Exploring Naproxen Cocrystals Through Solid-State Vibrational Circular Dichroism
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F25%3A00617626" target="_blank" >RIV/61388963:_____/25:00617626 - isvavai.cz</a>
Alternative codes found
RIV/68378271:_____/25:00617626 RIV/60461373:22340/25:43931932
Result on the web
<a href="https://doi.org/10.1002/chir.70027" target="_blank" >https://doi.org/10.1002/chir.70027</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/chir.70027" target="_blank" >10.1002/chir.70027</a>
Alternative languages
Result language
angličtina
Original language name
Exploring Naproxen Cocrystals Through Solid-State Vibrational Circular Dichroism
Original language description
Vibrational circular dichroism (VCD) spectroscopy appears as a useful method for characterizing optically active substances in the solid state. This is particularly important for active pharmaceutical ingredients. However, measurement and interpretation of the spectra bring about many difficulties. To assess the experimental and computational methodologies, we explore an anti-inflammatory drug, naproxen. Infrared (IR) and VCD spectra of the pure compound and its cocrystals with alanine and proline were recorded, and the data were interpreted by quantum chemical simulations based on a cluster model and density functional theory. Although unpolarized IR spectroscopy can already distinguish pure ingredients from cocrystals or a mixture, the VCD technique is much more sensitive. For example, the naproxen carboxyl group strongly interacts with the zwitterionic alanine in the cocrystal via two strong hydrogen bonds, which results in a rather rigid structure crystallizing in the chiral P212121 Sohncke group and its VCD is relatively strong. In contrast, the d-proline and (S)-naproxen cocrystal (P21 group) involves a single hydrogen bond between the subunits, which together with a limited motion of the proline ring gives a weaker signal. Solid-state VCD spectroscopy thus appears useful for exploring composite crystal structures and interactions within them, including studies of pharmaceutical compounds.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10403 - Physical chemistry
Result continuities
Project
<a href="/en/project/GA24-10558S" target="_blank" >GA24-10558S: Development of chiral vibrational spectroscopy for solid state systems</a><br>
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2025
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Chirality
ISSN
0899-0042
e-ISSN
1520-636X
Volume of the periodical
37
Issue of the periodical within the volume
3
Country of publishing house
US - UNITED STATES
Number of pages
9
Pages from-to
e70027
UT code for WoS article
001422899000001
EID of the result in the Scopus database
2-s2.0-85218110755