Curcumin-sulfobutyl-ether beta cyclodextrin inclusion complex: preparation, spectral characterization, molecular modeling, and antimicrobial activity

被引:10
作者
Sravani, Anne Boyina [1 ]
Shenoy, K. Mangala [2 ]
Chandrika, Baby [3 ]
Kumar, B. Harish [4 ]
Kini, Suvarna G. [2 ]
Pai, K. Sreedhara Ranganatha [4 ]
Lewis, Shaila A. [1 ]
机构
[1] Manipal Acad Higher Educ MAHE, Manipal Coll Pharmaceut Sci, Dept Pharmaceut, Manipal 576104, Karnataka, India
[2] Manipal Acad Higher Educ MAHE, Manipal Coll Pharmaceut Sci, Dept Pharmaceut Chem, Manipal, Karnataka, India
[3] Indian Inst Technol Madras, Sophisticated Analyt Instrument Facil, Chennai, India
[4] Manipal Acad Higher Educ MAHE, Manipal Coll Pharmaceut Sci, Dept Pharmacol, Manipal, Karnataka, India
关键词
Curcumin; SBEbCD; solubility; bioavailability; molecular modeling; complex; IN-VITRO; ANTIBACTERIAL ACTIVITY; INDIUM CURCUMIN; ANTIOXIDANT; SOLUBILITY; ENCAPSULATION; INHIBITION; STABILITY; DOCKING; SYSTEM;
D O I
10.1080/07391102.2023.2254409
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Urinary tract infections (UTIs) caused by Gram-negative bacteria E. coli is responsible for 80-90% of uncomplicated cases in women. The increased prevalence of antibiotic resistance has made the management of UTIs more challenging. Plant-derived compounds have long been used to treat various diseases, and constitute an alternative to antibiotic resistance. Curcumin (CUR), a naturally occurring polyphenolic phytoconstituent obtained from Curcuma longa is endowed with diverse medicinal properties. The present study aims to form a complex of CUR with Sulfobutyl ether-beta-cyclodextrin (SBE beta CD) to overcome the poor solubility and bioavailability of CUR and to evaluate the antimicrobial activity of CUR-SBE beta CD. Phase solubility studies and spectral characterization showed the entrapment of CUR in the SBE beta CD cavity. In silico docking studies performed to investigate the complexation process of CUR with SBE beta CD, revealed that the methoxy group and OH group of CUR interacted with SBE beta CD. The cytotoxicity and HET-CAM assays confirmed that CUR-SBE beta CD was non-irritant. The prepared complex investigated with the disc diffusion method showed antimicrobial activity with a zone of inhibition (ZOI) of 13mm against Escherichia coli (E. coli) and 11.5mm against Staphylococcus aureus (S. aureus) whereas CUR alone did not show any ZOI. It can be concluded that prepared CUR-SBE beta CD demonstrated superior antimicrobial activity and therefore can be a promising alternative for the treatment of UTIs. [GRAPHICS] .
引用
收藏
页码:9977 / 9992
页数:16
相关论文
共 80 条
[1]   Optimization and antimicrobial efficacy of curcumin loaded solid lipid nanoparticles against foodborne bacteria in hamburger patty [J].
Alanchari, Masoumeh ;
Mohammadi, Maryam ;
Yazdian, Fatemeh ;
Ahangari, Hossein ;
Ahmadi, Nahid ;
Emam-Djomeh, Zahra ;
Homayouni-Rad, Aziz ;
Ehsani, Ali .
JOURNAL OF FOOD SCIENCE, 2021, 86 (06) :2242-2254
[2]   Antioxidant, antibacterial and anti-cancer activities of β-and γ-CDs/curcumin loaded in chitosan nanoparticles [J].
Alizadeh, Nina ;
Malakzadeh, Shokufeh .
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 2020, 147 :778-791
[3]  
Ansari M.J., 2014, INT J BIOL PHARM ALL, V3, P2668
[4]  
Arsene Mbarga Manga Joseph, 2021, Journal of Applied Pharmaceutical Science, V11, P1, DOI 10.7324/JAPS.2021.110701
[5]   In-vitro studies of Curcumin-β-cyclodextrin inclusion complex as sustained release system [J].
Arya, Priyanka ;
Raghav, Neera .
JOURNAL OF MOLECULAR STRUCTURE, 2021, 1228
[6]   Synthesis and self-assembly of curcumin-modified amphiphilic polymeric micelles with antibacterial activity [J].
Barros, Caio H. N. ;
Hiebner, Dishon W. ;
Fulaz, Stephanie ;
Vitale, Stefania ;
Quinn, Laura ;
Casey, Eoin .
JOURNAL OF NANOBIOTECHNOLOGY, 2021, 19 (01)
[7]  
Bowers K. J., 2006, P 2006 ACM IEEE C SU, DOI DOI 10.1145/1188455.1188544
[8]   Comparative evaluation of HET-CAM and ICE methods for objective assessment of ocular irritation caused by selected pesticide products [J].
Budai, Peter ;
Kormos, Eva ;
Buda, Istvan ;
Somody, Gergo ;
Lehel, Jozsef .
TOXICOLOGY IN VITRO, 2021, 74
[9]   In silico prediction coupled with in vitro experiments and absorption modeling to study the inclusion complex of telmisartan with modified beta-cyclodextrin [J].
Chandra, Abhishek ;
Ghate, M. Vivek ;
Aithal, K. S. ;
Lewis, Shaila A. .
JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY, 2018, 91 (1-2) :47-60
[10]   A supramolecular thermosensitive gel of ketoconazole for ocular applications: In silico, in vitro, and ex vivo studies [J].
Chaudhari, Pinal ;
Naik, Ranjitha ;
Mallela, Lakshmi Sruthi ;
Roy, Sanhita ;
Birangal, Sumit ;
Ghate, Vivek ;
Kunhanna, Sarojini Balladka ;
Lewis, Shaila A. .
INTERNATIONAL JOURNAL OF PHARMACEUTICS, 2022, 613