New Polymorphs of Huperzine A: Preparation, Structures, and Physicochemical Properties of Anhydrous Crystal Forms

被引：32

作者：

Zhang, Qi ^{[1
]}

Lu, Liye ^{[1
]}

Dai, Wenjuan ^{[1
]}

Mei, Xuefeng ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Mat Med, Pharmaceut Analyt & Solid State Chem Res Ctr, Shanghai 201203, Peoples R China

来源：

CRYSTAL GROWTH & DESIGN | 2013年 / 13卷 / 05期

基金：

中国国家自然科学基金;

关键词：

PHARMACEUTICAL SOLID POLYMORPHISM; SELECTIVE CRYSTALLIZATION; ALZHEIMERS-DISEASE; DRUG APPLICATIONS; TABLETS; SPECTROSCOPY; INSIGHTS; SYSTEM;

D O I：

10.1021/cg400313a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Three new polymorphs (forms I, II, and III) of natural cholinesterase inhibitor Huperzine A were discovered through a comprehensive polymorph screening experiment. Their structures were elucidated by single crystal structure analysis and characterized by powder X-ray diffraction, Fourier transform-infrared spectroscopy, and DXR Raman microscope. The physicochemical properties of these new forms were investigated by thermal analysis (TGA and DSC) and dynamic vapor sorption (DVS) isotherms. The powder dissolution rates were compared with the marketed monohydrate form. Thermodynamic stability, phase transformation, E-T diagram, and drugability properties are also discussed in detail.

引用

页码：2198 / 2207

页数：10

共 28 条

[1] Polymorphism incidence in commercial tablets of mebendazole: a vibrational spectroscopy investigation [J].

Ayala, A. P. ;

Siesler, H. W. ;

Cuffini, S. L. .

JOURNAL OF RAMAN SPECTROSCOPY, 2008, 39 (09) :1150-1157

[2]

Brittain H. G., 2009, POLYMORPHISM PHARM S, V192, P640

[3] POLYMORPHISM OF PHARMACEUTICALS AND OTHER MOLECULAR-CRYSTALS .1. THEORY OF THERMODYNAMIC RULES [J].

BURGER, A ;

RAMBERGER, R .

MIKROCHIMICA ACTA, 1979, 2 (3-4) :259-271

[4] SOLID-STATE PHARMACEUTICAL CHEMISTRY [J].

BYRN, SR ;

PFEIFFER, RR ;

STEPHENSON, G ;

GRANT, DJW ;

GLEASON, WB .

CHEMISTRY OF MATERIALS, 1994, 6 (08) :1148-1158

[5] Nucleation and Growth of Metastable Polymorphs on Siloxane Monolayer Templates [J].

Capacci-Daniel, Christina ;

Gaskell, Karen J. ;

Swift, Jennifer A. .

CRYSTAL GROWTH & DESIGN, 2010, 10 (02) :952-962

[6] Role of Huperzine A in the Treatment of Alzheimer's Disease [J].

Desilets, Alicia R. ;

Gickas, Jennifer J. ;

Dunican, Kaelen C. .

ANNALS OF PHARMACOTHERAPY, 2009, 43 (03) :514-518

[7] New Insights into the Metastable β Form of RDX [J].

Goldberg, Ilana G. ;

Swift, Jennifer A. .

CRYSTAL GROWTH & DESIGN, 2012, 12 (02) :1040-1045

[8] Characterization, selection, and development of an orally dosed drug polymorph from an enantiotropically related system [J].

Katrincic, Lee M. ;

Sun, Yan T. ;

Carlton, Robert A. ;

Diederich, Ann M. ;

Mueller, Ronald L. ;

Vogt, Frederick G. .

INTERNATIONAL JOURNAL OF PHARMACEUTICS, 2009, 366 (1-2) :1-13

[9] Selective Crystallization of the Metastable α-Form of L-Glutamic Acid using Concentration Feedback Control [J].

Kee, Nicholas C. S. ;

Tan, Reginald B. H. ;

Braatz, Richard D. .

CRYSTAL GROWTH & DESIGN, 2009, 9 (07) :3044-3051

[10] Crystal Polymorphism in Chemical Process Development [J].

Lee, Alfred Y. ;

Erdemir, Deniz ;

Myerson, Allan S. .

ANNUAL REVIEW OF CHEMICAL AND BIOMOLECULAR ENGINEERING, VOL 2, 2011, 2 :259-280

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