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Curcumin: Synthesis optimization and in silico interaction with cyclin dependent kinase

Curcumin: Synthesis optimization and in silico interaction with cyclin dependent kinase REFERENCES1. C. Ireson, S. Orr, D. J. Jones, R. Verschoyle, C.-K. Lim, J.-L. Luo, L. Howells, S. Plummer, R. Jukes and M. Williams, Characterization of metabolites of the chemopreventive agent curcumin in human and rat hepatocytes and in the rat in vivo, and evaluation of their ability to inhibit phorbol ester-induced prostaglandin E2 production, Cancer Res. 61 (2001) 1058–1064.2. T. N. Almanaa, M. E. Geusz and R. J. Jamasbi, Effects of curcumin on stem-like cells in human esophageal squamous carcinoma cell lines, BMC Complement. Altern. Med. 12 (2012) 1–15 DOI: 10.1186/1472-6882-12-195.http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000312724400001&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=b7bc2757938ac7a7a821505f8243d9f310.1186/1472-6882-12-1953. B. B. Aggarwal, S. C. Gupta and B. Sung, Curcumin: an orally bioavailable blocker of TNF and other pro-inflammatory biomarkers, Br. J. Pharmacol. 169 (2013) 1672–1692; DOI: 10.1111/bph.12131.10.1111/bph.12131http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000322329700003&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=b7bc2757938ac7a7a821505f8243d9f34. A. B. Kunnumakkara, P. Anand and B. B. Aggarwal, Curcumin inhibits proliferation, invasion, angiogenesis and metastasis of different cancers through interaction with multiple cell signaling proteins, Cancer Lett. 269 (2008) 199–225; DOI: 10.1016/j.canlet.2008.03.009.http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000260143500004&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=b7bc2757938ac7a7a821505f8243d9f310.1016/j.canlet.2008.03.0095. T.-F. Jiang, Y.-J. Zhang, H.-Y. Zhou, H.-M. Wang, L.-P. Tian, J. Liu, J.-Q. Ding and S.-D. Chen, Curcumin ameliorates the neurodegenerative pathology in A53T α-synuclein cell model of Parkinson’s disease through the downregulation of mTOR/p70S6K signaling and the recovery of macroautophagy, J. Neuroimmune Pharmacol. 8 (2013) 356–369; DOI: 10.1007/s11481-012-9431-7.10.1007/s11481-012-9431-76. C. N. Conteas, A. M. Panossian, T. T. Tran and H. M. Singh, Treatment of HIV-associated diarrhea with curcumin, Dig. Dis. Sci. 54 (2009) 2188–2191; DOI: 10.1007/s10620-008-0597-z.http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000269531900019&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=b7bc2757938ac7a7a821505f8243d9f310.1007/s10620-008-0597-z7. L. X. Na, Y. Li, H. Z. Pan, X. L. Zhou, D. J. Sun, M. Meng, X. X. Li and C. H. Sun, Curcuminoids exert glucose-lowering effect in type 2 diabetes by decreasing serum free fatty acids: a double-blind, placebo-controlled trial, Mol. Nutr. Food Res. 57 (2013) 1569–1577; DOI: 10.1002/mnfr.201200131.http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000327666600007&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=b7bc2757938ac7a7a821505f8243d9f38. M. Garcia-Alloza, L. Borrelli, A. Rozkalne, B. Hyman and B. Bacskai, Curcumin labels amyloid pathology in vivo, disrupts existing plaques, and partially restores distorted neurites in an Alzheimer mouse model, J. Neurochem. 102 (2007) 1095–1104; DOI: 10.1111/j.1471-4159.2007.04613.x.http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000248884100010&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=b7bc2757938ac7a7a821505f8243d9f310.1111/j.1471-4159.2007.04613.x9. S. Shishodia, T. Singh and M. M. Chaturvedi, Modulation of Transcription Factors by curcumin, in The Molecular Targets and Therapeutic Uses of Curcumin in Health and Disease (Eds. B. B. Aggarwal, Y.-J. Surh and S. Shishodia) (Series: Advances in Experimental Medicine and Biology, Vol. 595), Springer, New York 2007, pp. 27–148.10. N. Handler, W. Jaeger, H. Puschacher, K. Leisser and T. Erker, Synthesis of novel curcumin analogues and their evaluation as selective cyclooxygenase-1 (COX-1) inhibitors, Chem. Pharm. Bull. 55 (2007) 64–71; DOI: 10.1248/cpb.55.64.http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000243961400013&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=b7bc2757938ac7a7a821505f8243d9f310.1248/cpb.55.6411. Y. Bustanji, M. O. Taha, I. M. Almasri, M. A. Al-Ghussein, M. K. Mohammad and H. S. Alkhatib, Inhibition of glycogen synthase kinase by curcumin: Investigation by simulated molecular docking and subsequent in vitro/in vivo evaluation, J. Enzyme Inhib. Med. Chem. 24 (2009) 771–778; DOI: 10.1080/14756360802364377.http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000266040700022&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=b7bc2757938ac7a7a821505f8243d9f310.1080/1475636080236437712. K. E. Sheppard and G. A. McArthur, The cell-cycle regulator CDK4: an emerging therapeutic target in melanoma, Clin. Cancer Res. 19 (2013) 5320–5328; DOI: 10.1158/1078-0432.CCR-13-0259.10.1158/1078-0432.CCR-13-025913. Hypercube Inc, HyperChem(TM) Professional 8.014 Hypercube, Gainesville (FL) 2008.14. G. Jones, P. Willett, R.C. Glen, A.R. Leach and R. Taylor, Development and validation of a genetic algorithm for flexible docking, J. Mol. Biol. 267 (1997) 727–748; DOI: 10.1006/jmbi.1996.0897.10.1006/jmbi.1996.089715. S. Kawano, Y. Inohana, Y. Hashi and J.-M. Lin, Analysis of keto-enol tautomers of curcumin by liquid chromatography/mass spectrometry, Chin. Chem. Lett. 24 (2013) 685–687; DOI: 10.1016/j.cclet.2013.05.006.http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000322098600006&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=b7bc2757938ac7a7a821505f8243d9f310.1016/j.cclet.2013.05.006 http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Acta Pharmaceutica de Gruyter

Curcumin: Synthesis optimization and in silico interaction with cyclin dependent kinase

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de Gruyter
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© 2017 Mahmood Ahmed et al., published by De Gruyter Open
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1846-9558
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10.1515/acph-2017-0023
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28858834
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Abstract

REFERENCES1. C. Ireson, S. Orr, D. J. Jones, R. Verschoyle, C.-K. Lim, J.-L. Luo, L. Howells, S. Plummer, R. Jukes and M. Williams, Characterization of metabolites of the chemopreventive agent curcumin in human and rat hepatocytes and in the rat in vivo, and evaluation of their ability to inhibit phorbol ester-induced prostaglandin E2 production, Cancer Res. 61 (2001) 1058–1064.2. T. N. Almanaa, M. E. Geusz and R. J. Jamasbi, Effects of curcumin on stem-like cells in human esophageal squamous carcinoma cell lines, BMC Complement. Altern. Med. 12 (2012) 1–15 DOI: 10.1186/1472-6882-12-195.http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000312724400001&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=b7bc2757938ac7a7a821505f8243d9f310.1186/1472-6882-12-1953. B. B. Aggarwal, S. C. Gupta and B. Sung, Curcumin: an orally bioavailable blocker of TNF and other pro-inflammatory biomarkers, Br. J. Pharmacol. 169 (2013) 1672–1692; DOI: 10.1111/bph.12131.10.1111/bph.12131http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000322329700003&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=b7bc2757938ac7a7a821505f8243d9f34. A. B. Kunnumakkara, P. Anand and B. B. Aggarwal, Curcumin inhibits proliferation, invasion, angiogenesis and metastasis of different cancers through interaction with multiple cell signaling proteins, Cancer Lett. 269 (2008) 199–225; DOI: 10.1016/j.canlet.2008.03.009.http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000260143500004&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=b7bc2757938ac7a7a821505f8243d9f310.1016/j.canlet.2008.03.0095. T.-F. Jiang, Y.-J. Zhang, H.-Y. Zhou, H.-M. Wang, L.-P. Tian, J. Liu, J.-Q. Ding and S.-D. Chen, Curcumin ameliorates the neurodegenerative pathology in A53T α-synuclein cell model of Parkinson’s disease through the downregulation of mTOR/p70S6K signaling and the recovery of macroautophagy, J. Neuroimmune Pharmacol. 8 (2013) 356–369; DOI: 10.1007/s11481-012-9431-7.10.1007/s11481-012-9431-76. C. N. Conteas, A. M. Panossian, T. T. Tran and H. M. Singh, Treatment of HIV-associated diarrhea with curcumin, Dig. Dis. Sci. 54 (2009) 2188–2191; DOI: 10.1007/s10620-008-0597-z.http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000269531900019&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=b7bc2757938ac7a7a821505f8243d9f310.1007/s10620-008-0597-z7. L. X. Na, Y. Li, H. Z. Pan, X. L. Zhou, D. J. Sun, M. Meng, X. X. Li and C. H. Sun, Curcuminoids exert glucose-lowering effect in type 2 diabetes by decreasing serum free fatty acids: a double-blind, placebo-controlled trial, Mol. Nutr. Food Res. 57 (2013) 1569–1577; DOI: 10.1002/mnfr.201200131.http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000327666600007&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=b7bc2757938ac7a7a821505f8243d9f38. M. Garcia-Alloza, L. Borrelli, A. Rozkalne, B. Hyman and B. Bacskai, Curcumin labels amyloid pathology in vivo, disrupts existing plaques, and partially restores distorted neurites in an Alzheimer mouse model, J. Neurochem. 102 (2007) 1095–1104; DOI: 10.1111/j.1471-4159.2007.04613.x.http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000248884100010&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=b7bc2757938ac7a7a821505f8243d9f310.1111/j.1471-4159.2007.04613.x9. S. Shishodia, T. Singh and M. M. Chaturvedi, Modulation of Transcription Factors by curcumin, in The Molecular Targets and Therapeutic Uses of Curcumin in Health and Disease (Eds. B. B. Aggarwal, Y.-J. Surh and S. Shishodia) (Series: Advances in Experimental Medicine and Biology, Vol. 595), Springer, New York 2007, pp. 27–148.10. N. Handler, W. Jaeger, H. Puschacher, K. Leisser and T. Erker, Synthesis of novel curcumin analogues and their evaluation as selective cyclooxygenase-1 (COX-1) inhibitors, Chem. Pharm. Bull. 55 (2007) 64–71; DOI: 10.1248/cpb.55.64.http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000243961400013&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=b7bc2757938ac7a7a821505f8243d9f310.1248/cpb.55.6411. Y. Bustanji, M. O. Taha, I. M. Almasri, M. A. Al-Ghussein, M. K. Mohammad and H. S. Alkhatib, Inhibition of glycogen synthase kinase by curcumin: Investigation by simulated molecular docking and subsequent in vitro/in vivo evaluation, J. Enzyme Inhib. Med. Chem. 24 (2009) 771–778; DOI: 10.1080/14756360802364377.http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000266040700022&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=b7bc2757938ac7a7a821505f8243d9f310.1080/1475636080236437712. K. E. Sheppard and G. A. McArthur, The cell-cycle regulator CDK4: an emerging therapeutic target in melanoma, Clin. Cancer Res. 19 (2013) 5320–5328; DOI: 10.1158/1078-0432.CCR-13-0259.10.1158/1078-0432.CCR-13-025913. Hypercube Inc, HyperChem(TM) Professional 8.014 Hypercube, Gainesville (FL) 2008.14. G. Jones, P. Willett, R.C. Glen, A.R. Leach and R. Taylor, Development and validation of a genetic algorithm for flexible docking, J. Mol. Biol. 267 (1997) 727–748; DOI: 10.1006/jmbi.1996.0897.10.1006/jmbi.1996.089715. S. Kawano, Y. Inohana, Y. Hashi and J.-M. Lin, Analysis of keto-enol tautomers of curcumin by liquid chromatography/mass spectrometry, Chin. Chem. Lett. 24 (2013) 685–687; DOI: 10.1016/j.cclet.2013.05.006.http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000322098600006&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=b7bc2757938ac7a7a821505f8243d9f310.1016/j.cclet.2013.05.006

Journal

Acta Pharmaceutica – de Gruyter

Published: Sep 1, 2017

References

  • Effects of curcumin on stem - like cells in human esophageal squamous carcinoma cell lines
    Almanaa
  • Curcumin labels amyloid pathology in vivo disrupts existing plaques and partially restores distorted neurites in an Alzheimer mouse model
    Garcia
  • Treatment of HIV - associated diarrhea with curcumin
    Conteas
  • Curcumin inhibits proliferation invasion angiogenesis and metastasis of different cancers through interaction with multiple cell signaling proteins
    Kunnumakkara
  • Curcuminoids exert glucose - lowering effect in type diabetes by decreasing serum free fatty acids : a double - blind placebo - controlled trial
    Na
  • Curcumin ameliorates the neurodegenerative pathology in α - synuclein cell model of Parkinson s disease through the downregulation of mTOR signaling and the recovery of macroautophagy
    Jiang
  • Curcumin : an orally bioavailable blocker of TNF and other pro - inflammatory biomarkers
    Aggarwal
  • Synthesis of novel curcumin analogues and their evaluation as selective cyclooxygenase inhibitors
    Handler
  • The cell - cycle regulator CDK an emerging therapeutic target in melanoma
    Sheppard
  • Analysis of keto - enol tautomers of curcumin by liquid chromatography / mass spectrometry
    Kawano
  • Characterization of metabolites of the chemopreventive agent curcumin in human and rat hepatocytes and in the rat in vivo and evaluation of their ability to inhibit phorbol ester - induced prostaglandin production
    Ireson
  • Inhibition of glycogen synthase kinase by curcumin : Investigation by simulated molecular docking and subsequent in vitro / in vivo evaluation
    Bustanji
  • Development and validation of a genetic algorithm for flexible docking
    Jones