Deltonin

Modify Date: 2024-01-11 09:57:57

Deltonin Structure
Deltonin structure
Common Name Deltonin
CAS Number 55659-75-1 Molecular Weight 885.043
Density 1.4±0.1 g/cm3 Boiling Point N/A
Molecular Formula C45H72O17 Melting Point N/A
MSDS N/A Flash Point N/A

 Use of Deltonin


Deltonin, a steroidal saponin, isolated from Dioscorea zingiberensis Wright, with antitumor activity; Deltonin inhibits ERK1/2 and AKT activation.

 Names

Name (3β,25R)-Spirost-5-en-3-yl 6-deoxy-α-L-mannopyranosyl-(1->2)-[β-D-glucopyranosyl-(1->4)]-β-D-glucopyranoside
Synonym More Synonyms

 Deltonin Biological Activity

Description Deltonin, a steroidal saponin, isolated from Dioscorea zingiberensis Wright, with antitumor activity; Deltonin inhibits ERK1/2 and AKT activation.
Related Catalog
Target

ERK1

ERK2

Akt

In Vitro Deltonin inhibits ERK1/2 and AKT activation. Deltonin (0.5-8 μM) significantly inhibits the proliferation of several colon cancer cell lines including SW480, SW620, LOVO and C26, with IC50s of 1.3, 1.29, 2.11 and 1.22 μM. Deltonin also causes G2-M phase arrest and induces apoptosis in C26 cells[1]. Deltonin (0-5 μM) decreases the phosphorylation of AKT and ERK1/2 levels in MDA‑MB‑231 cells. Deltonin (0.5-8 μM) also dose-dependently inhibits the proliferation, and causes apoptosis with ROS production in MDA‑MB‑231 cells[2].
In Vivo Deltonin (20 and 40 mg/kg, p.o.) reduces the tumor growth of 37.7% and 56.7%, and causes a 50-day survival rate of 60% and 50%, respectively, in mice. Deltonin also inhibits tumor angiogenesis in mice[1].
Cell Assay The cytotoxicity of Deltonin on colon cancer cells is determined by the MTT assay. Cells are seeded at a density of 3 × 103 per well in 96-well plates. After incubation overnight, cells are treated with Deltonin in various concentrations (0.5, 1, 2, 4, 8 μM), and carrier DMSO (< 0.05%) is used as a control, 5 wells are included in each concentration. Every 24 h the absorbance at 570 nm is measured with SpectraMax M5, using wells without cells as blanks. All experiments are performed in triplicate. The concentration-and time-dependent curves of the Deltonin-treated colon cancer cell lines is generated as the % cell growth inhibition, using the following formula: % inhibition = (A570 of control - A570 of treated cells)/A570 of control cells × 100%. The 50% inhibiting concentration (IC50) is calculated[1].
Animal Admin Mice[1] Briefly, 5 × 105 C26 cells are s.c. injected into 4- to 6-wk-old male BALB/c mice. The mice are randomly divided into four groups of 10 mice. One week after C26 implantation, the treatment groups receive their first doses of Deltonin dissolved in a vehicle solution of DMSO (< 0.1%) and diluted in saline solution. Briefly, Deltonin is given via oral administration to tumor-bearing mice at 10, 20 and 40 mg/kg every day for 3 weeks (between day 8 and 28). In parallel, the control group receives the vehicle (DMSO, < 0.1%) in saline solution. The same quantity of saline solution containing DMSO is used in these groups. General clinical observations of the mice, including determination of body weight and tumor growth, are made twice weekly. To determine tumor size, two perpendicular diameters of the tumor in centimeters is measured by calipers. Tumor volume is estimated using the formula 0.52 × a × b2, where “a” is the long diameter and “b” is the short diameter. The mice are sacrificed when they become moribund, and the sacrifice date is recorded to calculate the survival time. To detect the apoptosis protein expression and microvessel density, tumor tissues are removed, fixed in 10% formalin or not and snap-frozen in liquid nitrogen immediately[1].
References

[1]. Tong QY, et al. Deltonin, a steroidal saponin, inhibits colon cancer cell growth in vitro and tumor growth in vivo via induction of apoptosis and antiangiogenesis. Cell Physiol Biochem. 2011;27(3-4):233-42.

[2]. Zhang S, et al. Deltonin induces apoptosis in MDA‑MB‑231 human breast cancer cells via reactive oxygen species‑mediated mitochondrial dysfunction and ERK/AKT signaling pathways. Mol Med Rep. 2013 Mar;7(3):1038-44.

 Chemical & Physical Properties

Density 1.4±0.1 g/cm3
Molecular Formula C45H72O17
Molecular Weight 885.043
Exact Mass 884.476929
LogP 4.24
Index of Refraction 1.623

 Synonyms

(3β,25R)-Spirost-5-en-3-yl 6-deoxy-α-L-mannopyranosyl-(1->2)-[β-D-glucopyranosyl-(1->4)]-β-D-glucopyranoside
β-D-Glucopyranoside, (3β,25R)-spirost-5-en-3-yl O-6-deoxy-α-L-mannopyranosyl-(1->2)-O-[β-D-glucopyranosyl-(1-&gt;4)]-
deltonin