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Basavoju, Srinivas
Publications (10 of 13) Show all publications
Alhalaweh, A., George, S., Basavoju, S., Childs, S., Rizvi, S. & Velaga, S. (2012). Pharmaceutical cocrystals of nitrofurantoin: Screening, characterization and crystal structure analysis (ed.). Paper presented at . CrystEngComm, 14(15), 5078-5088
Open this publication in new window or tab >>Pharmaceutical cocrystals of nitrofurantoin: Screening, characterization and crystal structure analysis
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2012 (English)In: CrystEngComm, ISSN 1466-8033, E-ISSN 1466-8033, Vol. 14, no 15, p. 5078-5088Article in journal (Refereed) Published
Abstract [en]

The objective of this study was to screen and prepare cocrystals of the poorly soluble drug nitrofurantoin (NTF) with the aim of increasing its solubility. Screening for cocrystals of NTF using 47 coformers was performed by high-throughput (HT) screening using liquid assisted grinding (LAG) methods. Raman spectroscopy and powder X-ray diffraction (PXRD) were used as the primary analytical tools to identify the new crystalline solid forms. Manual LAG and reaction crystallization (RC) experiments were carried out to confirm and scale-up the hits. Seven hits were confirmed to be cocrystals. The cocrystals were characterized by PXRD, Raman and IR spectroscopy, thermal analysis (DSC and TGA) and liquid-state NMR or elemental analysis. The solution stability of the scaled-up cocrystals in water was tested by slurrying the cocrystals at 25 °C for one week. NTF forms cocrystals with a 1:1 stoichiometric ratio with urea (1), 4-hydroxybenzoic acid (2), nicotinamide (3), citric acid (4), l-proline (5) and vanillic acid (6). In addition, NTF forms a 1:2 cocrystal with vanillin (7). All but one of the NTF cocrystals transformed (dissociated) in water, resulting in NTF hydrate crystalline material or NTF hydrate plus the coformer, which indicates that the transforming cocrystals have a higher solubility than the NTF hydrate under these conditions. The crystal structures of 1:1 NTF-citric acid (4) and 1:2 NTF-vanillin (7) were solved by single-crystal X-ray diffraction. The crystal structures of these two cocrystals were analyzed in terms of their supramolecular synthons.

National Category
Other Health Sciences
Research subject
Health Science
Identifiers
urn:nbn:se:ltu:diva-3653 (URN)10.1039/c2ce06602e (DOI)000305999500030 ()2-s2.0-84863691005 (Scopus ID)17841dce-6928-461f-a2e5-a264c058b889 (Local ID)17841dce-6928-461f-a2e5-a264c058b889 (Archive number)17841dce-6928-461f-a2e5-a264c058b889 (OAI)
Note
Validerad; 2012; 20120806 (ysko)Available from: 2016-09-29 Created: 2016-09-29 Last updated: 2018-07-10Bibliographically approved
Basavoju, S., Boström, D. & Velaga, S. (2012). Pharmaceutical salts of fluoroquinolone antibacterial drugs with acesulfame sweetener (ed.). Paper presented at . Molecular Crystals and Liquid Crystals, 562(1), 254-264
Open this publication in new window or tab >>Pharmaceutical salts of fluoroquinolone antibacterial drugs with acesulfame sweetener
2012 (English)In: Molecular Crystals and Liquid Crystals, ISSN 1542-1406, E-ISSN 1563-5287, Vol. 562, no 1, p. 254-264Article in journal (Refereed) Published
Abstract [en]

Novel organic salts of norfloxacin and ciprofloxacin with artificial sweeteners such as saccharin and acesulfame were prepared. The two salts 1 and 2 were characterized by differential scanning calorimetry (DSC) and powder X-ray diffraction (PXRD). Finally, the crystal structures were solved by single crystal X-ray diffraction data and the structures were analyzed in terms of supramolecular synthons. In norfloxacin acesulfamate 1, two norfloxacin cations and two acesulfame anions form an eight membered cyclic tetramer supramolecular synthon. The salt, ciprofloxacin acesulfamate 2, has a similar structure as salt 1. This study contributes the importance of crystal engineering and supramolecular chemistry to the pharmaceutical applications in terms of interactions and structural correlations in the design of new solid phases. Supplemental materials are available for this article. Go to the publisher's online edition of Molecular Crystals and Liquid Crystals to view the free supplemental file

National Category
Other Health Sciences
Research subject
Health Science
Identifiers
urn:nbn:se:ltu:diva-6357 (URN)10.1080/10426507.2012.669673 (DOI)000307059000022 ()2-s2.0-84864705708 (Scopus ID)496bb0cd-98fc-4d80-9c67-5066333af219 (Local ID)496bb0cd-98fc-4d80-9c67-5066333af219 (Archive number)496bb0cd-98fc-4d80-9c67-5066333af219 (OAI)
Note
Validerad; 2012; 20120816 (andbra)Available from: 2016-09-29 Created: 2016-09-29 Last updated: 2018-07-10Bibliographically approved
Velaga, S., Vangala, V. R., Basavoju, S. & Boström, D. (2010). Polymorphism in acesulfame sweetener: structure-property and stability relationships of bending and brittle crystals (ed.). Chemical Communications, 46(21), 3562-3564
Open this publication in new window or tab >>Polymorphism in acesulfame sweetener: structure-property and stability relationships of bending and brittle crystals
2010 (English)In: Chemical Communications, ISSN 1359-7345, E-ISSN 1364-548X, Vol. 46, no 21, p. 3562-3564Article in journal (Refereed) Published
Abstract [en]

Acesulfame is found to exist in two crystalline forms of which Form I (needles) shows bending upon mechanical stress. Crystal structures explain their mechanical response. This is the first case of aliphatic organic compounds featuring a bending phenomenon. Form I is physically more stable than Form II in ambient conditions.

National Category
Other Health Sciences
Research subject
Health Science
Identifiers
urn:nbn:se:ltu:diva-6709 (URN)10.1039/c0cc00028k (DOI)000277487700039 ()20422112 (PubMedID)2-s2.0-77952394664 (Scopus ID)4fadc4c0-64c4-11df-ab16-000ea68e967b (Local ID)4fadc4c0-64c4-11df-ab16-000ea68e967b (Archive number)4fadc4c0-64c4-11df-ab16-000ea68e967b (OAI)
Note

Validerad; 2010; 20100521 (ysko)

Available from: 2016-09-29 Created: 2016-09-29 Last updated: 2018-07-10Bibliographically approved
Basavoju, S., Boström, D. & Velaga, S. (2008). Indomethacin-saccharin cocrystal: design, synthesis and preliminary pharmaceutical characterization (ed.). Pharmaceutical research, 25(3), 530-41
Open this publication in new window or tab >>Indomethacin-saccharin cocrystal: design, synthesis and preliminary pharmaceutical characterization
2008 (English)In: Pharmaceutical research, ISSN 0724-8741, E-ISSN 1573-904X, Vol. 25, no 3, p. 530-41Article in journal (Refereed) Published
Abstract [en]

PURPOSE: To design and prepare cocrystals of indomethacin using crystal engineering approaches, with the ultimate objective of improving the physical properties of indomethacin, especially solubility and dissolution rate. MATERIALS AND METHODS: Various cocrystal formers, including saccharin, were used in endeavours to obtain indomethacin cocrystals by slow evaporation from a series of solvents. The melting point of crystalline phases was determined. The potential cocrystalline phase was characterized by DSC, IR, Raman and PXRD techniques. The indomethacin-saccharin cocrystal (hereafter IND-SAC cocrystal) structure was determined from single crystal X-ray diffraction data. Pharmaceutically relevant properties such as the dissolution rate and dynamic vapour sorption (DVS) of the IND-SAC cocrystal were evaluated. Solid state and liquid-assisted (solvent-drop) cogrinding methods were also applied to indomethacin and saccharin. RESULTS: The IND-SAC cocrystals were obtained from ethyl acetate. Physical characterization showed that the IND-SAC cocrystal is unique vis-a-vis thermal, spectroscopic and X-ray diffraction properties. The cocrystals were obtained in a 1:1 ratio with a carboxylic acid and imide dimer synthons. The dissolution rate of IND-SAC cocrystal system was considerably faster than that of the stable indomethacin gamma-form. DVS studies indicated that the cocrystals gained less than 0.05% in weight at 98%RH. IND-SAC cocrystal was also obtained by solid state and liquid-assisted cogrinding methods. CONCLUSIONS: The IND-SAC cocrystal was formed with a unique and interesting carboxylic acid and imide dimer synthons interconnected by weak N-Hcdots, three dots, centeredO hydrogen bonds. The cocrystals were non-hygroscopic and were associated with a significantly faster dissolution rate than indomethacin (gamma-form).

Identifiers
urn:nbn:se:ltu:diva-12286 (URN)10.1007/s11095-007-9394-1 (DOI)000253765900006 ()2-s2.0-40549089922 (Scopus ID)b6521030-75a4-11dc-824d-000ea68e967b (Local ID)b6521030-75a4-11dc-824d-000ea68e967b (Archive number)b6521030-75a4-11dc-824d-000ea68e967b (OAI)
Note

Validerad; 2008; 20071008 (andbra)

Available from: 2016-09-29 Created: 2016-09-29 Last updated: 2018-07-10Bibliographically approved
Velaga, S., Basavoju, S. & Boström, D. (2008). Norfloxacin saccharinate-saccharin dihydrate cocrystal: a new pharmaceutical cocrystal with an organic counter ion (ed.). Journal of Molecular Structure, 859(1-3), 150-153
Open this publication in new window or tab >>Norfloxacin saccharinate-saccharin dihydrate cocrystal: a new pharmaceutical cocrystal with an organic counter ion
2008 (English)In: Journal of Molecular Structure, ISSN 0022-2860, E-ISSN 1872-8014, Vol. 859, no 1-3, p. 150-153Article in journal (Refereed) Published
Abstract [en]

A novel pharmaceutical cocrystal was obtained with an organic counter ion. Norfloxacin saccharinate dihydrate and its cocrystal, norfloxacin saccharinate-saccharin dihydrate, were crystallized.

Identifiers
urn:nbn:se:ltu:diva-5217 (URN)10.1016/j.molstruc.2008.01.046 (DOI)000260694800018 ()2-s2.0-52949133373 (Scopus ID)34292f80-7382-11dd-a60f-000ea68e967b (Local ID)34292f80-7382-11dd-a60f-000ea68e967b (Archive number)34292f80-7382-11dd-a60f-000ea68e967b (OAI)
Note

Validerad; 2008; 20080826 (ysko)

Available from: 2016-09-29 Created: 2016-09-29 Last updated: 2018-07-10Bibliographically approved
Velaga, S., Basavoju, S. & Boström, D. (2007). Indomethacin-saccharin cocrystal: a new cocrystalline phase of indimethacin (ed.). In: (Ed.), 5th International Symposium on Solid Oral Dosage Forms: May 7-9th in Stockholm, Sweden. Paper presented at International Symposium on Solid Oral Dosage Forms : 07/05/2007 - 09/05/2007.
Open this publication in new window or tab >>Indomethacin-saccharin cocrystal: a new cocrystalline phase of indimethacin
2007 (English)In: 5th International Symposium on Solid Oral Dosage Forms: May 7-9th in Stockholm, Sweden, 2007Conference paper, Published paper (Refereed)
Identifiers
urn:nbn:se:ltu:diva-27776 (URN)15007370-764e-11dc-824d-000ea68e967b (Local ID)15007370-764e-11dc-824d-000ea68e967b (Archive number)15007370-764e-11dc-824d-000ea68e967b (OAI)
Conference
International Symposium on Solid Oral Dosage Forms : 07/05/2007 - 09/05/2007
Note

Godkänd; 2007; 20071009 (andbra)

Available from: 2016-09-30 Created: 2016-09-30 Last updated: 2017-12-15Bibliographically approved
Velaga, S., Basavoju, S., Alhalaweh, A., Khan, W. & Boström, D. (2007). Indomethacin-saccharin cocrystal: a new solid phase with improved physical properties (ed.). In: (Ed.), 2007 AAPS annual meeting and exposition: November 11-15, 2007, San Diego Convention Center, San Diego, CA. Paper presented at AAPS annual meeting and exposition : 11/11/2007 - 15/11/2007. American Association of Pharmaceutical Scientists
Open this publication in new window or tab >>Indomethacin-saccharin cocrystal: a new solid phase with improved physical properties
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2007 (English)In: 2007 AAPS annual meeting and exposition: November 11-15, 2007, San Diego Convention Center, San Diego, CA, American Association of Pharmaceutical Scientists , 2007Conference paper (Other academic)
Place, publisher, year, edition, pages
American Association of Pharmaceutical Scientists, 2007
Identifiers
urn:nbn:se:ltu:diva-34385 (URN)89073f40-765a-11dc-824d-000ea68e967b (Local ID)89073f40-765a-11dc-824d-000ea68e967b (Archive number)89073f40-765a-11dc-824d-000ea68e967b (OAI)
Conference
AAPS annual meeting and exposition : 11/11/2007 - 15/11/2007
Note

Godkänd; 2007; 20071009 (andbra)

Available from: 2016-09-30 Created: 2016-09-30 Last updated: 2018-05-31Bibliographically approved
Velaga, S., Basavoju, S., Alhalaweh, A., Khan, W. & Boström, D. (2007). New salts of Ciprofloxacin and Norfloxacin with Acesulfame (ed.). In: (Ed.), 2007 AAPS annual meeting and exposition: November 11-15, 2007 San Diego Convention Center, San Diego, CA. Paper presented at AAPS annual meeting and exposition : 11/11/2007 - 15/11/2007. American Association of Pharmaceutical Scientists
Open this publication in new window or tab >>New salts of Ciprofloxacin and Norfloxacin with Acesulfame
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2007 (English)In: 2007 AAPS annual meeting and exposition: November 11-15, 2007 San Diego Convention Center, San Diego, CA, American Association of Pharmaceutical Scientists , 2007Conference paper (Other academic)
Place, publisher, year, edition, pages
American Association of Pharmaceutical Scientists, 2007
Identifiers
urn:nbn:se:ltu:diva-37603 (URN)bac4f210-7651-11dc-824d-000ea68e967b (Local ID)bac4f210-7651-11dc-824d-000ea68e967b (Archive number)bac4f210-7651-11dc-824d-000ea68e967b (OAI)
Conference
AAPS annual meeting and exposition : 11/11/2007 - 15/11/2007
Note

Godkänd; 2007; 20071009 (andbra)

Available from: 2016-10-03 Created: 2016-10-03 Last updated: 2018-05-31Bibliographically approved
Velaga, S., Basavoju, S., Alhalaweh, A., Khan, W. & Boström, D. (2007). Structural and pharmaceutical properties of new salts of antibacterial drugs (ed.). In: (Ed.), 5th International Symposium on Solid Oral Dosage Forms, May 7-9th in Stockholm, Sweden: . Paper presented at International Symposium on Solid Oral Dosage Forms : 07/05/2007 - 09/05/2007.
Open this publication in new window or tab >>Structural and pharmaceutical properties of new salts of antibacterial drugs
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2007 (English)In: 5th International Symposium on Solid Oral Dosage Forms, May 7-9th in Stockholm, Sweden, 2007Conference paper, Published paper (Refereed)
Identifiers
urn:nbn:se:ltu:diva-35664 (URN)a4c06b40-764f-11dc-824d-000ea68e967b (Local ID)a4c06b40-764f-11dc-824d-000ea68e967b (Archive number)a4c06b40-764f-11dc-824d-000ea68e967b (OAI)
Conference
International Symposium on Solid Oral Dosage Forms : 07/05/2007 - 09/05/2007
Note

Godkänd; 2007; 20071009 (andbra)

Available from: 2016-09-30 Created: 2016-09-30 Last updated: 2018-05-31Bibliographically approved
Basavoju, S., Boström, D. & Velaga, S. (2006). Crystal Structures of Hydrates of Norfloxacin (ed.). In: (Ed.), 2006 AAPS Annual Meeting and Exposition: . Paper presented at AAPS Annual Meeting and Exposition : 28/10/2006 - 02/11/2006. American Association of Pharmaceutical Scientists
Open this publication in new window or tab >>Crystal Structures of Hydrates of Norfloxacin
2006 (English)In: 2006 AAPS Annual Meeting and Exposition, American Association of Pharmaceutical Scientists , 2006Conference paper, Published paper (Refereed)
Abstract [en]

Description: Purpose: The aim was to identify new phases of norfloxacin and to analyse their crystal structures. Methods: Norfloxacin was crystallized in methanol under various conditions using solvent-drop grinding method. The single crystal X-ray diffraction data sets were collected on a Bruker Nonius Kappa CCD, using Mo Kα radiation (λ = 0.71073 Å). Results: Norfloxacin mono-and trihydrates were identified. Mono and trihydrates crystallize in Pbca, P21/c space groups respectively. One of the water molecules in trihydrate is in disorder. In these structures, inversion related norfloxacin molecules form stacked layers with quinolone moieties and stabilized by ππ (3.449 to 4.016 Å) interactions. The norfloxacin molecules in stacked layers generate hydrophilic channels to include water molecules through O-HO, O-HO¯ and N-HO¯ interactions. A significant difference in the torsional angles of the piperazinyl ring of norfloxacin in mono-, di- (reported), and trihydrate was evident for conformational flexibility. Conclusion: We report crystal structures of mono and trihydrates of norfloxacin that are channel hydrates. Norfloxacin may exhibit conformational polymorphism

Place, publisher, year, edition, pages
American Association of Pharmaceutical Scientists, 2006
Identifiers
urn:nbn:se:ltu:diva-31881 (URN)63123890-9e90-11dc-9810-000ea68e967b (Local ID)63123890-9e90-11dc-9810-000ea68e967b (Archive number)63123890-9e90-11dc-9810-000ea68e967b (OAI)
Conference
AAPS Annual Meeting and Exposition : 28/10/2006 - 02/11/2006
Note

Godkänd; 2006; 20071129 (ysko)

Available from: 2016-09-30 Created: 2016-09-30 Last updated: 2017-12-15Bibliographically approved
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