Combretastatin - CAS 82855-09-2
Catalog number: 82855-09-2
Category: Inhibitor
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
C18H22O6
Molecular Weight:
337.37
COA:
Inquire
Targets:
Microtubule/Tubulin
Description:
Combretastatin is a dihydrostilbenoid that found in Combretum caffrum. Members of the combretastatin family shows varying ability to cause vascular disruption in tumors. Combretastatin can bind to the β-subunit of tubulin. It is a tubulin polymerisation inhibitor and can be used for the treatment of tumor.
Publictions citing BOC Sciences Products
  • >> More
Purity:
95%
Appearance:
Powder
Synonyms:
COMBRETASTATIN;(R)-(-)-Combretastatin;(R)-3-Hydroxy-4-methoxy-α-(3,4,5-trimethoxyphenyl)benzeneethanol;2-Methoxy-5-[(βR)-β-hydroxy-3,4,5-trimethoxyphenethyl]phenol;5-[(R)-2-Hydroxy-2-(3,4,5-trimethoxyphenyl)ethyl]-2-methoxyphenol;
Solubility:
Soluble in DMSO
Storage:
-20℃ Freezer
MSDS:
Inquire
Application:
Tumor
Quality Standard:
In-house standard
Shelf Life:
2 month in rt, long time
Quantity:
Milligrams-Grams
Boiling Point:
485.262℃ at 760 mmHg
Density:
1.213g/cm3
InChIKey:
LGZKGOGODCLQHG-CYBMUJFWSA-N
InChI:
1S/C18H22O6/c1-21-15-6-5-11(8-14(15)20)7-13(19)12-9-16(22-2)18(24-4)17(10-12)23-3/h5-6,8-10,13,19-20H,7H2,1-4H3/t13-/m1/s1
Canonical SMILES:
COc1ccc(C[C@@H](O)c2cc(OC)c(OC)c(OC)c2)cc1O
1.Synthesis of triazoloquinazolinone based compounds as tubulin polymerization inhibitors and vascular disrupting agents.
Driowya M1, Leclercq J1, Verones V1, Barczyk A2, Lecoeur M3, Renault N2, Flouquet N1, Ghinet A4, Berthelot P1, Lebegue N5. Eur J Med Chem. 2016 Jun 10;115:393-405. doi: 10.1016/j.ejmech.2016.03.056. Epub 2016 Mar 22.
A series of 1-phenyl-[1,2,4]triazolo[4,3-a]quinazolin-5-ones designed as conformationally restricted CA-4 analogues, were tested for their tubulin polymerization and growth inhibitory activities. The 3-hydroxy-4-methoxy derivatives 11d and 12d are potent inhibitors of tubulin assembly but only the N-methylated amid counterpart 12d possesses potent anticancer activity in a large panel of cancer cell lines. Upon treatment with compound 12d, remarkable cell shape changes as cell migration and tube formation were elicited in HUVECs, consistent with vasculature damaging activity.
2.Ultrasound-promoted two-step synthesis of 3-arylselenylindoles and 3-arylthioindoles as novel combretastatin A-4 analogues.
Wen Z1, Li X1, Zuo D2, Lang B2, Wu Y1, Jiang M1, Ma H1, Bao K1,3, Wu Y2, Zhang W1. Sci Rep. 2016 Apr 5;6:23986. doi: 10.1038/srep23986.
A series of 3-(3'-hydroxy-4'-methoxyphenyl)selenyl-5,6,7-trimethoxy-1H-indoles and 3-(3'-hydroxy-4'-methoxyphenyl)thio-5,6,7-trimethoxy-1H-indoles were obtained as a new class of combretastatin A-4 (CA-4) analogues via a convenient ultrasound (US)-assisted two-step process involving 3-selenenylation/sulfenylation followed by O-deallylation. With the assistance of US irradiation, both the reaction rates and yields of selenenylation, sulfenylation and O-deallylation could be significantly improved. A comparison of the reaction rates of O-deallylation and ester reduction demonstrated that O-deallylation was more sensitive to US irradiation. Finally, these products were evaluated for their antiproliferative activities, and most of them showed moderate to potent activities against three human cancer cell lines in vitro.
3.The ultra-performance liquid chromatography tandem mass spectrometry method for detection and quantification of C4NP in rat plasma and its application to pharmacokinetic studies.
You J1, Wang L1, Yang F, Shang J1. Curr Oncol. 2016 Feb;23(1):e8-e16. doi: 10.3747/co.23.2842. Epub 2016 Feb 18.
INTRODUCTION: Combretastatins, which are excellent anticancer agents, are isolated from Combretum. A sensitive ultra-performance liquid chromatography tandem mass spectrometry method was developed and validated for the pharmacokinetic study of a combretastatin analog (C4NP) in rats.
4.Combretastatin linked 1,3,4-oxadiazole conjugates as a Potent Tubulin Polymerization inhibitors.
Kamal A1, Srikanth PS2, Vishnuvardhan MV3, Kumar GB3, Suresh Babu K3, Hussaini SM3, Kapure JS4, Alarifi A5. Bioorg Chem. 2016 Apr;65:126-36. doi: 10.1016/j.bioorg.2016.02.007. Epub 2016 Feb 26.
A new class of combretastatin linked 1,3,4-oxadiazoles were designed, synthesized and screened for their cytotoxic activity against five human cancer cell lines such as HeLa, DU-145, A549, MDA-MB-231 and B16. These compounds showed significant cytotoxicity with IC50 values in the range 0.118-54.32μM. Conjugate 5m displayed potent antiproliferative activity against DU-145 cell line. Flow cytometric analysis revealed that these compounds arrested the cell cycle in G2/M phase. Moreover, the tubulin polymerization assay and immunofluorescence analysis indicate that 5m exhibits potent inhibitory effect on the tubulin assembly. Further, DNA fragmentation and Hoecst staining assays confirm that 5m induces apoptosis. Molecular docking studies and competitive binding assay indicated that 5m effectively bind at the colchicine binding site of the tubulin.
Molecular Weight Calculator Molarity Calculator Solution Dilution Calculator

Related Microtubule/Tubulin Products


CAS 441045-17-6 eribulinmesilate

eribulinmesilate
(CAS: 441045-17-6)

Eribulinmesilate can inhibit experimental metastasis of breast cancer cells by reversing phenotype from epithelial-mesenchymal transition (EMT) to mesenchymal-e...

CAS 74588-78-6 D-64131

D-64131
(CAS: 74588-78-6)

D-64131, under the IUPAC name (5-methoxy-1H-indol-2-yl)-phenylmethanone, is a 2-aroylindole derivatives that inhibits tubulin polymerization. In vitro: Inhibits...

CAS 108852-90-0 Nemorubicin

Nemorubicin
(CAS: 108852-90-0)

Nemorubicin, currently being developed by Nerviano, is a doxorubicin derivative that differs significantly from its parent drug in terms of spectrum of antitumo...

CAS 141430-65-1 ABT 751

ABT 751
(CAS: 141430-65-1)

ABT 751, also called E7010, is a a novel bioavailable tubulin-binding and antimitotic agent (in neuroblastoma: IC50= 0.6–2.6 μM; in non-neuroblastoma cell line...

CAS 14255-87-9 Parbendazole

Parbendazole
(CAS: 14255-87-9)

Parbendazole, a benzimidazole carbamat used as an antinematodal agent, is a potent inhibitor of microtubule assembly and functions.

CAS 189453-10-9 Epothilone D

Epothilone D
(CAS: 189453-10-9)

Epothilone D is a natural polyketide compound isolated from the myxobacterium Sorangium cellulosum. Also known as desoxyepothilone B, epothilone D binds to tubu...

AADvac-1

AADvac-1 is an active vaccine designed to raise antibodies against pathological tau protein (the primary constituent of neurofibrillary pathology in AD). These ...

CAS 204205-90-3 Indibulin

Indibulin
(CAS: 204205-90-3)

Indibulin, also called D 24851, estabilizes tubulin polymerization (IC50 = 0.3 μM) and induces tumor cell cycle arrest and apoptosis. In vitro: blocking cell cy...

CAS 194468-36-5 Vinflunine ditartrate

Vinflunine ditartrate
(CAS: 194468-36-5)

Vinflunine, a semisynthetic derivative of Vinorelbine, is the first fluorinated microtubule inhibitor belonging to the Vinca alkaloids family endowed with uniqu...

CAS 2068-78-2 Vincristine

Vincristine
(CAS: 2068-78-2)

Vincristine is an inhibitor of polymerization of microtubules by binding to tubulin with IC50 of 32 μM.

CKD-516 HCl
(CAS: 1188371-47-2)

This active molecular is a tubulin polymerisation inhibitor which is applicated for solid cancer treatment. CKD-516 disruptes tubulin of the endothelial cytoske...

CAS 143-67-9 Vinblastine Sulfate

Vinblastine Sulfate
(CAS: 143-67-9)

Vinblastine sulfate, also called cellblastin, derived from C. roseus, as a microtubule disrupter and antineoplastic agent, it binds tubulin and disrupts microtu...

CAS 168555-66-6 Fosbretabulin disodium

Fosbretabulin disodium
(CAS: 168555-66-6)

Fosbretabulin disodium is the disodium salt of a water-soluble phosphate derivative of a natural stilbenoid phenol derived from the African bush willow (Combret...

CAS 917369-31-4 MPC 6827 hydrochloride

MPC 6827 hydrochloride
(CAS: 917369-31-4)

MPC 6827 hydrochloride, the hydrochloride salt form of verubulin, inhibits of microtubule formation (IC50 = 1.5 - 3.4 nM). in vitro: inhibits polymerization of...

CAS 114977-28-5 Docetaxel

Docetaxel
(CAS: 114977-28-5)

Docetaxel, also called Taxoltere metro, a semisynthetic side-chain analogue of taxol differing at two positions in its chemical structure, is an inhibitior of m...

CAS 613-11-6 TRx 0237

TRx 0237
(CAS: 613-11-6)

TRx 0237, also called LMT-X or Methylene Blue, is a second-generation tau protein aggregation inhibitor currently in development for the treatment of Alzheimer'...

CAS 917111-44-5 Lexibulin

Lexibulin
(CAS: 917111-44-5)

lexibulin, also known as CYT997,  is an orally bioavailable small-molecule with tubulin-inhibiting, vascular-disrupting, and potential antineoplastic activ...

CAS 219989-84-1 Ixabepilone

Ixabepilone
(CAS: 219989-84-1)

Ixabepilone (also known as azaepothilone B, or BMS-247550) is an orally bioavailable microtubule inhibitor. Ixabepilone was a semisynthetic analogue of epothil...

CAS 1201898-17-0 Vinflunine Tartrate

Vinflunine Tartrate
(CAS: 1201898-17-0)

Vinflunine induces apoptosis in neuroblastoma SK-N-SH cells through a postmitotic G1 arrest and a mitochondrial pathway in a concentration-dependent manner with...

ALB 109564(a) dihydrochloride
(CAS: 1300114-12-8)

ALB 109564(a) is a Tubulin inhibitor as a semi-synthetic derivative of the vinka alkaloid originated by AMRI. It can bind to tubulin monomers and inhibit microt...

Chemical Structure

CAS 82855-09-2 Combretastatin

Quick Inquiry

Verification code

Featured Items