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عنوان فارسی مقاله:
سنتز و شناسایی آمیلوز استیله شده و توسعه گنجایش مجموعه با ریفامپین
عنوان انگلیسی مقاله:
Synthesis and characterization of acetylated amylose and development of inclusion complexes with rifampicin
سال انتشار : 2016
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مقدمه انگلیسی مقاله:
1. Introduction
Amylose is a natural linear polysaccharide composed of − 1, 4–D-glucose units (Carbinatto, Ribeiro, Colnago, Evangelista, & Cury, 2016; Luo et al., 2016; Yang et al., 2013; Zhou et al., 2016). In aqueous media, due the -1,4 configuration, amylose can form a helical structure (Arijaje & Wang, 2015; Carbinatto et al., 2016; Zhou et al., 2016), where the hydroxyl groups are disposed on the outer surface of the helix, whereas glycosidic oxygen and methylene groups are faced to the inner core resulting in a more hydrophobic cavity, which provides binding sites with high affinity for hydrophobic ligands (Carbinatto et al., 2016). Hence, amylose can encapsulate hydrophobic guest molecules by weak intermolecular hydrophobic and van der Waals interactions, forming inclusion complexes (Luo et al., 2016). In recent years, various bioactive molecules have been complexed with amylose for controlled release purposes (Cai, Yang, Zhang, & Wu, 2010; Carbinatto et al., 2016; Cohen, Orlova, Kovalev, Ungar, & Shimoni, 2008; Kong & Ziegler, 2014; Marinopoulou, Papastergiadis, Raphaelides, & Kontominas, 2016; Seo, Kim, & Lim, 2015; Uchino, Tozuka, Oguchi, & Yamamoto, 2002; Yang et al., 2013; Zhang et al., 2016). According to literature, amylose-guest inclusion complexes can protect these compounds during their passage through the stomach, and be released in the small intestine by the enzymatic hydrolysis of the amylose complexes (Zhang et al., 2016).Rifampicin is a hydrophobic drug (He et al., 2013) that is administered with isoniazid, pyrazynamide, and ethambutol, has long been recognized as an active drug against Mycobaterium tuberculosis (Singh et al., 2016). Conventional therapy against tuberculosis (TB) involves prolonged oral administration of high systemic doses of single or combined antibiotics, which often causes unwanted side-effects by high systemic exposure (Singh et al., 2015), such as hepatotoxicity, fever, gastrointestinal disturbance, immunological reaction (He et al., 2013), failure of treatment, which leads to development of multidrug- resistant TB (Singh et al., 2016). Over the past decades, various types of delivery systems have been prepared (He et al., 2013; Hu, Feng, & Zhu, 2012; Manca et al., 2012; Tewes, Brillault, Couet, & Olivier, 2008; Zaru et al., 2009). However, these systems present some disadvantages such as inconvenient route of administration, manufacturing complexity and uncertain safety (He et al., 2013). Amylose is of particular interest in the design of biomedical applications (Carbinatto et al., 2016; Marinopoulou et al., 2016). Although the amylose-guestinclusion complexes have been extensively studied, inclusion complexes with RIF were not tested or published in the literature according to our knowledge. Thus, this study contributes for a better understanding on the nature and functional properties of these amylose complexes, provides a potential novelty for inclusion of RIF, and shows an easy methodology for the production of these drug delivery systems. The use of native amylose for certain applications is limited by their specific physical properties (Kida, Minabe, Okabe, & Akashi, 2007; Wulff, Steinert, & Höller, 1998; Zhou et al., 2016). Firstly, this polysaccharide has low water solubility due to the multiple hydrogen bonds between the amylose hydroxyl groups (Kida et al., 2007). Furthermore, amylose has strong tendency to retrograde (Kida et al., 2007; Wulff et al., 1998). These properties can limit the movement of the helices of amylose molecules, which brings diffi- culties to the preparation of amylose-guest inclusion complexes in aqueous solution (Zhou et al., 2016). As reported in previous studies (Arijaje & Wang, 2015; Arijaje, Wang, Shinn, Shah, & Proctor, 2014; Wulff et al., 1998; Zhou et al., 2016), chemical modification is a common way used to change properties of starch and amylose. Wulff et al. (1998) and Arijaje et. al, Arijaje and Wang (2015) found out that acetylation significantly increased the amount of soluble amylose complexes recovered from aqueous solution as well as enhanced the inclusion of oleic acid. The appropriate chemical modification of hydroxyl groups of anhydroglucose units of amylose such as through the introduction of acetyl groups allows weaken the multiple hydrogen bonds of amylose without significant loss of the helical structure. This modification results in acetylated amylose which presents higher solubility in aqueous media as well as a much weaker retrograde tendency in relation to the native amylose (Kida et al., 2007; Zhou et al., 2016). However, according to our knowledge on the formation of inclusion complexes and inclusion capacity ofthe acetylated amylose is limited and has not been clearly reported. In this work, acetylated amylose with a low degree of substitution was prepared and the physicochemical properties were subsequently investigated by UV–vis, Fourier transform infrared (FT-IR) and scanning electron microscopy (SEM). Afterwards, the potential of acetylated amylose for the production inclusion complexes was explored. For this, an aqueous dispersion of RIF with native or acetylated amylose was used and tested for formation of potential inclusion amylose complexes. The RIF inclusion complexes were prepared and characterized by analyzes of yield, content of complexed drug, dynamic light scattering (DLS) and zeta potential (ZP).
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کلمات کلیدی:
Preparation, characterization, and properties of amylose‐ibuprofen ... onlinelibrary.wiley.com/doi/10.1002/star.201200161/abstract by L Yang - 2013 - Cited by 11 - Related articles Jan 22, 2013 - Abstract. The amylose-ibuprofen (IBU) inclusion complexes were prepared through the enzymatic polymerization of amylose in the presence of ... Synthesis and characterization of acetylated amylose and ... - ISI-dl isi-dl.com/item/125363 Synthesis and characterization of acetylated amylose and development of inclusion complexes with rifampicin. sciencedirect.com ... Synthesis and characterization of acetylated amylose ... - DrugPapers www.drugpapers.com/.../Synthesis-and-characterization-of-acetylated-amylose-and-d... PDF Source for 'Synthesis and characterization of acetylated amylose and development of inclusion complexes with rifampicin.' : Amylose (AM) tends to form ... [PDF]Evaluation of Stability of Amylose Inclusion Complexes Depending on ... www.mdpi.com/2218-273X/7/1/28/pdf by T Tanaka - 2017 Mar 15, 2017 - complexes. Consequently, the amylose–PTHF inclusion complex was dissociated at 25 ◦C, while the ... The film from acetylated amylose–PLLA supramolecular polymer had higher storage modulus than ... We have developed. Evaluation of Stability of Amylose Inclusion Complexes ... - MDPI www.mdpi.com/2218-273X/7/1/28/htm by T Tanaka - 2017 Mar 15, 2017 - The film from acetylated amylose–PLLA supramolecular polymer had ... We have developed an efficient method for the formation of inclusion ...
