Surfactant mediated intercalation of a hydrophobic drug into layered double hydroxides: Probing the structural features by the photophysical behaviour of piroxicam

被引:1
作者
Cherif, Nawal Fodil [1 ,2 ]
Reveret, Francois
Barros, Anthony [1 ]
Magri, Vagner Roberto [3 ]
Leroux, Fabrice [1 ]
Boyer, Damien [1 ]
Constantino, Vera Regina Leopoldo [3 ]
Taviot-Gueho, Christine
机构
[1] Univ Clermont Auvergne, UMR 6296, Inst Chim Clermont Ferrand, CNRS, Campus Cezeaux,24 Ave Landais,BP 800 26, F-63171 Aubiere, France
[2] Ctr Rech Sci & Tech Anal Phys Chim CRAPC, BP 384,Zone Ind Bou Ismail, Tipasa 42004, Algeria
[3] Univ Sao Paulo, Dept Quim Fundamental, Inst Quim, Ave Prof Lineu Prestes 748, BR-05508000 Sao Paulo, Brazil
关键词
Layered double hydroxides; Nanobio hybrid; Drug carrier; Piroxicam; Adsolubilization; Photoluminescence; DODECYL-SULFATE; EXCITED-STATE; CHAIN-LENGTH; IN-VITRO; DISSOLUTION; SWITCHOVER; MECHANISM; MICELLES; NSAIDS; WATER;
D O I
10.1016/j.clay.2025.107708
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Piroxicam (PIR), a hydrophobic drug with ionisable properties, can adopt various prototropic forms and conformations, which make its structural and dynamic properties highly dependent on its environment. In this study, PIR was, for the first time, incorporated into Zn2+/Al3+ layered double hydroxides using a surfactant-mediated intercalation method (Zn2Al-DS@%PIR), which first involved the encapsulation of PIR within dodecyl sulfate (DS) micelles. A comprehensive investigation of the DS-PIR assembly within the interlayer space of the LDH is proposed, particularly emphasizing the utilization of the optical properties of PIR as a structural probe. The structural and chemical properties of the Zn2Al-DS@%PIR samples prepared with different PIR contents (0.16, 0.90 and 2.06 wt%) were assessed by X-ray diffraction, Fourier transform infrared (FTIR) and thermal analysis. By exploiting PIR's photochemical properties in both solid-state and solution, it was gained deeper insights into PIR molecular arrangement within the LDH interlayer space. FTIR results showed the stabilization of the ZZZ conformation form for intercalated PIR, while thermal analyses revealed an improved thermal stability of PIR of 80 degrees C for the sample with a maximum PIR loading content of 2.06 wt%. Interestingly, fluorescence results clearly confirmed the intercalation of PIR in LDH, both as global neutral and anionic forms, and allowed to infer their location in the interlayer space. A protective effect against photodegradation was also observed. This work can contribute to advancements in the challenging intercalation of other hydrophobic drugs.
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页数:10
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共 77 条
[1]   Improvement of dissolution rate of piroxicam by inclusion into MCM-41 mesoporous silicate [J].
Ambrogi, V. ;
Perioli, L. ;
Marmottini, F. ;
Giovagnoli, S. ;
Esposito, M. ;
Rossi, C. .
EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES, 2007, 32 (03) :216-222
[2]   Montmorillonite as an agent for drug photostability [J].
Ambrogi, Valeria ;
Latterini, Loredana ;
Nocchetti, Morena ;
Pagano, Cinzia ;
Ricci, Maurizio .
JOURNAL OF MATERIALS CHEMISTRY, 2012, 22 (42) :22743-22749
[3]  
Andrade SM, 2000, PHOTOCHEM PHOTOBIOL, V71, P405, DOI 10.1562/0031-8655(2000)071<0405:TIOWOT>2.0.CO
[4]  
2
[5]   Polysaccharides based gastroretentive system to sustain piroxicam release: Development and in vivo prolonged anti-inflammatory effect [J].
Auriemma, Giulia ;
Cerciello, Andrea ;
Sansone, Francesca ;
Pinto, Aldo ;
Morello, Silvana ;
Aquino, Rita P. .
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 2018, 120 :2303-2312
[6]   Photophysical studies of oxicam group of NSAIDs: piroxicam, meloxicam and tenoxicam [J].
Banerjee, R ;
Chakraborty, H ;
Sarkar, M .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2003, 59 (06) :1213-1222
[7]   Spectroscopic studies of micro environment dictated structural forms of piroxicam and meloxicam [J].
Banerjee, R ;
Sarkar, M .
JOURNAL OF LUMINESCENCE, 2002, 99 (03) :255-263
[8]   Importance of tautomerism in drugs [J].
Bharatam, Prasad, V ;
Valanju, Omkar R. ;
Wani, Aabid A. ;
Dhaked, Devendra K. .
DRUG DISCOVERY TODAY, 2023, 28 (04)
[9]   PIROXICAM MONOHYDRATE - A ZWITTERIONIC FORM, C15H13N3O4S.H2O [J].
BORDNER, J ;
RICHARDS, JA ;
WEEKS, P ;
WHIPPLE, EB .
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1984, 40 (JUN) :989-990
[10]   PIROXICAM - A REVIEW OF ITS PHARMACOLOGICAL PROPERTIES AND THERAPEUTIC EFFICACY [J].
BROGDEN, RN ;
HEEL, RC ;
SPEIGHT, TM ;
AVERY, GS .
DRUGS, 1981, 22 (03) :165-187