New alkaloids sinomacutines A–E, and cephalonine-2-O-β-d-glucopyranoside from rhizomes of Sinomenium acutum

Biologically active isoquinoline alkaloids covering 2014–2018

“…[34][35][36][37][38][39] (+)-N-Methylisococlaurine (24) also was found in Cryptocarya species and (−)-N-methylcoclaurine (25) was identified in the rhizomes of Sinomenium acutum in 2014. 40 Berbithine (26) and 6-( [1,3]dioxolo[4,5-g]isoquinoline-5-carbonyl)-2,3-dimethoxybenzoic acid methyl ester (27) were isolated from the rhizome of Coptis chinensis. 41 In 2018, several benzylisoquinoline alkaloids, including 24, 25, norcolaurine-4′-O-glucoside (28), N-methylhigenamine (29), norcoclaurine-6-O-glucoside (30), norcoclaurine (31), argemexirine (32), lotusine (33), isococlaurine (34), armepavine (35), 6-demethy-4′-methyl-N-methylcoclaurine (36), coclaurine (37), N-nor-O-methylarmepavine (38), isococlaurine-5′-Opentoside (39), and coclaurine-5′-O-pentoside (40) were identified from P. nelumbinis through UPLC-ESI-QTOF-MS. 30 Subsequently, juzirine (41) was identified from the aerial parts of Leonurus japonicus.…”

“…Compounds 97,98,109, and 112 were found in Unonopsis duckei, 59 and compounds 89, 96, 97, and 109 were reported from B. pleiosperma. 40 (+)-N-Formylnorglaucine (114) was reported from Unonopsis stipitata. 62 Four new phenyl-C 1 substituted aporphine alkaloids, 6aR-2′-methoxycarbonylthaliadine (115), 6aR-2′carboxylthaliadine (116), 6aR-3-methoxyhernandalinol (117), 6aS-1,3,10-trimethoxynatalamine (118), together with three known isoquinoline alkaloids 89, predicentrine (119), and thaliadine (120) were isolated from the whole herb of T. cirrhosum.…”

“…acutum, in 2014 and 2016, respectively. 40,65 Five oxoaporphines isomoschatoline (129), O-methylmoschatoline (130), liriodenine (131), subsessiline (132), and lysicamine (133) were identified from Guatteria blepharophylla also in 2016 61 and compounds 131, 133 were reported from U. duckei in 2014. 59 One new 4,7-dihydroxy-7-methylaporphine alkaloid (7-hydroxyguatteriopsiscine (134)) and three new 7,7dimethylaporphinoids [(R)-dihydroguatteriscine (135), guatterfriesidine (136), and iso-9-methoxyguatterfriesine (137)] were isolated from the stem bark of G. friesiana in 2018.…”

“…71 Sallisonine D (396) was isolated from the rhizomes of S. acutum. 40 A new compound, alternamine A (397), was isolated from the aerial parts of Alternanthera littoralis. 106 The phenethylisoquinoline alkaloid (±)-7-benzyloxy-1-(3-benzyloxy-4-methoxyphenethyl)-1,2,3,4-tetrahydro-6-methoxy-2methylisoquinoline oxalate (398) was targeted as a novel ABCB1 inhibitor based on high-throughput screening of a chemical library 107 ( Figure 23).…”

(±)-Evodiakine, A Pair of Rearranged Rutaecarpine-Type Alkaloids From Evodia rutaecarpa

“…Cell viability was assessed by conducting colorimetric measurements of the amount of insoluble formazan formed in mitochondrion of living cells according to the MTT method [16]. In brief, each cancer cell line was exposed to the compounds dissolved in DMSO at five different concentrations in triplicate for 48 h, with cis -platin as a positive control.…”