Abstract
Inclusion complex of natural berberines extracted from Coptis chinensis and β-CD were synthesized and utilized to developing the latent fingerprint. Natural berberines were extracted by ethanol immersion extraction method and the total amount of natural berberine was evaluated. The inclusion complex of natural berberine and β-CD were synthesized by saturated solution method and analyzed by ultraviolet–visible spectrum, fluorescence spectroscopy, FTIR, SEM, TGA and particle size analyzer. The obtained results showed that a stoichiometry of 1:1 inclusion complex was formed and the fluorescence intensities of the natural berberines were enhanced by incorporating into β-CD. Powder of β-CD, berberine, berberine/β-CD physical mixtures, berberine/β-CD inclusion complex were applied in developing latent fingerprint on the surface of different materials. Compared with other three powders, berberine/β-CD inclusion complex powder adsorbed uniformly and visibly with the latent fingerprint on the glass film showed obvious fluorescent under UV light, which enhanced the contrast between the latent fingerprint and the object surface significantly. The clear and intact fingerprint pattern could be obtained under 365 nm UV light after developing, and the local feature such as core, bifurcation, bridge, ending ridge, scar and other details were obvious. The developing effect of inclusion complex on mixed latent fingerprint and aging fingerprint were also investigated.
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Bandey HL, Gibson AP (2006) The powders process, study 2: evaluation of fingerprint powders on smooth surfaces. H.O.S.D.B. Fingerprint Development and Imaging Newsletter, Publication No. 08/06
Burgos AE, Okio C, Sinisterra RD (2012) Preparation of association compound between rhodium(II) citrate and β-cyclodextrin. Quim Nova 35:762–765. https://doi.org/10.1590/S0100-40422012000400020
Busch KW, Swamidoss IM, Fakayode SO, Busch MA (2003) Determination of the enantiomeric composition of guest molecules by chemometric analysis of the UV-visible spectra of cyclodextrin guest-host complexes. J Am Chem Soc 125:1690–1691. https://doi.org/10.1021/ja025947a
Chen H, Ma RL, Chen Y, Fan LJ (2017) Fluorescence development of latent fingerprint with conjugated polymer nanoparticles in aqueous colloidal solution. Acs Appl Mater Interfaces 9:4908–4915. https://doi.org/10.1021/acsami.6b15951
Connors KA (1987) Binding constants: the measurement of molecular complex stability. Chichester, London
Costa CV, Gama LILM, Damasceno NO, Assis AML, Ribeiro AS (2020) Bilayer systems based on conjugated polymers for fluorescence development of latent fingerprints on stainless steel. Synth Met 262:116347. https://doi.org/10.1016/j.synthmet.2020.116347
Dias K, Nikolaou S, Giovani WFD (2012) The in vitro antioxidant properties of the Al-quercetin/βCD and Al-catechin/βCD inclusion compounds, rationalized in terms of their electrochemical behavior. Med Chem Res 21:2920–2925. https://doi.org/10.1007/s00044-011-9812-0
Ding LF, Di P, Wang RN, Li Q (2021) A user-secure and highly selective enhancement of latent fingerprints by magnetic composite powder based on carbon dot fluorescence. J Alloy Compd 856:158160. https://doi.org/10.1016/j.jallcom.2020.158160
Eleamen GRA, Da CSC, Lima-Neto RG, Neves RP, Rolim LA, Rolim-Neto PJ, Moura RO, De ATM, Bento ES, Scotti MT (2017) Improvement of solubility and antifungal activity of a new aminothiophene derivative by complexation with 2-hydroxypropyl-beta-cyclodextrin. J Braz Chem Soc 28:116–125. https://doi.org/10.5935/0103-5053.20160153
Gu W, Liu Y (2019) Characterization and stability of beta-acids/hydroxypropyl-β-cyclodextrin inclusion complex. J Mo Struct 1201:127159. https://doi.org/10.1016/j.molstruc.2019.127159
Hazra S, Hossain M, Kumar GS (2014) Studies on α-, β-, and γ-cyclodextrin inclusion complexes of isoquinoline alkaloids berberine, palmatine and coralyne. J Incl Phenom Macro 78:311–323. https://doi.org/10.1007/s10847-013-0301-6
Hinners P, Lee YJ (2020) Mass spectrometry imaging of latent fingerprints using titanium oxide development powder as an existing matrix. J Mass Spectrom 55:e4631. https://doi.org/10.1002/jms.4631
Jia BX, Li YQ, Wang DC, Duan R (2014) Study on the interaction of β-Cyclodextrin and berberine hydrochloride and Its analytical application. PLoS ONE 9:e95498. https://doi.org/10.1371/journal.pone.0095498
Jin XD, Bi TB, Xin R, Wu GP, Ma RL (2020) Advances in the application of organic materials for the development of latent fingerprints. Chin J Org Chem 40:4184. https://doi.org/10.6023/cjoc202004036
Jung HS, Cho KJ, Ryu SJ, Takagi Y, Roche PA, Neuman KC (2020) Biocompatible fluorescent nanodiamonds as multifunctional optical probes for latent fingerprint detection. Acs Appl Mater Interfaces 12:6641–6650. https://doi.org/10.1021/acsami.9b19245
Junior EGM, Cantalice JDDA, Assis AMLD, Freitas JDD, Costa LMM, Ribeiro AS (2020) Fluorescent polymer nanofibers based on polycaprolactone and dansyl derivatives for development of latent fingerprints. J Appl Polym Sci 137:e49804. https://doi.org/10.1002/app.49804
Kang H, Ju YY, Han T, Ye SX, Zhao GH, Dong LJ (2021) Sensitive and rapid detection of fingerprints based on electrospun nanofibrous membranes and quantum dots. Colloid Surface A 623:126716. https://doi.org/10.1016/j.colsurfa.2021.126716
Kfoury M, Auezova L, Greige-Gerges H, Ruellan S, Fourmentin S (2014) Cyclodextrin, an efficient tool fortrans-anethole encapsulation: chromatographic, spectroscopic, thermal andstructural studies. Food Chem 164:454–461. https://doi.org/10.1016/j.foodchem.2014.05.052
Kim E, Ok YS, Jin KK, Nam JI, Choi SW (2016) Preliminary semi-quantitative evaluation of developed latent fingerprints on non-porous surface with natural powders using a densitometric image analysis. Anal Sci Technol 29:283–292. https://doi.org/10.5806/AST.2016.29.6.283
Kong Y, Li L, Zhao LG, Yu P, Li DD (2021) A patent review of berberine and its derivatives with various pharmacological activities (2016–2020). Expert Opin Ther Patents. https://doi.org/10.1080/13543776.2021.1974001
Kumar N, Udayabhanu U, Alghamdi AA, Basavaraj RB, Nagaraju G (2021) Sensing and sensitive visualization of latent fingerprints on various surfaces using versatile fluorescent aggregation-induced emission based Coumarin derivative. Luminescence 36:1013–1023. https://doi.org/10.1002/bio.4027
Lian J, Meng FD, Wang W, Zhang ZT (2020) Recent Trends in fluorescent organic materials for latent fingerprint imaging. Front Chem 8:594864. https://doi.org/10.3389/fchem.2020.594864
Ling L, Huang L, Guo K, Huang H (2020) Detection of fingerprints on porous papers and performance evaluation. Opt Commun 475:126276. https://doi.org/10.1016/j.optcom.2020.126276
Lopez MIR, Ros MM, Lucas-Abellan C, Pellicer JA, Nuez-Delicado E (2020) Comprehensive characterization of Linalool-Hp-β-cyclodextrin inclusion complexes. Molecules 25:5069. https://doi.org/10.3390/molecules25215069
Mistry B, Patel RV, Keum YS, Kim DH (2017) Synthesis of N-Mannich bases of berberine linking piperazine moieties revealing anticancer and antioxidant effects. Saudi J Biolog Sci 24:36–44. https://doi.org/10.1016/j.sjbs.2015.09.005
Ning L, Liang X (2010) Thermal analysis of β-cyclodextrin/Berberine chloride inclusion compounds. Thermochim Acta 499:166–170. https://doi.org/10.1016/j.tca.2009.10.014
Oliveira ACX, Leo A, Balzuweit K, Siman L, Cury LA (2019) Fluorescence of a natural fluorophore as a key to improve fingerprint contrast image. J Forensic Sci 64:1867–1872. https://doi.org/10.1111/1556-4029.14087
Pacheco BS, Silva CCD, Rosa BND, Mariotti KC, Pereira CMP (2021) Monofunctional curcumin analogues: evaluation of green and safe developers of latent fingerprints. Chem Pap 75:3119–3129. https://doi.org/10.1007/s11696-021-01556-4
Padhan P, Sethy A, Behera PK (2017) Host-guest interaction between Ofloxacin-β-cyclodextrin complexes in acidic and neutral pH: a fluorescence quenching study. J Photoch Photobio A 337:165–171. https://doi.org/10.1016/j.jphotochem.2017.01.015
Prabakaran E, Pillay K (2021) Nanomaterials for latent fingerprint detection: a review. J Mater Res Technol 12:1856–1885. https://doi.org/10.1016/j.jmrt.2021.03.110
Rajendiran N, Venkatesh G, Saravanan J (2014) Supramolecular aggregates formed by sulfadiazine and sulfisomidine inclusion complexes with α- and β-cyclodextrins. Spectroc Acta Pt A-Molec Biomolec Spectr 129:157–162. https://doi.org/10.1016/j.saa.2014.03.028
Ravindra MK, Darshan GP, Lavanya DR, Mahadevan KM, Premkumar HB, Sharma SC, Adarsha H, Nagabhushana H (2021) Aggregation induced emission based active conjugated imidazole luminogens for visualization of latent fingerprints and multiple anticounterfeiting applications. Sci Rep 11:16748. https://doi.org/10.1038/s41598-021-96011-5
Ruan ST, Wu SZ, Yang LJ, Li MX, Zhang Y, Wang ZL, Wang SF (2021) A novel turn-on fluorescent probe based on berberine for detecting Hg2+ and ClO− with the different fluorescence signals. Microchem J 166:106199. https://doi.org/10.1016/j.microc.2021.106199
Rv A, Mn B, Ka C (2021) Commonly available, everyday materials as non-conventional powders for the visualization of latent fingerprints. Forensic Chem 24:100339. https://doi.org/10.1016/j.forc.2021.100339
Sodhi GS, Kaur J (2001) Powder method for detecting latent fingerprints: a review. Forensic Sci Int 120:172–176. https://doi.org/10.1016/S0379-0738(00)00465-5
Soundarapandian S, Alexander A, Pillai AS, Enoch IVMV, Yousuf S (2021) G-Quadruplex binding of cavity-containing anthraquinonesulfonyl-β-cyclodextrin conjugate. Effect of encapsulation of ethidium bromide and berberine. J biomol Struct Dyn. https://doi.org/10.1080/07391102.2021.1911849
Spinozzi S, Colliva C, Camborata C, Roberti M, Ianni C, Neri F, Calvarese C, Lisotti A, Mazzella G, Roda A (2014) Berberine and its metabolites: relationship between physicochemical properties and plasma levels after administration to human subjects. Nat Prod 77:766–772. https://doi.org/10.1021/np400607k
Stefanie P, Bernhard S, Dhaka RB, Steven L, Thomas S, Dieter U, Dieter K (2018) Ambient-air ozonolysis of triglycerides in aged fingerprint residues. Analyst 143:1197–1209. https://doi.org/10.1039/c7an01506
Vukovi N, Gloovi N, Radovanovi E, Janakovi O, Milainovi N (2020) A novel chitosan/tripolyphosphate/L-lysine conjugates for latent fingerprints detection and enhancement. J Forensic Sci 66:149–160. https://doi.org/10.1111/1556-4029.14569
Wang M, Li M, Yu AY, Wu J, Mao CB (2015) Rare earth fluorescent nanomaterials for enhanced development of latent fingerprints. ACS Appl Mater Interfaces 7:28110–28115. https://doi.org/10.1021/acsami.5b09320
Wang Y, Hu Y, Wu T, Zhang L, Liu H, Zhou X, Shao Y (2016) Recognition of DNA abasic site nanocavity by fluorophore-switched probe: suitable for all sequence environments. Spectrochim Acta Part A Mol Biomol Spectrosc 153:645–650. https://doi.org/10.1016/j.saa.2015.09.038
Wang M, Li M, Yu A, Zhu Y, Yang M, Mao C (2017) Fluorescent nanomaterials for the development of latent fingerprints in forensic sciences. Adv Funct Mater 27:1606243. https://doi.org/10.1002/adfm.201606243
Wang HJ, Shi M, Tian L, Zhao L, Zhang M (2019) Methods for studying the age determination of fingermarks. Prog Chem 31:654–666. https://doi.org/10.7536/PC181032
Wang YP, Ju W, Chen JJ, Liu ZY, Wang JS (2020a) One-step synthesis of solid-state photoluminescent carbon nanodots from grains for latent fingerprint detection. ChemistrySelect 5:8915–8923. https://doi.org/10.1002/slct.202000712
Wang M, Shen DP, Zhu ZX, Ju JS, Wu J, Zhu Y, Li M, Yuan CJ, Mao CB (2020b) Dual-mode fluorescent development of latent fingerprints using NaYbF4: Tm upconversion nanomaterials. Mater Today Adv 8:100113. https://doi.org/10.1016/j.mtadv.2020.100113
Wang DK, Ren YL, Sun W, Gong J, Zou X, Dong H, Xu LJ, Wang KF, Lu F (2021a) Berberine ameliorates glucose metabolism in diabetic rats through the alpha7 nicotinic acetylcholine receptor-related cholinergic anti-inflammatory pathway. Planta Med 88:33–42. https://doi.org/10.1055/a-1385-8015
Wang J, Peng R, Luo Y, Wu Q, Cui Q (2021b) Preparation of fluorescent conjugated polymer micelles with multi-color emission for latent fingerprint imaging. Colloid and Surface A-Physicoche Eng Asp 615:126192. https://doi.org/10.1016/j.colsurfa.2021.126192
Wei SY, Cui XH (2021) Synthesis of gold nanoparticles immobilized on fibrous nano-silica for latent fingerprints detection. J Porous Mat 28:751–762. https://doi.org/10.1007/s10934-020-01030-8
Wen LN, Xie MX (2017) Spectroscopic investigation of the interaction between G-quadruplex of KRAS promoter sequence and three isoquinoline alkaloids. Spectroc Acta Pt A-Molec Biomolec Spectr 171:287–296. https://doi.org/10.1016/j.saa.2016.08.013
Xi JZ, Qian DW, Duan JN, Liu P, Zhu ZH, Guo JM, Zhang Y, Pan Y (2015) Preparation, characterization and pharmacokinetic study of xiangfu siwu decoction essential oil/beta-cyclodextrin inclusion complex. Molecules 20:10705–10720. https://doi.org/10.3390/molecules200610705
Xu CR, Wang FY, Huang FF, Yang M, He DG, Deng L (2021a) Targeting effect of berberine on type I fimbriae of Salmonella Typhimurium and its effective inhibition of biofilm. Appl Microbiol Biotechnol 105:1563–1573. https://doi.org/10.1007/s00253-021-11116-1
Xu GH, Wan HQ, Yi LT, Chen W, Luo YH, Huang YQ, Liu XJ (2021b) Berberine administrated with different routes attenuates inhaled LPS-induced acute respiratory distress syndrome through TLR4/NF-κB and JAK2/STAT3 inhibition. Eur J Pharmacol 908:174349. https://doi.org/10.1016/j.ejphar.2021.174349
Yang Y, Liu RH, Cui QL, Xu WQ, Peng R, Wang J, Li LD (2019) Red-emissive conjugated oligomer/silica hybrid nanoparticles with high affinity and application for latent fingerprint detection. Colloid Surface A 565:118–130. https://doi.org/10.1016/j.colsurfa.2019.01.009
Yuan C, Li M, Wang M, Zhang X, Zhang Z (2019) Sensitive development of latent fingerprints using Rhodamine B-diatomaceous earth composites and principle of efficient image enhancement behind their fluorescence characteristics. Chem Eng J 383:123076. https://doi.org/10.1016/j.cej.2019.123076
Zhang WW, Li XY, Yu TC, Yuan L, Rao G, Li DF, Mu CD (2015) Preparation, physicochemical characterization and release behavior of the inclusion complex of trans-anethole and beta-cyclodextrin. Food Res Int 74:55–62. https://doi.org/10.1016/j.foodres.2015.04.029
Zhang YZ, Liu LF, Bruggen BVD, Leung MKH, Yang FL (2019) A free-standing 3D nano-composite photo-electrode-Ag/ZnO nanorods arrays on Ni foam effectively degrade berberine. Chem Eng J 373:179–191. https://doi.org/10.1016/j.cej.2019.05.026
Zhang YH, Wang LX, Li GC, Gao JY (2021) Berberine-albumin nanoparticles: preparation, thermodynamic study and evaluation their protective effects against oxidative stress in primary neuronal cells as a model of alzheimer’s disease. J Biomed Nanotechnol 17:1088–1097. https://doi.org/10.1166/jbn.2021.2995
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This work was supported by the Key Scientific Research Project of Shaanxi Provincial Department of Education (21JY014).
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HZ: Data curation, Formal analysis, Writing-Original draft preparation; WS: Conceptualization, Methodology, Writing-review and editing; JL: Data curation; GS: Visualization; SC: Investigation; MZ: Validation; SL: Supervision.
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Zhou, H., Shi, W., Liu, J. et al. Enhanced developing property of latent fingerprint based on inclusion complex of β-cyclodextrin with natural berberine extracted from Coptis chinensis. Chem. Pap. 76, 4893–4905 (2022). https://doi.org/10.1007/s11696-022-02216-x
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DOI: https://doi.org/10.1007/s11696-022-02216-x