Combretastatin - CAS 82855-09-2
Catalog number: 82855-09-2
Category: Inhibitor
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
Molecular Weight:
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.
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Soluble in DMSO
-20℃ Freezer
Quality Standard:
In-house standard
Shelf Life:
2 month in rt, long time
Boiling Point:
485.262℃ at 760 mmHg
Canonical SMILES:
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.
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CAS 82855-09-2 Combretastatin

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