The Alkaloids of Artabotrys uncinatus

Abstract

A novel type of alpha,beta-butenolide alkaloid, uncinine (1), two novel oxoaporphines, artabonatine C (2) and artabonatine D (3), a new oxazoloaporphine, artabonatine E (4), and a new 7,7'-bisdehydroaporphine, artabonatine F (5), along with 25 known alkaloids, were isolated from Artabotrys uncinatus. The structures of 1-5 were determined using NMR and mass spectral data. Atherospermidine and squamolone exhibited cytotoxicity against hepatocarcinoma cancer cell lines (Hep G(2) and 2,2,15), and the activity of some of the alkaloids in an antithrombin assay is also discussed.

Cytotoxic Aporphine Alkaloids from Leaves and Twigs of Pseuduvaria trimera (Craib)

“…The 13 C-NMR spectrum exhibited the presence of three methoxyl group, five methine, and eleven quaternary carbons (Table 1). In comparison with the literature data [10] the keto group at C-7 position usually resonance at δ 175 indicating the existence of this carbonyl at the peri-position.…”

“…The methoxy group at C-1 position of ring A was confirmed by NOE enhancement with H-11. In addition, the methoxy group at C-4 and 5 position of ring B confirmed by direct comparison of those chemical shifts with the 13 C-NMR of artabonatine C, a compound isolated from Artabotrys uncinatus [10]. According to the 1 H and 13 C-NMR 1D/2D data this compound was identified as the oxoaporphine alkaloid.…”

Structure elucidation and NMR assignment of two new eudesmane derivatives from Merremia yunnanensis

“…The two olefinic carbon signals at δ C 121.3 and 137.4 ppm suggested a double bond in the molecule. The 1 H and 13 C NMR data indicated compound 1 to be a glycosylated‐eudesmane derivative (Table ) …”

Synthesis and Biological Evaluation of Novel γ‐Alkylidene Butenolides

“…In particular, -alkylidene butenolide is an important class of organic compounds that is present in many synthetic bioactive molecules and natural products, such as rubrolides (a) [9,10], nostoclides (b) [11][12][13], and uncinine (1) [14,15] (Figure 1). Most of them exhibit various interesting biological activities, such as antibacterial, anticancer, antibiotic, and phospholipase A2 inhibition activity [16][17][18][19][20][21][22][23][24][25][26]. Over the past few decades, many researchers have been engaged in the synthesis of -alkylidene butenolides and their analogues due to their promising biological activities.…”