Description

Product Description

Vinorelbine is a semisynthetic vinca alkaloid developed from the natural compounds found in Catharanthus roseus. It acts as a potent antimitotic agent that selectively inhibits microtubule assembly, making it an invaluable research compound for the exploration of cell division, apoptosis, and tumor growth suppression mechanisms.

Its distinctive mechanism of action involves binding to tubulin at the vinca domain, thus preventing the polymerization of microtubules—key structural components of the mitotic spindle. This disruption leads to metaphase arrest, mitotic catastrophe, and subsequent apoptotic or necrotic cell death.

Vinorelbine’s selectivity for mitotic microtubules, compared to neuronal ones, provides a more favorable safety margin in pharmacological research compared to other vinca derivatives such as vincristine or vinblastine. This property has established vinorelbine as a cornerstone in oncology and pharmacodynamic investigations.

Background and Chemical Profile

Vinorelbine (chemical name: 3’,4’-didehydro-4’-deoxyvincaleukoblastine) is a nitrogen-containing bisindole alkaloid with a molecular formula of C45H54N4O8 and molecular weight of 778.94 g/mol.
It is commonly used in its tartrate or ditartrate form for aqueous stability. The compound is moderately soluble in organic solvents such as DMSO and ethanol, and partially soluble in buffered saline under controlled pH conditions.

Structurally, vinorelbine differs from vinblastine by modification at the catharanthine nucleus, improving selectivity toward mitotic over axonal microtubules—an essential advantage in mechanistic oncology research.

Research Applications

Vinorelbine is used extensively across cellular, molecular, and pharmacological studies, with applications including:

1. Antimitotic Mechanism Research
   Vinorelbine arrests dividing cells in metaphase by inhibiting tubulin polymerization. Researchers use it to dissect mitotic checkpoint signaling, spindle assembly, and chromosome segregation.

2. Apoptosis and Cell Death Studies
   Vinorelbine induces apoptosis through activation of intrinsic mitochondrial pathways. It serves as a model compound for studying caspase activation, cytochrome c release, and cellular stress response.

3. Cytoskeletal Dynamics and Tubulin Interaction
   Investigators employ vinorelbine to map microtubule dynamics and identify tubulin-binding sites critical for mitotic progression.

4. Cancer Biology and Drug Resistance
   It is frequently used to investigate drug resistance pathways, such as P-glycoprotein efflux, tubulin isotype mutations, and altered apoptosis regulation in cancer cell models.

5. Combination Therapy Research
   Vinorelbine synergizes with DNA-damaging agents (e.g., cisplatin, carboplatin) and targeted therapies, serving as a model for multi-agent pharmacodynamic studies.

Physicochemical and Pharmacological Features

• Class: Vinca alkaloid derivative

• Molecular Formula: C45H54N4O8

• Molecular Weight: 778.94 g/mol

• Solubility: Soluble in DMSO, ethanol; partially soluble in saline

• Stability: Stable under dry, cool, and light-protected conditions

• Purity: ≥99% (HPLC and MS verified)

Vinorelbine displays selective microtubule destabilization effects, particularly targeting mitotic spindle fibers without severely affecting neuronal microtubules, which distinguishes it mechanistically from other vinca alkaloids like vincristine.

Product Specifications

Mechanism of Action

Vinorelbine binds to the β-tubulin subunit of microtubules, preventing their polymerization. This inhibition disrupts the formation of the mitotic spindle apparatus, leading to arrest of cell division in the metaphase stage.

Detailed Mechanistic Insights

1. Microtubule Disruption:
   The compound interferes with spindle microtubule dynamics, blocking chromosome segregation and triggering mitotic checkpoint activation.

2. Mitotic Arrest and Apoptosis:
   The failure of spindle assembly leads to prolonged mitotic arrest, activating pro-apoptotic signals via the p53 and Bcl-2 family pathways.

3. Mitochondrial Pathway Activation:
   Vinorelbine induces mitochondrial outer membrane permeabilization, cytochrome c release, and caspase-3 activation, ultimately resulting in programmed cell death.

4. Signal Pathway Regulation:
   Studies show vinorelbine impacts key oncogenic pathways such as PI3K/Akt, NF-κB, and MAPK, modulating survival signaling and sensitivity to chemotherapeutic agents.

5. Anti-Angiogenic and Anti-Proliferative Effects:
   At sub-cytotoxic concentrations, vinorelbine inhibits endothelial cell migration and angiogenesis-related signaling, providing an additional dimension for tumor microenvironment research.

   

Side Effects

Laboratory observations indicate dose-dependent effects in experimental systems, including:

• Microtubule depolymerization in dividing cells

• Transient cytotoxicity in highly proliferative cultures

• ROS generation and mitochondrial stress

These outcomes are context-dependent and reversible at lower concentrations. Researchers should ensure appropriate dilution and handling precautions.

Keywords

Vinorelbine, CAS 71486-22-1, vinca alkaloid, tubulin inhibitor, mitotic arrest, apoptosis research, cytoskeletal study, antimitotic compound, high purity, cancer research reagent, China peptide manufacturer, research-grade compound, OEM production.

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Trade Assurance

We guarantee ≥99% purity and full analytical verification (HPLC, MS, NMR). Each batch includes a Certificate of Analysis (CoA). Refund or replacement is ensured for any deviation from listed specifications.

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Disclaimer

This product is for laboratory research use only. It is not intended for human or veterinary use, clinical trials, or therapeutic applications.