Unraveling the effect of surfactant chain length on the binding interaction of curcumin with cationic and non-ionic micelles

被引:6
|
作者
Das, Priyabrata [1 ]
Mandal, Pabitra [1 ]
Shit, Debatri [1 ]
Pramanik, Smritimoy [1 ]
机构
[1] Univ Calcutta, Dept Chem, 92 APC Rd, Kolkata 700009, India
关键词
binding constant; curcumin; palisade layer; quenching; surfactant; SOLVATION DYNAMICS; PHOTOPHYSICAL PROPERTIES; SERUM-ALBUMIN; FLUORESCENCE; SOLUBILIZATION; STABILITY; PHOTOSENSITIZER; STABILIZATION; ENVIRONMENTS; DEGRADATION;
D O I
10.1002/jsde.12592
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Major drawbacks of using curcumin as a potential multifunctional drug are its very low water solubility and lack of bio-availability. For this purpose we have used surfactants to increase the solubility of curcumin in aqueous medium and to assess its hydrophilic and hydrophobic interactions with micelles. In order to understand the molecular mechanism of the interaction of curcumin with surfactants, we have employed cationic and non-ionic surfactants. We have used hexadecyl(cetyl)trimethylammonium bromide (CTAB), tetradecyltrimethylammonium (TTAB) and dodecyltrimethylammonium bromide (DTAB) as cationic surfactants of varying hydrocarbon tail dimension and octylphenol ethoxylate with 10 moles of ethyelene oxide (OPE-10), octylphenol ethoxylate with 16 moles of ethyelene oxide (OPE-16), octylphenol ethoxylate with 30 moles of ethyelene oxide (OPE-30) as non-ionic surfactants of varying poly(ethylene oxide) hydrophilic head dimension. From the increase in fluorescence intensity of curcumin in the presence of surfactants, we had estimated the apparent binding constant (K-b) of curcumin-micelle complex formation. The evaluated K-b values between curcumin and CTAB, TTAB, and DTAB were 7.75 x 10(5), 3.44 x 10(5), and 0.78 x 10(5) L mol(-1), respectively. In the case of non-ionic surfactants, the estimated K-b values of curcumin with OPE-10, OPE-16, and OPE-30 were 4.90 x 10(6), 3.82 x 10(6), and 0.58 x 10(6) L mol(-1), respectively. Thus, it was found that K-b values were somehow greater in the case of non-ionic surfactants than cationic surfactants. From the fluorescence quenching study it was revealed that the probable location of curcumin was the Stern layer and the palisade layer in the case of cationic and non-ionic micelles, respectively. Our results might be useful to overcome challenges associated with the delivery of curcumin as a multifunctional drug molecule.
引用
收藏
页码:655 / 664
页数:10
相关论文
共 50 条
  • [1] Effects of length and unsaturation of the alkyl chain on the hydrophobic binding of curcumin with Tween micelles
    Wang, Xiaoyong
    Gao, Ye
    FOOD CHEMISTRY, 2018, 246 : 242 - 248
  • [2] Effect of the spacer length on the electrostatic interactions of cationic gemini surfactant micelles with trianionic curcumin
    Ke, Dan
    Yang, Qianqian
    Yang, Mingling
    Wu, Yue
    Li, Jinbing
    Zhou, Haibo
    Wang, Xiaoyong
    COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, 2013, 436 : 80 - 86
  • [3] Interaction of cationic chlorin photosensitizers with non-ionic surfactant Tween 80
    Kustov, Andrey V.
    Krestyaninov, Mikhail A.
    Kruchin, Sergey O.
    Shukhto, Olga V.
    Kustova, Tatyana V.
    Belykh, Dmitry V.
    Khudyaeva, Irina S.
    Koifman, Mikhail O.
    Razgovorov, Pavel B.
    Berezin, Dmitry B.
    MENDELEEV COMMUNICATIONS, 2021, 31 (01) : 65 - 67
  • [4] Unique role of ionic liquid [bmin][BF4] during curcumin-surfactant association and micellization of cationic, anionic and non-ionic surfactant solutions
    Patra, Digambara
    Barakat, Christelle
    SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2011, 79 (05) : 1823 - 1828
  • [5] Comparative study on the interactions of cationic gemini and single-chain surfactant micelles with curcumin
    Wan, Zizhen
    Ke, Dan
    Hong, Jinxiang
    Ran, Qianping
    Wang, Xiaoyong
    Chen, Zhiyun
    An, Xueqin
    Shen, Weiguo
    COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, 2012, 414 : 267 - 273
  • [6] Interaction of anti-inflammatory drug nimesulide with ionic and non-ionic surfactant micelles: Insights from spectral and bioinformatics approach
    Enache, Mirela
    Andriesei, Bianca Mihaela
    Oancea, Alexandra
    Udrea, Ana-Maria
    Raducan, Adina
    Oancea, Petruta
    Avram, Speranta
    JOURNAL OF MOLECULAR LIQUIDS, 2023, 392
  • [7] Spectrofluorimetric characterization of mixed nanoaggregates comprising a double-chain cationic surfactant and a cationic or non-ionic single-chain surfactant
    del Burgo, Patricia
    Aicart, Emilio
    Junquera, Elena
    APPLIED SPECTROSCOPY, 2006, 60 (11) : 1307 - 1314
  • [8] Spectroscopic investigations of the molecular interaction of anticancer drug mitoxantrone with non-ionic surfactant micelles
    Enache, Mirela
    Volanschi, Elena
    JOURNAL OF PHARMACY AND PHARMACOLOGY, 2012, 64 (05) : 688 - 696
  • [9] Synergistic Interaction Between Cationic Novel Gemini Surfactant and Non-ionic Conventional Surfactants in Aqueous Medium
    Azum, Naved
    Rub, Malik Abdul
    Alotaibi, Maha Moteb
    Khan, Anish
    Asiri, Abdullah M.
    BIOINTERFACE RESEARCH IN APPLIED CHEMISTRY, 2022, 12 (06): : 7416 - 7428
  • [10] EFFECT OF HYDROPHOBICITY OF CATIONIC CARBOCYANINE DYES DiOCn ON THEIR BINDING TO ANIONIC SURFACTANT MICELLES
    Lebed, A. S.
    Yefimova, S. L.
    Guralchuk, G. Ya.
    Sorokin, A. V.
    Borovoy, I. A.
    Malyukin, Yu. V.
    JOURNAL OF APPLIED SPECTROSCOPY, 2010, 77 (02) : 183 - 188