title: Antiviral Matrine-Type Alkaloids from the Rhizomes of Sophora tonkinensis.
abstract: Three new matrine-type alkaloids, (+)-5α-hydroxyoxysophocarpine (1), (-)-12β-hydroxyoxysophocarpine (2), and (+)-5α-hydroxylemannine (3), along with 14 known analogues, (-)-sophocarpine (4), (-)-5α-hydroxysophocarpine (5), (-)-9α-hydroxysophocarpine (6), (+)-12α-hydroxysophocarpine (7), (-)-12β-hydroxysophocarpine (8), (+)-oxysophocarpine (9), (+)-matrine (10), (+)-sophoranol (11), (+)-9α-hydroxymatrine (12), (-)-14β-hydroxymatrine (13), (+)-oxymatrine (14), (+)-5α-hydroxyoxymatrine (15), (-)-14β-hydroxyoxymatrine (16), and (+)-sophoramine (17), were isolated from the rhizomes of Sophora tonkinensis. Their structures were elucidated via spectrometric data analyses, and the absolute configurations were established by single-crystal X-ray diffraction and ECD data. Alkaloids 2, 6, 11, and 13 exhibited antiviral activity against the Coxsackie virus B3 (CVB3), with IC50 values of 26.62-252.18 μM, and alkaloids 7, 8, and 17 inhibited influenza virus A/Hanfang/359/95 (H3N2) replication with IC50 values of 63.07-242.46 μM.
authors.affiliation: †State Key Laboratory Cultivation Base for the Chemistry and Molecular Engineering of Medicinal Resources, School of Chemistry and Pharmaceutical Sciences, Guangxi Normal University, Guilin 541004, People's Republic of China.
authors.forename: Qi-Ming
authors.initials: QM
authors.lastname: Pan
authors.affiliation: ‡Institute of Medicinal Biotechnology, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, People's Republic of China.
authors.forename: Yu-Huan
authors.initials: YH
authors.lastname: Li
authors.affiliation: †State Key Laboratory Cultivation Base for the Chemistry and Molecular Engineering of Medicinal Resources, School of Chemistry and Pharmaceutical Sciences, Guangxi Normal University, Guilin 541004, People's Republic of China.
authors.forename: Jing
authors.initials: J
authors.lastname: Hua
authors.affiliation: †State Key Laboratory Cultivation Base for the Chemistry and Molecular Engineering of Medicinal Resources, School of Chemistry and Pharmaceutical Sciences, Guangxi Normal University, Guilin 541004, People's Republic of China.
authors.forename: Fu-Ping
authors.initials: FP
authors.lastname: Huang
authors.affiliation: †State Key Laboratory Cultivation Base for the Chemistry and Molecular Engineering of Medicinal Resources, School of Chemistry and Pharmaceutical Sciences, Guangxi Normal University, Guilin 541004, People's Republic of China.
authors.forename: Heng-Shan
authors.initials: HS
authors.lastname: Wang
authors.affiliation: †State Key Laboratory Cultivation Base for the Chemistry and Molecular Engineering of Medicinal Resources, School of Chemistry and Pharmaceutical Sciences, Guangxi Normal University, Guilin 541004, People's Republic of China.
authors.forename: Dong
authors.initials: D
authors.lastname: Liang
mesh_terms: D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D000998:Antiviral Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D053122:Influenza A Virus, H3N2 Subtype / Q000187:drug effects; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D011807:Quinolizines / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D027343:Rhizome / Q000737:chemistry*; D029909:Sophora / Q000737:chemistry*; D013237:Stereoisomerism; D000093842:Matrines
chemical_list: C508852:12-hydroxysophocarpine; D000470:Alkaloids; D000998:Antiviral Agents; D011807:Quinolizines; C046246:oxysophocarpine; C035933:sophocarpine; C055681:sophoramine; C037573:oxymatrine; D000093842:Matrines