Hernandia peltata

Hernandia nymphaeifolia (Hernandiaceae) pm 63,154 97 Hernandia peltata (Hernandiaceae) pm 46,119 82 Lindera megaphylla (Lauraceae) jnp 57, 689 94 Lindera oldhamii (Lauraceae) het 9, 903 78 Neolitsea variabillima (Lauraceae) het 9, 903 78... 

Hernandia peltata (Hernandiaceae) cjc 64,123 86 Litsea laeta (Lauraceae) phy 19,998 80 Ocotea teleiandra (Lauraceae) rlq 23,18 92... 

In addition to malekulatine (Section II,C,59) and vanuatine (360, Section II,C, 144), Hernandia peltata also yielded a third bisreticuline alkaloid, vat-... 

Hernandia peltata Meissner yielded ambrimine (464), CjgH NjOg, amorphous, [a]D + 128° (c 0.78, CHClj). Structure proof was based on NMR and NOE observations, and conversion of the alkaloid with CH2N2 to a trimethyl ether identical to that obtained from efatine (465, see Section XI,C,11). The configuration was assigned by analogy to mal-ekulatine (199) (549,550). 

Although earlier described from 3-year-old Thalictrum minus extracts as a probable artifact of air oxidation (555) of thalmelatine (314a), 6a,7-dehydrothalmelatine (474), C A, was only recently isolated as a natural product from Hernandia peltata. Identification was by comparison of spectral data with published values (549). 

Efatine (465), CjgH NjOg, amorphous, [a]D +70° (c 0.86, CDC13), isomeric with ambrimine (464), was also isolated from Hernandia peltata. The substitution patterns of ring C in efatine and 464 could be distinguished by NOE measurements and by NMR base shift with NaOMe/DMSO-d6 (549,550). 

Northalicarpine (498), C40H46N2Og, from Hernandia peltata Meissner, was identified by MS and FT NMR. It is the first nor aporphine-benzylisoquinoline dimer demethylated on the aporphine (rather than the benzylisoquinoline) nitrogen (549). 

Hernandia nymphaeifolia (PresI) Kubirtzki [Biasolettia nymphaeifolia PresI, Hernandia peltata (Meissn.)] (Hemandiaceae)[6]... 

In comparison to the Type II alkaloid magnolamine (15), there is extra oxygenation in the only Type Ila alkaloid [vanuatine (255)] at the C(12 ) position. Vanuatine (255)(S,5) is a constituent of Hernandia peltata (Hemandiaceae). 

The alkaloids of the Type lib series have oxygenation at C(ll) instead of at C(13), as does vanuatine (255) of the Group Ila series. The only two alkaloids of the Type lib series are vateamine (256X-SpS) and vateamine-2 P-N-oxide (430) from Hernandia peltata. It is apparent that the distribution of both the Type Ila and lib alkaloids is restricted to the genus Hernandia of the family Hemandiaceae. 

In comparison to Type V, the linkage of the alkaloid in Type Va is C(10) to C(7 ), with additional oxygenation at C(13) and C(11 ). The only alkaloid of this type is (5,S)-malekulatine (238) from Hernandia peltata and H. sonora (Hemandiaceae). 

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