The chemical structure of sinoacutine is formed by a phenanthrene nucleus and an ethylamine bridge. Because it has a similar parent structure to morphine, it is subdivided into morphinane. At present, all reports have pointed out that the basic skeleton of morphine alkaloids is salutaridine (the isomer of sinoacutine), which is generated by the phenol coupling reaction of (R)-reticuline. This study shows that the biosynthetic precursors of sinoacutine and salutaridine are different. In this paper, the sinoacutine synthetase (SinSyn) gene was cloned from Sinomenium acutum and expressed SinSyn protein. Sinoacutine was produced by SinSyn catalyzed (S)-reticuline, according to the results of enzyme-catalyzed experiments. The optical activity, nuclear magnetic resonance, and mass spectrum of sinoacutine and salutaridine were analyzed. The classification and pharmacological action of isoquinoline alkaloids were discussed. It was suggested that sinoacutine should be separated from morphinane and classified as sinomenine alkaloids.
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http://dx.doi.org/10.1016/j.fitote.2023.105713 | DOI Listing |
BMC Gastroenterol
December 2024
Department of Gastroenterology, the First Affiliated Hospital of Bengbu Medical University, No. 287, Changhuai Road, Bengbu, Anhui, 233000, China.
Objective: To study the therapeutic effect of sinomenine hydrochloride (SH) on dextran sodium sulfate (DSS)-induced colitis in mice as an animal model and the changes of Notch signaling pathway in colon tissue of mice after treatment.
Methods: Twenty-four mice were randomly divided into control group, model group, SH low-dose group (20 mg/kg) and SH high-dose group (60 mg/kg), with 6 mice in each group. Disease activity index (DAI), colonic mucosal injury index and colonic histopathological score were calculated.
Int J Mol Sci
November 2024
School of Pharmacy, Changchun University of Chinese Medicine, Changchun 130117, China.
Sinomenine (SIN) is a drug for the treatment of rheumatoid arthritis, most of which is administered orally, but it is prone to adverse gastrointestinal effects. Gel can overcome the gastrointestinal adverse effects caused by oral administration. In this paper, a multiscale computational pharmaceutics strategy was developed to guide the systematic study of formulation factors of a SIN gel and, further, to guide the formulation design.
View Article and Find Full Text PDFJ Cell Mol Med
November 2024
Department of Anesthesiology, Panzhihua Central Hospital, Panzhihua, Sichuan, China.
Sinomenine (SIN), a bioactive isoquinoline alkaloid extracted from the roots and stems of Sinomenium acutum, is efficacious against various chronic pain conditions. Inhibition of microglial activation at the spinal level contributes to the analgesic effects of SIN. Microglial activation in the spinal dorsal horn is key to sensitising neuropathic pain.
View Article and Find Full Text PDFJ Pharm Biomed Anal
February 2025
College of Pharmaceutical Engineering of Traditional Chinese Medicine, Tianjin University of Traditional Chinese Medicine, Tianjin 301617, China; Haihe Laboratory of Modern Chinese Medicine, Tianjin 301617, China; Tianjin Key Laboratory of Intelligent and Green Pharmaceuticals for Traditional Chinese Medicine, Tianjin 301617, China. Electronic address:
The objective of this paper is to rapidly and accurately quantify the content of the dominant crystal form of Sinomenine hydrochloride (SH) and to evaluate the respective characteristics of Raman spectroscopy and Fourier transform near infrared spectroscopy techniques for rapid quantification of crystalline substances. In this study, we performed an adulterated gradient quantification based on two new crystalline forms of SH prepared in the laboratory in combination with commercially available products. And established 86 samples containing 66 batches of ternary and 20 batches of binary mixtures.
View Article and Find Full Text PDFInt Ophthalmol
November 2024
Faculty of Medicine, Department of Ophthalmology, Tokat Gaziosmanpaşa University, Tokat, Turkey.
Purpose: This study aimed to investigate the effects of sinomenine and melatonin on corneal alkali burns.
Methods: Twenty-seven female Wistar albino rats, aged 3-6 months and weighing 200-300 g, were used in this study. After the induction of general anesthesia, 2 mol/L sodium hydroxide (NaOH) solution was used to create corneal alkali burns in all experimental animals.
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