Oxindoles

Benzopyrroles with the nitrogen at the number one carbon adjacent to the benzyl and a carbonyl at the pyrrole ring typically at the 2-position.

Also Known As:

Indolinone Derivatives; Indolinones; Oxazolidinone Derivatives; Oxindole Alkaloid Derivatives; Oxindole Alkaloids; Oxindole Derivatives; Ajmalicine Type Oxindole; Ajmalicine Type Oxindoles; Alkaloid Derivative, Oxindole; Alkaloid, Oxindole; Derivative, Indolinone; Derivative, Oxazolidinone; Derivative, Oxindole; Derivative, Oxindole Alkaloid; Macroline Type Oxindole; Macroline Type Oxindoles; Oxindole, Ajmalicine; Oxindole, Ajmalicine-Type; Oxindole, Macroline; Oxindole, Macroline-Type; Oxindoles, Ajmalicine; Oxindoles, Ajmalicine-Type; Oxindoles, Macroline; Oxindoles, Macroline-Type; Ajmalicine Oxindole; Ajmalicine Oxindoles; Ajmalicine-Type Oxindole; Ajmalicine-Type Oxindoles; Indolinone; Indolinone Derivative; Macroline Oxindole; Macroline Oxindoles; Macroline-Type Oxindole; Macroline-Type Oxindoles; Oxazolidinone Derivative; Oxindole Alkaloid; Oxindole Alkaloid Derivative; Oxindole Derivative

Networked: 118 relevant articles (5 outcomes, 11 trials/studies)

Relationship Network

Bio-Agent Context: Research Results

Heterocyclic Compounds: 198
- Alkaloids: 5398
  - Indole Alkaloids: 200
    - Oxindoles: 118
- Fused-Ring Heterocyclic Compounds
  - 2-Ring Heterocyclic Compounds
    - Indoles: 200
      - Indole Alkaloids: 200
        Oxindoles: 118
        2-oxindole: 89
        rhyncophylline: 79
        orantinib: 77
        tenidap: 67
        spirooxindole: 29
        Spirooxindoles: 14
        roxindole: 8
        mitraphylline: 4
        3,10-dibromofascaplysin: 3
        adibendan: 3
        indolidan: 3
        bis((2-oxindol-3-ylimino)-2-(2-aminoethyl)pyridine-N,N')copper(II): 2
        macroline: 2
        (3Z)-5-Chloro-3-(hydroxyimino)indolin-2-one: 1
        3-methyleneoxindole: 1
        5-hydroxyoxindole: 1
        gelsedine: 1
        isocombretastatin-oxindole: 1
        oxindolealanine: 1
        speciogynine: 1
        speciophylline: 1
        uncarine C: 1
        (E)-oxindolylidene acetate
        12-methoxy-N(b)-voachalotine
        14-hydroxygelsedine
        152ORB
        2-(4-benzhydryloxypiperidinoethyl)isoxindole
        2-oxindole-3-acetic acid
        3,3'-Pyrrolidinyldispirooxindole
        3,3-difluoroxindole
        3-acetonyl-3-hydroxyoxindole
        3-acetonylidene-2-oxindole
        3-amino-2-oxindole
        3-amino-3-hydroxymethyloxindole
        3-fluorooxindole
        3-hydroxy-3-acetonyl-2-oxindole
        3-hydroxy-3-hydroxymethyloxindole
        3-hydroxy-3-methyloxindole
        3-hydroxy-3-phenacyloxindole
        3-hydroxyamino-2-oxindole
        3-methyloxindole
        3-phenacylideneoxindole
        3-spiro-1,2-dihydropyrrolooxazine-5,7-dione-oxindole
        3-tetrazolylmethyl-3-hydroxy-oxindole
        5-(125I)iodo-sunitinib
        5-chlorooxindole
        5-hydroxy-2-oxindole
        5-hydroxy-3-ethylamino-2-oxindole
        7-benzoyl-2-oxindole
        ajmalicine B
        alstonisine
        alstophylline
        beta-3-oxindolylalanine
        dioxindehydroeckol
        eproxindine
        humantendine
        majdine
        oxindolyl-Ala(25)- glucagon
        oxindolylalanine
        pyrrolo(spiro-(2.3')-oxindole)-spiro-(4.3'')-oxindole
        rauvanine
        spiro(pyrrolidin-3,2'-oxindole)
        spiro(pyrrolidine-2,3'-oxindole)
        spiro(tetrahydrocarbazole-3,3'-oxindole)
        spiro(tetrahydropyran-3,3'-oxindole)
        tetrahydroquinoline-3,3'-oxindole
        uncarine A
        uncarine E
        uncarine F
        voachalotine
    - Indolizines: 3
      - Indolizidines: 2
        Indole Alkaloids: 200
        Oxindoles: 118
        2-oxindole: 89
        rhyncophylline: 79
        orantinib: 77
        tenidap: 67
        spirooxindole: 29
        Spirooxindoles: 14
        roxindole: 8
        mitraphylline: 4
        3,10-dibromofascaplysin: 3
        adibendan: 3
        indolidan: 3
        bis((2-oxindol-3-ylimino)-2-(2-aminoethyl)pyridine-N,N')copper(II): 2
        macroline: 2
        (3Z)-5-Chloro-3-(hydroxyimino)indolin-2-one: 1
        3-methyleneoxindole: 1
        5-hydroxyoxindole: 1
        gelsedine: 1
        isocombretastatin-oxindole: 1
        oxindolealanine: 1
        speciogynine: 1
        speciophylline: 1
        uncarine C: 1
        (E)-oxindolylidene acetate
        12-methoxy-N(b)-voachalotine
        14-hydroxygelsedine
        152ORB
        2-(4-benzhydryloxypiperidinoethyl)isoxindole
        2-oxindole-3-acetic acid
        3,3'-Pyrrolidinyldispirooxindole
        3,3-difluoroxindole
        3-acetonyl-3-hydroxyoxindole
        3-acetonylidene-2-oxindole
        3-amino-2-oxindole
        3-amino-3-hydroxymethyloxindole
        3-fluorooxindole
        3-hydroxy-3-acetonyl-2-oxindole
        3-hydroxy-3-hydroxymethyloxindole
        3-hydroxy-3-methyloxindole
        3-hydroxy-3-phenacyloxindole
        3-hydroxyamino-2-oxindole
        3-methyloxindole
        3-phenacylideneoxindole
        3-spiro-1,2-dihydropyrrolooxazine-5,7-dione-oxindole
        3-tetrazolylmethyl-3-hydroxy-oxindole
        5-(125I)iodo-sunitinib
        5-chlorooxindole
        5-hydroxy-2-oxindole
        5-hydroxy-3-ethylamino-2-oxindole
        7-benzoyl-2-oxindole
        ajmalicine B
        alstonisine
        alstophylline
        beta-3-oxindolylalanine
        dioxindehydroeckol
        eproxindine
        humantendine
        majdine
        oxindolyl-Ala(25)- glucagon
        oxindolylalanine
        pyrrolo(spiro-(2.3')-oxindole)-spiro-(4.3'')-oxindole
        rauvanine
        spiro(pyrrolidin-3,2'-oxindole)
        spiro(pyrrolidine-2,3'-oxindole)
        spiro(tetrahydrocarbazole-3,3'-oxindole)
        spiro(tetrahydropyran-3,3'-oxindole)
        tetrahydroquinoline-3,3'-oxindole
        uncarine A
        uncarine E
        uncarine F
        voachalotine

Experts

1.	Santos, Maria M M: 6 articles (06/2022 - 05/2014)
2.	Amaral, Joana D: 3 articles (01/2019 - 10/2017)
3.	Kamal, Ahmed: 3 articles (01/2019 - 07/2014)
4.	Rodrigues, Cecília M P: 3 articles (01/2019 - 10/2017)
5.	Al-Rashood, Sara T: 2 articles (12/2021 - 12/2018)
6.	Eldehna, Wagdy M: 2 articles (12/2021 - 12/2018)
7.	Fouad, Marwa A: 2 articles (12/2021 - 01/2021)
8.	Leoni, Alberto: 2 articles (10/2021 - 12/2008)
9.	Locatelli, Alessandra: 2 articles (10/2021 - 12/2008)
10.	Morigi, Rita: 2 articles (10/2021 - 12/2008)

Related Diseases

1.	Neoplasms (Cancer) 10/16/2021 - "A series of new Knoevenagel adducts, bearing two indolinone systems, has been synthesized and evaluated on 60 human cancer cell lines according to protocols available at the National Cancer Institute (Bethesda, MD, USA). " 01/01/2020 - "The antiproliferative activity of the synthesized indolinones was evaluated against three human cancer cell lines." 10/25/2018 - "3,3'-Spirocyclopentene oxindoles structurally related to Wang's spiropyrrolidine oxindoles have been highlighted as a new class of antiproliferative agents against cancer cell lines with wild-type p53 status (IC50 up to 0.96 μM on SJSA-1 and 2.9 μM in HCT116 p53-wt). " 11/10/2017 - "Importantly, cytotoxic effects induced by spirotriazoline oxindoles occurred in cancer cells without eliciting cell death in non-malignant CCD-18Co human colon fibroblasts. " 11/10/2017 - "Four spirotriazoline oxindoles showed selectivity against the four cancer cell lines tested over the non-cancer derived HEK 293T cell line. "
2.	Neurodegenerative Diseases (Neurodegenerative Disease) 03/14/2023 - "The procedure has been used for the synthesis of pharmaceutically important recently developed oxindoles such as 3-(4-methoxybenzyl)indolin-2-one, 3-(4-(dimethylamino)benzyl)indolin-2-one, 3-(4-(dimethylamino)phenyl)-5-fluoroindolin-2-one and 3-(benzo[d][1,3]dioxol-5-ylmethyl)indolin-2-one, which are found to be effective in preventing specific types of cell death in neurodegenerative disorders. " 04/03/2023 - "Rhynchophylline (RIN), a tetracyclic oxindole alkaloid isolated from Uncaria rhynchophylla, has multiple neuropharmacological activities, including anti-inflammatory, anti-depression, anti-neurodegenerative disease, and anti-drug addiction. " 01/01/2020 - "Isorhynchophylline is a major oxindole alkaloid extracted from Uncaria rhynchophylla, which has been widely used for treating hypertension and neurodegenerative diseases. " 01/01/2012 - "Notably, IsoRhy-induced autophagy was independent of the mTOR pathway but dependent on the function of Beclin 1. Taken together, data from this study raise the possibility that oxindole alkaloid derivatives may serve as a means to stimulate autophagy in neuronal cells, thereby exerting preventive and therapeutic values against neurodegenerative diseases such as Parkinson disease by reducing pathogenic protein aggregates in neurons."
3.	Neuralgia (Stump Neuralgia) 01/01/2020 - "The current work aimed to investigate the potential antinociceptive efficacy of isorhynchophylline, an oxindole alkaloid, against neuropathic pain and elucidate mechanisms. " 07/01/2021 - "This work demonstrates the antinociceptive, anxiolytic and antidepressant effects of 5-fluoro-2-oxindole, suggests a new strategy to enhance the antinociceptive actions of morphine and proposes a new mechanism of action of oxindoles during chronic neuropathic pain."
4.	Breast Neoplasms (Breast Cancer) 12/01/2021 - "On the other hand, the N1 -substituted oxindole derivatives, series 7 and 13, showed moderate to weak cytotoxic activity on both breast cancer cell lines. " 12/01/2021 - "The N1 -unsubstituted oxindole derivatives, series 5, showed moderate to potent activity on both MCF-7 and T-47D breast cancer cell lines. " 04/01/2016 - "An MTT assay, validated by cell counting, was used to assess the effect of nine oxazolidinone derivatives (concentrations 100 nM‑10 µM) on the proliferation of MCF7 human breast cancer cells. " 01/01/2016 - "In an effort to develop new anti-breast cancer agents, we have synthesized and identified novel spiro-oxindole derivative G613 i.e. " 05/22/2014 - "Of the nineteen spiropyrazoline oxindoles tested, six compounds have a GI50 below 12 μM The most potent compounds in this series were also evaluated against MDA-MB-231 breast cancer cell line (ER- and HER2-). "
5.	Carcinoma (Carcinomatosis) 01/01/2020 - "Biological Evaluation of Oxindole Derivative as a Novel Anticancer Agent against Human Kidney Carcinoma Cells." 02/01/2023 - "In this study we have performed the in vitro anticancer activity of spiro oxindole derivatives against MCF-7 (human Adreno carcinoma) and MDA-MB-231 (triple negative breast cancer) cell lines to propose a possible role of these derivatives in the treatment of cancer. " 01/01/2019 - "A new series of biphenyl methylene indolinones has been designed, synthesized and evaluated for their in vitro antiproliferative activity against various cancer cell lines like DU-145 (prostate cancer cell line), 4T1 (mouse breast cancer cell line), MDA-MB-231 (human breast cancer cell line), BT-549 (human breast cancer cell line), T24 (human urinary bladder carcinoma cell line), and HeLa (cervical cancer cell line). " 01/27/2022 - "The results show that compounds imidazo[4,5-b]quinoxaline-indolinone, thiazolopyrimidine-oxoindoline, pyrimidine-oxoindoline-hydrazine-carboxamide, spiro[indoline-3,2'-[1,3,4] thiadiazol]-one and spiro[indoline-3,3'-[1,2,4]triazolidin]-one have excellent anti-proliferative activities against different human cancer cell lines such as gastric carcinoma cells (MGC-803), breast adenocarcinoma cells (MCF-7), nasopharyngeal carcinoma cells (CNE2) and oral carcinoma cells (KB)."

Related Drugs and Biologics

1.	Receptor Protein-Tyrosine Kinases (Tyrosine Kinase Receptors)
2.	rhyncophylline
3.	toceranib phosphate
4.	pyrrolidine
5.	indirubin
6.	Phosphotransferases (Kinase)
7.	Antineoplastic Agents (Antineoplastics)
8.	posizolid
9.	Protein Aggregates
10.	Phosphatidylinositol 3-Kinases (PI 3 Kinase)

Related Therapies and Procedures

1.	Therapeutics
2.	Chinese Traditional Medicine (Traditional Chinese Medicine)
3.	Oral Administration