S 98 Synthesis of A-Pentacyclic Triterpene α,β-Alkenenitriles [Electronic resource] / A. V. Pereslavceva, I. A. Tolmacheva, P. A. Slepukhin, O. S. Eltsov, I. I. Kucherov, V. F. Eremin, V. V. Grishko // Chemistry of Natural Compounds. - 2014. - Vol.49, №6. - С. 1059-1066. - Bibliogr. : p. 1066 (24 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): ALFA,BETA- ALKENENITRILES -- A-SECO-TRITERPENOIDS -- ALLOBETULONE Аннотация: A-seco-triterpenoids with a methylketone group were synthesized from epimeric 3-hydroxy-3-methyl-1-cyano-2,3-seco-triterpenoids of the lupane and 19β,28-epoxy-18αH-oleanane types, which were formed by a Grignard reaction. The resulting methylketones underwent under base-catalysis conditions an intramolecular cyclization to form A-pentacyclic β-substituted alkenenitriles. The synthesized compounds included 3-methyl-1-cyano-19β,28- epoxy-2,3-seco-2-nor-18αH-olean-3-one and methyl 3-methyl-1-cyano-2- norlup-1(3),20(29)-dien-28-oate, which inhibited in vitro reproduction of human immunodeficiency virus type 1. \\\\expert2\\nbo\\Chemistry of Natural Compounds\\2014, V.49, N6, p.1059.pdf |