Malaysian
Journal of Analytical Sciences Vol 24 No 6
(2020): 862 - 872
CHARACTERIZATION
OF INCLUSION COMPLEX OF β-CYCLODEXTRIN/ISONIAZID
USING SPECTROSCOPIC METHOD
(Pencirian Kompleks Kemasukan β-Siklodektrin/Isoniazid Menggunakan Kaedah Spektroskopi)
Nurul Yani Rahim*
and Nurul Ain Elmira Elleas
School of Chemical Sciences,
Universiti Sains Malaysia, 11800 Gelugor, Pulau
Pinang, Malaysia
*Corresponding author: nurulyanirahim@usm.my
Received: 21 August 2020;
Accepted: 29 September 2020; Published: 10 December 2020
Abstract
The inclusion
behavior of isoniazid with β-cyclodextrin (β-CD) in the liquid and
solid state were investigated. The absorption spectral of UV-Vis was used to
determine the inclusion behavior in the liquid state. Fourier Transform
Infrared (FTIR) spectrometer, Thermogravimetric Analysis (TGA), and Nuclear
Magnetic Resonance (NMR) were used to investigate the inclusion behavior in the
solid state. The kneading between isoniazid and β-CD was performed to
produce the inclusion complex. The formation constant (K) of the inclusion
complex (β-CD/isoniazid) was calculated using Benesi-Hildebrand. The
results of ˡH NMR and NOESY indicated that β-CD formed hydrophobic
interaction with isoniazid. The values of formation constant for the complex of
β-CD/isoniazid at pH 4 and 9 were 17.15 and 9.86, respectively. Meanwhile, the value of formation constant
for the complex at the natural condition was 25000. The stoichiometry ratio
obtained for the complex of β-CD/isoniazid in acidic and basic conditions
are 1:1. Meanwhile, 1:2 ratio of β-CD and isoniazid was found at natural
condition.
Keywords: β-cyclodextrin,
tuberculosis drug, isoniazid, formation constant, inclusion complex
Abstrak
Sifat kemasukan di antara isoniazid dengan β-siklodektrin (β-CD)
dalam keadaan cecair dan pepejal telah disiasat. Spektrum penyerapapan UV-Vis
telah digunakan untuk mengenal pasti sifat kemasukan dalam keadaan cecair.
Spektrometer Inframerah Transformasi Fourier (FTIR), Analisis Termogravimetrik
(TGA) dan Resonan Magnetik Nuklear (NMR) telah digunakan untuk menyiasat sikap
kemasukan dalam keadaan pepejal. Pengulian antara isoniazid dan β-CD telah
dilakukan untuk menghasilkan kompleks kemasukan. Pemalar pembentukan (K)
komplek kemasukan (β-CD/isoniazid) telah kira menggunakan
Benesi-Hildebrand. Keputusan ˡH NMR dan NOESY menunjukkan β-CD
membentuk interaksi hidrofobik dengan isoniazid. Nilai pemalar pembentukan bagi
kompleks β-CD/isoniazid pada pH 4 dan 9 adalah masing-masing 17.15 dan
9.86. Sementara itu, pada keadaan semula jadi nilai pemalar pembentukan
kompleks ialah 25000. Nisbah stoikiometri yang diperolehi untuk kompleks
β-CD/isoniazid dalam keadaan asid dan bes ialah 1:1. Sementara itu, 1:2
adalah nisbah untuk β-CD dan isoniazid pada keadaan semula jadi.
Kata kunci: β-siklodektrins, ubat anti tuberculosis,
isoniazid, pemalar pembentukan, kompleks kemasukan
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