Chrotacumines G–J,chromone alkaloids from Dysoxylum acutangulum with osteoclast differentiation inhibitory activity

Four new chromone alkaloids, chrotacumines G–J (1–4), have been isolated from the barks of Dysoxylum acutangulum. Their structures and absolute configurations were elucidated on the basis of NMR and CD data. Chrotacumines G and J (1 and 4) showed osteoclast differentiation inhibitory activity in a dose dependent manner.     

Flavonoids and alkaloids from the leaves of Litsea fruticosa

Phytochemical investigation of Litsea fruticosa (Hemsl.) Gamble resulted in the isolation of eight flavonoids and four alkaloids. Their structures were identified as pinostrobin, pinocembrin, pinocembrin chalcone, apigenin, kaempferol, astragalin, isoquercetin, kaempferol 3,4′-di-O-l-rhamnopyranoside, boldine, laurolitsine, actinodaphnine and ushinsunine by comparison of their spectral data with those reported previously in the literature. Chemotaxonomic significance of these investigation is summarized.     

Venom Alkaloid Chemistry of Australian Species of the Monomorium rothsteini Complex,with Particular Reference to Taxonomic Implications

A comparison of the morphology and of the venom alkaloids of the Australian Monomorium rothsteini complex was undertaken. These ants were collected in Australia from western New South Wales, northern Queensland, and northern Northern Territory. Additionally, samples from the M. sordidum complex and M. carinatum complex were examined. Thirteen previously described trans‐2,5‐dialkylpyrrolidines were detected in these ants, along with the novel trans‐2‐ethyl‐5‐[(Z)‐tridec‐4‐enyl]pyrrolidine ( 6 ), whose structure was confirmed by synthesis. The extent of variation and the correlation observed in the morphology and venom chemistry in M. rothsteini samples is very strongly indicative of multiple species in this complex. The presence and location of the C?C bond in 6 reinforces the remarkable structural similarity of the 2‐ethylpyrrolidines in these Monomorium species to the 2‐methylpiperidines in the venoms of many Solenopsis species, and may represent convergent evolution of biosynthetic processes in different genera of solenopsidine ants.     

Effects of Picrasma quassioides and its active constituents on Alzheimer's disease in vitro and in vivo

Alzheimer disease (AD), a prevalent neurodegenerative disorder, is one of the leading causes of dementia. However, there is no effective drug for this disease to date. Picrasma quassioides (D.Don) Benn, a Chinese traditional medicine, was used mainly for the treatment of inflammation, fever, microbial infection and dysentery. In this paper, we reported that the EtOAc extract of Picrasma quassioides stems showed potential neuroprotective activities in l-glutamate-stimulated PC12 and Aβ_25-35-stimulated SH-SY5Y cell models, as well as improved memory and cognitive abilities in AD mice induced by amyloid-β peptide. Moreover, it was revealed that the anti-AD mechanism was related to suppressing neuroinflammatory and reducing Aβ_1-42 deposition using ELISA assay kits. To clarify the active components of the EtOAc extract of Picrasma quassioides stems, a systematic phytochemistry study led to isolate and identify six β-carboline alkaloids (1–6), seven canthin-6-one alkaloids (7–13), and five quassinoids (14–18). Among them, four β-carbolines (1–3, and 6) and six canthin-6-ones (7–11, and 13) exhibited potential neuroprotective activities in vitro. Based on these date, the structure-activity relationships of alkaloids were discussed. Furthermore, molecular docking experiments showed that compounds 2 and 3 have high affinity for both of dual-specificity tyrosine phosphorylation-regulated kinase 1A (DYPKIA) and butyrylcholinesterase (BuChE).     

Chemical constituents of Melodinus hemsleyanus diels

Phytochemical investigation on the aerial parts of Melodinus hemsleyanus diels (Jahrb, Syst, 1995) led to the isolation and identification of 27 compounds, including fifteen aspidosperma-type alkaloids (1–15), four quinoline-type alkaloids (16–19), three quebrachamine-type alkaloids (20–22), and five eburna-type alkaloids (23–27). The structure of compound 1 was elucidated by means of spectroscopic analysis, including HRESIMS, and 1D and 2D NMR experiments. Compounds 1–2, 6, 10, 12, 13, 15, 16 and 20–27 are herein reported for the first time from the studied plant, while the compounds 1–2 and 21 have not previously been recorded in the genus Melodinus. The aspidosperma-type monoterpenoid indole alkaloids in M. hemsleyanus could serve as chemotaxonomic markers.     

Host plant toxins and unpalatability of Neacoryphus bicrucis (Hemiptera: Lygaeidae)

Abstract. 1. Host plant choice of the seed bug, Neacoryphus bicrucis Say (Hemiritera, Lygaeidae), was evaluated in four different Georgia habitats. N. bicrucis utilized only species of Senecio as host plants at a granite outcrop and at old fields on the coastal plain, in the piedmont, and in the Blue Ridge Mountains.
2. In laboratory tests N. bicrucis is distasteful to the green anole lizard, Anolis carolinensis Voight. Only six of ninety field-collected bugs were eaten in palatability trials while eighty-four of the remaining ninety attacked bugs were rejected by lizards without apparent harm. However, the bugs were palatable to Fowler's toads, Bufo woodhousei fowleri Hinckley, which ate all thirty-six bugs offered to them.
3. N. bicrucis selectively sequesters pyrrolizidine alkaloids from Senecio spp. These may cause the insects' distastefulness to green anoles. In palatability trials, lizards ate all twenty insects reared on sunflower seeds, Helianthus annus, but rejected all twenty reared on Senecio smallii.     

Glycoalkaloid Profile in Potato Haploids Derived from Solanum tuberosum–S. bulbocastanum Somatic Hybrids

Cultivated and wild potato species synthesize a wide variety of steroidal glycoalkaloids (GA) that may affect either human health or biotic stress resistance. Therefore, GA composition must be a major criterion in the evaluation of breeding products when species genomes are merged and/or manipulated. This work reports the results of GA analysis performed on unique haploid (2n=2x=24) plants obtained from tetraploid (2n=4x=48) Solanum bulbocastanum–S. tuberosum hybrids through in vitro anther culture. Glycoalkaloids were extracted from tubers and analyzed by HPLC. Haploids generally showed the occurrence of parental GA. However, in several cases loss of parental GA and gain of new GA lacking in the parents was observed. It may be hypothesized that new GA profiles of our haploids is the result of either genetic recombination or combinatorial biochemistry events. To highlight differences between haploids and parents, soluble proteins and antioxidant activities were also determined. Both were always higher in haploids compared to their parents. The nature of the newly formed GAs will be further investigated, because they may represent new metabolites that can be used against pest and diseases, or are useful for human health.     

Pyridine alkaloids with activity in the central nervous system

This review discusses all pyridine alkaloids with CNS activity, their therapeutic potential, and the interesting array of sources whence they originate.     

The enemy release and EICA hypothesis revisited: incorporating the fundamental difference between specialist and generalist herbivores

The success of invasive plants has been attributed to their escape from natural enemies and subsequent evolutionary change in allocation from defence to growth and reproduction. In common garden experiments with Senecio jacobaea, a noxious invasive weed almost worldwide, the invasive populations from North America, Australia, and New Zealand did indeed allocate more resources to vegetative and reproductive biomass. However, invasive plants did not show a complete change in allocation from defence to growth and reproduction. Protection against generalist herbivores increased in invasive populations and pyrrolizidine alkaloids, their main anti‐herbivore compounds, did not decline in invasive populations but were higher overall compared with native populations. In contrast, invasive plants lost additional protection against specialist herbivores adapted to pyrrolizidine alkaloids. Hence, the absence of specialist herbivores in invasive populations resulted in the evolution of lower protection against specialists and increased growth and reproduction, but also allowed a shift towards higher protection against generalist herbivores.