Neo-clerodane diterpenoids from Scutellaria orientalis subsp. sintenisii

Hastifolins A–G, antifeedant neo-clerodane diterpenoids from Scutellaria hastifolia

“…javalambrensis (de la Muñoz et al, 1997), S. orientalis subsp. sintenisii (Ezer et al, 1998), Scutellaria guatemalensis (Esquivel et al, 2000), Scutellaria seleriana (Esquivel et al, 1998), Scutellaria caerulea (Esquivel et al, 2001), Scutellaria barbata (Dai et al, 2006a(Dai et al, ,b, 2007b, only one of the two possible epimers has so far been isolated.…”

Natural and hemisynthetic neoclerodane diterpenoids from Scutellaria and their antifeedant activityElectronic supplementary information (ESI) available: natural neoclerodanes from Scutellaria. See http://www.rsc.org/suppdata/np/b1/b111150g/

“…trans-Cinnamoylation of scuterepenin E (35) gave a hemiacetal ester (134) instead of an aldehyde, revealing the formation of a 6,18-epoxy derivative. A similar structural moiety but with a methoxy instead of the trans-cinnamoyloxy group was present in scuterepenin F 1 (36) and F 2 (37). Scuterepenins G 1 (56) and G 2 (57) contained a unique structural feature since carbon C-16 formed an acetal bridge with the 1β-hydroxy group.…”

“…Investigation of the aerial parts of another subspecies of S. orientalis, S. orientalis subsp. sintenisii, 37 collected in Turkey, led to the isolation of scutalpin J and scutenisin (111). Its structure, which was similar to that of scutalpin E, posssessed a free hydroxy group at carbon C-19 and two 2-methylpropyloxy groups at the C-6α and C-7β equatorial positions.…”

Diterpenoids (1998)

“…20) from S. lateriflora, 29 scutenisin 21 from S. orientalis subsp. sintenisii, 30 the scuterepenins A-G (e.g. 22) from S. repens, 31 and scuteselerin 23 from S. seleriana.…”