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Sophaloseedlines A—G: Diverse Matrine‐Based Alkaloids from Sophora alopecuroides with Potential Anti‐Hepatitis B Virus Activities
Author(s) -
Luo Ding,
Wu ZhongNan,
Zhang JiHui,
Lin Qiang,
Chen NengHua,
Chen Si,
Tang Qing,
Zhan ZhaoChun,
Fan ChunLin,
Li YaoLan,
Wang GuoCai,
Zhang YuBo
Publication year - 2021
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.202100279
Subject(s) - matrine , chemistry , alkaloid , stereochemistry , lamivudine , circular dichroism , sophora , hepatitis b virus , virology , virus , medicine , alternative medicine , chromatography , traditional chinese medicine , pathology , biology
Main observation and conclusion Sophaloseedlines A—G (1—7), seven new matrine‐based alkaloids along with two known analogues, were isolated from the seeds of Sophora alopecuroides . The new structures were determined based on extensive spectroscopic data, electronic circular dichroism calculations, and X‐ray crystallography. Notably, sophaloseedline A (1) represents a novel rearranged 6(5→17)‐ abeo‐ matrine alkaloid featuring unprecedented highly constructed 7/6/5/6 tetracyclic fused ring skeleton. The hypothetical biosynthetic pathways for sophaloseedlines A—F were proposed based on co‐existing precursors. Additionally, all the isolated alkaloids were screened for their antiviral activities against hepatitis B virus, and new alkaloids 1 and 2 displayed more potent activities than those of matrine (a parent alkaloid of title plant) and positive control (lamivudine).