33465-21-3Relevant articles and documents
Enantioselective, Lewis Base-Catalyzed Sulfenocyclization of Polyenes
Tao, Zhonglin,Robb, Kevin A.,Zhao, Kuo,Denmark, Scott E.
supporting information, p. 3569 - 3573 (2018/03/21)
A sulfenium-ion-initiated, catalytic, enantioselective polyene cyclization is described. Homogeranylarenes and ortho-geranylphenols undergo polycyclization in good yield, diastereoselectivity, and enantioselectivity. The stereodetermining step is the generation of an enantiomerically enriched thiiranium ion from a terminal alkene and a sulfenylating agent in the presence of a chiral Lewis basic catalyst. The use of hexafluoroisopropyl alcohol as the solvent is crucial to obtain good yields. The thioether moiety resulting from the reaction can be subsequently transformed into diverse oxygen and carbon functionality postcyclization. The utility of this method is demonstrated by the enantioselective syntheses of (+)-ferruginol and (+)-hinokiol.
ANTIMALARIAL COMPOUNDS FROM HOSLUNDIA OPPOSITA
Achenbach, Hans,Waibel, Rainer,Nkunya, Mayunga H. H.,Weenen, Hugo
, p. 3781 - 3784 (2007/10/02)
Four new abietane-type esters, 3-O-benzoylhosloppone, 3-O-cinnamoylhosloppone, 3-O-benzoylhinokiol and 3-O-benzoylhosloquinone were isolated from the root bark of the antimalarial plant Hoslundia opposita Vahl. and their structures were determined by a combination of spectroscopic methods and chemical correlations. 3-O-Benzoylhosloppone inhibits the growth of the multidrug resistant strain K1 of Plasmodium falciparum in vitro with an IC50-value of 0.4 μg ml-1. Key Word Index: Hoslundia opposita Vahl.; Lamiaceae; 3-O-benzoylhosloppone; 3-O-cinnamoylhosloppone; 3-O-benzoylhinokiol; 3-O-benzoylhosloquinone; antimalarial activity.