO cell line was comparable with the parent ciprofloxacin (MIC: 0.78 and 2 μg/mL) against M. tuberculosis H37Rv and MDR tuberculosis strains and ≥16‐fold more potent than isoniazid and rifampicin (MIC: >128 and 32 μg/mL, respectively) against MDR tuberculosis, suggesting that it may serve as a new and promising candidate for further study.

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Isatin Derivatives with Potential Antitubercular Activities

Cited by 61 publications

References 120 publications

Isatin dimers and their biological activities

Isatin dimers and their biological activities

Synthesis and In Vitro Anti‐Tumor, Anti‐Mycobacterial and Anti‐HIV Activities of Diethylene‐Glycol‐Tethered Bis‐Isatin Derivatives

Ciprofloxacin–Isatin Hybrids and Their Antimycobacterial Activities

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