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Syntheses and Structure–Activity Relationships in Antibacterial Activity against Clostridium difficile and XBP1 Activation Property of 13‐[( N ‐Alkylamino)methyl]‐8‐oxodihydrocoptisines
Author(s) -
Li Jing,
Zhang HaiJing,
Deng AnJun,
Li ZhiHong,
Xing YaLing,
Wu LianQiu,
Qin HaiLin
Publication year - 2020
Publication title -
chemistry and biodiversity
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.427
H-Index - 70
eISSN - 1612-1880
pISSN - 1612-1872
DOI - 10.1002/cbdv.202000265
Subject(s) - chemistry , antibacterial activity , biological activity , xbp1 , clostridium difficile , structure–activity relationship , alkyl , stereochemistry , in vitro , biochemistry , combinatorial chemistry , bacteria , organic chemistry , antibiotics , gene , biology , rna , genetics , rna splicing
13‐[( N ‐Alkylamino)methyl]‐8‐oxodihydrocoptisines were synthesized to evaluate antibacterial activity against Clostridium difficile and activating x‐box‐binding protein 1 (XBP1) activity, biological properties both associated with ulcerative colitis. Improving structural stability and ameliorating biological activity were major concerns. Different substituents on the structural modification site were involved to explore the influence of diverse structures on the bioactivities. The target compounds exhibited the desired activities with definite structure–activity relationship. In the series of 13‐[( N ‐ n ‐alkylamino)methyl]‐8‐oxodihydrocoptisines, the length of n ‐alkyl groups has a definite effect on the bioactivity, elongation of the length increasing the antibacterial activity. The synthesized compounds were determined to display strong or weak XBP1‐activating activity in vitro. The preliminary results of this study warrant further medicinal chemistry studies on these synthesized compounds.