The epothilones, e.g. Ixabepilone, work in a similar way to the taxanes. Vinorelbine, Nocodazole, vincristine, and colchicine ...
Epothilone B itself could not be developed as a pharmaceutical drug because of poor metabolic stability and pharmacokinetics. ... "FDA Approves IXEMPRA(TM) (ixabepilone), A Semi-Synthetic Analog Of Epothilone B, For The Treatment Of Advanced Breast Cancer". ... March 2007). "Phase I study of the novel epothilone analog ixabepilone (BMS-247550) in patients with advanced solid tumors and ... Goodin S (May 2008). "Novel cytotoxic agents: epothilones". Am J Health Syst Pharm. 65 (10 Suppl 3): S10-5. doi:10.2146/ ...
Epothilones are naturally occurring epoxides. 3,4-Epoxycyclohexylmethyl-3',4'-epoxycyclohexane carboxylate, precursor to ...
Epothilones - Compounds that target microtubule function leading to apoptosis. Some derivatives are used to treat human cancers ... Goodin, Susan; Michael P. Kane; Eric H. Rubin (15 May 2004). "Epothilones: Mechanism of Action and Biologic Activity". Journal ... Metabolites secreted by Sorangium cellulosum known as epothilones have been noted to have antineoplastic activity. This has led ...
Altmann K (2009). "Preclinical Pharmacology and Structure-Activity Studies of Epothilones". In Mulzer JH (ed.). The Epothilones ...
Altmann, Karl-Heinz (2009). "Preclinical Pharmacology and Structure-Activity Studies of Epothilones". In Mulzer, Johann H. (ed ... The Epothilones: An Outstanding Family of Anti-Tumor Agents: From Soil to the Clinic. Springer Science & Business Media. pp. ...
Epothilone Paclitaxel Gunasekera, S. P.; Gunasekera, M.; Longley, R. E.; Schulte, G. K. J. Org. Chem. 1990, 55, 4912-4915. (doi ... and in epothilone-resistant cancer cells. Discodermolide also seems to demonstrate a remarkably consistent 3D molecular ...
Epothilone A". Angew. Chem. Int. Ed. Engl. 35: 2801. doi:10.1002/anie.199628011. Liu, J.; Lotesta, S. D.; Sorensen, E. J. (2011 ...
Such diastereodirection has been applied in the synthesis of epothilones. For asymmetric dipole-dipolarophile pairs, two ... Bode, Jeffrey; Carreira, Erick (2011). "Stereoselective Syntheses of Epothilones A and B via Directed Nitrile Oxide ...
... epothilones), phytoestrogens (resorcylic acid lactones, cardiac glycosides). Many methods in ester synthesis can also be ...
This has been applied in a diastereoselective manner in the synthesis of epothilones. 3-isoxazolines are prepared from 2- ... doi:10.1016/S0040-4020(01)91313-4. Bode, Jeffrey; Carreira, Erick (2011). "Stereoselective Syntheses of Epothilones A and B via ...
... synthesis is used to build a part of epothilone (an alternative to paclitaxel) from readily available enantiopure ... 2005). "Efficient Chiral Pool Synthesis of the C1-C6 Fragment of Epothilones". Synthesis. 2005 (2): 301-305. doi:10.1055/s-2004 ...
Metabolites secreted by Sorangium cellulosum known as epothilones have been noted to have antineoplastic activity. This has led ...
Epothilone Esterase Ribosomally synthesized and post-translationally modified peptides Dai L (2012). Ding K (ed.). Organic ... Vancomycin Teixobactin Tyrocidine Gramicidin Zwittermicin A Antibiotic precursors ACV-Tripeptide Cytostatics Epothilone ...
In addition to vitamin B1, the thiazole ring is found in epothilone. Other important thiazole derivatives are benzothiazoles, ...
"Aldolase-Catalyzed Asymmetric Synthesis of Novel Pyranose Synthons as a New Entry to Heterocycles and Epothilones". Angewandte ...
1tvk: The binding mode of epothilone A on a,b-tubulin by electron crystallography ...
Aside from ethylene oxide, most epoxides are generated by treating alkenes with peroxide-containing reagents, which donate a single oxygen atom. Safety considerations weigh on these reactions because organic peroxides are prone to spontaneous decomposition or even combustion. Metal complexes are useful catalysts for epoxidations involving hydrogen peroxide and alkyl hydroperoxides. Peroxycarboxylic acids, which are more electrophilic, convert alkenes to epoxides without the intervention of metal catalysts. In specialized applications, other peroxide-containing reagents are employed, such as dimethyldioxirane. Depending on the mechanism of the reaction and the geometry of the alkene starting material, cis and/or trans epoxide diastereomers may be formed. In addition, if there are other stereocenters present in the starting material, they can influence the stereochemistry of the epoxidation. Metal-catalyzed epoxidations were first explored using tert-butyl hydroperoxide (TBHP).[5] Association of ...
The epothilones, derived from the myxobacterium Sporangium cellulosum, represent a new, recently approved class of cancer drugs ...
Such epoxidation in post-PKS modifications has been seen in epothilone biosynthesis by EpoK. In EpoK, the consensus mechanism ...
Zhang L, Zhao G, Ding X (2011-11-03). "Tandem assembly of the epothilone biosynthetic gene cluster by in vitro site-specific ...
... drugs associated with CIPN include thalidomide, epothilones, vinca alkaloids, taxanes, proteasome inhibitors, and ...
As of 2019, epothilones are not approved by the Food and Drug Administration for patient usage and are generally used only for ... 4) Epothilones, mainly ixabepilone, are relatively new drugs that can be used to treat non-small lung, ovarian, and prostate ... Epothilones cause microtubule disruption (like taxane-based drugs), which impairs axonal transport and leads to ... Sensory and motor symptoms are commonly seen in patients treated with epothilone, which generally results in muscle weakness, ...
... an epothilone-folic acid conjugate (BMS-753493), described at a 2008 conference. In mid-October 2018, Novartis announced it ... "Preclinical pharmacology of epothilone-folate conjugate BMS-753493, a tumor-targeting agent selected for clinical development ...
and Bristol Myers Squibb (BMS). It represents a FA conjugate that was constructed with a semi-synthetic analog of Epothilone A ... April 12-16, 2008). "Preclinical pharmacology of epothilone-folate conjugate BMS-753493, a tumor-targeting agent selected for ...
"In Mulzer, Johann H. (ed.). The Epothilones: An Outstanding Family of Anti-Tumor Agents: From Soil to the Clinic. Springer ... "Preclinical Pharmacology and Structure-Activity Studies of Epothilones" ...
... and epothilone B (anticancer drug). Only about 1% of all known molecules are natural products, yet it has been recognized that ...
... a new perspective on the rational design of epothilone analogues". Journal of the American Chemical Society. 125 (1): 26-7. doi ...
Other examples of microtubule-stabilizing agents include taxanes and epothilones, both of which prevent cancer cells from ... which show resistance to epothilone B). A recent study showed that taccalonolide A and Îł-radiation act in an additive manner to ...
Nicolaou, K.C.; Sarabia, F.; Ninkovic, S.; Finlay, M.R.V.; Boddy, C.N.C. (1998). "Probing the Ring Size of Epothilones: Total ... In this example from Nicolaou's synthesis of the epothilones, asymmetric allylboration (using an allylborane derived from ... Synthesis of 14-, 15-, 17-, and 18 Epothilones A". Angewandte Chemie International Edition in English. 37 (1-2): 81-84. doi: ...