Epothilone D (synthetic)
| CAS No.: 189453-10-9 | Request for quotation |  |
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Epothilone D (Epo-D) is a paclitaxel-like microtubule-stabilizing agent that was isolated from the myxobacterium Sorangium cellulosum. Although epothilone D can inhibit proliferation in multiple tumor cell lines, the effect of epothilone D on neointimal hyperplasia after angioplasty has not been reported. Some experiment result that epothilone D may regulate the cell cycle G1-checkpoint proteins as its major molecular mechanism for inhibiting neointimal hyperplasia after in vivo rat carotid artery injury.[1] The 9-(S)-Epo D and 9-(R)-Epo D demonstrated significant difference in inhibition activities against cancer cell lines and in conformational analysis.[2] The ring-opening or ring fragmentation reactions of cyclopropanol intermediates are used in the total synthesis of epothilone D for the creation of trisubstituted double bonds, an ethyl ketone functionality, as well as for the protection of carboxylic and ester groups. Epothilone D is obtained in 1.6% overall yield (24 steps in the longest linear sequence) starting from (R)-methyl 2,3-O-isopropylideneglycerate. The key cyclopropanol intermediates are efficiently obtained by titanium(IV)-catalyzed reactions of readily available esters with Grignard reagents.[4] |
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Epothilone D Specification
| Appearance | White Crystalline powder | Standard Packing | 50mg/bag or per customer request | |
| Purity (HPLC) | ≥ 98% | Inventory | Normally we have Epothilone D in stock | |
| Melting Point: | 63 - 66 ° | |||
| Epothilone D physical parameters | ||||
| CAS No: | 189453-10-9 | |||
| Formula | C27H41NO5S | |||
| Molecular Weight | 491.68 | |||
| Synonym | (4S,7R,8S,9S,13Z,16S)-4,8-Dihydroxy-5,5,7,9,13-pentamethyl-16-[(1E)-1-methyl-2-(2-methyl-4-thiazolyl)ethenyl]oxacyclohexadec-13-ene-2,6-dione; (-)-Desoxyepothilone B; (-)-Epothilone D; 12,13-Deoxyepothilone B; 12,13-Desoxyepothilone B; Desoxyepothilone B; Epo D; Epothilone D; KOS 862; NSC 703147; | |||
| Solubility | ||||
| Structure |  |
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| Certificate of Analysis | Epothilone D COA | |||
| Literature | Epothilone D literature | |||
| MSDS | Epothilone D MSDS | |||
| References: | ||||
| 1. | Tack-Joong Kim et al: Vascular Pharmacology, 47(4) 2007, 229-237 "Epothilone D, a microtubule-stabilizing compound, inhibits neointimal hyperplasia after rat carotid artery injury by cell cycle arrest via regulation of G1-checkpoint proteins" | |||
| 2. | Feng Sang et al: European Journal of Medicinal Chemistry, 68 (2013) 321-332 "Epothilone D and its 9-Methyl analogues: Combinatorial syntheses, conformation, and biological activities" | |||
| 3 | Robert L. Broadrup et al: Bioorganic Chemistry, 33(2) 2005 116–133. "Total synthesis of 12,13-desoxyepothilone B (Epothilone D)" | |||
| 4. | Alaksiej L.Hurski et al: Tetrahedron Letters 51(27) 2010,3497–3500 "Total synthesis of epothilone D by sixfold ring cleavage of cyclopropanol intermediates." | |||
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