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EF-24

EF-24 is a compound that is a synthetic analogue of curcumin, a bioactive phytochemical from turmeric. Curcumin has antioxidant, antibiotic, anti-inflammatory and anti-cancer properties in vitro but has low potency and very poor bioavailability when taken orally, resulting in limited efficacy. EF-24 was developed to try to improve upon these properties, and has been found to be around 10 times more potent than curcumin and with much higher systemic bioavailability. It has never been developed for medical use, though research continues to investigate whether it may be useful as an adjuvant treatment for some cancers alongside conventional chemotherapy drugs.[1][2][3][4][5]

EF-24
Identifiers
  • (3E,5E)-3,5-bis[(2-fluorophenyl)methylidene]piperidin-4-one
CAS Number
  • 342808-40-6
PubChem CID
  • 9885748
ChemSpider
  • 8061422
UNII
  • O5YT36MST0
ChEMBL
  • ChEMBL379849
Chemical and physical data
FormulaC19H15F2NO
Molar mass311.332 g·mol−1
3D model (JSmol)
  • Interactive image
  • C\1NC/C(=C\C2=CC=CC=C2F)/C(=O)/C1=C/C3=CC=CC=C3F
  • InChI=1S/C19H15F2NO/c20-17-7-3-1-5-13(17)9-15-11-22-12-16(19(15)23)10-14-6-2-4-8-18(14)21/h1-10,22H,11-12H2/b15-9+,16-10+
  • Key:NIVYQYSNRUIFIF-KAVGSWPWSA-N

References edit

  1. ^ Adams BK, Cai J, Armstrong J, Herold M, Lu YJ, Sun A, et al. (March 2005). "EF24, a novel synthetic curcumin analog, induces apoptosis in cancer cells via a redox-dependent mechanism". Anti-Cancer Drugs. 16 (3): 263–75. doi:10.1097/00001813-200503000-00005. PMID 15711178. S2CID 33132231.
  2. ^ Mosley CA, Liotta DC, Snyder JP (2007). "Highly Active Anticancer Curcumin Analogues". The Molecular Targets and Therapeutic Uses of Curcumin in Health and Disease. Advances in Experimental Medicine and Biology. Vol. 595. pp. 77–103. doi:10.1007/978-0-387-46401-5_2. ISBN 978-0-387-46400-8. PMID 17569206.
  3. ^ He Y, Li W, Hu G, Sun H, Kong Q (2018). "Bioactivities of EF24, a Novel Curcumin Analog: A Review". Frontiers in Oncology. 8: 614. doi:10.3389/fonc.2018.00614. PMC 6297553. PMID 30619754.
  4. ^ Li W, He Y, Zhang R, Zheng G, Zhou D (January 2019). "The curcumin analog EF24 is a novel senolytic agent". Aging. 11 (2): 771–782. doi:10.18632/aging.101787. PMC 6366974. PMID 30694217.
  5. ^ Bazzaro M, Linder S (November 2020). "Dienone Compounds: Targets and Pharmacological Responses". Journal of Medicinal Chemistry. 63 (24): 15075–15093. doi:10.1021/acs.jmedchem.0c00812. PMC 7770821. PMID 33146523.

compound, that, synthetic, analogue, curcumin, bioactive, phytochemical, from, turmeric, curcumin, antioxidant, antibiotic, anti, inflammatory, anti, cancer, properties, vitro, potency, very, poor, bioavailability, when, taken, orally, resulting, limited, effi. EF 24 is a compound that is a synthetic analogue of curcumin a bioactive phytochemical from turmeric Curcumin has antioxidant antibiotic anti inflammatory and anti cancer properties in vitro but has low potency and very poor bioavailability when taken orally resulting in limited efficacy EF 24 was developed to try to improve upon these properties and has been found to be around 10 times more potent than curcumin and with much higher systemic bioavailability It has never been developed for medical use though research continues to investigate whether it may be useful as an adjuvant treatment for some cancers alongside conventional chemotherapy drugs 1 2 3 4 5 EF 24IdentifiersIUPAC name 3E 5E 3 5 bis 2 fluorophenyl methylidene piperidin 4 oneCAS Number342808 40 6PubChem CID9885748ChemSpider8061422UNIIO5YT36MST0ChEMBLChEMBL379849Chemical and physical dataFormulaC 19H 15F 2N OMolar mass311 332 g mol 13D model JSmol Interactive imageSMILES C 1NC C C C2 CC CC C2F C O C1 C C3 CC CC C3FInChI InChI 1S C19H15F2NO c20 17 7 3 1 5 13 17 9 15 11 22 12 16 19 15 23 10 14 6 2 4 8 18 14 21 h1 10 22H 11 12H2 b15 9 16 10 Key NIVYQYSNRUIFIF KAVGSWPWSA NReferences edit Adams BK Cai J Armstrong J Herold M Lu YJ Sun A et al March 2005 EF24 a novel synthetic curcumin analog induces apoptosis in cancer cells via a redox dependent mechanism Anti Cancer Drugs 16 3 263 75 doi 10 1097 00001813 200503000 00005 PMID 15711178 S2CID 33132231 Mosley CA Liotta DC Snyder JP 2007 Highly Active Anticancer Curcumin Analogues The Molecular Targets and Therapeutic Uses of Curcumin in Health and Disease Advances in Experimental Medicine and Biology Vol 595 pp 77 103 doi 10 1007 978 0 387 46401 5 2 ISBN 978 0 387 46400 8 PMID 17569206 He Y Li W Hu G Sun H Kong Q 2018 Bioactivities of EF24 a Novel Curcumin Analog A Review Frontiers in Oncology 8 614 doi 10 3389 fonc 2018 00614 PMC 6297553 PMID 30619754 Li W He Y Zhang R Zheng G Zhou D January 2019 The curcumin analog EF24 is a novel senolytic agent Aging 11 2 771 782 doi 10 18632 aging 101787 PMC 6366974 PMID 30694217 Bazzaro M Linder S November 2020 Dienone Compounds Targets and Pharmacological Responses Journal of Medicinal Chemistry 63 24 15075 15093 doi 10 1021 acs jmedchem 0c00812 PMC 7770821 PMID 33146523 nbsp This pharmacology related article is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title EF 24 amp oldid 1215251431, wikipedia, wiki, book, books, library,

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