Carbazoquinocin F
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
| Category | Enzyme inhibitors |
| Catalog number | BBF-00491 |
| CAS | 164177-50-8 |
| Molecular Weight | 337.45 |
| Molecular Formula | C22H27NO2 |
Online Inquiry
Description
It is produced by the strain of Streptomyces violaceus 2448-SVT2. It acts as an antioxidant and GMP phosphodiesterase inhibitor. IC50 is 0.42 mmol/L.
Specification
| IUPAC Name | 2-methyl-1-(7-methyloctyl)-9H-carbazole-3,4-dione |
| Canonical SMILES | CC1=C(C2=C(C3=CC=CC=C3N2)C(=O)C1=O)CCCCCCC(C)C |
| InChI | InChI=1S/C22H27NO2/c1-14(2)10-6-4-5-7-11-16-15(3)21(24)22(25)19-17-12-8-9-13-18(17)23-20(16)19/h8-9,12-14,23H,4-7,10-11H2,1-3H3 |
| InChI Key | FBDGVHQHKDZEOI-UHFFFAOYSA-N |
Properties
| Appearance | Dark Green Powder |
| Melting Point | 208-210 °C |
Reference Reading
1. Total Syntheses of Carazostatin, Hyellazole, and Carbazoquinocins B-F
Tominari Choshi, Takuya Sada, Hiroyuki Fujimoto, Chizu Nagayama, Eiichi Sugino, Satoshi Hibino J Org Chem. 1997 Apr 18;62(8):2535-2543. doi: 10.1021/jo962038t.
Total syntheses of carazostatin (1), hyellazole (2a), and carbazoquinocins B-F (3b-f) have been completed. The cross-coupling reaction between 3-iodoindole 8 and vinylstannane 11b gave the 3-alkenylindole 7. Treatment of 7 with ethynylmagnesium bromide, followed by etherification of the resulting alcohol 12 with MOMCl, yielded the 3-alkenyl-2-propargylindole 6. The compound 6 was treated with t-BuOK in t-BuOH at 90 degrees C to obtain the desired carbazoles 4 together with the N-deprotected carbazole 13 through an allene-mediated electrocyclic reaction. The carbazole 13a, derived from 4a or 4c, was converted into the triflate 24 in two steps. The triflate 24 was subjected to the Suzuki cross-coupling reaction with either 9-heptyl-9-BBN or phenylboronic acid in the presence of a palladium catalyst to produce the 1-heptylcarbazole 25a and the 1-phenylcarbazole 25b. Cleavage of the ether bond of 25a yielded carazostatin (1). Cleavage of the ether bond of 25b followed by O-methylation gave hyellazole (2a). Oxidation of carazostatin (1) with benzene seleninic anhydride afforded carbazoquinocin C (3c). In a similar way, carbazoquinocins B and D-F (3b,d-f) were synthesized, respectively.
Recommended Products
| BBF-03754 | CASTANOSPERMINE | Inquiry |
| BBF-02614 | Nystatin | Inquiry |
| BBF-00677 | 3-Amino-3-deoxy-D-glucose | Inquiry |
| BBF-05862 | Epirubicin | Inquiry |
| BBF-00764 | Cerebroside C | Inquiry |
| BBF-03753 | Baicalin | Inquiry |
Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
