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      Synthesis, Characterization, Mössbauer Parameters, and Antitumor Activity of Fe(III) Curcumin Complex

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          Abstract

          Curcumin-Fe(III) complex was prepared from Fe(NO 3) 3 · 9H 2O precursor and curcumin by refluxing a slightly basic methanolic solution of their mixture with the objective of investigating its cytotoxicity. The enol form of curcumin ligand was established by FTIR, UV/Vis, 1H NMR, and 13C NMR spectroscopy. The as-prepared product was characterized by elemental analysis, FTIR, UV, and Mössbauer spectroscopic techniques. An octahedral high-spin Fe(III) complex was obtained, δ , 0.37 mms −1; Q.S., 0.79 mms −1; no magnetic relaxation was observed at liquid N 2 temperature, neither reduction of Fe(III). The tested cytotoxicity of the as-prepared complex on four cancer cell lines indicated inhibition of the curcumin activity upon complexing with iron.

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          Synthesis and biological evaluation of novel curcumin analogs as anti-cancer and anti-angiogenesis agents.

          Brian K. Adams, Eva M Ferstl, Matthew C. Davis … (2004)
          A series of novel curcumin analogs were synthesized and screened for anti-cancer and anti-angiogenesis activities at Emory University and at the National Cancer Institute (NCI). These compounds are symmetrical alpha,beta-unsaturated and saturated ketones. The majority of the analogs demonstrated a moderate degree of anti-cancer activity. Compounds 10, 11, and 14 exhibited a high degree of cytotoxicity in the NCI in vitro anti-cancer cell line screen. In addition, this screen revealed that these compounds inhibit tumor cell growth with a higher potency than the commonly used chemotherapeutic drug, cisplatin. In independent in vitro screens conducted at Emory, the same compounds plus 4, 5, 8, 9, and 13 exhibited a high degree of cytotoxicity to tumor cells. Analogs that were effective in the anti-cancer screens were also effective in in vitro anti-angiogenesis assays. Compounds 4, 9, 11, and 14 were most effective in the anti-angiogenesis assays run at Emory. In the assays conducted by the NCI, compound 14 was almost as potent as the anti-angiogenic drug TNP-470, which has undergone clinical trials. Based on the favorable in vitro anti-cancer and anti-angiogenesis results with 14, further in vivo tests were conducted. This compound effectively reduced the size of human breast tumors grown in female athymic nude mice and showed little toxicity. This data, coupled with the remarkable in vitro data, suggests that compound 14 may potentially be an effective chemotherapeutic agent. As a follow-up, a 3D quantitative structure relationship based on 14 has been developed. It shows a cross-validated r2(q2) and a predictive r2(p2) = 0.71. COMPARE analysis suggests the compound to be a possible RNA/DNA antimetabolite, but also implies that the compound's cytotoxicity may arise from a presently unknown mechanism.
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            Studies on curcumin and curcuminoids

            Hanne Hjorth T�nnesen, Jan Karlsen (1985)
            Article 0 comments Cited 46 times – based on 0 reviews     Review now
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              Studies on curcumin and curcuminoids. VIII. Photochemical stability of curcumin.

              J Karlsen, G P VanBerge-Henegouwen, H. Tønnesen (1986)
              The photodecomposition of curcumin when exposed to UV/visible radiation is studied. The main degradation products are identified. The reaction mechanisms are investigated and the order of the over-all degradation reactions and the half-lives of curcumin in different solvents and in the solid state are determined.
              Article 0 comments Cited 42 times – based on 0 reviews     Review now
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                Author and article information

                Journal
                Journal ID (nlm-ta): Bioinorg Chem Appl
                Journal ID (iso-abbrev): Bioinorg Chem Appl
                Journal ID (publisher-id): BCA
                Title: Bioinorganic Chemistry and Applications
                Publisher: Hindawi Publishing Corporation
                ISSN (Print): 1565-3633
                ISSN (Electronic): 1687-479X
                Publication date (Print): 2013
                Publication date (Electronic): 27 March 2013
                Volume: 2013
                Electronic Location Identifier: 982423
                Affiliations
                Chemistry Department, King Saud University, Riyadh 11451, Saudi Arabia
                Author notes
                *Mutasim Ibrahim Khalil: mkhalil@ 123456ksu.edu.sa

                Academic Editor: Giovanni Natile

                Article
                DOI: 10.1155/2013/982423
                PMC ID: 3623458
                PubMed ID: 23606821
                SO-VID: aba17c08-9734-4278-85b4-061ae93a6780
                Copyright © Copyright © 2013 Mutasim Ibrahim Khalil et al.
                License:

                This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

                History
                Date received : 13 December 2012
                Date revision received : 4 March 2013
                Date accepted : 4 March 2013
                Categories
                Subject: Research Article

                ScienceOpen disciplines: Biochemistry
                Data availability:
                ScienceOpen disciplines: Biochemistry

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