Alkaloidal Constituents of the Tubers of Stephania cepharantha Cultivated in Japan: Structure of 3,4-Dehydrocycleanine, a New Bisbenzylisoquinoline Alkaloid.

β-Phenylethylamines and the isoquinoline alkaloids

“…The new alkaloids stephaoxocanine 6 and stephaoxocanidine 7 have been isolated from Stephania cepharantha. 1,12 These are analogues of excentricine, reported in the previous review, and a comparison of the spectra of these three alkaloids has suggested 12 a reversal of the absolute stereochemistry of excentricine from that given in the previous review to 8a. Methylexcentricine, 8b on this basis, has been isolated as a new alkaloid from Stephania excentrica.…”

“…pindikamine A 27, with an unnatural 'skew' structure. This shows no antiviral activity, but is active against Plasmodium falciparum at 1.23 g ml 1 , compared with 3.49 g ml 1 for the monomer 26b. 27 Dioncophylline A 28a has been brominated to 28b, the benzyl ether of which was dimerised by tert-butyllithium at low temperature to a single rotamer of jozimine A 29, which equilibrated to a mixture at room temperature.…”

“…1 -Phenylethylamines trans-N-Feruloyltyramine has been isolated from Stephania cepharantha. 1 The yields of ephedrine and dihydropseudoephedrine from plants derived from axillary buds of Ephedra gerardiana and from the parent plants have been compared. 2 Ephedrine and pseudoephedrine have been condensed with paraformaldehyde to give the oxazolines 1a and 1b, respectively, 3 and the oxazolines 2a, 2b and 2c have been prepared from pseudoephedrine.…”

Synthesis of Natural Products on Solid Phases via Copper‐Mediated Coupling: Synthesis of the Aristogin Family, Spiraformin A, and Hernandial

“…Acyclic diaryl ethers are found as structural motifs in bisbenzylisoquinoline alkaloids, [8][9][10][11] in perrottetines, [12][13][14] quinoline alkaloids, [15] tetrahydroisoquinolines, [16] aporphines, [17][18][19][20] dibenzopyrans, [21] neolignans, [22] and biphenyl ethers. [23][24][25][26] Cyclic diaryl ethers can be found as a component of bis(benzoquinolines), [27,28] benzylisoquinoline alkaloids, [29,27] bis(bibenzyls), [30,31] cularines, [32] bastadines, [33,34] several peptidic diaryl ethers [35][36][37][38] and macrocyclic heptanoids, [39,40] as well as acerogenins [41,42] and curcumins ( Figure 1). [43] Various methods were established for the formation of diaryl ethers in solution phase.…”

In vivo Antiviral Activity of Stephania cepharantha against Herpes Simplex Virus Type‐1

“…Forty-nine alkaloids with variable anti-HSV-1 activities were isolated from the CHCl 3 -soluble fraction (Kashiwaba et al, 1997). Of these compounds, FK-3000 (1) was found to inhibit the growth of HSV-1, HSV-1 TK À and HSV-2 on Vero cells, their respective IC 50 values being 7.8, 9.9 and 8.7 mg/mL.…”