Enhancement of aqueous solubility of tricyclic acyclovir derivatives by their complexation with hydroxypropyl-β-cyclodextrin

被引：20

作者：

Zielenkiewicz, Wojciech ^{[1
]}

Kozbial, Malgorzata ^{[1
]}

Golankiewicz, Bozenna ^{[2
]}

Poznanski, Jaroslaw ^{[1
]}

机构：

[1] Polish Acad Sci, Inst Phys Chem, PL-01224 Warsaw, Poland

[2] Polish Acad Sci, Inst Bioorgan Chem, PL-61704 Poznan, Poland

来源：

JOURNAL OF THERMAL ANALYSIS AND CALORIMETRY | 2010年 / 101卷 / 02期

关键词：

Acyclovir derivatives; Hydroxypropyl-beta-cyclodextrin; Solubility enhancement; ANTIVIRAL ACTIVITY; ANALOGS;

D O I：

10.1007/s10973-010-0847-0

中图分类号：

O414.1 [热力学];

学科分类号：

摘要：

Solubilities of tricyclic acyclovir derivatives in buffered aqueous solutions of hydroxypropyl-beta-cyclodextrin (HP-beta-CD) at pH 5.5 and 7.0 were determined at 25 and 37 A degrees C. Complexation of these compounds with HP-beta-CD resulted in a noticeable increase of their solubility; nevertheless it was limited to tricyclic derivatives of acyclovir carrying an aryl substituent. Combination of H-1 NMR and DSC techniques demonstrated the existence of inclusion complexes between acyclovir derivatives and HP-beta-CD. The stability constants, estimated using the Higuchi-Connors method, were found in the range of 10-100 M-1. Additionally, the pK (a) values at 25 A degrees C and molar extinction coefficients in aqueous buffered solutions were also determined for all studied compounds.

引用

页码：555 / 560

页数：6

共 50 条

[21] Correlation of the solubility of several aromatics and terpenes in aqueous hydroxypropyl-β-cyclodextrin with steric and hydrophobicity parameters
Demian, BA
CARBOHYDRATE RESEARCH, 2000, 328 (04) : 635 - 639
[22] Improved water-solubility of phytosterol by hydroxypropyl-β-cyclodextrin
Zhang, Xiaoyan
Peng, Yong
He, Guoqing
ADVANCES IN CHEMISTRY RESEARCH II, PTS 1-3, 2012, 554-556 : 922 - +
[23] Solubility profiles, hydration and desolvation of curcumin complexed with γ-cyclodextrin and hydroxypropyl-γ-cyclodextrin
Shityakov, Sergey
Salmas, Ramin Ekhteiari
Durdagi, Serdar
Roewer, Norbert
Foerster, Carola
Broscheit, Jens
JOURNAL OF MOLECULAR STRUCTURE, 2017, 1134 : 91 - 98
[24] Enhanced oral bioavailability of acyclovir by inclusion complex using hydroxypropyl-β-cyclodextrin
Nair, Anroop B.
Attimarad, Mahesh
Al-Dhubiab, Bandar E.
Wadhwa, Jyoti
Harsha, Sree
Ahmed, Mueen
DRUG DELIVERY, 2014, 21 (07) : 540 - 547
[25] Complexation with tolbutamide modifies the physicochemical and tableting properties of hydroxypropyl-β-cyclodextrin
Suihko, E
Korhonen, O
Järvinen, T
Ketolainen, J
Jahro, P
Laine, E
Paronen, P
INTERNATIONAL JOURNAL OF PHARMACEUTICS, 2001, 215 (1-2) : 137 - 145
[26] The pH-dependent complexation between risperidone and hydroxypropyl-β-cyclodextrin
Jug, M.
Kos, I.
Becirevic-Lacan, M.
JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY, 2009, 64 (1-2) : 163 - 171
[27] Enhancement of 17α-hydroxyprogesterone production from progesterone by biotransformation using hydroxypropyl-β-cyclodextrin complexation technique
Manosroi, Jiradej
Salowakhon, Suda
Manosroi, Aranya
JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY, 2008, 112 (4-5) : 201 - 204
[28] Effect of hydroxypropyl-β-cyclodextrin on the solubility of an antibacterial isoxazolyl-naphthoquinone
Linares, MS
de Bertorello, MM
Longhi, MR
DRUG DEVELOPMENT AND INDUSTRIAL PHARMACY, 2000, 26 (09) : 1003 - 1006
[29] Improvement of water solubility of sulfamethizole through its complexation with β- and hydroxypropyl-β-cyclodextrin -: Characterization of the interaction in solution and in solid state
Pose-Vilarnovo, B
Perdomo-López, I
Echezarreta-López, M
Schroth-Pardo, P
Estrada, E
Torres-Labandeira, JJ
EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES, 2001, 13 (03) : 325 - 331
[30] The effect of phosphate buffer solutions on uniconazole complexation with hydroxypropyl-β-cyclodextrin and methyl-β-cyclodextrin
Zhu, Xiaofeng
Tan, Weiming
Zhou, Fan
Li, Zhaohu
Duan, Liusheng
JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY, 2012, 73 (1-4) : 193 - 198

← 1 2 3 4 5 →