Next Article in Journal
Experimental and Quantum Chemical Investigations on the Anticorrosion Efficiency of a Nicotinehydrazide Derivative for Mild Steel in HCl
Previous Article in Journal
Integrating a Luminescent Porous Aromatic Framework into Indicator Papers for Facile, Rapid, and Selective Detection of Nitro Compounds
 
 
Article

From cis-Lobeline to trans-Lobeline: Study on the Pharmacodynamics and Isomerization Factors

1
Key Laboratory of Modern Preparation of TCM, Ministry of Education, Jiangxi University of Chinese Medicine, Nanchang 330004, China
2
School of Chemistry and Chemical Engineering, Hefei Normal University, Hefei 230601, China
3
Jiangxi Province Key Laboratory of Molecular Medicine, Nanchang 330006, China
4
Research Center for Differentiation and Development of Traditional Chinese Medicine Basic Theory, Jiangxi University of Chinese Medicine, Nanchang 330004, China
*
Author to whom correspondence should be addressed.
These authors contributed equally to this work.
Academic Editor: Jiuming He
Molecules 2022, 27(19), 6253; https://doi.org/10.3390/molecules27196253
Received: 13 August 2022 / Revised: 14 September 2022 / Accepted: 19 September 2022 / Published: 22 September 2022
Lobeline is an alkaloid derived from the leaves of an Indian tobacco plant (Lobelia inflata), which has been prepared by chemical synthesis. It is classified as a partial nicotinic agonist and has a long history of therapeutic usage ranging from emetic and respiratory stimulant to tobacco smoking cessation agent. The presence of both cis and trans isomers in lobeline is well known, and many studies on the relationship between the structure and pharmacological activity of lobeline and its analogs have been reported. However, it is a remarkable fact that no studies have reported the differences in pharmacological activities between the two isomers. In this article, we found that different degrees of isomerization of lobeline injection have significant differences in respiratory excitatory effects in pentobarbital sodium anesthetized rats. Compared with cis-lobeline injections, the respiratory excitatory effect was significantly reduced by 50.2% after administration of injections which contained 36.9% trans-lobeline. The study on the influencing factors of isomerization between two isomers shown that this isomerization was a one-way isomerism and only converted from cis to trans, where temperature was the catalytic factor and pH was the key factor. This study reports a new discovery. Despite the widespread use of ventilators, first-aid medicines such as nikethamide and lobeline has retired to second line, but as a nonselective antagonist with high affinity for a4b2 and a3b2 nicotinic acetylcholine receptors (nAChRs). In recent years, lobeline has shown great promise as a therapeutic drug for mental addiction and nervous system disorders, such as depression, Alzheimer disease and Parkinson disease. Therefore, we suggest that the differences between two isomers should be concerned in subsequent research papers and applications. View Full-Text
Keywords: lobeline; isomer; pharmacodynamic effect; isomerization factor lobeline; isomer; pharmacodynamic effect; isomerization factor
Show Figures

Figure 1

MDPI and ACS Style

Xu, H.-H.; Yang, L.; Tang, M.-X.; Ye, A.-P.; Tu, B.-D.; Jiang, Z.-H.; Yi, J.-F. From cis-Lobeline to trans-Lobeline: Study on the Pharmacodynamics and Isomerization Factors. Molecules 2022, 27, 6253. https://doi.org/10.3390/molecules27196253

AMA Style

Xu H-H, Yang L, Tang M-X, Ye A-P, Tu B-D, Jiang Z-H, Yi J-F. From cis-Lobeline to trans-Lobeline: Study on the Pharmacodynamics and Isomerization Factors. Molecules. 2022; 27(19):6253. https://doi.org/10.3390/molecules27196253

Chicago/Turabian Style

Xu, Huan-Hua, Liang Yang, Ming-Xia Tang, An-Ping Ye, Bo-Dan Tu, Zhen-Hong Jiang, and Jian-Feng Yi. 2022. "From cis-Lobeline to trans-Lobeline: Study on the Pharmacodynamics and Isomerization Factors" Molecules 27, no. 19: 6253. https://doi.org/10.3390/molecules27196253

Find Other Styles
Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Article Access Map by Country/Region

1
Back to TopTop