Name | Bergamotine |
Synonyms | GF-I-2 BERGAPTIN BERGAMOTIN BERGAMOTINE BERGAMOTTIN Bergamotine AKOS 214-13 4-GERANYLOXYPSORALEN 5-GERANYLOXYPSORALEN |
CAS | 7380-40-7 |
InChIKey | DBMJZOMNXBSRED-OQLLNIDSSA-N |
Molecular Formula | C21H22O4 |
Molar Mass | 338.4 |
Density | 1.153±0.06 g/cm3(Predicted) |
Melting Point | 75-80°C |
Boling Point | 503.7±50.0 °C(Predicted) |
Solubility | Soluble in methanol, ethanol, DMSO and other organic solvents |
Appearance | White needle crystal |
Color | White to Pale Yellow |
BRN | 1353914 |
Storage Condition | 2-8°C |
MDL | MFCD00017409 |
Physical and Chemical Properties | White needle-like crystal, soluble in methanol, ethanol, DMSO and other organic solvents, derived from lemon pulp in the highest content, North Adullum, Notopterygium. |
In vitro study | Bergamottin is a competitive inhibitor of CYP1A1. Bergamottin inhibits CYP1A1, CYP1A2, CYP2B1, and CYP2B2 with IC 50 s of 0.192±0.029 μM, 5.077±0.31 μM, 9.495±0.979 μM, 4.535±0.092 μM, respectively. Bergamottin has potent antiproliferative effects on the A549 cells. Bergamottin shows both concentration-dependent as well as time‑dependent growth inhibitory effects against these cells. Bergamottin also inhibits the clonogenic activity of the A549 cancer cells by reducing the number of cancer colony forming cells. A reduction in clonogenicity also follows the concentration dependence on Bergamottin. |
In vivo study | The anticancer efficacy of Bergamottin under in vivo conditions using female BALB/c nude mice (a total of 20 mice are used) is determined. Tumors are induced in the mice by injecting non-small cell lung cancer A549 cells (1×10 6 cells/mouse). After tumor formation, the mice are sacrificed and tumors are removed and their weights and volumes are calculated. The results show that 25, 50 and 100 mg/kg Bergamottin injection reduce the tumor weight from 1.61 g in the PBS-treated group (control) to 1.21, 0.42 and 0.15 g, respectively. Tumor weight in the nude mice is reduced much more significantly in the highest-concentration Bergamottin group (100 mg/kg body weight) compared with the vehicle group (P<0.05). Likewise, 25, 50 and 100 mg/kg Bergamottin injection reduces the tumor volume from 2.2 cm 3 in the PBS-treated group (control) to 1.71, 1.1 and 0.51 cm3, respectively. The periodic measurement of the tumor xenograft volume indicates that the tumor volume in the nude mice is reduced considerably in the highest-concentration Bergamottin group (100 mg/kg body weight) compared with the vehicle group (P<0.05). |
Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. |
WGK Germany | 3 |
FLUKA BRAND F CODES | 10-23 |
Overview | Bergamot (bergamot tin), also known as bergamot, bergamot, bergamot, citronin, found in bergamot, grapefruit, grapefruit and other citrus fruits as well as some traditional Chinese herbal medicines such as notopterygii, insoluble in water, soluble in methanol, ethanol, ethyl acetate and other organic solvents. Bergamot is a natural furan coumarin compounds, however, the market high purity bergamot is expensive and rare, so the vast majority of activity studies are limited to in vitro cell experiments, further in vivo metabolic studies are relatively rare. There are few reports on the rapid and effective extraction and purification of bergamot from natural plants. Grapefruit is a fruit abundant in southern China, however, accounting for 43% to 48% of the whole fruit pomelo peel is usually discarded in the fresh food or food processing, which not only causes serious waste of resources, it also causes environmental pollution. Study on high purity of bergamot extract from pomelo peel, can further strengthen the development and utilization of pomelo peel resources, reduce production costs, improve the utilization rate of raw materials, it also provides the basis and technical support for the study on the pharmaceutical activity of bergamot and its related mechanism of action, and improves the added value of grapefruit to the greatest extent. |
Application of | pharmaceutical activity studies have shown that bergamot can inactivate a variety of drug metabolism related enzymes in cytochrome P450 enzyme system, thereby affecting the absorption of drugs in the gastrointestinal tract and increasing the bioavailability of oral drugs. In addition, bergamot can also inhibit the proliferation, invasion and migration of cancer cells, and has a variety of biological activities, such as anti-cancer, anti-bacterial, anti-mutation and so on. |
biological activity | Bergamottin is a potent competitive inhibitor of CYP1A1 with a Ki of 10.703 nM. |
Use | Bergamot has antitussive, Antiasthmatic and expectorant effects. for content determination/identification/pharmacological experiments. |