Name | Columbianadin |
Synonyms | ZosiMin Zosimin ColuMbianin Columbianadin Columbianetin angelate Columbianadin 5058-13-9 Columbianadin Columbianadin 1-methyl-1-[(8S)-2-oxo-8,9-dihydro-2H-furo[2,3-h]chromen-8-yl]ethyl (2Z)-2-methylbut-2-enoate (S)-8-[1-[(Z)-2-Methyl-2-butenoyloxy]-1-methylethyl]-8,9-dihydro-2H-furo[2,3-h]-1-benzopyran-2-one 2-Butenoic acid, 2-methyl-, 1-(8,9-dihydro-2-oxo-2H-furo(2,3-h)-1-benzopyran-8-yl)-1-methylethyl ester, (S-(Z))- |
CAS | 5058-13-9 |
InChI | InChI=1/C19H20O5/c1-5-11(2)18(21)24-19(3,4)15-10-13-14(22-15)8-6-12-7-9-16(20)23-17(12)13/h5-9,15H,10H2,1-4H3/b11-5-/t15-/m0/s1 |
Molecular Formula | C19H20O5 |
Molar Mass | 328.36 |
Density | 1.232±0.06 g/cm3(Predicted) |
Melting Point | 117.0 to 121.0 °C |
Boling Point | 482.3±45.0 °C(Predicted) |
Specific Rotation(α) | (CHCl3)+272 |
Flash Point | 212.7°C |
Solubility | Soluble in chloroform, ethanol, methanol, ethyl acetate/ether, acetone, soluble in boiling water, insoluble in cold water. |
Vapor Presure | 1.84E-09mmHg at 25°C |
Appearance | White needle crystal (absolute ethanol) |
Color | White to Almost white |
Storage Condition | 2-8℃ |
Refractive Index | 1.569 |
MDL | MFCD07781426 |
Physical and Chemical Properties | White needle-like crystals, soluble in methanol, ethyl acetate, chloroform, acetone, ether, from Angelica, Cnidium. |
In vitro study | Columbianadin (CBN) effectively suppresses the growth of colon cancer cells. Low concentration (up to 25 μM) of Columbianadin induces apoptosis, and high concentration (50 μM) of Columbianadin induces necroptosis. The induction of apoptosis by Columbianadin is correlated with the modulation of caspase-9, caspase-3, Bax, Bcl-2, Bim and Bid, and the induction of necroptosis is related with RIP-3, and caspase-8. In addition, Columbianadin induces the accumulation of ROS and imbalance in the intracellular antioxidant enzymes such as SOD-1, SOD-2, catalase and GPx-1. Columbianadin shows the most effective growth inhibitory activity against human colorectal cancer cells. Accordingly, further study is performed using HCT116 cells to give the detailed growth-inhibitory mechanism of action mediated by Columbianadin. The cells treated with various concentrations of Columbianadin (0-100 μM) exhibit a dose- and time-dependent growth inhibition with an IC 50 value of 47.2 and 32.4 μM after 48 and 72 h incubation, respectively. Treatment of various concentrations (12.5, 25, and 50 μM) of Columbianadin for 48 h in HCT116 cells decreases the number of cells and increases the floating cells. Apparent morphological changes with round-shape and dying cells are also observed at 25 and 50 μM Columbianadin -treated cells. |
In vivo study | The analysis method is successfully applied to a tissue distribution study of Columbianadin (CBN) and Columbianetin (CBT) after intravenous administration of Columbianadin to rats. The results of this study indicated that Columbianadin can be detected in all of the selected tissues after i.v. administration. Columbianadin is distributed to rat tissues rapidly and can be metabolized to CBT in most detected tissues. Of the detected tissues, heart had the highest uptake of Columbianadin, which suggests that heart might be one of the main target tissues of Columbianadin . |
Safety Description | 24/25 - Avoid contact with skin and eyes. |
HS Code | 29329990 |
Reference Show more | 1. Feng Xue, Gao Yuqiao, fan Qiongying, Su Junhua, Zhao Baohua. Simultaneous determination of four effective components in Jingfang Baidu oral liquid by LC-ESI/MS [J]. Journal of Pharmaceutical Analysis, 2017,37(08):1489-1496. 2. Yang, Yan-Fang, Lei Zhang, and Xiu-Wei Yang. "Distribution assessments of coumarins from Angelicae Pubescentis Radix in rat frozen fluid and brain by Liquid Chromatography analysis." Molecules 23.1 (2018): 225.https://doi.or 3. [IF=3.361] Shan Huang et al."Cytochrome c-multiwalled carbon nanotube and cobalt metal organic framework/gold nanoparticle immobilized electrochemical biosensor for nitrite detection."Rsc Adv. 2020 Dec;11(1):501-509 |