Review: Separation and Pharmacology of Chiral Compounds in Traditional Chinese Medicine

Xiongfei, Wang; Sun, Yikun; Sun, Ke; Yuezhu, Ding; Yuan, Rongfang

doi:10.1080/00032719.2016.1169540

Cited by 19 publications

(5 citation statements)

References 77 publications

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“…After the reactions, the two chiral ligands were further characterized with 1 H NMR, FT-IR, UV-Vis and FL spectra, respectively. 1…”

Section: Synthesis Of L 1 -H 2 and L 2 -Hmentioning

confidence: 99%

“…Chirality is ubiquitous in nature and highly associated with many chemical processes in pharmaceutics, agriculture, and biology. [1][2][3][4][5] In particular, the enantiomers of chiral molecules usually exhibit significantly different pharmacological activities and biological responses in treating disease. 6,7 Enantioselective separation of the enantiomers is therefore substantially important; however, it is still a grand challenge owing to the difficulty in creating sophisticated chiral microenvironments to discriminate enantiomers.…”

Section: Introductionmentioning

confidence: 99%

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Polypeptide-inspired supramolecular assemblies for enantioselective sorption of chiral molecules

Zhu,

Mu,

et al. 2024

Inorg. Chem. Front.

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“…After the reactions, the two chiral ligands were further characterized with 1 H NMR, FT-IR, UV-Vis and FL spectra, respectively. 1…”

Section: Synthesis Of L 1 -H 2 and L 2 -Hmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Polypeptide-inspired supramolecular assemblies for enantioselective sorption of chiral molecules

Zhu,

Mu,

et al. 2024

Inorg. Chem. Front.

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“…Chiral drugs have potential application values in clinical medicine. In particular, chiral compounds are the active ingredients in some traditional Chinese medicine formulations [10], but the purification process of these natural drugs is complex and tedious; therefore, only pure chiral compounds with medicinal values are synthesized. Among the different chiral compounds, small chiral molecules such as amino acids are intermediates or chiral inducers of many chiral drugs [11,12].…”

Section: Introductionmentioning

confidence: 99%

Research Progress on Chiral Supramolecular Sensors for Enantiomer Detection

Jiang

et al. 2023

Chemosensors

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Chiral substances occur naturally in abiotic and living systems. The recognition and detection of chiral substances in the natural environment or their analysis and detection in biological systems are crucial. Chiral recognition is a research hotspot in clinical medicine, pharmacology, biochemistry, and other fields. Indeed, many researchers have developed various sensors with different functionalized materials for detecting and analyzing enantiomers. Supramolecular systems have important applications in the development of molecular recognition technologies, and the development of supramolecular chemistry is closely related to research on molecular devices. Therefore, this review summarizes the principle of chiral supramolecular sensors for the detection of enantiomers from the perspective of various sensor types, including optical, electrochemical, electrochemical luminescence, photoelectric, and supramolecular chemical sensors. This review also summarizes the relevant reports on chiral supramolecular sensors in the last five years. Finally, we highlight the prospects of supramolecular chiral sensors in future research.

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“…Moreover, all the isomers could be fully made use of after researching their biological activities. Up to now, several methods, including capillary electrophoresis method and high‐performance liquid chromatography (HPLC) method, have been established for analysis of the four isomers of 654 ‐ 2 . But there is still no viable economical method existing for preparative resolution of the four isomers of synthetic anisodamine.…”

Section: Introductionmentioning

confidence: 99%

“…Up to now, several methods, including capillary electrophoresis method and high-performance liquid chromatography (HPLC) method, have been established for analysis of the four isomers of 654-2. 13,14 But there is still no viable economical method existing for preparative resolution of the four isomers of synthetic anisodamine. Diastereomer crystallization method rests upon the combination of a racemate with one enantiomer of a chiral substance to give a mixture of diastereoisomeric salts, which could be separated by crystallization techniques in specific solvent system.…”

Section: Introductionmentioning

confidence: 99%

Preparative separation of four isomers of synthetic anisodamine by HPLC and diastereomer crystallization

Zhu

Qian

et al. 2018

Chirality

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Anisodamine (654‐1), a well‐known cholinergic antagonist, is marketed as synthetic anisodamine (mixture of four isomers, 654‐2) in China. To preparative resolution and comparison of the bioactivities of the four isomers of synthetic anisodamine, current work explores an economic and effective separation method by using preparative high performance liquid chromatography (HPLC) and diastereomer crystallization. Their absolute configurations were established by single‐crystal X‐ray diffraction and circular dichroism method. The purities of each isomer were more than 95%. Among them, 654‐2‐A2 (6R, 2′S configuration) exhibited better effect on cabachol preconditioned small intestine tension more than 654‐2 and other isomers. The direct separation method without using HPLC was tried as well, which was still on progress. This is the first report of the method for preparative separation of four isomers of synthetic anisodamine which could be used for large‐scale production in industry.

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Review: Separation and Pharmacology of Chiral Compounds in Traditional Chinese Medicine

Cited by 19 publications

References 77 publications

Polypeptide-inspired supramolecular assemblies for enantioselective sorption of chiral molecules

Polypeptide-inspired supramolecular assemblies for enantioselective sorption of chiral molecules

Research Progress on Chiral Supramolecular Sensors for Enantiomer Detection

Preparative separation of four isomers of synthetic anisodamine by HPLC and diastereomer crystallization

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