Solvates of the antifungal drug griseofulvin: structural, thermochemical and conformational analysis.
نویسندگان
چکیده
Four solvates of an antifungal drug, griseofulvin (GF), were discovered. All the solvates were characterized by differential scanning calorimetry, thermogravimetric analysis, and their crystal structures were determined by single-crystal X-ray diffraction. The solvents that form the solvates are acetonitrile, nitromethane and nitroethane (2:1 and 1:1). It was found that all the solvates lose the solvent molecules from the crystal lattice between 343 and 383 K, and that the melting point of the desolvated materials matched the melting point of the solvent-free GF (493 K). The conformation of the GF molecule in solvent-free form was found to be significantly different from the conformations found in the solvates. Solution stability studies revealed that the GF-acetonitrile solvate transforms to GF and that GF-nitroethane (1:1) solvate transforms to GF-nitroethane (2:1) solvate. On the other hand, GF-nitromethane and GF-nitroethane (2:1) solvates were found to be stable in solution. Our results highlight the importance of the co-crystallization technique in the pharmaceutical drug development; it not only expands the solid form diversity but also creates new avenues for unraveling novel solvates.
منابع مشابه
Evaluation of Antifungal Effect of Silver Nanoparticles Against Microsporum canis, Trichophyton mentagrophytes and Microsporum gypseum
Background : Dermatophytosis is the common cutaneous infections in humans and animals, which is caused by the keratinophylic fungus called dermatophytes. In recent years , drug-resistance in pathogenic fungi, including dermatophytes to the current antifungal have been increased . The aim of this study was to evaluate the antifungal efficacy of AgNPs against Microsporum canis, Trichophyton menta...
متن کاملPharmacoeconomic analysis of oral antifungal therapies used to treat dermatophyte onychomycosis of the toenails. A US analysis.
Until a few years ago, griseofulvin and ketoconazole were the only 2 oral agents available for the treatment of dermatophyte onychomycosis of the toenails. With the availability of the newer antifungal agents, such as itraconazole, terbinafine and fluconazole, the armamentarium of drugs available to treat onychomycosis has expanded. The objective of this study was to determine the relative cost...
متن کاملStability Study of Griseofulvin in Non Aqueous Microemulsion System
New non aqueous based microemulsion allows the delivery of storage sensitive personal care actives in conventional cream, lotion and gel. Griseofulvin is an antifungal antibiotic drug micro emulsion system as the basic formulation for investigation. The quantity of griseofulvin and the accumulation of anhydrous micro emulsions at various temperatures were analyzed with poor aqueous solubility. ...
متن کاملExploring the binding sites and binding mechanism for hydrotrope encapsulated griseofulvin drug on γ-tubulin protein
The protein γ-tubulin plays an important role in centrosomal clustering and this makes it an attractive therapeutic target for treating cancers. Griseofulvin, an antifungal drug, has recently been used to inhibit proliferation of various types of cancer cells. It can also affect the microtubule dynamics by targeting the γ-tubulin protein. So far, the binding pockets of γ-tubulin protein are not...
متن کاملInduction of kinetochore-positive micronuclei in human lymphocytes by the anti-fungal drug griseofulvin.
Griseofulvin (GF) is a widely used antifungal drug for the treatment of superficial dermatomycoses. However, because GF is carcinogenic and teratogenic in animal models there is considerable concern regarding its clinical application. Further, it produces numerical chromosome aberrations in human lymphocytes and cell lines. There are conflicting reports on the ability of GF to induce structural...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Acta crystallographica Section B, Structural science, crystal engineering and materials
دوره 70 Pt 1 شماره
صفحات -
تاریخ انتشار 2014