Seasonal differences in isoprene and light-dependent monoterpene emission by Amazonian tree species

Whereas for extra‐tropical regions model estimates of the emission of volatile organic compounds (VOC) predict strong responses to the strong annual cycles of foliar biomass, light intensity and temperature, the tropical regions stand out as a dominant source year round, with only little variability mainly due to the annual cycle of foliar biomass of drought‐deciduous trees. As part of the Large Scale Biosphere Atmosphere Experiment in Amazônia (LBA‐EUSTACH), a remote secondary tropical forest site was visited in the dry‐to‐wet season transition campaign, and the trace gas exchange of a strong isoprene emitter and a monoterpene emitter are compared to the wet‐to‐dry season transition investigations reported earlier. Strong seasonal differences of the emission capacity were observed. The standard emission factor for isoprene emission of young mature leaves of Hymenaea courbaril was about twofold in the end of the dry season (111.5 μgC g^?1 h^?1 or 41.2 nmol m^?2 s^?1) compared to old mature leaves investigated in the end of the wet season (45.4 μgC g^?1 h^?1 or 24.9 nmol m^?2 s^?1). Standardized monoterpene emission rate of Apeiba tibourbou were 2.1 and 3.6 μgC g^?1 h^?1 (or 0.3 and 0.8 nmol m^?2 s^‐1), respectively. This change in species‐specific VOC emission capacity was mirrored by a concurrent change in the ambient mixing ratios. The growth conditions vary less in tropical areas than in temperate regions of the world, and the seasonal differences in emission strength could not be reconciled solely with meteorological data of instantaneous light intensity and temperature. Hence the inadequacy of using a single standard emission factor to represent an entire seasonal cycle is apparent. Among a host of other potential factors, including the leaf developmental stage, water and nutrient status, and abiotic stresses like the oxidative capacity of the ambient air, predominantly the long‐term growth temperature may be applied to predict the seasonal variability of the isoprene emission capacity. The dry season isoprene emission rates of H. courbaril measured at the canopy top were also compared to isoprene emissions of the shade‐adapted species Sorocea guilleminiana growing in the understory. Despite the difference in VOC emission composition and canopy position, one common algorithm was able to predict the diel emission pattern of all three tree species.     

Aldehyde oxidases of Drosophila: Contributions of several enzymes to observed activity patterns

At least four enzymes contribute to histochemically, electrophoretically, or spectrophotometrically detectable aldehyde oxidase (AO) activity in Drosophila melanogaster. The one we designate AO-1 contributes the majority of activity measured in extracts of whole flies. Pyridoxal oxidase (PO) is also a broad range AO. It is prominent only in midgut and Malpighian tubules, where it apparently accounts for a substantial fraction of total AO activity. The tissue distributions of these enzymes are clearly disparate despite close linkage of their structural loci and parallel dependence on the mal, lxd, and cin loci. A similarly related enzyme, xanthine dehydrogenase (XDH), is detected as an AO only in electrophoretic gels. A fourth broad range AO, not dependent on mal, lxd, and cin, is confined to the ejaculatory bulb. A similar array of AO isozymes is present in phylogenetically distant Drosophila species.This work was supported by NIH Grant 2 RO1 HD 10723.     

Effects of sabinene and γ-terpinene from coastal redwood leaves acting singly or in mixtures on the growth of some of their fungus endophytes

Sabinene and γ-terpinene were assayed in vitro acting singly or in mixtures in the gaseous state on the following redwood endophytes: Botrytis cinerea, Cryptosporiopsis abietina, Pestalotiopsis funerea, Phomopsis occulta, Pleuroplaconema sp. and Seiridium juniperi. The hypothesis that these redwood monoterpenes were acting additively or synergistically in inhibiting the growth on leaf endophytes was tested. Dose-response curves were obtained for each endophyte growing under five concentrations of both sabinene and γ-terpinene. Three mixtures of different ratios were assayed keeping constant 0.25 mg of monoterpenes per ml air. Either acting singly or in mixtures sabinene and γ-terpinene were inhibitory to all fungi, but their effect varied according to species. Both compounds had similar effects acting singly on each endophyte with doses from 0.0625 to 0.25 mg ml air⁻¹. With doses of 1.6667 mg ml air⁻¹ of either monoterpene, S. juniperi was mildly inhibited by sabinene and strongly inhibited by γ-terpinene, but other species were strongly and equally inhibited by both compounds. Sabinene: γ-terpinene mixtures of 1:3, 1:1 and 3:1 ratios were equally inhibitory for each species. Results suggest that when these compounds co-occur, they act additively on leaf endophytic fungi.     

A New Monoterpene Alkaloid from Incarvillea sinensis with Migration Inhibitory Activity on Cancer Cell

A novel monoterpene alkaloid, named incarvine G, was isolated from the Incarvillea sinensis Lam. Its chemical structure was elucidated using comprehensive spectroscopic methods. Incarvine G is an ester compound comprised of a monoterpene alkaloid and glucose. This compound showed evident inhibition on cell migration, invasion, and cytoskeleton formation of human MDA-MB-231 with low cytotoxicity.     

A New Monoterpene from the Rhizomes of Alpinia galanga and Its Anti-Vpr Activity

A new menthane-type monoterpene, alpigalanol ( 1 ), together with four known terpenes ( 2 – 5 ) were isolated from the ethyl acetate soluble fraction of the 70 % ethanol extract of the Alpinia galanga rhizomes. The structure of 1 was determined by spectroscopic analyses, including 1D- and 2D-NMR. The extract of the A. galanga rhizomes and all isolated compounds ( 1 – 5 ) possessed Vpr inhibitory activities against the TREx-HeLa-Vpr cells at a concentration of 1.25 μM without showing any cytotoxicity.     

Monoterpene engineering in a woody plant Eucalyptus camaldulensis using a limonene synthase cDNA

Metabolic engineering aimed at monoterpene production has become an intensive research topic in recent years, although most studies have been limited to herbal plants including model plants such as Arabidopsis. The genus Eucalyptus includes commercially important woody plants in terms of essential oil production and the pulp industry. This study attempted to modify the production of monoterpenes, which are major components of Eucalyptus essential oil, by introducing two expression constructs containing Perilla frutescens limonene synthase ( PFLS ) cDNA, whose gene products were designed to be localized in either the plastid or cytosol, into Eucalyptus camaldulensis . The expression of the plastid-type and cytosol-type PFLS cDNA in transgenic E. camaldulensis was confirmed by real-time polymerase chain reaction (PCR). Gas chromatography with a flame ionization detector analyses of leaf extracts revealed that the plastidic and cytosolic expression of PFLS yielded 2.6- and 4.5-times more limonene than that accumulated in wild-type E. camaldulensis , respectively, while the ectopic expression of PFLS had only a small effect on the emission of limonene from the leaves of E. camaldulensis. Surprisingly, the high level of PFLS in Eucalyptus was accompanied by a synergistic increase in the production of 1,8-cineole and α-pinene, two major components of Eucalyptus monoterpenes. This genetic engineering of monoterpenes demonstrated a new potential for molecular breeding in woody plants.     

The pro-tumorigenic effects of metabolic alterations in glioblastoma including brain tumor initiating cells

De-regulated cellular energetics is an emerging hallmark of cancer with alterations to glycolysis, oxidative phosphorylation, the pentose phosphate pathway, lipid oxidation and synthesis and amino acid metabolism. Understanding and targeting of metabolic reprogramming in cancers may yield new treatment options, but metabolic heterogeneity and plasticity complicate this strategy. One highly heterogeneous cancer for which current treatments ultimately fail is the deadly brain tumor glioblastoma. Therapeutic resistance, within glioblastoma and other solid tumors, is thought to be linked to subsets of tumor initiating cells, also known as cancer stem cells. Recent profiling of glioblastoma and brain tumor initiating cells reveals changes in metabolism, as compiled here, that may be more broadly applicable. We will summarize the profound role for metabolism in tumor progression and therapeutic resistance and discuss current approaches to target glioma metabolism to improve standard of care.     

Synthesis of deuterated methyl 6,9,12-octadecatrienoate geometric isomers

Methyl cis-6,cis-9,cis-12-octadecatrienoate-15,15,16,16-d₄ and the corresponding cis,cis,trans isomer were obtained by coupling hexyl-d₄-triphenylphosphonium bromide and methyl 12-oxo-cis-6,cis-9-dodecadienoate by the Wittig reaction. The deuterated phosphonium salt was prepared from 3-hexynol by catalytic deuteration of the corresponding tetrahydropyranyl ether and intermediate formation of the bromide. The dienoic aldehyde ester was obtained through the intermediate dioxanyl and dimethoxy derivatives from the Wittig coupling of methyl 9-oxo-cis-6-nonenoate with [2-(1,3-dioxan-2-yl)ethyl]-triphenylphosphonium bromide. The monoenoic aldehyde ester was prepared in a similar manner by the Wittig reaction between methyl 6-oxohexanoate and the dioxanylphosphonium salt. The saturated aldehyde ester was obtained, through several steps, from the ozonolysis of cyclohexene. Geometric isomers formed during each of the Wittig reactions were separated by silver resin chromatography. ¹³C Nuclear magnetic resonance chemical shifts for the compounds prepared are presented.