Abstract
Bacterial nanocellulose (BNC) is a natural biopolymer produced by different strains of acetic acid bacteria. Biocompatibility, lack of immunogenicity, mechanical strength and crystallinity make BNC a highly applicable product for drug delivery and wound dressing. Previously, we demonstrated that diethylditiocarbamate (DETC), a Superoxide Dismutase 1 inhibitor, incorporated into BNC bio-curatives was effective for treating Cutaneous leishmaniasis (CL) lesions, a parasitic disease caused by Leishmania. We herein investigated the interactions between DETC and BNC. For this purpose, DETC was incorporated into BNC and thermal analysis, x-ray diffraction and Scanning electron microscopy were performed. Furthermore, in vitro DETC release and stability tests as well as degradation studies were also performed. Our results show that DETC is well incorporated into BNC, however it is short lived as suggested by degradation experiments. Future use of BNC DETC-based bio-curatives for the treatment of CL shall require further development in order to increase stability of DETC in the bio-curative.
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References
Adepu S, Khandelwal M (2020) Ex-situ modification of bacterial cellulose for immediate and sustained drug release with insights into release mechanism. Carbohydr Polym 249:116816. https://doi.org/10.1016/j.carbpol.2020.116816
Banerjee P, Geng T, Mahanty A, Li T, Zong L, Wang B (2018) Integrating the drug, disulfiram into the vitamin E-TPGS-modified PEGylated nanostructured lipid carriers to synergize its repurposing for anti-cancer therapy of solid tumors. Int J Pharm 557:374–389. https://doi.org/10.1016/j.ijpharm.2018.12.051
Barud HS, Ribeiro CA, Crespi MS, Martines MAU, Dexpert-Ghys J, Marques RFC, Messaddeq Y, Ribeiro SJ (2007) Thermal characterization of bacterial cellulose–phosphate composite membranes. J Therm Anal Calorim 87(3):815–818. https://doi.org/10.1007/s10973-006-8170-5
Barud HS, Souza JL, Santos DB, Crespi MS, Ribeiro CA, Messadeq Y, Ribeiro SJ (2011) Bacterial cellulose/poly(3-hydroxybutyrate) composite membranes. Carbohydr Polym 83(3):1279–1284. https://doi.org/10.1016/j.carbpol.2010.09.049
Bayazidi P, Almasi H, Asl AK (2018) Immobilization of lysozyme on bacterial cellulose nanofibers: Characteristics, antimicrobial activity and morphological properties. Int J Biol Macromol 107:2544–2551. https://doi.org/10.1016/j.ijbiomac.2017.10.137
Carvalho T, Guedes G, Sousa FL, Freire CSR, Santos HA (2019) Latest advances on bacterial cellulose-based materials for wound healing, delivery systems, and tissue engineering. Biotechnol J 14(12):e1900059. https://doi.org/10.1002/biot.201900059
Celes FS, Trovatti E, Khouri R, Van Weyenbergh J, Ribeiro SJL, Borges VM, Barud HS, de Oliveira CI (2016) DETC-based bacterial cellulose bio-curatives for topical treatment of cutaneous leishmaniasis. Sci Rep 6:38330. https://doi.org/10.1038/srep38330
Croft SL, Coombs GH (2003) Leishmaniasis– current chemotherapy and recent advances in the search for novel drugs. Trends Parasitol 19(11):502–508. https://doi.org/10.1016/j.pt.2003.09.008
Demartino AW, Zigler DF, Fukuto JM, Ford PC (2017) Carbon disulfide. Just toxic or also bioregulatory and/or therapeutic? Chem Soc Rev 46(1):21–39. https://doi.org/10.1039/c6cs00585c
El-Saharty AA, El-Hammamy NH, El-Araby HA (2015) Sodium diethyldithiocarbamate as accelerator of the rate of copper cementation. Egypt J Aquat Res 41(4):289–293. https://doi.org/10.1016/j.ejar.2015.08.002
French AD (2014) Idealized powder diffraction patterns for cellulose polymorphs. Cellulose 21(2):885–896. https://doi.org/10.1007/s10570-013-0030-4
French AD (2020) Increment in evolution of cellulose crystallinity analysis. Cellulose 27(10):5445–5448. https://doi.org/10.1007/s10570-020-03172-z
Gardner DJ, Oporto GS, Mills R, Samir MASA (2008) Adhesion and surface Issues in cellulose and nanocellulose. J Adhes Sci Technol 22:545–567. https://doi.org/10.1163/156856108X295509
Johansson B (1992) A review of the pharmacokinetics and pharmacodynamics of disulfiram and its metabolites. Acta Psychiatr Scand 369:15–26. https://doi.org/10.1111/j.1600-0447.1992.tb03310.x
Khouri R, Bafica A, Pereira Silva MP, Noronha A, Kolb JP et al (2009) IFN-β impairs superoxide-dependent parasite killing in human macrophages: evidence for a deleterious role of SOD1 in cutaneous leishmaniasis. J Immunol 182:2525–2531. https://doi.org/10.4049/jimmunol.0802860
Khouri R, Novais F, Santana G, de Oliveira CI, dos Santos MAV, Barral A, Barral-NetoM VanWeyenbergh, J, (2010) DETC induces Leishmania parasite killing in human invitro and murine in vivo models: A promising therapeutic alternative in leishmaniasis. PLoS ONE 5(12):e1439. https://doi.org/10.1371/journal.pone.0014394
Kodama H, Sato E, Gu YH, Shiga K, Fujisawa C, Kozuma T (2005) Effect of copper and diethyldithiocarbamate combination therapy on the macular mouse, an animal model of Menkes disease. J Inherit Metab Dis 28(6):971–978. https://doi.org/10.1007/s10545-005-0150-6
Lemnaru G-M, Truşcă RD, Ilie C-I, Țiplea RE, Ficai D, Oprea O, Stoica-Guzun A, Ficai A, Dițu L-M (2009) Antibacterial activity of bacterial cellulose loaded with bacitracin and amoxicillin: in vitro studies. Molecules 25(18):4069. https://doi.org/10.3390/molecules25184069
Li Q, Renneckar S (2011) Supramolecular Structure Characterization of Molecularly Thin Cellulose i Nanoparticles. Biomacromol 12(3):650–659
Li S, Li C, Gao H (2010) Study on determination of trace Cu (II) by sodium diethylditiocarbamate chelating resin preconcentration and thin layer resin phase spectrophotometry. Int Conf Challenges Environ Sci Comput Eng 2:417–420. https://doi.org/10.1109/CESCE.2010.193
Machado RTA, Gutierrez J, Tercjak A, Trovatti E, Uahib FGM, Nascimento AP, Berreta AA, Ribeiro SJLB, HS, (2016) Komagataeibacterrhaeticus as analternativebacteria for celluloseproduction. Carbohydr Polym 152:841–849. https://doi.org/10.1016/j.carbpol.2016.06.049
Marquele-Oliveira F, Barud HS, Torres EC, Machado RTA, Caetano GF, Leite MN, Frade MAC, Ribeiro SJL, Berretta AA (2019) Development, characterization and pre-clinical trials of an innovative wound healing dressing based on propolis (EPP-AF®)-containing self-microemulsifying formulation incorporated in biocellulose membranes. Int J Biol Macromol 136:570–578. https://doi.org/10.1016/j.ijbiomac.2019.05.135
Meza-Contreras JC, Manriquez-Gonzalez R, Gutiérrez-Ortega JA, Gonzalez-Garcia Y (2018) XRD and solid state 13C-NMR evaluation of the crystallinity enhancement of 13C-labeled bacterial cellulose biosynthesized by Komagataeibacterxylinus under different stimuli: A comparative strategy of analyses. Carbohydr Res 461:51–59. https://doi.org/10.1016/j.carres.2018.03.005
Mohammadi I, Shahrabi T, Mahdavian M, Izadi M (2020) Cerium/diethyldithiocarbamate complex as a novel corrosion inhibitive pigment for AA2024-T3. Sci Rep 10(1):1–16. https://doi.org/10.1038/s41598-020-61946-8
Pacheco G, de Mello CV, Chiari-Andréo BG, Isaac VLB, Ribeiro SJL, Pecoraro É, Trovatti E (2018) Bacterial cellulose skin masks—Properties and sensory tests. J Cosmet Dermatol 17(5):840–847. https://doi.org/10.1111/jocd.12441
Pang H, Chen D, Cui QC, Dou QP (2007) Sodium diethyldithiocarbamate, an AIDS progression inhibitor and a copper-binding compound, has proteasome-inhibitory and apoptosis-inducing activities in cancer cells. Int J Mol Med 19(5):809–816. https://doi.org/10.3892/ijmm.19.5.809
Portela R, Leal CR, Almeida PL, Sobral RG (2019) Bacterial cellulose: a versatile biopolymer for wound dressing applications. Microb Biotechnol 12(4):586–610. https://doi.org/10.1111/1751-7915.13392
Ramírez JL, Guevara P (1997) Persistent infections by Leishmania (Viannia) braziliensis. Mem Inst Oswaldo Cruz 92(3):333–338. https://doi.org/10.1590/S0074-02761997000300006
Reisinger EC, Kern P, Dietrich M, Ernst M, Flad HD, Bock P, German Dtc Study Group (1990) Inhibition of HIV progression by dithiocarb. The Lancet 335(8691):679–682. https://doi.org/10.1016/0140-6736(90)90802-C
Sharma A, Puri V, Kumar P, Singh I (2020) Rifampicin-loaded alginate-gelatin fibers incorporated within transdermal films as a fiber-in-film system for wound healing applications. Membranes 11(1):7. https://doi.org/10.3390/membranes11010007
Silva NHCS, Drumond I, Almeida IF, Costa P, Rosado CF, Neto CP, Freire CSR, Silvestre AJD (2014a) Topical caffeine delivery using biocellulose membranes: A potential innovative system for cellulite treatment. Cellulose 21(1):665–674. https://doi.org/10.1007/s10570-013-0114-1
Silva NHCS, Rodrigues AF, Almeida IF, Costa PC, Rosado C, Neto CP, Silvestre AJD, Freire CSR (2014b) Bacterial cellulose membranes as transdermal delivery systems for diclofenac: In vitro dissolution and permeation studies. Carbohydr Polym 106(1):264–269. https://doi.org/10.1016/j.carbpol.2014.02.014
Sukhtezari S, Almasi H, Pirsa H, Zandi M, Pirouzifard M (2017) Development of bacterial cellulose based slow-release active films by incorporation of Scrophularia striata Boiss. extract. Carbohydr Polym 156:340–350. https://doi.org/10.1016/j.carbpol.2016.09.05
Trovatti E, Silva NHCS, Duarte IF, Rosado CF, Almeida IF, Costa P, Freire CSR, Silvestre AJD, Neto CP (2011) Biocellulose membranes as supports for dermal release of lidocaine. Biomacromol 12(11):4162–4168. https://doi.org/10.1021/bm201303r
Wada M, Okano T (2001) Localization of Iα and Iβ phases in algal cellulose revealed by acid treatments. Cellulose 8:183–188
Funding
This work was supported by grants from CNPq (CIO) and UNIARA (HSB). C.I.O and H.B. are senior researchers from CNPq. P.B.B received a fellowship from Coordenação de Aperfeiçoamento de Pessoal de Nível Superior—Brasil (CAPES)–Finance Code 001.
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PBB and ABM performed experiments. PBB, ABM and JMS analyzed data. PBB, JMS, HSB and CIO drafted the manuscript. PBB, ABM, HSB and CIO conceptualized the study.
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Borba, P.B., Meneguin, A.B., Silva, J.M. et al. Bacterial nanocellulose containing diethylditiocarbamate bio-curatives: physicochemical characterization and drug delivery evaluation. Cellulose 29, 1557–1565 (2022). https://doi.org/10.1007/s10570-021-04360-1
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DOI: https://doi.org/10.1007/s10570-021-04360-1