A review of curcumin as a biological stain and as a self-visualizing pharmaceutical agent

References

• Alves AC, Ribeiro D, Nunes C, Reis S (2016) Biophysics in cancer: the relevance of drug-membrane interaction studies. Biochim. Biophys. Acta 1858: 2231–2244.
   PubMed Web of Science ®Google Scholar
• Aggarwal BB, Surh Y-J, Shishodia S (2007) The molecular targets and therapeutic uses of curcumin in health and disease. Adv. Exp. Med. Biol. 595: 1–489.
   PubMed Web of Science ®Google Scholar
• AlchéJD, MI Rodríguez-García MI (1997) Fluorochromes for detection of callose in meiocytes of olive (Olea europeaea L.). Biotech. & Histochem. 72: 285–290.
   PubMed Web of Science ®Google Scholar
• Anand P, Thomas SG, Kunnumakkara AB, Sundaram C, Harikumar KB, Sung B, Tharakan ST, Misra K, Priyadarsini IK, Rajasekharan KN, Aggarwal BB (2008) Biological activities of curcumin and its analogues (congeners) made by man and Mother Nature. Biochem. Pharmacol. 76: 1590–1611.
   PubMed Web of Science ®Google Scholar
• Avwioro OG, Onwuka SK, Moody JO, Agbedahunsi JM, Oduola T, Ekpo OE, Oladele AA (2007) Curcuma longa extract as a histological dye for collagen fibres and red blood cells. J. Anat. 210: 600–603.
   PubMed Web of Science ®Google Scholar
• Balasubramanian K (2006) Molecular orbital basis for yellow curry spice curcumin’s prevention of Alzheimer’s disease. J. Agric. Food Chem. 54: 3512–3520.
   PubMed Web of Science ®Google Scholar
• Banerjee S, Chakravarty AR (2015) Metal complexes of curcumin for cellular imaging, targeting, and photo-induced anticancer activity. Acc. Chem. Res. 48: 2075–2083.
   PubMed Web of Science ®Google Scholar
• Basnet P, Skalko-Basnet N (2011) Curcumin: an anti-inflammatory molecule from a curry spice on the path to cancer treatment. Molecules 16: 4567–598.
   PubMed Web of Science ®Google Scholar
• Bassey RB, Oremosu AA, Osinubi AAA (2012) Curcuma Longa: staining effect on histomorphology of the testis. Macedonian J. Med. Sci. 5: 26–29.
   Google Scholar
• Bathaie SZ, Farajzade A, Hoshyar R (2014) A review of the chemistry and uses of crocins and crocetin, the carotenoid natural dyes in saffron, with particular emphasis on applications as colorants including their use as biological stains. Biotech. & Histochem. 89: 401–411.
   PubMed Web of Science ®Google Scholar
• Benhold H (1922) Eine spezifische Amyloidfärbung mit Kongorot [Specific amyloid staining with Congo red]. Münch. Med. Wochenschr. 2: 1537−1538 [German].
   Google Scholar
• Burgos-Morón E, Calderón-Montaño JM, Salvador J, Robles A, López-Lázaro M (2010) The dark side of curcumin. Int. J. Cancer 126: 1771–1775.
   Google Scholar
• Cardon D (2007) Natural Dyes: Sources, Tradition, Technology and Sciences. Archetype, London. pp. 320–322.
   Google Scholar
• Chaudhari SP, Tam AY, Barr JA (2015) Curcumin: a contact allergen. J. Clin. Aesthet. Dermatol. 8: 43−48.
   Google Scholar
• Chin D, Huebbe P, Pallauf K, Rimbach G (2013) Neuroprotective properties of curcumin in Alzheimer’s disease—merits and limitations. Curr. Med. Chem. 20: 3955–3985.
   PubMed Web of Science ®Google Scholar
• Chiti F, Dobson CM (2006) Protein misfolding, functional amyloid, and human disease. Ann. Rev. Biochem. 75: 333–366.
   PubMed Web of Science ®Google Scholar
• Cooksey CS (2017) Tumeric–old spice, new spice. Biotech. & Histochem. doi:10.1080/10520295.2017.1310924
   Google Scholar
• Corradini MG, Wang YL, Le A, Waxman SM, Zelent B, Chib R, Gryczynski I, Ludescher RD (2016) Identifying and selecting edible luminescent probes as sensors of food quality. AIMS Biophys. 3: 319–339.
   Web of Science ®Google Scholar
• Dance-Barnes ST, Kock ND, Moore JE, Lin EY, Mosley LJ, D’Agostino RB, McCoy TP, Townsend AJ, Miller MS (2009) Lung tumor promotion by curcumin. Carcinogenesis 30: 1016–1023.
   Google Scholar
• Del Castillo P, Horobin RW, Blázquez-Castro A, Stockert JC (2009) Binding of cationic dyes to DNA: distinguishing intercalation and groove binding mechanisms by use of simple experimental and numerical models. Biotechnic. & Histochem. 84: 247–256.
   Google Scholar
• Devassy JG, Nwachukwu ID, Jones PJH (2015) Curcumin and cancer: barriers to obtaining a health claim. Nutr. Rev. 73: 155–165.
   PubMed Web of Science ®Google Scholar
• Dujic J, Kippenberger S, Hoffmann S, Ramirez-Bosca A, Miquel J, Diaz-Alperi J, Bereiter-Hahn J, Kaufmann R, Bernd A (2007) Low concentrations of curcumin induce growth arrest and apoptosis in skin keratinocytes only in combination with UVA or visible light. J. Invest. Dermatol. 127: 1992–2000.
   PubMed Web of Science ®Google Scholar
• Duvoix A, Blasius R, Delhalle S, Schnekenburger M, Morceau F, Henry E, Dicato M, Diederich M (2005) Chemopreventive and therapeutic effects of curcumin. Cancer Lett. 223: 181–190.
   PubMed Web of Science ®Google Scholar
• Elghetany MT, Saleem A (1988) Methods for staining amyloid in tissues: a review. Stain Technol. 63: 201–212.
   PubMed Web of Science ®Google Scholar
• Esatbeyoglu T, Huebbe P, Ernst IMA, Chin D, Wagner AE, Rimbach G (2012) Curcumin–from molecule to biological function. Angew. Chem. Int. Ed. 51: 5308–5332.
   Google Scholar
• Frost S, Kanagasingam Y, Macaulay L, Koronyo-Hamaoui M, Koronyo Y, Biggs D, Verdooner S, Black K, Taddei K, Shah T, Rainey-Smith S, Bourgeat P, Salvado O, Doecke J, Wilson B, Villemagne V, Rowe CC, Martins R (2014) Retinal amyloid fluorescence imaging predicts cerebral amyloid burden and Alzheimer’s disease. Alzheimers Dement. 10 (Suppl.): 234–235.
   Google Scholar
• Fujisawa S, Atsumi T, Ishihara M, Kadoma Y (2004) Cytotoxicity, ROS-generation activity and radical-scavenging activity of curcumin and related compounds. Anticancer Res. 24: 563–570.
   Google Scholar
• Ghosh M, Ryan RO (2014) Curcumin homing to the nucleolus: mechanism for initiation of an apoptotic program. J. Nutr. Biochem. 25: 1117–1123.
   PubMed Web of Science ®Google Scholar
• Ghosh M, Singh ATK, Xu W, Sulchek T, Gordon LI, Ryan RO (2011) Curcumin nanodisks: formulation and characterization. Nanomedicine 7: 162–167.
   Google Scholar
• Gillies RJ, Morse DL (2005) In vivo magnetic resonance spectroscopy in cancer. Ann. Rev. Biomed. Eng. 7: 287–326.
   PubMed Web of Science ®Google Scholar
• Gillies RJ, Raghunand N, Karczmar GS, Bhujwalla ZM (2002) MRI of the tumor microenvironment. J. Magn. Res. Imag. 16: 430–450.
   PubMed Web of Science ®Google Scholar
• Goel A, Kunnumakkara AB, Aggarwal BB (2008) Curcumin as “Curecumin”: from kitchen to clinic. Biochem. Pharmacol. 75: 787–809.
   Google Scholar
• Goozee KG, Shah TM, Sohrabi HR, Rainey-Smith SR, Brown B, Verdile G, Martins RN (2016) Examining the potential clinical value of curcumin in the prevention and diagnosis of Alzheimer’s disease. Brit. J. Nutr. 115: 449–465.
   PubMed Web of Science ®Google Scholar
• Gordon ON, Luis PB, Sintim HO, Schneider C (2015) Unraveling curcumin degradation. Autoxidation proceeds through spiroepoxide and vinylether intermediates en route to the main bicyclopentadione. J. Biol. Chem. 290: 4817–4828.
   PubMed Web of Science ®Google Scholar
• Griesser M, Pistis V, Suzuki T, Tejera N, Pratt DA, Schneider C (2011) Autoxidative and cyclooxygenase-2 catalyzed transformation of the dietary chemopreventive agent curcumin. J. Biol. Chem. 286: 1114–1124.
   PubMed Web of Science ®Google Scholar
• Hafner-Bratkovič I, Gašperšič J, Šmid LM, Bresjanac M, Jerala R (2008) Curcumin binds to the α-helical intermediate and to the amyloid form of prion protein–a new mechanism for the inhibition of PrP^Sc accumulation. J. Neurochem. 104: 1553–1564.
   Google Scholar
• Hamisha KN, Tfilin M, Yanai J, Turgeman G (2015) Mesenchymal stem cells can prevent alterations in behavior and neurogenesis induced by Aβ25–35 administration. J. Mol. Neurosci. 55: 1006–1013.
   PubMed Web of Science ®Google Scholar
• Hata M, Sasaki E, Ota M, Fujimoto K, Yajima J, Shichida T, Honda M (1997) Allergic contact dermatitis from curcumin (turmeric). Contact Derm. 36: 107–108.
   PubMed Web of Science ®Google Scholar
• Hatcher H, Planalp R, Cho J, Torti FM, Torti SV (2008) Curcumin: from ancient medicine to current clinical trials. Cell. Mol. Life Sci. 65: 1631–1652.
   PubMed Web of Science ®Google Scholar
• Heger M, van Golen RF, Broekgaarden M, Michel MC (2014) The molecular basis for the pharmacokinetics and pharmacodynamics of curcumin and its metabolites in relation to cancer. Pharmacol. Rev. 66: 222–307.
   PubMed Web of Science ®Google Scholar
• Horobin RW (1983) Staining plastic sections: a review of problems, explanations and possible solutions. J. Microsc. 131: 173–186.
   PubMed Web of Science ®Google Scholar
• Horobin RW, Kiernan JA (2002) Conn’s Biological Stains: a Handbook of Dyes, Stains and Fluorochromes for Use in Biology and Medicine, 10th ed. BIOS Scientific Publishers, Oxford. pp. 362–365.
   Google Scholar
• Hu S, Maiti P, Ma Q, Zuo X, Jones MR, Cole GM, Frautschy SA (2015) Clinical development of curcumin in neurodegenerative disease. Exp. Rev. Neurother. 15: 629–637.
   PubMed Web of Science ®Google Scholar
• Hung W-C, Chen F-Y, Lee C-C, Sun Y, Lee M-T, Huang HW (2008) Membrane-thinning effect of curcumin. Biophys. J. 94: 4331–4338.
   Google Scholar
• Ingolfsson HI, Koeppe II RE, Andersen OS (2007) Curcumin is a modulator of bilayer material properties. Biochemistry 46: 10384–10391.
   PubMed Web of Science ®Google Scholar
• Ingólfsson HI, Thakur P, Herold KF, Hobart EA, Ramsey NB, Periole X, de Jong DH, Zwama M, Yilmaz D, Hall K, Maretzky T, Hemmings, Jr, HC, Blobel C, Marrink SJ, Koçer A, Sack JT, Andersen OS (2014) Phytochemicals perturb membranes and promiscuously alter protein function. ACS Chem. Biol. 9: 1788–1798.
   PubMed Web of Science ®Google Scholar
• Jankun J, Aleem AM, Malgorzewicz S, Szkudlarek M, Zavodszky MI, DeWitt DL, Feig M, Selman SH, Skrzypczak-Jankun E (2006) Synthetic curcuminoids modulate the arachidonic acid metabolism of human platelet 12-lipoxygenase and reduce sprout formation of human endothelial cells. Mol. Cancer Ther. 5: 1371–1382.
   PubMed Web of Science ®Google Scholar
• Jaruga E, Salvioli S, Dobrucki J, Chrul S, Bandorowicz-Pikuła J, Sikora E, Franceschi C, Cossarizza A, Bartosz G (1998) Apoptosis-like, reversible changes in plasma membrane asymmetry and permeability, and transient modifications in mitochondrial membrane potential induced by curcumin in rat thymocytes. FEBS Lett. 433: 287–293.
   PubMed Web of Science ®Google Scholar
• Jiang T, Wang L, Zhang S, Sun P-C, Ding C-F, Chu Y-Q, Zhou P (2011) Interaction of curcumin with Al(III) and its complex structures based on experiments and theoretical calculations. J. Mol. Struct. 1004: 163–173.
   Google Scholar
• Kayabasi U, Sergott RC, Rispoli M (2014) Retinal examination for the diagnosis of Alzheimer’s disease. Int. J. Ophthal. Pathol. 3: 4.
   Google Scholar
• Kerkeni A, Gupta D, Perwuelz A, Behary N (2011) Chemical grafting of curcumin at polyethylene terephthalate woven fabric surface using a prior surface activation with ultraviolet excimer lamp. J. Appl. Polym. Sci. 120: 1583–1590.
   Web of Science ®Google Scholar
• Kerkeni A, Behary N, Perwuelza A, Gupta D (2012) Dyeing of woven polyester fabric with curcumin: effect of dye concentrations and surface pre-activation using air atmospheric plasma and ultraviolet excimer treatment. Color Technol. 128: 223–229.
   Web of Science ®Google Scholar
• Ketron AC, Gordon ON, Schneider C, Osheroff N (2013) Oxidative metabolites of curcumin poison human type II topoisomerases. Biochemistry 52: 221–227.
   Google Scholar
• Kieć-Świerczyńska M, Kręcisz B (1998) Occupational allergic contact dermatitis due to curcumin food colour in a pasta factory worker. Contact Derm. 39: 30–31.
   PubMed Web of Science ®Google Scholar
• Kiernan JA, Horobin RW (2010) A special issue devoted to hematoxylin, hematein and hemalum. Biotech. & Histochem. 85: 5–6.
   PubMed Web of Science ®Google Scholar
• Koronyo-Hamaoui M, Ko MK, Koronyo Y, Azoulay D, Seksenyan A, Kunis G, Pham K, Bakhsheshian J, Rogeri P, Black KL, Farkas DL, Schwartz M (2009) Attenuation of AD-like neuropathology by harnessing peripheral immune cells: local elevation of IL-10 and MMP-9. J. Neurochem. 111: 1409–1424.
   PubMed Web of Science ®Google Scholar
• Koronyo-Hamaoui M, Koronyo Y, Ljubimov AV, Miller CA, Ko MK, Black KL, Schwartz M, Farkas DL (2011) Identification of amyloid plaques in retinas from Alzheimer’s patients and noninvasive in vivo optical imaging of retinal plaques in a mouse model. Neuroimage 54 (Suppl. 1): S204–S217.
   PubMed Web of Science ®Google Scholar
• Koronyo Y, Salumbides BC, Black KL, Koronyo-Hamaoui M (2012) Alzheimer’s disease in the retina: imaging retinal Aβ plaques for early diagnosis and therapy assessment. Neurodegen. Dis. 10: 285–293.
   PubMed Web of Science ®Google Scholar
• Koronyo Y, Biggs D, Barron E, Hinton DR, Boyer DS, Fuchs D-T, Miller CA, Frautschy SA, Cole GM, Verdooner SR, Black KL, Koronyo-Hamaoui M (2014) Retinal imaging of AB deposits in AD patients: from histological examination to clinical trials. Alzheimer’s Dement. 10 (Suppl.): P667.
   Google Scholar
• Kumar S, Singh NN, Singh A, Singh N, Sinha RK (2014) Use of Curcuma longa L. extract to stain various tissue samples for histological studies. Ayu 35: 447–451.
   Google Scholar
• Kunnumakkara AB, Bordoloi D, Padmavathi G, Monisha J, Roy NK, Prasad S, Aggarwal BB (2016) Curcumin, the golden nutraceutical: multitargeting for multiple chronic diseases. Brit. J. Pharmacol. DOI: 10.1111/bph.13621.
   Google Scholar
• Kunwar A, Barik A, Mishra B, RathinasamyK, Pandey R, Priyadarsini KI (2008) Quantitative cellular uptake, localization and cytotoxicity of curcumin in normal and tumor cells. Biochim. Biophys. Acta 1780: 673–679.
   PubMed Web of Science ®Google Scholar
• Kurien BT, Dorri Y, Scofield RH (2012) Spicy SDS-PAGE gels: curcumin/turmeric as an environmental-friendly protein stain. In: Kurien BT, Scofield RH, Eds., Protein Electrophoresis: Methods and Protocols, Methods in Cell Biology. Springer. 869: 567–578.
   Google Scholar
• Landau M, Sawaya MR, Faull KF, Laganowsky A, Jiang L, Sievers SA, Liu J, Barrio JR, David Eisenberg D (2011) Towards a pharmacophore for amyloid. PLoS Biol. 9: e1001080.
   PubMed Web of Science ®Google Scholar
• Lawrence K, Flower SE, Kociok-Kohn G, Frost CG, James TD (2012) A simple and effective colorimetric technique for the detection of boronic acids and their derivatives. Anal. Methods 4: 2215–2217.
   Web of Science ®Google Scholar
• Liddle M, Hull C, Liu C, Powell D (2006) Contact urticaria from curcumin. Dermatitis 17: 196–197.
   PubMed Web of Science ®Google Scholar
• Lillie RD (1969) Conn’s Biological Stains: a Handbook on the Nature and Uses of the Dyes Employed in the Biological Laboratory, 8th ed. Williams and Wilkins, Baltimore. pp. 331–332.
   Google Scholar
• Lillie RD (1977) Conn’s Biological Stains: a Handbook on the Nature and Uses of the Dyes Employed in the Biological Laboratory, 9th ed. Williams and Wilkins, Baltimore. pp. 474–476.
   Google Scholar
• Mahoney BP, Raghunand N, Baggett B, Gillies RJ (2003) Tumor acidity, ion trapping and chemotherapeutics: I. Acid pH affects the distribution of chemotherapeutic agents in vitro. Biochem. Pharmacol. 66: 1207–1218.
   Google Scholar
• Marathe SA, Ray S, Chakravortty D (2010) Curcumin increases the pathogenicity of Salmonella enterica serovar typhimurium in murine model. PLoS One 5: 11511.
   PubMed Web of Science ®Google Scholar
• Marathe SA, Kumar R, Ajitkumar P, Nagaraja V, Chakravortty D (2013) Curcumin reduces the antimicrobial activity of ciprofloxacin against Salmonella typhimurium and Salmonella Typhi. J. Antimicrob. Chemother. 68: 139–152
   PubMed Web of Science ®Google Scholar
• Marchiani A, Rozzo C, Fadda A, Delogu G, Ruzza P (2014) Curcumin and curcumin-like molecules: from spice to drugs. Curr. Med. Chem. 21: 204–222.
   Google Scholar
• Mohorko N, BresjanacM (2009) Kurkumin, sestavina začimbe curry, označuje vključke patološke beljakovine tau v histoloških rezinah človeških možganov in razločuje med njimi [Curcumin, a curry spice ingredient, detects and differentiates between pathological tau inclusions in human histological brain sections]. Zdrav. Vestn. 78: 735–743 [Slovene].
   Google Scholar
• Mohorko N, Repovš G, Popović M, Kovacs GG, Bresjanac M (2010) Curcumin labeling of neuronal fibrillar tau inclusions in human brain samples. J. Neuropathol. Exp. Neurol. 69: 405–414.
   PubMed Web of Science ®Google Scholar
• Monroy A, Lithgow GJ, Alavez S (2013) Curcumin and neurodegenerative diseases. Biofactors 39: 122–132.
   PubMed Web of Science ®Google Scholar
• Mukerjee A, Vishwanatha JK (2009) Formulation, characterization and evaluation of curcumin-loaded PLGA nanospheres for cancer therapy. Anticancer Res. 29: 3867–3876.
   Google Scholar
• Mutsuga M, Chambers JK, Uchisa K, Tei M, Makibuchi T, Mizorogi T, Takashima A, Nakayama H (2012) Binding of curcumin to senile plaques and cerebral amyloid angiopathy in the aged brain of various animals and to neurofibrillary tangles in Alzheimer’s brain. J. Vet. Med. Sci. 74: 51–57.
   PubMed Web of Science ®Google Scholar
• Navarro A, Tolivia J, del Valle E (1999) Congo red method for demonstrating amyloid in paraffin sections. J. Histotechnol., 22: 305–308.
   Web of Science ®Google Scholar
• Negendank W (1992) Studies of human tumors by MRS: a review. NMR Biomed. 5: 303–324.
   PubMed Web of Science ®Google Scholar
• Ng, TC, Majors AW, Vijayakumar S, Baldwin NJ, Thomas FJ, Koumoundouros I, Taylor ME, Grundfest SF, Meaney TF, Tubbs RR (1989) Human neoplasm pH and response to radiation therapy: P-31 MR spectroscopy studies in situ. Radiology 170: 875–878.
   PubMed Web of Science ®Google Scholar
• Oh C, Park S, Kim J, Ha S, Park G, Lee G, Lee O, Chun B, Gweon D (2008) Clinical applications of in vivo fluorescence confocal laser scanning microscopy. Proc. SPIE, Adv. Biomed. Clin. Diagn. Sys. VI. 684: 684814.
   Google Scholar
• Patel BB, Majumdar APN (2009) Synergistic role of curcumin with current therapeutics in colorectal cancer: mini-review. Nutr. Cancer 61: 842–846.
   Google Scholar
• Priyadarsini KI (2009) Photophysics, photochemistry and photobiology of curcumin: studies from organic solutions, bio-mimetics and living cells. J. Photochem. Photobiol. C 10: 81–95.
   Google Scholar
• Pröhl M, Schubert US, Weigand W, Gottschaldt M (2016) Metal complexes of curcumin and curcumin derivatives for molecular imaging and anticancer therapy. Coord. Chem. Rev. 307: 32−41.
   Web of Science ®Google Scholar
• Renfrew AK, Bryce NS, Hambley TW (2013) Delivery and release of curcumin by a hypoxia-activated cobalt chaperone: a XANES and FLIM study. Chem. Sci. 4: 3731–3739.
   Web of Science ®Google Scholar
• Roterman I, Król M, Nowak M, Konieczny L, Rybarska J, Stopa B, Piekarska B, Zemanek Z (2001) Why Congo red binding is specific for amyloid proteins–model studies and a computer analysis approach. Med. Sci. Monit. 7: 771–784.
   PubMedGoogle Scholar
• Salem M, Rohanib S, Gillies ER (2014) Curcumin, a promising anti-cancer therapeutic: a review of its chemical properties, bioactivity and approaches to cancer cell delivery. RSC Adv. 4: 10815–10829.
   Google Scholar
• Schneider C, Gordon ON, Edwards RL, Luis PB (2015) Degradation of curcumin: from mechanism to biological implications. J. Agric. Food Chem. 63: 7606–7614.
   PubMed Web of Science ®Google Scholar
• Schön C, Hoffmann NA, Ochs SM, BurgoldS, Filser S, Steinbach S, Seeliger MW, Arzberger T, Goedert M, Kretzschmar HA, Schmidt B, Herms J (2013) Long-term in vivo imaging of fibrillar tau in the retina of P301S transgenic mice. PLoS One 7: e53547.
   Web of Science ®Google Scholar
• Sharma RA, Gescher AJ, Steward WP (2005) Curcumin: the story so far. Eur. J. Cancer 41: 1955–1968.
   Web of Science ®Google Scholar
• Singh PK, Kotia V, Ghosh D, Mohite GM, Kumar A, Maji SK (2013). Curcumin modulates α-synuclein aggregation and toxicity. ACS Chem. Neurosci. 4: 393–407.
   Google Scholar
• Sou K, Inenaga S, Takeoka S, Tsuchida E (2008) Loading of curcumin into macrophages using lipid-based nanoparticles. Int. J. Pharm. 352: 287–293.
   PubMed Web of Science ®Google Scholar
• Staderini M, Martín MA, Bolognesi ML, Menéndez JC (2015) Imaging of β-amyloid plaques by near infrared fluorescent tracers: a new frontier for chemical neuroscience. Chem. Soc. Rev. 44: 1807–1819.
   Google Scholar
• Stockert JC, Del Castillo P, Llorente AR, Rasskin DM, Romero JB, Gómez A (1989a) New fluorescent reactions in DNA cytochemistry. 1. Microscopic and spectroscopic studies on nonrigid fluorochromes. Anal. Quant. Cytol. Histol. 12: 1–10.
   Google Scholar
• Stockert JC, Del Castillo P, Testillano PS, Riseuño MC (1989b) Fluorescence of plastic embedded tissue sections after curcumin staining. Stain Technol. 64: 207–209.
   PubMed Web of Science ®Google Scholar
• Stockert JC, Del Castillo P, Gómez A, Llorente AR (1989c) Fluorescence reaction of chromatin by curcumin. Z. Naturforsch. 44: 327–329.
   Google Scholar
• Strimpakos AS, Sharma RA (2007) Curcumin: preventive and therapeutic properties in laboratory studies and clinical trials. Antiox. Redox Signal. 10: 511–545.
   Web of Science ®Google Scholar
• Sun Y, Lee C-C, Hung W-C, Chen F-Y, Lee M-T, Huang HW (2008) The bound states of amphipathic drugs in lipid bilayers: study of curcumin. Biophys. J. 95: 2318–2324.
   Google Scholar
• Teiten M-H, Gaascht F, Cronauer M, Henry E, Dicato M, Diederich M (2011) Anti-proliferative potential of curcumin in androgen-dependent prostate cancer cells occurs through modulation of the wingless signaling pathway. Int. J. Oncol. 38: 603–611.
   PubMed Web of Science ®Google Scholar
• Tomren MA, Másson M, Loftsson T, Tønnesen HH (2007) Studies on curcumin and curcuminoids. XXXI. Symmetric and asymmetric curcuminoids: stability, activity and complexation with cyclodextrin. Int. J. Pharm. 338: 27–34.
   PubMed Web of Science ®Google Scholar
• Tønnesen HH, Karlsen J (1985) Studies on curcumin and curcuminoids. VI. Kinetics of curcumin degradation in aqueous solution. Z. Lebensm. Unters. Forsch. 180: 402–404.
   PubMedGoogle Scholar
• Treuel L, Jiang X, Nienhaus GU (2013) New views on cellular uptake and trafficking of manufactured nanoparticles. J. R. Soc. Interf. 10: 20120939.
   PubMed Web of Science ®Google Scholar
• Tsuchiya H (2015) Membrane interactions of phytochemicals as their molecular mechanism applicable to the discovery of drug leads from plants. Molecules 20: 18923–18966.
   PubMed Web of Science ®Google Scholar
• Wanninger S, Lorenz V, Subhan A, Edelmann FT (2015) Metal complexes of curcumin–synthetic strategies, structures and medicinal applications. Chem. Soc. Rev. 44: 4986–5002.
   PubMed Web of Science ®Google Scholar
• Wu C, Scott J, Shea J-E (2012) Binding of Congo red to amyloid protofibrils of the Alzheimer Aβ9–40 peptide probed by molecular dynamics simulations. Biophys. J. 103: 550–557.
   PubMed Web of Science ®Google Scholar
• Wu J-Y, Lin C-Y, Lin T-W, Ken C-F, Wen Y-D (2007) Curcumin affects development of zebrafish embryo. Biol. Pharm. Bull. 30: 1336–1339.
   PubMed Web of Science ®Google Scholar
• Yang F, Lim GP, Begum AN, Ubeda OJ, Simmons MR, Ambegaokar SS, Chen P, Kayed R, Glabe CG, Frautschy SA, Cole GM (2005) Curcumin inhibits formation of amyloid β oligomers and fibrils, binds plaques, and reduces amyloid in vivo. J. Biol. Chem. 280: 5892–5901.
   Google Scholar
• Yoshida M, Tokiyasu T, Watabiki T, Ueda M, Ishida N (1991) [Study on the histochemical staining of boric acid] Nihon Hoigaku Zasshi 45: 416–422. [Japanese]
   PubMedGoogle Scholar
• Yuniati D, Isma AA (2010) Pengaruh komposisi campuran asam borat-boraks terhadap tingkat penetrasinya pada serat bambu apus. J. Sains 34: Issue 1 [Indonesian].
   Google Scholar
• Zsila F, Bikádi Zs, Simonyi M (2004) Circular dichroism spectroscopic studies reveal pH dependent binding of curcumin in the minor groove of natural and synthetic nucleic acids. Org. Biomol. Chem. 2: 2902–2910.
   PubMed Web of Science ®Google Scholar