Page last updated: 2024-12-08

phorbols

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Phorbols: The parent alcohol of the tumor promoting compounds from CROTON OIL (Croton tiglium). [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
CrotongenusA plant genus of the family EUPHORBIACEAE. The common name of dragon's blood is also used for DRACAENA and Daemonorops (ARECACEAE). Croton tiglium is the source of CROTON OIL.[MeSH]EuphorbiaceaeThe spurge family of flowering plants in the order Malpighiales. The family consists of annual and perennial herbs and woody shrubs or trees. Members contain securinine.[MeSH]

Cross-References

ID SourceID
PubMed CID154992
CHEBI ID37526
MeSH IDM0016631

Synonyms (11)

Synonym
tigliane
CHEBI:37526
tiglian
(1as,1br,3s,4as,6r,7ar,7br,8r,9ar)-1,1,3,6,8-pentamethyltetradecahydro-1h-cyclopropa[3,4]benzo[1,2-e]azulene
67707-87-3
phorbols
1h-cyclopropa(3,4)benz(1,2-e)azulene, tetradecahydro-1,1,3,6,8-pentamethyl-, (1as-(1aalpha,1bbeta,3beta,4abeta,6beta,7aalpha,7balpha,8alpha,9aalpha))-
1,1,3,6,8-pentamethyltetradecahydro-1h-cyclopropa[3,4]benzo[1,2-e]azulene
DTXSID50987054
Q27117179
(1r,2r,4r,6s,8s,10r,11s,13r,15r)-4,8,12,12,15-pentamethyltetracyclo[8.5.0.02,6.011,13]pentadecane

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" Fractions 5, 6, 7 and 8 caused concentration-dependent cell death in the culture of substantia nigra, the other fractions were not toxic at the concentrations used."( Toxic effects of solstitialin A 13-acetate and cynaropicrin from Centaurea solstitialis L. (Asteraceae) in cell cultures of foetal rat brain.
Cheng, CH; Costall, B; Hamburger, M; Hostettmann, K; Jenner, P; Naylor, RJ; Wang, Y, 1992
)
0.28
"Human monomorphonuclear leukocytes (MMNs) stimulated with 12-O-tetradecanoylphorbol-13-acetate (TPA) were found to be toxic towards human A549 lung carcinoma cells which have been desensitized against the direct growth-inhibitory effect of TPA."( Oxidative properties of 12-O-tetradecanoylphorbol-13-acetate-stimulated human blood monomorphonuclear leukocytes and their toxicity against a human lung carcinoma cell line.
Brodie, AE; Gescher, A; Reed, DJ, 1985
)
0.27
" This suggests that the effect of PMA is not due to its nonspecific toxic effect; instead, it is dependent on the reactive oxygen species produced by the normal neutrophils."( Phorbol myristate acetate induced neutrophil autotoxicity.
Tsan, MF, 1980
)
0.26

Dosage Studied

ExcerptRelevanceReference
" The effect of melittin was maximum at about 25 ng/ml, and the dose-response curve was biphasic."( Stimulation of prostaglandin production in bone by phorbol diesters and melittin.
Delclos, B; Ivey, JL; Levine, L; Tashjian, AH, 1978
)
0.26
" A similar dose-response relation was observed for the ability of PdiC8 to stimulate epidermal hyperplasia."( Epidermal cell proliferation and promoting ability of phorbol esters.
Scribner, JD; Slaga, TJ; Viaje, A, 1976
)
0.26
" Extracellular calcium, 1 mM produced a slight shift of the histone dose-response curve to the right."( Histamine release induced by histone and phorbol ester from rat peritoneal mast cells.
Foreman, JC; Sagi-Eisenberg, R; Shelly, R, 1985
)
0.27
" In dose-response studies, PMA stimulated amylase release independently of db-cAMP, but potentiated the effect of carbachol."( Phorbol ester stimulates amylase secretion from rat parotid cells.
Ichida, T; Takuma, T, 1986
)
0.27
" There was a significant tumor incidence after the higher doses of TPA and a clear dose-response relationship."( TPA (12-O-tetradecanoyl-phorbol-13-acetate) as a carcinogen for mouse skin. A positive dose-response relationship.
Iversen, OH, 1985
)
0.27
" The effect of viable P haemolytica on macrophage viability was related to bacterial dosage and the presence of opsonizing antibody."( Production of superoxide anion by bovine pulmonary macrophages challenged with soluble and particulate stimuli.
Benson, CE; Boy, MG; Dyer, RM, 1985
)
0.27
" The dose-response curve for ODC induction by PTH was parallel to that of PTH-stimulated proteoglycan synthesis both in TPA-treated chondrocytes and in normal chondrocytes."( Comparison of inhibition by a tumor promoter (12-O-tetradecanoylphorbol-13-acetate) of expression of the differentiated phenotype of chondrocytes in rabbit costal chondrocytes in culture with inhibition by retinoic acid.
Enomoto, M; Fukuo, K; Kumahara, Y; Suzuki, F; Tajima, K; Takigawa, M, 1986
)
0.27
" Inhibition by topical retinoic acid of ODC induction by TPA was partially overcome in a dose-response fashion by PGE."( The role of prostaglandin E1 in ornithine decarboxylase induction by tumor promoters.
Boutwell, RK; Cleaveland, JS; Ordman, AB; Simsiman, RC, 1986
)
0.27
" A comparison between the binding characteristics of adipocyte protein kinase C and the metabolic effects of the phorbol esters on the adipocytes revealed that the dose-response relationship did not correlate with binding of the phorbol esters, but, rather, a correlation was observed between the dose of phorbol esters required for translocation of protein kinase C and the intracellular effects."( Rapid effects of phorbol esters on isolated rat adipocytes. Relationship to the action of protein kinase C.
Hansson, A; Ingelman-Sundberg, M; Skoglund, G, 1985
)
0.27
" The ED50 for TRH stimulation of hormone release was increased 2- to 4-fold in down-regulated cells, but the dose-response curves for other secretagogues were not shifted."( Differential effects of thyrotropin-releasing hormone, vasoactive intestinal peptide, phorbol ester, and depolarization in GH4C1 rat pituitary cells.
Aizawa, T; Hinkle, PM, 1985
)
0.27
"Phorbol 12-myristate 13-acetate (PMA) inhibited the stimulation of ureogenesis produced by adrenaline, but produced a minimal displacement to the right of the dose-response curve for glucagon."( Effects of phorbol esters on alpha 1-adrenergic-mediated and glucagon-mediated actions in isolated rat hepatocytes.
García-Sáinz, JA; Martínez-Olmedo, MA; Mendlovic, F, 1985
)
0.27
" The anti-IgE dose-response pattern of this activation event further suggests that it is an integral part of the anti-IgE-induced release process itself."( Release of histamine from human leukocytes stimulated with the tumor-promoting phorbol diesters. II. Interaction with other stimuli.
Daiuta, R; Gillespie, E; Lichtenstein, LM; Schleimer, RP, 1982
)
0.26
" Kinetic dose-response studies showed that the number of cells induced to release virus was dependent on TPA concentration and the time of assay following TPA exposure."( Induction of type-C retrovirus by the tumor promotor TPA.
Hellman, A; Hellman, KB, 1981
)
0.26
" This phorbol ester-mediated event is closely associated with phorbol ester receptor occupancy, and it is therefore an effect for which altered dose-response characteristics correlating with alterations in the number of phorbol ester receptors could be anticipated."( Relationship between biological responsiveness to phorbol esters and receptor levels in GH4C1 rat pituitary cells.
Blumberg, PM; Jaken, S; Tashjian, AH, 1981
)
0.26
" Despite such a down regulation of phorbol ester receptors, these cells respond to PMA with a dose-response similar to that of their parent cells, which have the normal number of phorbol ester receptors."( Continuous suppression of globin gene expression and differentiation of Friend erythroleukemia cells by phorbol 12-myristate 13-acetate (PMA) despite the loss of PMA binding sites by down regulation.
Fusco, A; Martel, N; Ostertag, W; Yamasaki, H, 1984
)
0.27
" Dose-response relationships for the radiomimetic activity of phorbol derivatives in HeLa cells (Kinzel et al."( Interaction of phorbol derivatives with replicating cells.
Fürstenberger, G; Goerttler, K; Kinzel, V; Loehrke, H; Marks, F; Richards, J, 1984
)
0.27
" Parallel log dose-response lines for this effect were produced by phorbol-12,13-dibenzoate (dose required to affect 50% of conceptuses, 200 nM) and phorbol-12,13-diacetate (dose required to affect 50% of conceptuses, 300 nM) which are consistent with structure-activity relationships for other promotional actions of these compounds."( Tumor promoter actions on rat embryonic development in culture.
Brown, NA; Huber, BE, 1983
)
0.27
" SF from both gene-carriers and normal individuals displayed an unusual biphasic dose-response (concaved upward), but the latter were considerably more sensitive to the toxic effects of this probe at all concentrations tested."( The use of a tumor promoter for the detection of individuals with the Gardner syndrome.
Gardner, EJ; Kopelovich, L, 1983
)
0.27
" Furthermore, a dose-response reduction in tumor size was observed."( Diazepam inhibition of phorbol ester tumor promotion.
Fischer, SM; Hardin, LG; Slaga, TJ, 1983
)
0.27
" The dose-response curve for EGF is bell-shaped, in contrast to the more classically shaped dose-response curve obtained with NGF."( Tumor promoter modulation of epidermal growth factor- and nerve growth factor-induced adhesion and growth factor binding of PC-12 pheochromocytoma cells.
Chandler, CE; Herschman, HR, 1980
)
0.26
"In the studies described here, we demonstrated a unique dose-response (concaved upward) to TPA in sparse human cell cultures and a dose-dependent stimulation of cell proliferation in confluent cultures, suggesting a functional difference in putative TPA receptors between these two conditions."( Genetic forms of neoplasia in man: a model for the study of tumor promotion in vitro.
Kopelovich, L, 1982
)
0.26
" Skin fibroblasts (SF) from both colorectal-prone and normal individuals displayed an unusual biphasic dose-response relationship, but the latter are considerably more sensitive to the toxic effects of TPA."( The use of a tumor promoter as a single parameter approach for the detection of individuals genetically predisposed to colorectal cancer.
Kopelovich, L, 1981
)
0.26
" Based on the inhibitory effect of the steroidal anti-inflammatory drugs, non-steroidal agents, such as indomethacin, were also expected to show some degree of inhibition; however, repeated tumor experiments demonstrate that indomethacin enhances TPA promotion in a dose-response manner."( Indomethacin enhancement of TPA tumor promotion in mice.
Fischer, SM; Gleason, GL; Mills, GD; Slaga, TJ, 1980
)
0.26
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (2)

ClassDescription
diterpeneA C20 terpene.
terpenoid fundamental parent
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Research

Studies (2,170)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901988 (91.61)18.7374
1990's59 (2.72)18.2507
2000's46 (2.12)29.6817
2010's44 (2.03)24.3611
2020's33 (1.52)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 37.55

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index37.55 (24.57)
Research Supply Index7.70 (2.92)
Research Growth Index4.48 (4.65)
Search Engine Demand Index61.55 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (37.55)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews42 (1.89%)6.00%
Case Studies5 (0.23%)4.05%
Observational0 (0.00%)0.25%
Other2,170 (97.88%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]