Separation and simultaneous estimation of enantiomers and Diastereomers of muscarinic receptor antagonist Solifenacin using stability-indicating Normal-phase HPLC technique with chiral stationary phase amylose tris-(3,5-dimethylphenylcarbamate)
Chirality. 2023 Nov 23. doi: 10.1002/chir.23632. Online ahead of print.ABSTRACTThe R,S-enantiomer impurity and diastereomer impurities (S,S-isomer and R,R-isomer) of the solifenacin (S,R-enantiomer) were effectively separated and quantified simultaneously utilizing normal-phase high-performance liquid chromatography with a chiral stationary phase consisting of amylose tris (3,5-dimethylphenylcarbamate) coated on silica-gel (Chiralpak, AD-H). The enantiomeric and stereo-selective separation was achieved within a run time of 35 minutes using a mobile phase of 'n-hexane, ethanol, and diethylamine' in an isocratic elution mode...
Source: Chirality - November 23, 2023 Category: Molecular Biology Authors: Niroja Vadagam Sharath Babu Haridasyam Muvvala Venkatanarayana Narasimha S Lakka Sanjeeva R Chinnakadoori Source Type: research

Separation and simultaneous estimation of enantiomers and Diastereomers of muscarinic receptor antagonist Solifenacin using stability-indicating Normal-phase HPLC technique with chiral stationary phase amylose tris-(3,5-dimethylphenylcarbamate)
Chirality. 2023 Nov 23. doi: 10.1002/chir.23632. Online ahead of print.ABSTRACTThe R,S-enantiomer impurity and diastereomer impurities (S,S-isomer and R,R-isomer) of the solifenacin (S,R-enantiomer) were effectively separated and quantified simultaneously utilizing normal-phase high-performance liquid chromatography with a chiral stationary phase consisting of amylose tris (3,5-dimethylphenylcarbamate) coated on silica-gel (Chiralpak, AD-H). The enantiomeric and stereo-selective separation was achieved within a run time of 35 minutes using a mobile phase of 'n-hexane, ethanol, and diethylamine' in an isocratic elution mode...
Source: Chirality - November 23, 2023 Category: Molecular Biology Authors: Niroja Vadagam Sharath Babu Haridasyam Muvvala Venkatanarayana Narasimha S Lakka Sanjeeva R Chinnakadoori Source Type: research

Separation and simultaneous estimation of enantiomers and Diastereomers of muscarinic receptor antagonist Solifenacin using stability-indicating Normal-phase HPLC technique with chiral stationary phase amylose tris-(3,5-dimethylphenylcarbamate)
Chirality. 2023 Nov 23. doi: 10.1002/chir.23632. Online ahead of print.ABSTRACTThe R,S-enantiomer impurity and diastereomer impurities (S,S-isomer and R,R-isomer) of the solifenacin (S,R-enantiomer) were effectively separated and quantified simultaneously utilizing normal-phase high-performance liquid chromatography with a chiral stationary phase consisting of amylose tris (3,5-dimethylphenylcarbamate) coated on silica-gel (Chiralpak, AD-H). The enantiomeric and stereo-selective separation was achieved within a run time of 35 minutes using a mobile phase of 'n-hexane, ethanol, and diethylamine' in an isocratic elution mode...
Source: Chirality - November 23, 2023 Category: Molecular Biology Authors: Niroja Vadagam Sharath Babu Haridasyam Muvvala Venkatanarayana Narasimha S Lakka Sanjeeva R Chinnakadoori Source Type: research

Separation and simultaneous estimation of enantiomers and Diastereomers of muscarinic receptor antagonist Solifenacin using stability-indicating Normal-phase HPLC technique with chiral stationary phase amylose tris-(3,5-dimethylphenylcarbamate)
Chirality. 2023 Nov 23. doi: 10.1002/chir.23632. Online ahead of print.ABSTRACTThe R,S-enantiomer impurity and diastereomer impurities (S,S-isomer and R,R-isomer) of the solifenacin (S,R-enantiomer) were effectively separated and quantified simultaneously utilizing normal-phase high-performance liquid chromatography with a chiral stationary phase consisting of amylose tris (3,5-dimethylphenylcarbamate) coated on silica-gel (Chiralpak, AD-H). The enantiomeric and stereo-selective separation was achieved within a run time of 35 minutes using a mobile phase of 'n-hexane, ethanol, and diethylamine' in an isocratic elution mode...
Source: Chirality - November 23, 2023 Category: Molecular Biology Authors: Niroja Vadagam Sharath Babu Haridasyam Muvvala Venkatanarayana Narasimha S Lakka Sanjeeva R Chinnakadoori Source Type: research

Research on promoting the asymmetric reaction of phenylacetylene with aldehydes by chloramphenicol base ligands
Chirality. 2023 Nov 16. doi: 10.1002/chir.23631. Online ahead of print.ABSTRACTA series of chiral ligands were synthesized using chloramphenicol base as starting materials. These ligands were applied to the asymmetric catalytic reactions of terminal alkynes with aldehydes to obtain a propargyl alcohol product in high yield (80-94%) with excellent enantioselectivities (82-96%).PMID:37974359 | DOI:10.1002/chir.23631 (Source: Chirality)
Source: Chirality - November 17, 2023 Category: Molecular Biology Authors: Baozhao Lu Ruifeng Zhang Congdi Chen Liming Jin Jiaqi Xu Hongjun Yang Source Type: research

Research on promoting the asymmetric reaction of phenylacetylene with aldehydes by chloramphenicol base ligands
Chirality. 2023 Nov 16. doi: 10.1002/chir.23631. Online ahead of print.ABSTRACTA series of chiral ligands were synthesized using chloramphenicol base as starting materials. These ligands were applied to the asymmetric catalytic reactions of terminal alkynes with aldehydes to obtain a propargyl alcohol product in high yield (80-94%) with excellent enantioselectivities (82-96%).PMID:37974359 | DOI:10.1002/chir.23631 (Source: Chirality)
Source: Chirality - November 17, 2023 Category: Molecular Biology Authors: Baozhao Lu Ruifeng Zhang Congdi Chen Liming Jin Jiaqi Xu Hongjun Yang Source Type: research

Research on promoting the asymmetric reaction of phenylacetylene with aldehydes by chloramphenicol base ligands
Chirality. 2023 Nov 16. doi: 10.1002/chir.23631. Online ahead of print.ABSTRACTA series of chiral ligands were synthesized using chloramphenicol base as starting materials. These ligands were applied to the asymmetric catalytic reactions of terminal alkynes with aldehydes to obtain a propargyl alcohol product in high yield (80-94%) with excellent enantioselectivities (82-96%).PMID:37974359 | DOI:10.1002/chir.23631 (Source: Chirality)
Source: Chirality - November 17, 2023 Category: Molecular Biology Authors: Baozhao Lu Ruifeng Zhang Congdi Chen Liming Jin Jiaqi Xu Hongjun Yang Source Type: research

Research on promoting the asymmetric reaction of phenylacetylene with aldehydes by chloramphenicol base ligands
Chirality. 2023 Nov 16. doi: 10.1002/chir.23631. Online ahead of print.ABSTRACTA series of chiral ligands were synthesized using chloramphenicol base as starting materials. These ligands were applied to the asymmetric catalytic reactions of terminal alkynes with aldehydes to obtain a propargyl alcohol product in high yield (80-94%) with excellent enantioselectivities (82-96%).PMID:37974359 | DOI:10.1002/chir.23631 (Source: Chirality)
Source: Chirality - November 17, 2023 Category: Molecular Biology Authors: Baozhao Lu Ruifeng Zhang Congdi Chen Liming Jin Jiaqi Xu Hongjun Yang Source Type: research

Research on promoting the asymmetric reaction of phenylacetylene with aldehydes by chloramphenicol base ligands
Chirality. 2023 Nov 16. doi: 10.1002/chir.23631. Online ahead of print.ABSTRACTA series of chiral ligands were synthesized using chloramphenicol base as starting materials. These ligands were applied to the asymmetric catalytic reactions of terminal alkynes with aldehydes to obtain a propargyl alcohol product in high yield (80-94%) with excellent enantioselectivities (82-96%).PMID:37974359 | DOI:10.1002/chir.23631 (Source: Chirality)
Source: Chirality - November 17, 2023 Category: Molecular Biology Authors: Baozhao Lu Ruifeng Zhang Congdi Chen Liming Jin Jiaqi Xu Hongjun Yang Source Type: research

Enantiomer separation of 2-halomandelic acids via diastereomeric salt formation with chiral N-substituted 2-amino-2-phenylethanols
Chirality. 2023 Nov 13. doi: 10.1002/chir.23630. Online ahead of print.ABSTRACTChiral N-substituted secondary 1,2-aminoalcohols have been developed for the enantioseparation of ortho-halomandelic acids (o-X-MAs) via diastereomeric salt formation. Two structural isomers, N-methyl-2-amino-1,2-diphenylethanol and N-benzyl-2-amino-2-phenylethanol, showed high separation abilities for o-X-MAs (X = Cl, Br, I). The chiral recognition mechanism was elucidated by crystallographic analysis of the less-soluble salts. The substituents on the nitrogen atom of the resolving agents and the inclusion of the crystallization solvent stabili...
Source: Chirality - November 14, 2023 Category: Molecular Biology Authors: Koichi Kodama Yumi Kondo Kosei Katayama Moeka Yanagisawa Takuji Hirose Source Type: research

Lipase mediated new chemo-enzymatic synthesis of (RS)-, (R)-, and (S)-bunolol
Chirality. 2023 Nov 13. doi: 10.1002/chir.23627. Online ahead of print.ABSTRACTThe β-adrenergic receptor blocking agents are an important class of drug molecules. The present study reports a new chemo and chemo-enzymatic synthetic process for (RS)-, (R)-, and (S)-bunolol, one of the potent β-adrenergic receptor blocker. In chemo-enzymatic process, CAL L4777 lipase was employed for enantioselective kinetic resolution to synthesize the enantiopure (R)-alcohol and (S)-ester from the corresponding racemic alcohol. Thereafter, the corresponding (R)-alcohol and deacylated (S)-ester were treated with tert-butylamine to produce ...
Source: Chirality - November 14, 2023 Category: Molecular Biology Authors: Ravinder Reddy Patlolla Pulivarthi Deepthi Gajjala Raveena Khawlhring Rosangzuala Somarowthu Tejaswini Reddy Shetty Prakasham Linga Banoth Source Type: research

Theoretical study of the interaction between the antibiotic linezolid and the active site of the 50S ribosomal subunit of the bacterium Haloarcula marismortui
Chirality. 2023 Nov 14. doi: 10.1002/chir.23629. Online ahead of print.ABSTRACTFirst antibiotic in the oxazolidinone class, linezolid fights gram-positive multiresistant bacteria by inhibiting protein synthesis through its interaction with the 50S subunit of the functional bacterial ribosome. For its antimicrobial action, it is necessary that its chiral carbon located in the oxazolidinone ring is in the S-conformation. Computational calculation at time-dependent density functional theory methodology, ultraviolet-visible (UV-Vis), and electronic circular dichroism spectra was obtained for noncomplexed and complexed forms of...
Source: Chirality - November 14, 2023 Category: Molecular Biology Authors: Giulia Saneti Grandini Nelson Henrique Morgon Aguinaldo Robinson de Souza Source Type: research

Enantiomer separation of 2-halomandelic acids via diastereomeric salt formation with chiral N-substituted 2-amino-2-phenylethanols
Chirality. 2023 Nov 13. doi: 10.1002/chir.23630. Online ahead of print.ABSTRACTChiral N-substituted secondary 1,2-aminoalcohols have been developed for the enantioseparation of ortho-halomandelic acids (o-X-MAs) via diastereomeric salt formation. Two structural isomers, N-methyl-2-amino-1,2-diphenylethanol and N-benzyl-2-amino-2-phenylethanol, showed high separation abilities for o-X-MAs (X = Cl, Br, I). The chiral recognition mechanism was elucidated by crystallographic analysis of the less-soluble salts. The substituents on the nitrogen atom of the resolving agents and the inclusion of the crystallization solvent stabili...
Source: Chirality - November 14, 2023 Category: Molecular Biology Authors: Koichi Kodama Yumi Kondo Kosei Katayama Moeka Yanagisawa Takuji Hirose Source Type: research

Lipase mediated new chemo-enzymatic synthesis of (RS)-, (R)-, and (S)-bunolol
Chirality. 2023 Nov 13. doi: 10.1002/chir.23627. Online ahead of print.ABSTRACTThe β-adrenergic receptor blocking agents are an important class of drug molecules. The present study reports a new chemo and chemo-enzymatic synthetic process for (RS)-, (R)-, and (S)-bunolol, one of the potent β-adrenergic receptor blocker. In chemo-enzymatic process, CAL L4777 lipase was employed for enantioselective kinetic resolution to synthesize the enantiopure (R)-alcohol and (S)-ester from the corresponding racemic alcohol. Thereafter, the corresponding (R)-alcohol and deacylated (S)-ester were treated with tert-butylamine to produce ...
Source: Chirality - November 14, 2023 Category: Molecular Biology Authors: Ravinder Reddy Patlolla Pulivarthi Deepthi Gajjala Raveena Khawlhring Rosangzuala Somarowthu Tejaswini Reddy Shetty Prakasham Linga Banoth Source Type: research

Theoretical study of the interaction between the antibiotic linezolid and the active site of the 50S ribosomal subunit of the bacterium Haloarcula marismortui
Chirality. 2023 Nov 14. doi: 10.1002/chir.23629. Online ahead of print.ABSTRACTFirst antibiotic in the oxazolidinone class, linezolid fights gram-positive multiresistant bacteria by inhibiting protein synthesis through its interaction with the 50S subunit of the functional bacterial ribosome. For its antimicrobial action, it is necessary that its chiral carbon located in the oxazolidinone ring is in the S-conformation. Computational calculation at time-dependent density functional theory methodology, ultraviolet-visible (UV-Vis), and electronic circular dichroism spectra was obtained for noncomplexed and complexed forms of...
Source: Chirality - November 14, 2023 Category: Molecular Biology Authors: Giulia Saneti Grandini Nelson Henrique Morgon Aguinaldo Robinson de Souza Source Type: research