Herboxidiene (Synonyms: GEX1A, Tan 1609) |
Catalog No.GC40103
One-Click Copy Product Info
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Herboxidiene is a potent phytotoxic polyketide with herbicidal and antitumor activities.
Products are for research use only. Not for human use. We do not sell to patients.
Cas No.: 142861-00-5
Sample solution is provided at 25 µL, 10mM.
Herboxidiene is a potent phytotoxic polyketide with herbicidal and antitumor activities[1]. Herboxidiene binds to SAP155 protein of the SF3b complex and impairs the function of SF3b, which disturbs the pre-mRNA splicing, producing unspliced RNA species of the p27 gene[2]. Herboxidiene has been widely used to upregulate the gene expression of low-density lipoprotein receptor[3].
In vitro, Herboxidiene treatment for 72 hours significantly inhibited the viability of A431, A549, and DLD-1 cells, with IC50 values of 3.7nM, 21nM, and 51nM, respectively[4]. 0.1µM of Herboxidiene treatment for 6 hours inhibited the invasion and tube formation of human umbilical vein endothelial cells (HUVECs) induced by VEGF[5]. Treatment with 1µM Herboxidiene for 6 hours induced the selective splicing of MCL-1 and apoptosis in KOPN-8 cells[6].
In vivo, Herboxidiene treatment via intravenous injection of 1mg/kg significantly reduced tumor growth in mice with SV-T2 xenografts within 4 days[4].
References:
[1] Pokhrel A R, Dhakal D, Jha A K, et al. Herboxidiene biosynthesis, production, and structural modifications: prospect for hybrids with related polyketide[J]. Applied microbiology and biotechnology, 2015, 99(20): 8351-8362.
[2] Hasegawa M, Miura T, Kuzuya K, et al. Identification of SAP155 as the target of GEX1A (Herboxidiene), an antitumor natural product[J]. ACS chemical biology, 2011, 6(3): 229-233.
[3] KOGUCHI Y, NISHIO M, Kotera J U N, et al. Trichostatin A and herboxidiene up-regulate the gene expression of low density lipoprotein receptor[J]. The Journal of Antibiotics, 1997, 50(11): 970-971.
[4] Sakai Y, Tsujita T, Akiyama T, et al. GEX1 compounds, novel antitumor antibiotics related to herboxidiene, produced by Streptomyces sp. II. The effects on cell cycle progression and gene expression[J]. The Journal of antibiotics, 2002, 55(10): 863-872.
[5] Jung H J, Kim Y, Shin J Y, et al. Antiangiogenic activity of herboxidiene via downregulation of vascular endothelial growth factor receptor-2 and hypoxia-inducible factor-1α[J]. Archives of pharmacal research, 2015, 38(9): 1728-1735.
[6] Sellin M, Mack R, Rhodes M C, et al. Molecular mechanisms by which splice modulator GEX1A inhibits leukaemia development and progression[J]. British Journal of Cancer, 2022, 127(2): 223-236.
| Cell experiment [1]: | |
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Cell lines |
Human umbilical vein endothelial cells (HUVECs) |
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Preparation Method |
Human umbilical vein endothelial cells (HUVECs) were cultivated in Endothelial growth medium-2 (EGM-2) supplemented with 10% heat-inactivated fetal bovine serum (FBS) at 37°C in an incubator with 5% CO2. Cells were seeded in a 96-well plate at a density of 3×103 cells/well for 24h, with three replicates for each treatment. Cells were incubated with Herboxidiene (0, 0.001, 0.01, 0.04, and 0.16µM) for 72h, the cell viability was detected. |
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Reaction Conditions |
0, 0.001, 0.01, 0.04, and 0.16µM; 72h |
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Applications |
Herboxidiene treatment inhibited the cell viability of HUVECs in a dose-dependent manner. |
| Animal experiment [2]: | |
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Animal models |
BALB/c-nu/nu mice |
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Preparation Method |
BALB/c-nu/nu mice (6 weeks old; 18-22g) were maintained in a controlled environment at 22±1°C and 60% relative humidity under a 12h light/dark cycle, and were fed ad libitum. SV-T2 cells were subcutaneously transplanted into the abdomen of BALB/c-nu/nu mice by using a trocar. Eleven days after the transplantation, the growth of the tumor was confirmed. Herboxidiene was administered via a single intravenous injection of a 1mg/kg dose, and the tumor growth was analyzed in mice. |
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Dosage form |
1mg/kg; once; i.v. |
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Applications |
Herboxidiene treatment significantly reduced tumor growth in mice with SV-T2 xenografts. |
References: [1] Jung H J, Kim Y, Shin J Y, et al. Antiangiogenic activity of herboxidiene via downregulation of vascular endothelial growth factor receptor-2 and hypoxia-inducible factor-1α[J]. Archives of pharmacal research, 2015, 38(9): 1728-1735. [2] Sakai Y, Tsujita T, Akiyama T, et al. GEX1 compounds, novel antitumor antibiotics related to herboxidiene, produced by Streptomyces sp. II. The effects on cell cycle progression and gene expression[J]. The Journal of antibiotics, 2002, 55(10): 863-872. | |
| Cas No. | 142861-00-5 | SDF | |
| Synonyms | GEX1A, Tan 1609 | ||
| Chemical Name | 5,6-anhydro-6-C-[(2S,3E,5E)-6-[(2S,3S,6R)-6-(carboxymethyl)tetrahydro-3-methyl-2H-pyran-2-yl]-2-methyl-3,5-heptadien-1-yl]-1,4,7-trideoxy-4-methyl-3-O-methyl-L-glycero-L-gluco-heptitol | ||
| Canonical SMILES | O=C(O)C[C@@H]1O[C@H](/C(C)=C/C=C/[C@@H](C)C[C@@]2(C)O[C@]2([H])[C@H](C)[C@@H](OC)[C@H](O)C)[C@@H](C)CC1 | ||
| Formula | C25H42O6 | M.Wt | 438.6 |
| Solubility | Soluble in ethanol or methanol or DMSO or dichloromethane | Storage | Store at -20°C,protect from light |
| Shipping Condition | Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request. | ||
| Prepare stock solution | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 2.28 mL | 11.3999 mL | 22.7998 mL |
| 5 mM | 456 μL | 2.28 mL | 4.56 mL |
| 10 mM | 228 μL | 1.14 mL | 2.28 mL |
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Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.
Note: 1. Please make sure the liquid is clear before adding the next solvent.
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Quality Control & SDS
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- Purity: >70.00% Appearance: A solid
- COA (Certificate of Analysis)
- SDS (Safety Data Sheet)
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Average Rating: 5 (Based on Reviews and 32 reference(s) in Google Scholar.)