| Field | Specification |
|---|---|
| CAS no. | |
| Applications | |
| Source | Plant — Rutaceae Clausena lansium (Lour.) Skeels |
| Molecular weight | |
| Molecular formula | C18H17NO |
| SMILES | |
| Storage | |
| Shipping | |
| Catalog no. (Mfr.) | |
| Main SKU |
Compound Overview
Lansiumamide B is a cinnamamide alkaloid with antifungal and insecticidal activity, isolated from the seeds of Clausena lansium. It inhibits phosphorylation of p38 MAPK and lowers TNF-α protein and mRNA levels, induces abnormal mycelial growth, cell content leakage and cell wall degradation in Rhizoctonia solani, causes death of early 4th-instar Aedes albopictus larvae, and shows anticonvulsant effects in epileptic rat models; it can be used in studies of plant fungal diseases[1][2][3][4].
It has the molecular formula C18H17NO and a molecular weight of 263.33 g/mol.
Physical & Chemical Properties
| CAS Number | 121817-37-6 |
|---|---|
| Molecular Formula | C18H17NO |
| Molecular Weight | 263.33 g/mol |
| Structure Classification | Alkaloids Other Alkaloids |
| SMILES | CN(/C=C\C1=CC=CC=C1)C(/C=C/C2=CC=CC=C2)=O |
| Signaling Pathway | Anti-infection; MAPK/ERK Pathway; Apoptosis |
| Initial Source | Plant — Rutaceae Clausena lansium (Lour.) Skeels |
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
| Shipping | Room temperature in continental US; may vary elsewhere. |
Literature Cited
Sources cited in this description and in the In Vitro & In Vivo Data tab. Peer-reviewed publications that used this product are listed under References.
[1]. Jia Y, et al. Lansiumamide B induced the degradation of polysaccharides and oligosaccharides showing antifungal activity against Rhizoctonia solani[J]. Industrial Crops and Products, 2024, 214: 118529.
Safety
For Research Use Only. Not for use in diagnostic or therapeutic procedures, and not for human or veterinary use. Handle in accordance with your institution's chemical hygiene plan.
In Vitro
Lansiumamide B (100 μg/mL; 3-5 days) has broad-spectrum antifungal activity in vitro against 10 species of phytopathogenic fungi, with the strongest effect on Rhizoctonia solani (EC50 = 2.99 μg/mL) as well as Botrytis cinerea (EC50 = 4.31 μg/mL)[1]. Lansiumamide B (100 μg/mL) strongly inhibits the in vitro growth of 10 phytopathogenic fungi; the highest inhibition rate (91.20%) is seen against Thanatephorus cucumeris[3]. In Rhizoctonia solani, Lansiumamide B (5 μg/mL; 12 h) changes the transcriptome, markedly upregulates genes related to polysaccharide hydrolysis, and enriches pathways linked to starch, sucrose and galactose metabolism. qRT-PCR validates the transcriptome results[1]. In A23187-stimulated RBL-2H3 cells, Lansiumamide B (5-50 μM; 30 min) inhibits histamine release in a dose-dependent manner, lowering it to 71.2% of the control group level at 50 μM, and no cytotoxicity is seen at that concentration[2]. In A23187-stimulated RBL-2H3 cells, Lansiumamide B (5-50 μM; 30 min) markedly lowers TNF-α secretion to only 47.5% of the control level at 50 μM, yet COX-2 protein expression is not significantly inhibited at concentrations up to 50 μM[2]. In A23187-stimulated RBL-2H3 cells, Lansiumamide B (5-50 μM; 30 min) does not significantly lower COX-2, TNF-α or IL-6 mRNA levels, even at 50 μM[2]. At 50 μM, Lansiumamide B (5-50 μM; 30 min) decreases phosphorylated p38 MAPK by 41.8% in A23187-stimulated RBL-2H3 cells, while phosphorylation of PKCθ, IκBα and p65 NFκB is not significantly changed even at the top concentration of 50 μM[2].
Real Time qPCR[2]
| Cell Line | A23187-stimulated RBL-2H3 cells |
|---|---|
| Concentration | 5-50 μM |
| Incubation Time | 30 min pre-incubation, then 3 h stimulation |
| Result | Subtly reduced COX-2, TNF-α, and IL-6 mRNA levels compared to A23187-stimulated controls, but none of these reductions were statistically significant. |
Western Blot Analysis[2]
| Cell Line | A23187-stimulated RBL-2H3 cells |
|---|---|
| Concentration | 5-50 μM |
| Incubation Time | 30 min pre-incubation, then 15 min stimulation |
| Result | Caused a slight, non-statistically significant reduction in phosphorylated PKCθ relative intensity at 5 μM. Reduced the relative intensity of phosphorylated p38 MAPK by 41.8% compared to A23187-stimulated controls at 50 μM, but this reduction was not statistically significant. Had virtually no effect on the phosphorylation of IκBα or p65 NFκB. |
In Vivo
Lansiumamide B (200-800 μg/mL; applied as a spray to the adaxial and abaxial leaf surfaces alike) protects broad bean leaves from Rhizoctonia solani and cures infection, with effects that depend on concentration[1]. On strawberry leaves, Lansiumamide B (200-800 μg/mL; applied by spraying to both adaxial and abaxial leaf surfaces) likewise acts as a protectant and curative against Botrytis cinerea, with effects that depend on concentration[1].
| Animal Model | 40-day-old plants[1] |
|---|---|
| Dosage | 200 μg/mL; 400 μg/mL; 800 μg/mL |
| Administration | sprayed on adaxial and abaxial leaf surfaces |
| Result | Showed 19.04% protective efficacy and 12.31% curative efficacy against Rhizoctonia solani at 200 μg/mL. Showed 27.21% protective efficacy and 33.33% curative efficacy against Rhizoctonia solani at 400 μg/mL. Reached 53.06% protective efficacy and 71.01% curative efficacy against Rhizoctonia solani at 800 μg/mL. |
| Animal Model | 40-day-old plants[1] |
|---|---|
| Dosage | 200 μg/mL; 400 μg/mL; 800 μg/mL |
| Administration | sprayed on adaxial and abaxial leaf surfaces |
| Result | Showed 7.09% protective efficacy and 31.37% curative efficacy against Botrytis cinerea at 200 μg/mL. Showed 41.54% protective efficacy and 48.82% curative efficacy against Botrytis cinerea at 400 μg/mL. Reached 61.39% protective efficacy and 67.95% curative efficacy against Botrytis cinerea at 800 μg/mL. |
Data provided by the manufacturer. Numbered citations refer to the Literature Cited list in the product description.
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