pretubulysin

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

Description

pretubulysin: from myxobacteria; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID Source	ID
PubMed CID	44195319
CHEMBL ID	3120620
SCHEMBL ID	12193994
MeSH ID	M0577222

Synonyms (14)

Synonym
SCHEMBL12193994
CHEMBL3120620
pretubulysin
pretubulysin-827
benzenepentanoic acid, .alpha.-methyl-.gamma.-(((2-((3r)-4-methyl-3-(methyl((2s,3s)-3-methyl-2-((((2r)-1-methyl-2-piperidinyl)carbonyl)amino)-1-oxopentyl)amino)pentyl)-4-thiazolyl)carbonyl)amino)-, (.alpha.s,.gamma.r)-
pretubulysin d
1174764-12-5
Q67GVO8JTM ,
(2s,4r)-2-methyl-4-(((2-((3r)-4-methyl-3-(methyl(n-(((2r)-1-methyl-2-piperidinyl)carbonyl)-l-isoleucyl)amino)pentyl)-1,3-thiazol-4-yl)carbonyl)amino)-5-phenylpentanoic acid
benzenepentanoic acid, alpha-methyl-gamma-(((2-((3r)-4-methyl-3-(methyl((2s,3s)-3-methyl-2-((((2r)-1-methyl-2-piperidinyl)carbonyl)amino)-1-oxopentyl)amino)pentyl)-4-thiazolyl)carbonyl)amino)-, (alphas,gammar)-
unii-q67gvo8jtm
nsc-790139
nsc790139
Q27287058

Research Excerpts

Overview

Pretubulysin (PT) is a novel, synthetically accessible myxobacterial compound that acts as a tubulin-depolymerizing agent and inhibits cancer cell growth in vitro and in vivo. It is a bio-precursor of highly toxic tetrapeptide tubulysins.

Excerpt	Reference	Relevance
"Pretubulysin is a bio-precursor of highly toxic tetrapeptide tubulysins. "	( Synthesis and Evaluation of Biological Properties of 2-Amino-thiazole-4-carboxamides: Amide Linkage Analogues of Pretubulysin. Fan, M; Ouyang, B; Qi, J; Wang, H; Wang, L; Yao, L, 2020)	2.21
"Pretubulysin (PT) is a novel, synthetically accessible myxobacterial compound that acts as a tubulin-depolymerizing agent and inhibits cancer cell growth in vitro and in vivo. "	( Novel tubulin antagonist pretubulysin displays antivascular properties in vitro and in vivo. Fürst, R; Gellrich, D; Kazmaier, U; Kretzschmann, VK; Ullrich, A; Vollmar, AM; Zahler, S, 2014)	2.15
"Pretubulysin is a natural product that is found in strains of myxobacteria in only minute amounts. "	( Pretubulysin: from hypothetical biosynthetic intermediate to potential lead in tumor therapy. Elnakady, YA; Herrmann, J; Kazmaier, U; Müller, R; Rohde, M; Ullrich, A; Vollmar, AM; Wiedmann, RM, 2012)	3.26

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (11)

Assay ID	Title	Year	Journal	Article
AID1070475	Inhibition of tubulin polymerization in human MDA-MB-231 cells assessed as disruption of tubulin cytoskeleton at 10 nM after 24 hrs by Hoechst 33342 staining-based immunohistochemistry	2014	Journal of natural products, Mar-28, Volume: 77, Issue:3	Simplified pretubulysin derivatives and their biological effects on cancer cells.
AID1070459	Induction of apoptosis in human CCRF-CEM VCR/R cells at 1 uM after 72 hrs by CellTitre-Blue assay relative to control	2014	Journal of natural products, Mar-28, Volume: 77, Issue:3	Simplified pretubulysin derivatives and their biological effects on cancer cells.
AID1183884	Cytotoxicity against human MONO-MAC-6 cells after 24 hrs by MTT assay	2014	Bioorganic & medicinal chemistry, Aug-01, Volume: 22, Issue:15	Melleolides induce rapid cell death in human primary monocytes and cancer cells.
AID1070473	Inhibition of tubulin polymerization in human T24 cells at 10 nM after 24 hrs by Hoechst 33342 staining-based immunohistochemistry	2014	Journal of natural products, Mar-28, Volume: 77, Issue:3	Simplified pretubulysin derivatives and their biological effects on cancer cells.
AID1070469	Cell cycle arrest in human MDA-MB-231 cells assessed as accumulation at G2/M phase at 10 nM after 48 hrs by propidium iodide staining-based flow cytometry (Rvb = 22%)	2014	Journal of natural products, Mar-28, Volume: 77, Issue:3	Simplified pretubulysin derivatives and their biological effects on cancer cells.
AID1070463	Cytotoxicity against human MDA-MB-231 cells at 1 to 1000 nM after 72 hrs by CellTitre-Blue assay	2014	Journal of natural products, Mar-28, Volume: 77, Issue:3	Simplified pretubulysin derivatives and their biological effects on cancer cells.
AID1070471	Cytotoxicity against human PBMC at 1 uM after 24 to 72 hrs by MTT assay	2014	Journal of natural products, Mar-28, Volume: 77, Issue:3	Simplified pretubulysin derivatives and their biological effects on cancer cells.
AID1070470	Cytotoxicity against human MDA-MB-231 cells after 72 hrs by CellTitre-Blue assay	2014	Journal of natural products, Mar-28, Volume: 77, Issue:3	Simplified pretubulysin derivatives and their biological effects on cancer cells.
AID1070458	Induction of apoptosis in human CCRF-CEM VCR/R cells at 2.5 uM after 72 hrs by CellTitre-Blue assay relative to control	2014	Journal of natural products, Mar-28, Volume: 77, Issue:3	Simplified pretubulysin derivatives and their biological effects on cancer cells.
AID1070464	Antimigratory activity against human MDA-MB-231 cells at 1 uM after 18 hrs by wound healing assay	2014	Journal of natural products, Mar-28, Volume: 77, Issue:3	Simplified pretubulysin derivatives and their biological effects on cancer cells.
AID1183890	Cytotoxicity against human primary monocytes up to 1 uM after 24 hrs by MTT assay	2014	Bioorganic & medicinal chemistry, Aug-01, Volume: 22, Issue:15	Melleolides induce rapid cell death in human primary monocytes and cancer cells.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (18)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	0 (0.00)	29.6817
2010's	15 (83.33)	24.3611
2020's	3 (16.67)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	18 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
carbonyl cyanide m-chlorophenyl hydrazone Carbonyl Cyanide m-Chlorophenyl Hydrazone: A proton ionophore. It is commonly used as an uncoupling agent and inhibitor of photosynthesis because of its effects on mitochondrial and chloroplast membranes.. CCCP : A member of the class of monochlorobenzenes that is benzene substituted by 2-(1,3-dinitrilopropan-2-ylidene)hydrazinyl and chloro groups at positions 1 and 3, respectively. It is a mitochondrial depolarizing agent that induces reactive oxygen species mediated cell death.	2.1	1	hydrazone; monochlorobenzenes; nitrile	antibacterial agent; geroprotector; ionophore
vincristine [no description available]	2.1	1	acetate ester; formamides; methyl ester; organic heteropentacyclic compound; organic heterotetracyclic compound; tertiary alcohol; tertiary amino compound; vinca alkaloid	antineoplastic agent; drug; microtubule-destabilising agent; plant metabolite; tubulin modulator
cycloheximide Cycloheximide: Antibiotic substance isolated from streptomycin-producing strains of Streptomyces griseus. It acts by inhibiting elongation during protein synthesis.. cycloheximide : A dicarboximide that is 4-(2-hydroxyethyl)piperidine-2,6-dione in which one of the hydrogens attached to the carbon bearing the hydroxy group is replaced by a 3,5-dimethyl-2-oxocyclohexyl group. It is an antibiotic produced by the bacterium Streptomyces griseus.	2.1	1	antibiotic fungicide; cyclic ketone; dicarboximide; piperidine antibiotic; piperidones; secondary alcohol	anticoronaviral agent; bacterial metabolite; ferroptosis inhibitor; neuroprotective agent; protein synthesis inhibitor
thiazoles [no description available]	2.25	1	1,3-thiazoles; mancude organic heteromonocyclic parent; monocyclic heteroarene
propargyl ether propargyl ether: structure in first source	2.11	1
paclitaxel Taxus: Genus of coniferous yew trees or shrubs, several species of which have medicinal uses. Notable is the Pacific yew, Taxus brevifolia, which is used to make the anti-neoplastic drug taxol (PACLITAXEL).	2.31	1	taxane diterpenoid; tetracyclic diterpenoid	antineoplastic agent; human metabolite; metabolite; microtubule-stabilising agent
staurosporine [no description available]	2.1	1	indolocarbazole alkaloid; organic heterooctacyclic compound	apoptosis inducer; bacterial metabolite; EC 2.7.11.13 (protein kinase C) inhibitor; geroprotector
methotrexate [no description available]	2.88	3	dicarboxylic acid; monocarboxylic acid amide; pteridines	abortifacient; antimetabolite; antineoplastic agent; antirheumatic drug; dermatologic drug; DNA synthesis inhibitor; EC 1.5.1.3 (dihydrofolate reductase) inhibitor; immunosuppressive agent
dactinomycin Dactinomycin: A compound composed of a two CYCLIC PEPTIDES attached to a phenoxazine that is derived from STREPTOMYCES parvullus. It binds to DNA and inhibits RNA synthesis (transcription), with chain elongation more sensitive than initiation, termination, or release. As a result of impaired mRNA production, protein synthesis also declines after dactinomycin therapy. (From AMA Drug Evaluations Annual, 1993, p2015)	2.1	1	actinomycin	mutagen
staurosporine staurosporinium : Conjugate acid of staurosporine.	2.1	1	ammonium ion derivative
tubulysin a tubulysin A: has both antiangiogenic and antineoplastic activities; structure in first source	7.77	3	carboxylic acid; diester
tubulysin d tubulysin D: structure in first source	2.17	1	carboxylic acid; diester
tubulysin u tubulysin U: structure in first source	2.17	1
tubulysin v tubulysin V: structure in first source	2.17	1
armillaridin armillaridin: isolated from Armillaria mellea mycelium I; structure given in first source	2.1	1	benzoate ester; sesquiterpenoid
folic acid folcysteine: used to promote fertility in chickens. vitamin B9 : Any B-vitamin that exhibits biological activity against vitamin B9 deficiency. Vitamin B9 refers to the many forms of folic acid and its derivatives, including tetrahydrofolic acid (the active form), methyltetrahydrofolate (the primary form found in blood), methenyltetrahydrofolate, folinic acid amongst others. They are present in abundance in green leafy vegetables, citrus fruits, and animal products. Lack of vitamin B9 leads to anemia, a condition in which the body cannot produce sufficient number of red blood cells. Symptoms of vitamin B9 deficiency include fatigue, muscle weakness, and pale skin.	2.15	1	folic acids; N-acyl-amino acid	human metabolite; mouse metabolite; nutrient

Condition	Relationship Strength	Studies
Benign Neoplasms [description not available]	3.04	4
Neoplasms New abnormal growth of tissue. Malignant neoplasms show a greater degree of anaplasia and have the properties of invasion and metastasis, compared to benign neoplasms.	3.04	4
Cancer of Cervix [description not available]	2.21	1
Leukemia L 1210 [description not available]	2.61	2
Uterine Cervical Neoplasms Tumors or cancer of the UTERINE CERVIX.	2.21	1
B16 Melanoma [description not available]	2.1	1
Angiogenesis, Pathologic [description not available]	2.49	2
Necrosis The death of cells in an organ or tissue due to disease, injury or failure of the blood supply.	2.1	1
Soft Tissue Neoplasms Neoplasms of whatever cell type or origin, occurring in the extraskeletal connective tissue framework of the body including the organs of locomotion and their various component structures, such as nerves, blood vessels, lymphatics, etc.	2.1	1
Metastase [description not available]	2.1	1
Neoplasm Metastasis The transfer of a neoplasm from one organ or part of the body to another remote from the primary site.	2.1	1

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