NEW DITERPENES FROM SALVIA-MUNZII - CHEMICAL AND BIOGENETIC ASPECTS

Authors
Citation
Jg. Luis et Ta. Grillo, NEW DITERPENES FROM SALVIA-MUNZII - CHEMICAL AND BIOGENETIC ASPECTS, Tetrahedron, 49(28), 1993, pp. 6277-6284
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
49
Issue
28
Year of publication
1993
Pages
6277 - 6284
Database
ISI
SICI code
0040-4020(1993)49:28<6277:NDFS-C>2.0.ZU;2-0
Abstract
Three new natural diterpenes: 5,6-didehydro-7-hydroxy-taxodone (1), 17 -hydroxycryptotanshinone (2) and salvicanaraldehyde (4) plus the known compounds: taxodione, taxodone, cryptotanshinone (3), 7alpha-hydroxyr oyleanone, ferruginol, 6,7-didehydroferruginol (6), 6,7-didehydrosempe rvirol (7), demethylsalvicanol, salvicanaric acid (5) and the secoabie ta-8,11,13-trien-6,7-dial-11,6-hemiacetals 9 and 10 were isolated from the roots of Salvia munzii. The structures of the new compounds were established from their spectroscopic data and by chemical correlations . The co-occurence of some of these compounds in the one species toget her with the results obtained of photochemical oxidation of 5,6-didehy dro-7-hydroxytaxodone supports our earlier hypothesis of a biogenetic pathway to highly oxidized abietatriene diterpenes in which enzymatic dehydrogenation and singlet-state oxygen appear to play important role s.