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Neoclerodane diterpenoids from Scutellaria pontica

AuthorsRodríguez, Benjamín; De La Torre, María C.; Jimeno, M. Luisa; Bruno, Maurizio; Vassallo, Nadia; Bondì, MariaLuisa; Piozzi, Franco; Servettaz|, Orietta
Issue Date1997
PublisherAmerican Chemical Society
American Society of Pharmacognosy
CitationJournal of Natural Products 60 : 348-355 (1997)
AbstractSeven novel neoclerodane diterpenoids, scupontins A-G, have been isolated from the Me2CO extract of the aerial parts of Scutellaria pontica (1-7), together with the known neoclerodanes scutalbin A and scutalpin M. Structures 1-7 were established by exhaustive NMR spectroscopic studies and chemical transformations. Scupontins A-D(1-4, respectively) and scupontins E (5)andF(6) possess unusual [(3¢S,3¢¢S)-3¢-[(3¢¢-acetoxybutyryl)oxy]butyryloxy and [(3¢S,3¢¢S,3¢¢¢S)- 3¢-[[3¢¢-[(3¢¢¢-hydroxybutyryl)oxy]butyryl]oxy]butyryl]oxy substituents, respectively, attached to the C-19 position of the neoclerodane framework. In the case of the 6R,7â-dibenzoate derivative 7 (scupontin G) its absolute configuration was established by the CD exciton chirality method.
Publisher version (URL)http://dx.doi.org/10.1021/np960714g
Appears in Collections:(CENQUIOR) Artículos
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