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Volumn 26, Issue 8, 2016, Pages 891-905

Azaepothilone B and its derivatives: a patent review

Author keywords

antiproliferative; azaepothilone B; Breast cancer; cytostatic; epothilone B; microtubule stabilizing agent; Sorangium cellulosum

Indexed keywords

ANTINEOPLASTIC AGENT; CAPECITABINE; CARBOPLATIN; CYTOCHROME P450 INHIBITOR; CYTOCHROME P450 POLYPEPTIDE 4 INHIBITOR; CYTOCHROME P450 POLYPEPTIDE 5 INHIBITOR; CYTOTOXIC T LYMPHOCYTE ANTIGEN 4 ANTIBODY; DOXORUBICIN; EPOTHILONE A; EPOTHILONE B; IPILIMUMAB; IRINOTECAN; IXABEPILONE; KETOCONAZOLE; PACLITAXEL; TICILIMUMAB; TRANSFORMING GROWTH FACTOR BETA; UNCLASSIFIED DRUG; EPOTHILONE DERIVATIVE;

EID: 84978765980     PISSN: 13543776     EISSN: 17447674     Source Type: Journal    
DOI: 10.1080/13543776.2016.1199688     Document Type: Article
Times cited : (3)

References (88)
  • 3
    • 31444447160 scopus 로고    scopus 로고
    • Extending survival with chemotherapy in metastatic breast cancer
    • J.O’Shaughnessy Extending survival with chemotherapy in metastatic breast cancer. Oncologist. 2005;10(Suppl 3):20–29.
    • (2005) Oncologist , vol.10 , pp. 20-29
    • O’Shaughnessy, J.1
  • 5
    • 32944481592 scopus 로고    scopus 로고
    • Breast cancer: achievements in adjuvant systemic therapies in the pre-genomic era
    • M.Colozza, E.de Azambuja, F.Cardoso, et al. Breast cancer: achievements in adjuvant systemic therapies in the pre-genomic era. Oncologist. 2006;11(2):111–125.
    • (2006) Oncologist , vol.11 , Issue.2 , pp. 111-125
    • Colozza, M.1    de Azambuja, E.2    Cardoso, F.3
  • 6
    • 69949122996 scopus 로고    scopus 로고
    • Ixabepilone, a new class of chemotherapy for advanced breast cancer
    • F.M.Palmieri, U.Hopkins. Ixabepilone, a new class of chemotherapy for advanced breast cancer. Cancer Therapy. 2004;7:153–162.
    • (2004) Cancer Therapy , vol.7 , pp. 153-162
    • Palmieri, F.M.1    Hopkins, U.2
  • 7
    • 43549095495 scopus 로고    scopus 로고
    • Ixabepilone: a novel antineoplastic agent with low susceptibility to multiple tumor resistance mechanisms
    • L.Vahdat. Ixabepilone: a novel antineoplastic agent with low susceptibility to multiple tumor resistance mechanisms. The Oncologist. 2008;13:214–221.
    • (2008) The Oncologist , vol.13 , pp. 214-221
    • Vahdat, L.1
  • 9
    • 0030039669 scopus 로고    scopus 로고
    • Discodermolide, a cytotoxic marine agent that stabilizes microtubules more potently than Taxol
    • E.Haar, R.J.Kowa Lski, E.Hamel, et al. Discodermolide, a cytotoxic marine agent that stabilizes microtubules more potently than Taxol. Biochemistry. 1996;35:243–250.
    • (1996) Biochemistry , vol.35 , pp. 243-250
    • Haar, E.1    Kowa Lski, R.J.2    Hamel, E.3
  • 10
    • 0030984058 scopus 로고    scopus 로고
    • Eleutherobin,a new cytotoxin that mimics paclitaxel (Taxol) by stabilizing microtubules
    • T.Lindel, P.R.Jen Sen, W.Fenical, et al. Eleutherobin,a new cytotoxin that mimics paclitaxel (Taxol) by stabilizing microtubules. J Am Chem Soc. 1997;119:8744–8745.
    • (1997) J Am Chem Soc , vol.119 , pp. 8744-8745
    • Lindel, T.1    Jen Sen, P.R.2    Fenical, W.3
  • 11
    • 0032576190 scopus 로고    scopus 로고
    • Solid and solution phase synthesis and biological evaluation of combinatorial sarcodictyin libraries
    • K.C.Nicolaou, N.Winssinger, D.Vourloumis, et al. Solid and solution phase synthesis and biological evaluation of combinatorial sarcodictyin libraries. J Am Chem Soc. 1998;120:10814–10826.
    • (1998) J Am Chem Soc , vol.120 , pp. 10814-10826
    • Nicolaou, K.C.1    Winssinger, N.2    Vourloumis, D.3
  • 12
    • 12944277104 scopus 로고    scopus 로고
    • A common pharmacophore for epothilone and taxanes: molecular basis for drug resistance conferred by tubulin mutations in human cancer cells
    • P.Giannakakou, R.Gussio, E.Nogales, et al. A common pharmacophore for epothilone and taxanes: molecular basis for drug resistance conferred by tubulin mutations in human cancer cells. PNAS. 2000;97(6):2904–2909.
    • (2000) PNAS , vol.97 , Issue.6 , pp. 2904-2909
    • Giannakakou, P.1    Gussio, R.2    Nogales, E.3
  • 13
    • 0343486338 scopus 로고    scopus 로고
    • N-Oxidation of Epothilone A–C and O-Acyl Rearrangement to C-19- and C-21-Substituted epothilones
    • G.Hofle, N.Glaser, M.Kiffe, et al. N-Oxidation of Epothilone A–C and O-Acyl Rearrangement to C-19- and C-21-Substituted epothilones. Angew Chem Int Ed. 1999;38(13–14):1971–1974.
    • (1999) Angew Chem Int Ed , vol.38 , Issue.13-14 , pp. 1971-1974
    • Hofle, G.1    Glaser, N.2    Kiffe, M.3
  • 14
    • 0029049468 scopus 로고
    • Epothilones, a new class of microtubule-stabilizing agents with a taxol-like mechanism of action
    • D.M.Bollag, P.A.McQueney, J.Zhu, et al. Epothilones, a new class of microtubule-stabilizing agents with a taxol-like mechanism of action. Cancer Res. 1995;55:2325–2333.•• First time reported the cytotoxic activity of epothilones.
    • (1995) Cancer Res , vol.55 , pp. 2325-2333
    • Bollag, D.M.1    McQueney, P.A.2    Zhu, J.3
  • 15
    • 0030808795 scopus 로고    scopus 로고
    • Structure–activity relationship of the epothilones and the first in vivo comparison with paclitaxel
    • D.-S.Su, A.Balog, D.Meng, et al. Structure–activity relationship of the epothilones and the first in vivo comparison with paclitaxel. Angew Chem Int Ed Engl. 1997;36:2093–2096.
    • (1997) Angew Chem Int Ed Engl , vol.36 , pp. 2093-2096
    • Su, D.-S.1    Balog, A.2    Meng, D.3
  • 16
    • 0034895987 scopus 로고    scopus 로고
    • BMS-247550: a novel epothilone analog with a mode of action similar to paclitaxel but possessing superior antitumor efficacy
    • F.Y.Lee, R.Borzilleri, C.R.Fairchild, et al. BMS-247550: a novel epothilone analog with a mode of action similar to paclitaxel but possessing superior antitumor efficacy. Clin Cancer Res. 7:1429–1437.•• Similar mode of action but better efficacy than paclitaxel.
    • Clin Cancer Res , vol.7 , pp. 1429-1437
    • Lee, F.Y.1    Borzilleri, R.2    Fairchild, C.R.3
  • 17
    • 0034970301 scopus 로고    scopus 로고
    • Epothilones and analogues – a new class of promising microtubule inhibitors
    • A.Florshmer, K.Altman. Epothilones and analogues – a new class of promising microtubule inhibitors. Expert Opin Ther Patents. 2001;11(6):951–968.
    • (2001) Expert Opin Ther Patents , vol.11 , Issue.6 , pp. 951-968
    • Florshmer, A.1    Altman, K.2
  • 19
    • 34047212584 scopus 로고    scopus 로고
    • Phase I study of the novel epothilone analog ixabepilone (BMS-247550) in patients with advanced solid tumors and lymphomas
    • C.Aghajanian, H.A.Burris, S.Jones, et al. Phase I study of the novel epothilone analog ixabepilone (BMS-247550) in patients with advanced solid tumors and lymphomas. J Clin Oncol. 2007;25(9):1082–1088.
    • (2007) J Clin Oncol , vol.25 , Issue.9 , pp. 1082-1088
    • Aghajanian, C.1    Burris, H.A.2    Jones, S.3
  • 20
    • 84978710136 scopus 로고    scopus 로고
    • Available at, Feb
    • Ixempra. Bristol-Myers Squibb Co, USA. 2011. Available at http://packageinserts.bms.com/pi/pi_ixempra.pdf. [Cited onFeb28, 2016].
    • (2011) Bristol-Myers Squibb Co, USA
  • 24
  • 45
    • 53549111112 scopus 로고    scopus 로고
    • Bristol-Myers Squibb Company. Polymorphs of an epothilone analog.US7153879B2. 2006.• New polymorphs azaepothilone B by BMS.
    • (2006) Polymorphs of an epothilone analog
  • 51
  • 80
    • 84879641206 scopus 로고    scopus 로고
    • Macrocyclic drugs and synthetic methodologies toward macrocycles
    • Y.Xufen, D.Sun. Macrocyclic drugs and synthetic methodologies toward macrocycles. Molecules. 2013;18:6230–6268.
    • (2013) Molecules , Issue.18 , pp. 6230-6268
    • Xufen, Y.1    Sun, D.2
  • 81
    • 84939541097 scopus 로고    scopus 로고
    • Reinvigorating natural product combinatorial biosynthesis with synthetic biology
    • E.Kim, B.S.Moore, Y.J.Yoon. Reinvigorating natural product combinatorial biosynthesis with synthetic biology. Nat Chem Biol. 2015;11:649–659.
    • (2015) Nat Chem Biol , vol.11 , pp. 649-659
    • Kim, E.1    Moore, B.S.2    Yoon, Y.J.3
  • 82
    • 0034692354 scopus 로고    scopus 로고
    • A novel application of a Pd(0)-Catalyzed nucleophilic substitution reaction to the regio- and stereoselective synthesis of lactam analogues of the epothilone natural products
    • R.M.Borzilleri, X.Zheng, R.J.Schmidt, et al. A novel application of a Pd(0)-Catalyzed nucleophilic substitution reaction to the regio- and stereoselective synthesis of lactam analogues of the epothilone natural products. J Am Chem Soc. 2000;122:8890–8897.
    • (2000) J Am Chem Soc , vol.122 , pp. 8890-8897
    • Borzilleri, R.M.1    Zheng, X.2    Schmidt, R.J.3
  • 83
    • 54349102474 scopus 로고    scopus 로고
    • Heterologous production of epothilones B and D in Streptomyces venezuelae
    • Nov
    • S.R.Park, J.W.Park, W.S.Jung, et al. Heterologous production of epothilones B and D in Streptomyces venezuelae. Appl Microbiol Biotechnol. 2008 Nov;81(1):109–117.
    • (2008) Appl Microbiol Biotechnol , vol.81 , Issue.1 , pp. 109-117
    • Park, S.R.1    Park, J.W.2    Jung, W.S.3
  • 84
    • 76649138924 scopus 로고    scopus 로고
    • Genetic engineering of macrolide biosynthesis: past advances, current state, and future prospects
    • Feb
    • S.R.Park, A.R.Han, Y.H.Ban, et al. Genetic engineering of macrolide biosynthesis: past advances, current state, and future prospects. Appl Microbiol Biotechnol. 2010 Feb;85(5):1227–1239.
    • (2010) Appl Microbiol Biotechnol , vol.85 , Issue.5 , pp. 1227-1239
    • Park, S.R.1    Han, A.R.2    Ban, Y.H.3
  • 85
    • 34147112848 scopus 로고    scopus 로고
    • Targeting the microtubules in breast cancer beyond taxanes: the epothilones
    • J.Cortes, J.Baselga. Targeting the microtubules in breast cancer beyond taxanes: the epothilones. Oncologist. 2007;12(3):271–280.
    • (2007) Oncologist , vol.12 , Issue.3 , pp. 271-280
    • Cortes, J.1    Baselga, J.2
  • 86
    • 36849071808 scopus 로고    scopus 로고
    • Ixabepilone plus capecitabine for metastatic breast cancer progressing after anthracycline and taxane treatment
    • E.S.Thomas, H.L.Gomez, R.K.Li, et al. Ixabepilone plus capecitabine for metastatic breast cancer progressing after anthracycline and taxane treatment. J Clin Oncol. 2007;25(33):5210–5217.
    • (2007) J Clin Oncol , vol.25 , Issue.33 , pp. 5210-5217
    • Thomas, E.S.1    Gomez, H.L.2    Li, R.K.3
  • 87
    • 84930042112 scopus 로고    scopus 로고
    • Weekly ixabepilone with or without biweekly bevacizumab in the treatment of recurrent or persistent uterine and ovarian/primary peritoneal/fallopian tube cancers: A retrospective review
    • D.M.Roque, E.S.Ratner, D.A.Silasi, et al. Weekly ixabepilone with or without biweekly bevacizumab in the treatment of recurrent or persistent uterine and ovarian/primary peritoneal/fallopian tube cancers: A retrospective review. Gynecol Oncol. 2015;137(3):392–400.
    • (2015) Gynecol Oncol , vol.137 , Issue.3 , pp. 392-400
    • Roque, D.M.1    Ratner, E.S.2    Silasi, D.A.3
  • 88
    • 84863230105 scopus 로고    scopus 로고
    • The microtubule-stabilizing agent, epothilone D, reduces axonal dysfunction, neurotoxicity, cognitive deficits and Alzheimer-like pathology in an interventional study with aged tau transgenic mice
    • B.Zhang, J.Carroll, J.Trojanowski, et al. The microtubule-stabilizing agent, epothilone D, reduces axonal dysfunction, neurotoxicity, cognitive deficits and Alzheimer-like pathology in an interventional study with aged tau transgenic mice. J Neurosci. 2012;32(11):3601–3611.
    • (2012) J Neurosci , vol.32 , Issue.11 , pp. 3601-3611
    • Zhang, B.1    Carroll, J.2    Trojanowski, J.3


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