Compounds > vindoline
Page last updated: 2024-09-27

vindoline

FloraRankFlora DefinitionFamilyFamily Definition
VincagenusA plant genus of the family Apocynaceae.[MeSH]ApocynaceaeThe dogbane family of the order Gentianales. Members of the family have milky, often poisonous juice, smooth-margined leaves, and flowers in clusters.[MeSH]

Cross-References

ID SourceID
PubMed CID11969850
MeSH IDM0054552

Synonyms (4)

Synonym
nsc-628056
nsc628056
vindoline ,
methyl (1r,9r,10s,11r)-11-acetyloxy-12-ethyl-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,13-tetraene-10-carboxylate

Research

Studies (114)

TimeframeStudies, This Drug (%)All Drugs %
pre-19909 (7.89)18.7374
1990's13 (11.40)18.2507
2000's27 (23.68)29.6817
2010's54 (47.37)24.3611
2020's11 (9.65)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews3 (2.54%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other115 (97.46%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceDescriptionRelationhip StrengthStudiesTrialsClassesRoles
tabersonine[no description available]medium100alkaloid ester;
methyl ester;
monoterpenoid indole alkaloid;
organic heteropentacyclic compound		antineoplastic agent;
metabolite
chrysin[no description available]medium107-hydroxyflavonol;
dihydroxyflavone		anti-inflammatory agent;
antineoplastic agent;
antioxidant;
EC 2.7.11.18 (myosin-light-chain kinase) inhibitor;
hepatoprotective agent;
plant metabolite
diclofenac[no description available]medium10amino acid;
aromatic amine;
dichlorobenzene;
monocarboxylic acid;
secondary amino compound		antipyretic;
drug allergen;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
environmental contaminant;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
xenobiotic
caffeine[no description available]medium10purine alkaloid;
trimethylxanthine		adenosine A2A receptor antagonist;
adenosine receptor antagonist;
adjuvant;
central nervous system stimulant;
diuretic;
EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor;
EC 3.1.4.* (phosphoric diester hydrolase) inhibitor;
environmental contaminant;
food additive;
fungal metabolite;
geroprotector;
human blood serum metabolite;
mouse metabolite;
mutagen;
plant metabolite;
psychotropic drug;
ryanodine receptor agonist;
xenobiotic
catharanthine[no description available]medium440alkaloid ester;
bridged compound;
methyl ester;
monoterpenoid indole alkaloid;
organic heteropentacyclic compound;
tertiary amino compound
morpholine[no description available]medium10morpholines;
saturated organic heteromonocyclic parent		NMR chemical shift reference compound
triazoles[no description available]medium101,2,3-triazole
raubasine[no description available]medium50yohimban alkaloid
octaarginine[no description available]medium10
dichlorocarbene[no description available]medium10carbene
glyburide[no description available]medium10monochlorobenzenes;
N-sulfonylurea		anti-arrhythmia drug;
EC 2.7.1.33 (pantothenate kinase) inhibitor;
EC 3.6.3.49 (channel-conductance-controlling ATPase) inhibitor;
hypoglycemic agent
iodine[no description available]medium10diatomic iodinenutrient
3',4'-anhydrovinblastine[no description available]medium30
vanadates[no description available]medium10trivalent inorganic anion;
vanadium oxoanion		EC 3.1.3.1 (alkaline phosphatase) inhibitor;
EC 3.1.3.16 (phosphoprotein phosphatase) inhibitor;
EC 3.1.3.41 (4-nitrophenylphosphatase) inhibitor;
EC 3.1.3.48 (protein-tyrosine-phosphatase) inhibitor
artemisic acid[no description available]medium10carbobicyclic compound;
monocarboxylic acid;
octahydronaphthalenes;
sesquiterpenoid		metabolite
tryptophan[no description available]medium20erythrose 4-phosphate/phosphoenolpyruvate family amino acid;
L-alpha-amino acid zwitterion;
L-alpha-amino acid;
proteinogenic amino acid;
tryptophan zwitterion;
tryptophan		antidepressant;
Escherichia coli metabolite;
human metabolite;
micronutrient;
mouse metabolite;
nutraceutical;
plant metabolite;
Saccharomyces cerevisiae metabolite
dimethyl sulfoxide[no description available]medium10sulfoxide;
volatile organic compound		alkylating agent;
antidote;
Escherichia coli metabolite;
geroprotector;
MRI contrast agent;
non-narcotic analgesic;
polar aprotic solvent;
radical scavenger
4,4-difluoro-4-bora-3a,4a-diaza-s-indacene[no description available]medium10BODIPY compound
eburnamonine[no description available]medium10alkaloid
phenyl acetate[no description available]medium40benzenes;
phenyl acetates
methyl jasmonate[no description available]medium40
betadex[no description available]medium10cyclodextrin
cyclopentane[no description available]medium50cycloalkane;
cyclopentanes;
volatile organic compound		non-polar solvent
1,3,4-oxadiazole[no description available]medium10
propadiene[no description available]medium10allenes
oxadiazoles[no description available]medium30
urea[no description available]medium10isourea;
monocarboxylic acid amide;
one-carbon compound		Daphnia magna metabolite;
Escherichia coli metabolite;
fertilizer;
flour treatment agent;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
sodium borohydride[no description available]medium10inorganic sodium salt;
metal tetrahydridoborate
methanol[no description available]medium10alkyl alcohol;
one-carbon compound;
primary alcohol;
volatile organic compound		amphiprotic solvent;
Escherichia coli metabolite;
fuel;
human metabolite;
mouse metabolite;
Mycoplasma genitalium metabolite
phomopsin[no description available]medium10oligopeptide
vindorosine[no description available]medium40
ibogaine[no description available]medium10
coronardine[no description available]medium10alkaloid ester;
methyl ester;
monoterpenoid indole alkaloid;
organic heteropentacyclic compound		antileishmanial agent;
antineoplastic agent;
apoptosis inducer;
plant metabolite
serpentine (alkaloid)[no description available]medium20carboxylic ester;
iminium betaine;
indole alkaloid;
quinolizines;
zwitterion
5-methyltryptophan[no description available]medium10non-proteinogenic alpha-amino acid;
tryptophan derivative
mocetinostat[no description available]medium10aminopyrimidine;
benzamides;
pyridines;
secondary amino compound;
secondary carboxamide;
substituted aniline		antineoplastic agent;
apoptosis inducer;
autophagy inducer;
cardioprotective agent;
EC 3.5.1.98 (histone deacetylase) inhibitor;
hepatotoxic agent
vinflunine[no description available]medium10acetate ester;
methyl ester;
organic heteropentacyclic compound;
organic heterotetracyclic compound;
semisynthetic derivative;
vinca alkaloid		antineoplastic agent
vindolinine[no description available]medium10methyl ester;
monoterpenoid indole alkaloid;
organic heteropentacyclic compound;
tertiary amino compound		plant metabolite
quinine[no description available]medium10Aspidosperma alkaloid;
epoxide;
methyl ester;
monoterpenoid indole alkaloid;
organic heterohexacyclic compound		plant metabolite
yohimbine[no description available]medium30methyl 17-hydroxy-20xi-yohimban-16-carboxylatealpha-adrenergic antagonist;
dopamine receptor D2 antagonist;
serotonergic antagonist
jasmonic acid[no description available]medium10oxo monocarboxylic acidjasmonates;
plant metabolite
ethylene[no description available]medium10alkene;
gas molecular entity		plant hormone;
refrigerant
ruthenium[no description available]medium10iron group element atom;
platinum group metal atom
chlorophyll a[no description available]medium10chlorophyll;
methyl ester		cofactor
minovine[no description available]medium10
palladium[no description available]medium10metal allergen;
nickel group element atom;
platinum group metal atom
secologanin[no description available]medium10aldehyde;
beta-D-glucoside;
enoate ester;
methyl ester;
pyrans;
secoiridoid glycoside		plant metabolite
loganic acid[no description available]medium10alpha,beta-unsaturated monocarboxylic acid;
cyclopentapyran;
glucoside		plant metabolite
iridoids[no description available]medium10
thiocholchicine[no description available]medium10
podophyllotoxin[no description available]medium10furonaphthodioxole;
lignan;
organic heterotetracyclic compound		antimitotic;
antineoplastic agent;
keratolytic drug;
microtubule-destabilising agent;
plant metabolite;
tubulin modulator
baccatin iii[no description available]medium10acetate ester;
benzoate ester;
tetracyclic diterpenoid		plant metabolite
colchicine[no description available]medium10alkaloid;
colchicine		anti-inflammatory agent;
gout suppressant;
mutagen
laccase[no description available]medium10
chlorpromazine[no description available]medium10organochlorine compound;
phenothiazines;
tertiary amine		anticoronaviral agent;
antiemetic;
dopaminergic antagonist;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
phenothiazine antipsychotic drug
coenzyme a[no description available]medium10adenosine 3',5'-bisphosphatecoenzyme;
Escherichia coli metabolite;
mouse metabolite
salicylic acid[no description available]medium10monohydroxybenzoic acidalgal metabolite;
antifungal agent;
antiinfective agent;
EC 1.11.1.11 (L-ascorbate peroxidase) inhibitor;
keratolytic drug;
plant hormone;
plant metabolite
salicylates[no description available]medium10monohydroxybenzoateplant metabolite
gelsemine[no description available]medium10indole alkaloid
phenylisocyanide[no description available]medium10isocyanide
acetyl coenzyme a[no description available]medium10acyl-CoAacyl donor;
coenzyme;
effector;
fundamental metabolite
reserpine[no description available]medium10alkaloid ester;
methyl ester;
yohimban alkaloid		adrenergic uptake inhibitor;
antihypertensive agent;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
environmental contaminant;
first generation antipsychotic;
plant metabolite;
xenobiotic
quinine[no description available]medium10cinchona alkaloidantimalarial;
muscle relaxant;
non-narcotic analgesic
quinacrine[no description available]medium10acridines;
aromatic ether;
organochlorine compound;
tertiary amino compound		antimalarial;
EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitor
verapamil[no description available]medium10aromatic ether;
nitrile;
polyether;
tertiary amino compound
chloroquine[no description available]medium10aminoquinoline;
organochlorine compound;
secondary amino compound;
tertiary amino compound		anticoronaviral agent;
antimalarial;
antirheumatic drug;
autophagy inhibitor;
dermatologic drug
vindesine[no description available]medium10methyl ester;
organic heteropentacyclic compound;
organic heterotetracyclic compound;
primary carboxamide;
tertiary alcohol;
tertiary amino compound;
vinca alkaloid		antineoplastic agent
azides[no description available]medium10pseudohalide anionmitochondrial respiratory-chain inhibitor
n-(4-azido-3-iodosalicyl)-n'-beta-aminoethylvindesine[no description available]medium10
deuterium[no description available]medium10dihydrogen
ConditionIndicatedRelationship StrengthStudiesTrials
Alloxan Diabetes0low20
Benign Neoplasms0low10
Cancer0low10
Colitis0low10
Colitis, Granulomatous0low10
Crohn Disease0low10
Crohn's Disease0low10
Crohn's Enteritis0low10
Diabetes Mellitus, Adult-Onset0low30
Diabetes Mellitus, Experimental0low20
Diabetes Mellitus, Ketosis-Resistant0low30
Diabetes Mellitus, Maturity-Onset0low30
Diabetes Mellitus, Non Insulin Dependent0low30
Diabetes Mellitus, Non-Insulin-Dependent0low30
Diabetes Mellitus, Noninsulin Dependent0low30
Diabetes Mellitus, Noninsulin-Dependent0low30
Diabetes Mellitus, Slow-Onset0low30
Diabetes Mellitus, Stable0low30
Diabetes Mellitus, Type 20low30
Diabetes Mellitus, Type II0low30
Disease Models, Animal0low10
Enteritis, Granulomatous0low10
Enteritis, Regional0low10
Experimental Diabetes Mellitus0low20
Hepatitis0low10
Hypertriglyceridemia0low10
Ileitis, Regional0low10
Ileitis, Terminal0low10
Ileocolitis0low10
Inflammation0low10
Inflammatory Bowel Disease 10low10
Innate Inflammatory Response0low10
Insulin Resistance0low10
Insulin Sensitivity0low10
Leucocythaemia0low20
Leucocythemia0low20
Leukemia0low20
Malignancy0low10
Malignant Neoplasms0low10
Maturity-Onset Diabetes0low30
Maturity-Onset Diabetes Mellitus0low30
MODY0low30
Neoplasia0low10
Neoplasm0low10
Neoplasms0low10
Neoplasms, Benign0low10
NIDDM0low30
Noninsulin-Dependent Diabetes Mellitus0low30
Regional Enteritis0low10
Sensitivity and Specificity0low20
Streptozocin Diabetes0low20
Streptozotocin Diabetes0low20
Tumors0low10
Type 2 Diabetes0low30
Type 2 Diabetes Mellitus0low30

Research Highlights

Safety/Toxicity (1)

ArticleYear
The effect of vindoline C-16 substituents on the biomimetic coupling reaction: synthesis and cytotoxicity evaluation of the corresponding vinorelbine analogues.
Bioorganic & medicinal chemistry letters, May-15, Volume: 22, Issue: 10		2012
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Pharmacokinetics (1)

ArticleYear
Liquid chromatography mass spectrometry simultaneous determination of vindoline and catharanthine in rat plasma and its application to a pharmacokinetic study.
Biomedical chromatography : BMC, Volume: 29, Issue: 1		2015
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioavailability (1)

ArticleYear
Liquid chromatography mass spectrometry simultaneous determination of vindoline and catharanthine in rat plasma and its application to a pharmacokinetic study.
Biomedical chromatography : BMC, Volume: 29, Issue: 1		2015
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]