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 71486-22-1 Vinorelbine

Vinorelbine
(CAS: 71486-22-1)

Vinorelbine, also called Navelbine, a 5′NOR semisynthetic vinca alkaloid which arrests tumor cell growth in metaphase by binding to tubulin and preventing form...

CAS 912-60-7 Noscapine hydrochloride

Noscapine hydrochloride
(CAS: 912-60-7)

Noscapine hydrochloride, the hydrochloride salt form of Noscapine which binds to tubulin and arrests mammalian cells in mitosis at a concentration of 20 µM . No...

CAS 64-86-8 Colchicine

Colchicine
(CAS: 64-86-8)

Colchicine, a toxic plant-derived alkaloid extracted from plants of the genus Colchicum, inhibits microtubule polymerization (IC50 = 3.2 μM).

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...

ACI-35

ACI-35 is a liposome-based vaccine designed to stimulate a patient’s immune system to produce antibodies against the misfolded and phosphorylated pathogenic for...

CAS 865-21-4 Vinblastine

Vinblastine
(CAS: 865-21-4)

Vinblastine is inhibitor of nAChR and can inhibit the formation of microtubule. It is a natural alkaloid isolated from the plant Vinca rosea Linn. It binds to t...

INDY
(CAS: 1169755-45-6)

INDY,under the IUPAC name 1-(3-ethyl-5-hydroxy-1,3-benzothiazol-2-ylidene)propan-2-one, is a DYRK1A/B inhibitor (DYRK1B: IC50= 0.23μM; DYRKA: IC50= 0.230.24μM)....

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.

CAS 183133-96-2 Cabazitaxel

Cabazitaxel
(CAS: 183133-96-2)

Cabazitaxel increases CYP3A enzyme activities in rat hepatocytes. The mean ex-vivo human plasma protein binding of Cabazitaxel is 91.6%.

CAS 714272-27-2 Plinabulin

Plinabulin
(CAS: 714272-27-2)

Plinabulin is a vascular disrupting agent (VDA) against tubulin-depolymerizing with IC50 value of 9.8~18 nM in tumor cells under the development of Nereus Pharm...

CAS 68786-66-3 Triclabendazole

Triclabendazole
(CAS: 68786-66-3)

Triclabendazole is a benzimidazole, it binds to tubulin impairing intracellular transport mechanisms and interferes with protein synthesis.

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 148408-66-6 Docetaxel Trihydrate

Docetaxel Trihydrate
(CAS: 148408-66-6)

Docetaxel is a cytotoxic agent, which is related to its ability to promote the formation of microtubule bundles and induce sustained mitotic arrest, followed by...

CAS 1402727-29-0 PE859

PE859
(CAS: 1402727-29-0)

PE859 is a potent dual inhibitor of tau and Aβ aggregation with IC50 values of 0.66 and 1.2 μM, respectively.

CAS 849550-05-6 Cevipabulin

Cevipabulin
(CAS: 849550-05-6)

Cevipabulin, is a small synthetic molecule of triazolopyrimidine derivative with potential antitumor activity. With a novel mechanism of action distinct from th...

Flutax 1
(CAS: 191930-58-2)

Flutax 1, the more soluble difluoro-fluorescein derivative with improved photostability Flutax-2, binds to the taxol microtubule binding site with high affinity...

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...

CAS 117048-59-6 Combretastatin A4

Combretastatin A4
(CAS: 117048-59-6)

Combretastatin A4, under the IUPAC name 2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]phenol, inhibits tubulin polymerization (IC50= 2.2 μM). It has demons...

CAS 125317-39-7 Vinorelbine ditartrate

Vinorelbine ditartrate
(CAS: 125317-39-7)

Vinorelbine ditartrate, whose base is Vinorelbine, is a selective mitotic microtubule antagonist. It inhibits proliferation of Hela cells (IC50= 1.25 nM) and s...

Chemical Structure

CAS 82855-09-2 Combretastatin

Quick Inquiry

Verification code

Featured Items