Synthesis and antimicrobial activity of sulfonamide derivatives of spectinomycin
10.16438/j.0513-4870.2023-1284
- VernacularTitle:大观霉素磺酰化衍生物的合成及抗微生物活性研究
- Author:
Yong-qing LI
1
;
Li FAN
1
;
Wei WANG
2
;
Hong-lin ZHU
2
;
Jun-hong WEI
2
;
Da-cheng YANG
1
Author Information
1. Key Laboratory of Applied Chemistry of Chongqing Municipality, School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, China
2. State Key Laboratory of Resource Insects, Southwest University, Chongqing 400715, China
- Publication Type:Research Article
- Keywords:
spectinomycin;
sulfonyl chloride;
sulfonamide;
italic>Encephalitozoon hellem;
biological activity
- From:
Acta Pharmaceutica Sinica
2024;59(5):1313-1326
- CountryChina
- Language:Chinese
-
Abstract:
Microsporidia is a group of intracellular parasitic eukaryotic microorganisms that pose threats to livestock fish production and human health, but there is no special chemo-therapeutic drug available for the treatment of microsporidia currently. In this study, sulfonamide derivatives of spectinomycin were designed by taking into consideration the low toxicity of spectinomycin and the favorable pharmaceutical properties of sulfonamides. Through the exploration of reaction conditions, a total of 21 target molecules were synthesized with a yield of 52%-74% and their chemical structures were confirmed by 1H NMR, 13C NMR, and high resolution mass spectrometry (HR MS). By screening in vitro, the host cell cytotoxicity and biological activity of target molecules to Encephalitozoon hellem, a representative of vertebrates infecting microsporidia, were studied. It was found that four target molecules each could inhibit or promote the proliferation of E. hellem. In this study, the synthesis method of sulfonamide derivatives of spectinomycin was established, and new compounds effective against E. hellem were discovered, which provided a new idea for the further derivatization of spectinomycin and the development of therapeutic drugs targeting microsporidia.
