The molecular formula of 5, C21H24N2O3, was established by HREIMS, indicating 11 degrees of unsaturation. The UV absorption bands at 314 and 272 nm and an IR absorption band at 1579 cm1 supported an indolenine fragment.15 The 13C NMR spectrum showed similar patterns to those of 19(E)-18- demethoxygardneramine,18 the difference being a missing methoxy group at C-9 (δC 99.9) in 5. The connectivity between H-9 and C-7 was established by a HMBC correlation at the proton of δH 6.77 (H-9) with C-7 (δC 63.7). The ROESY correlations of H-19 with H-21 and of H-18 with H-15 indicated that the configuration of the C-19C-20 double bond was E. Analysis of the 2DNMRspectra established the structure of 5 as 19(E)-9,18- didemethoxygardneramine.