Abstract
Four new monoterpenoid indole alkaloids, bousmekines A-D (1–4), and one new pyranopyridine alkaloid, bousmekine E (5), were isolated from the twigs and leaves of Bousigonia angustifolia and Bousigonia mekongensis. Their structures including absolute configurations were elucidated by a combination of MS, NMR, ECD calculation, and single-crystal X-ray diffraction analysis. Compound 2 was an eburnea-type MIAs characterized by a rare chlorine atom while 5 possessed a novel pyranopyridine moiety. Their cytotoxicities against several human cancer cell lines were evaluated and compound 1 exhibited significant cytotoxicity with IC50 values of 0.8–7.4 μM.Graphic
Highlights
Monoterpenoid indole alkaloids (MIAs), constituting a large family of secondary metabolites, are mainly distributed in plants of Apocynaceae family [1,2,3]
Previous chemical studies on this genus have resulted in the identification of more than 100 alkaloids, primarily consisted of aspidosperma, eburnea, and aspidosperma-eburnea type MIAs [8,9,10,11,12]
IR absorptions implied the presence of carbonyl (1676 cm−1) function
Summary
Monoterpenoid indole alkaloids (MIAs), constituting a large family of secondary metabolites, are mainly distributed in plants of Apocynaceae family [1,2,3]. MIAs exhibited intriguing biological effects, such as anticancer [4], antibacterial [5], and lysosome generating activities [6]. Due to their structural complexity and biological diversity, MIAs have long been attractive objects by chemists and pharmacologists [1]. The genus Bousigonia (Apocynaceae family) comprises only two species, B. angustifolia and B. mekongensis, both. This paper describes the isolation, structural elucidation and the cytotoxicities of the isolates (Fig. 1)
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