菊状千里光中Jacaranone类化合物

从菊状千里光(Senecio laetus)全草中分离得到7个Jacaranone类化合物,它们的结构运用现代波谱技术确定为jacaranone (1);3-hydroxy-2,3-dihydrojacaranone methyl ester (2);1-羟基-4-氧代-2,5-环己二烯-1-醋酸乙酯(3);2-jacaranone酰基-α-D-吡喃葡萄糖酯和2-jacaranone酰基-β-D-吡喃葡萄糖酯的混合物(4、5); l-jacaranone乙酯-β-D-吡喃葡萄糖苷(6);1-羟基-4-氧代-2,5-环己二烯-1-醋酸(7).首次报道菊状千里光中Jacaranone类化合物的存在,支持了国外学者认为该类化合物是千里光属植物特征次生代谢产物的推论.     

Host-plant choice and larval growth in the cinnabar moth: do pyrrolizidine alkaloids play a role?

Witte et al. (1992) described two distinct chemotypes of Senecio jacobaea L. Asteraceae, a chemotype with jacobine as one of the major pyrrolizidine alkaloids (PAs) and a chemotype with erucifoline as one of the major PAs. We hypothesized that the presence of erucifoline might be the factor responsible for the lack of success of the cinnabar moth on Senecio erucifolius L. Asteraceae and the S. jacobaea erucifoline chemotype. We performed a survey of the distribution of the two chemotypes in the Netherlands and compared this with the distribution map of Tyria jacobaeae L. Lepidoptera, Arctiidae. The distribution of the two chemotypes in the Netherlands is poorly correlated with the distribution of the cinnabar moth. The jacobine chemotype occurs along the coast and the erucifoline chemotype predominantly inward.An oviposition experiment showed that the cinnabar moth did not discriminate between the two chemotypes of S. jacobaea and S. erucifolius. Larval performance did not differ between the two chemotypes and species. Although the distribution of S. jacobaea jacobine chemotype is loosely associated with the abundance of the cinnabar moth the oviposition and growth experiments indicate that other factors than the presence of erucifoline play a role in this association.The absence of recordings of S. erucifolius as a foodplant for the cinnabar moth might be explained by the phenology of the foodplant. Ovipositing females of the univoltine cinnabar moth prefer flowering plants for oviposition. S. erucifolius starts flowering about 1–2 month later than S. jacobaea just after the peak density of moths.     

长梗千里光中的呋喃雅槛兰型倍半萜

长梗千里光（ＳｅｎｅｃｉｏｋａｓｃｈｋａｒｏｖｉｉＣ．Ｗｉｎｋｌ．）为菊科千里光属的多年生草本植物,广布于甘肃省东南部的灌木丛中及林边草地,四川、青海也有分布［１］。其化学成分未见报道。千里光属植物的主要成分是双稠吡咯啶生物碱和呋喃雅槛兰型倍半萜［２,３］。前者具有抗癌活性,但也有致癌、致畸等毒性［４］。我们从长梗千里光的地上部分分离到两个呋喃雅槛兰型倍半萜（１）和（２）,通过ＵＶ、ＩＲ、ＭＳ、１Ｈ－ＮＭＲ和１３Ｃ－ＮＭＲ等光谱分析,确定化合物１为１α－乙酰氧基－６β－当归酰氧基－１０β－羟基－…     

Natural hybridization between Senecio jacobaea and Senecio aquaticus: molecular and chemical evidence

Hybridization is known to be involved in a number of evolutionary processes, including species formation, and the generation of novel defence characteristics in plants. The genus Senecio of the Asteraceae family is highly speciose and has historically demonstrated significant levels of interspecific hybridization. The evolution of novel chemical defence characteristics may have contributed to the success of Senecio hybrids. Chemical defence against pathogens and herbivores has been studied extensively in the model species Senecio jacobaea, which is thought to hybridize in nature with Senecio aquaticus. Here, we use amplified fragment length polymorphisms (AFLPs) and pyrrolizidine alkaloid (PA) composition to confirm that natural hybridization occurs between S. jacobaea and the closely related species S. aquaticus. AFLPs are also used to estimate the ancestry of hybrids. We also demonstrate that even highly back-crossed hybrids can possess a unique mixture of defence chemicals specific to each of the parental species. This hybrid system may therefore prove to be useful in further studies of the role of hybridization in the evolution of plant defence and resistance.     

Host range of Secusio extensa (Lepidoptera: Arctiidae), and potential for biological control of Senecio madagascariensis (Asteraceae)

Secusio extensa (Lepidoptera: Arctiidae) was evaluated as a potential biological control agent for Madagascar fireweed, Senecio madagascariensis (Asteraceae), which has invaded over 400 000 acres of rangeland in the Hawaiian Islands and is toxic to cattle and horses. The moth was introduced from southeastern Madagascar into containment facilities in Hawaii, and host specificity tests were conducted on 71 endemic and naturalized species (52 genera) in 12 tribes of Asteraceae and 17 species of non‐Asteraceae including six native shrubs and trees considered key components of Hawaiian ecosystems. No‐choice feeding tests indicated that plant species of the tribe Senecioneae were suitable hosts with first instars completing development to adult stage on S. madagascariensis (78.3%), Delairea odorata (66.1%), Senecio vulgaris (57.1%), Crassocephalum crepidioides (41.2%), and at significantly lower rates on Emilia fosbergii (1.8%) and Erechtites hieracifolia (1.3%). A low rate of complete larval development also was observed on sunflower, Helianthus annuus (11.6%), in the tribe Heliantheae. However, sunflower was rejected as a potential host in larval‐feeding and adult oviposition choice tests involving the primary host S. madagascariensis as control. Although larvae died as first instars on most test species, incomplete development and low levels of feeding were observed on nine species in the tribes Heliantheae, Cardueae and Lactuceae. Larvae did not feed on any non‐Asteraceae tested, including species with similar pyrrolizidene alkaloid chemistry, crops, and six ecologically prominent native species. Because all species of Senecioneae are non‐native and weedy in Hawaii, these results indicate that S. extensa is sufficiently host‐specific for introduction for biological control. High levels of feeding damage observed on potted plants indicate that S. extensa can severely impact the target fireweed as well as D. odorata, a noxious weed in native Hawaiian forests.     

Changes in Senecio grisebachii pyrrolizidine alkaloids abundances and profiles as response to soil quality

Abstract

Senecio grisebachii Baker is an invasive weed considered to be toxic due to the presence of pyrrolizidine alkaloids (PA) in its tissues. The PA production by S. grisebachii aerial parts was evaluated in samples grown in two Argentinean Rolling Pampa fields with the same kind of soil but differing in the length of their exploitation period by conventional tillage practices and, consequently, in their deterioration level.

We found significant differences in the relative concentrations of seven alkaloids between samples taken from the two fields. Seneciphylline was the most abundant alkaloid in inflorescences from less deteriorated soil (LD) while senecionine was the major one in those from highly deteriorated soil (D) being followed by seneciphylline, integerrimine, and minor amounts of spartiodine, jacobine, jacozine and retrorsine. A significant increase in total alkaloid content (TAC) was observed in inflorescences from samples growing in D soil (3.52±0.20 mg/g DW) when comparing with those from samples grown in LD one (3.23±0.26).     

Maternal effects and heterosis influence the fitness of plant hybrids

Here we tested two possible nonexclusive explanations for the maintenance of a hybrid swarm between Senecio jacobaea and Senecio aquaticus; first, that genotype-by-environment interactions involving water and nutrient clines are involved in hybrid fitness, and second, heterosis in early hybrid generations may provide an initial hybrid advantage that contributes to hybrid persistence. In three climate chamber studies, fitness and root growth were measured for parental species and natural and artificial F1 hybrids, in order to determine whether hybrids occur in habitats where they are more fit than parental species. Natural hybrids, which are generally back-crossed to S. jacobaea, always equaled S. jacobaea in growth characteristics. Maternal effects played a role in the fitness of F1 hybrids, with offspring from S. jacobaea mothers exhibiting higher fitness than those from S. aquaticus mothers, and compared with parental species and natural hybrids. Natural hybrids are not distributed in zones where they are most fit with respect to nutrient and water regimes. Superior fitness of early generation hybrids may contribute to hybrid swarm stability.     

Extreme changes to gene expression associated with homoploid hybrid speciation

Hybridization is an important cause of abrupt speciation. Hybrid speciation without a change in ploidy (homoploid hybrid speciation) is well-established in plants but has also been reported in animals and fungi. A notable example of recent homoploid hybrid speciation is Senecio squalidus (Oxford ragwort), which originated in the UK in the 18th Century following introduction of hybrid material from a hybrid zone between S. chrysanthemifolius and S. aethnensis on Mount Etna, Sicily. To investigate genetic divergence between these taxa, we used complementary DNA microarrays to compare patterns of floral gene expression. These analyses revealed major differences in gene expression between the parent species and wild and resynthesized S. squalidus . Comparisons of gene expression between S. aethnensis , S. chrysanthemifolius and natural S. squalidus identified genes potentially involved in local environmental adaptation. The analysis also revealed non-additive patterns of gene expression in the hybrid relative to its progenitors. These expression changes were more dramatic and widespread in resynthesized hybrids than in natural S. squalidus , suggesting that a unique expression pattern may have been fixed during the allopatric divergence of British S. squalidus . We speculate that hybridization-induced gene-expression change may provide an immediate source of novel phenotypic variation upon which selection can act to facilitate homoploid hybrid speciation in plants.     

Isolation and characterization of polymorphic microsatellite markers from fireweed,Senecio madagascariensis Poir. (Asteraceae)

Ten polymorphic microsatellite loci were isolated and characterized from invasive fireweed (Senecio madagascariensis) populations in the Hawaiian archipelago. These loci provided markers with polymorphism of six to 24 alleles per locus within 96 individuals collected from two populations from the island of Maui. The expected and observed heterozygosities ranged from 0.31 to 0.91 and from 0.056 to 1. These markers should be useful to study the importance of genetic diversity in invasion success of this species.     

Isolation and characterization of microsatellite loci in Senecio

Interspecific hybridization has resulted in the recent origin of several hybrid Senecio taxa at diploid, tetraploid and hexaploid levels. As part of research aimed at constructing and comparing genomic maps of each of these taxa and their parents, we have isolated microsatellite loci from genomic DNA libraries of S. vulgaris and S. squalidus. Primers of 35 loci amplified microsatellites resolved in agarose gels from one or more of S. vulgaris, S. squalidus, S. aethnensis and S. chrysanthemifolius. Approximately 71% of primers amplified a product in all four species. A survey of microsatellite variation in S. chrysanthemifolius over a subset of 14 loci resolved 2–11 alleles per locus in polyacrylamide gels with expected heterozygosity (H_E) ranging from 0.26 to 0.87.     

Routes of origin of two recently evolved hybrid taxa: Senecio vulgaris var. hibernicus and York radiate groundsel (Asteraceae)

The possible pathways of origin of two recently arisen introgressant forms of Senecio vulgaris (i.e., var. hibernicus and York radiate groundsel) were investigated in experimental crosses between tetraploid S. vulgaris var. vulgaris and the normally diploid S. squalidus. Comparison of the morphology of synthesized hybrid progeny with established taxa, by discriminant function analysis, revealed that fertile hybrid offspring similar in morphology to S. vulgaris var. hibernicus and York radiate groundsel could be synthesized: (1) following formation of genomically stable diploid gametes by the triploid hybrid; (2) through the production of unreduced gametes by diploid S. squalidus; and (3) when a tetraploid form of S. squalidus acted as one of the parents. It was evident that hybrid offspring similar in morphology to the two introgressant taxa were more often produced in backcrosses to S. vulgaris than in segregating F2 or F3 generations (53% as opposed to 36%), and that fertile hybrid progeny were formed within two generations. Because hybridization between S. vulgaris and S. squalidus occurs regularly, although at very low frequency, in natural mixed populations in the British Isles, there is the potential for multiple origins to occur in the wild of both S. vulgaris var. hibernicus and York radiate groundsel.     

Floral display and pollination success in Senecio jacobaea (Asteraceae): Interactive effects of head and corymb size

The self-sterile Senecio jacobaea (Asteraceae) presents its rayed heads in large, compound inflorescences (corymbs). I examined the role of head and corymb size in pollinator attraction, and whether the positive effect of intact rays (if any) depends on the size of the corymb. Using female fertility as a measure of pollination success, I assessed the performance of stems representing four experimentally produced character combinations: (1) few heads without rays, (2) many heads without rays, (3) few heads with rays, and (4) many heads with rays. The proportion of flowers setting fruit was higher for intact stems (treatments 2, 4) than for stems on which the majority of the heads had been removed (treatments 1, 3), suggesting selection for maximum inflorescence production. By contrast, experimental removal of all rays had a relatively weak negative effect on fruit set, with few-headed stems (treatment 1) experiencing a greater reduction than stems with many heads (treatment 2). These results suggest that clusters of heads produce a synergistic effect on pollinator attraction, allowing plants to maintain high visitation rates even if there are drastic reductions in the basic attraction units. Hence, the number of heads and the attractiveness of the individual heads interacted in their effect on pollination success. Fruit set per flower differed greatly between sites and was positively correlated with plant density.     

Uspallatine,a pyrrolizidine alkaloid from senecio uspallatensis

A new pyrrolizidine alkaloid uspallatine was isolated from roots of Senecio uspailatensis together with the previously known retrorsine. The structure of the new alkaloid was established by spectroscopical data and chemical transformation.