Structure Identification: |
Natural Product Communications , 2006 , 1 (3) :183-189. | Isolation and identification of neo-clerodane diterpenes from Ajuga nipponensis Makino[Reference: WebLink] | An extract of the aerial parts of Ajuga nipponensis Makino was examined by HPLC for neo-clerodane diterpenes.
METHODS AND RESULTS:
The suitability of reversed-phase HPLC for the semi-preparative fractionation of this extract was explored, resulting in the isolation of two new neo-clerodane diterpenes, which we have named ajuganipponin A, (12S)-1β,6α,19-triacetoxy-4α,18-epoxy-12- tigloyl-neo-clerod-13-en-15,16-olide (AJNP A, 1), and ajuganipponin B, (12S)-6α,19-diacetoxy-4α,18-epoxy-12-tigloyl-neoclerod-13-en-15, 16-olide (AJNP B, 6). In addition, ajugamarins A2 and F4, ajugamacrin B, ajugacumbin A and Ajugatakasin A, were newly isolated compounds from A. nipponensis, along with the previously reported ajugamarins A1, B2 and L2 (ajugacumbin B).
CONCLUSIONS:
The structures of all the isolated compounds were unambiguously elucidated based on extensive NMR spectral studies (one and two-dimensional experiments) and their reversed-phase chromatographic behavior was established. The antifeedant activity of the isolated diterpenes against Spodoptera littoralis is also reported here. |
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