Abstract
Three new alkaloids, hipporidine A (1), hipporidine B (2), and (−)-lobeline N-oxide (3), were discovered from the whole plant of Hippobroma longiflora
together with five known compounds (4–8). Their 2,6-disubstituted piperidine structures were established based on the HRESIMS,
NMR (COSY, HMBC, HSQC, NOESY), and UV
spectroscopic data. Hipporidines A (1) and B (2) possess a rare 1,3-oxazinane moiety. Compound 3 is the N-oxide derivative of (−)-lobeline (6). Moreover,
the absolute configuration of norlobeline (5) was established by single-crystal X-ray diffraction analysis. Three major secondary
metabolites (6–8) were evaluated for
their neuroprotective effect against paclitaxel-induced neurotoxicity. Consequently,
pretreatment with compound 8 at a concentration of 1.0 µM displayed significant attenuation on
paclitaxel-damaged neurite outgrowth of dorsal root ganglion neurons without interfering
with the cytotoxicity of paclitaxel on cervical cancer SiHa cells.
Key words
Hippobroma longiflora
- Campanulaceae - alkaloids - neuroprotective activity
