A Minor Dihydropyran Apocarotenoid from Mated Cultures of Blakeslea trispora

The heterocyclic C15 apocarotenoid 1 was isolated from mated cultures of the strains F986 (+) and F921 (−) of Blakeslea trispora. This new compound formed during sexual interaction is a minor constituent of the culture media and its structure was elucidated by spectroscopic data, including 2D-NMR. A plausible biosynthetic pathway involving a double degradation of β-carotene, followed by several oxidations of the resulting monocyclofarnesane C15 fragment is proposed.This research was financed by Junta de Andalucía (Grants FQM 340, CVI 910, and P08-CVI-03901) and the Spanish Government (Grant CTQ 2010-16818, subprogram BQ)

Communic Acids: Occurrence, Properties and Use as Chirons for the Synthesis of Bioactive Compounds

Communic acids are diterpenes with labdane skeletons found in many plant species, mainly conifers, predominating in the genus Juniperus (fam. Cupresaceae). In this review we briefly describe their distribution and different biological activities (anti- bacterial, antitumoral, hypolipidemic, relaxing smooth muscle, etc.). This paper also includes a detailed explanation of their use as chiral building blocks for the synthesis of bioactive natural products. Among other uses, communic acids have proven useful as chirons for the synthesis of quassinoids (formal), abietane antioxidants, ambrox and other perfume fixatives, podolactone herbicides, etc., featuring shorter and more efficient processes

Sesquiterpenos y fenilpropanoides de Seseli vayredanum Font Quer

Universidad de Granada. Departamento de Química OrganicaSe ha realizado un estudio exhaustivo del extracto hexanico de las partes aéreas de seseli vayredanum. Tras una serie de separaciones cromatograficas, cristalización, preparación de derivados, se han aislado e identificado doce fenilpropanoides, cuatro sesquiterpenos eudesmenicos y nueve sesquiterpenos con esqueleto de guayanos asímismo se han aislado también fitol, lupeol, falcarindiol, b-sitosterol y estigmasterona. De los productos mencionados 13 de ellos se aíslan por primera vez como compuestos naturales. Las elucilaciones estructurales se han realizado con ayuda de las técnicas espectroscopicas usuales (ir, uv, em, rmn) y en algunos casos con técnicas de correlación bidimensional (cosyl, heterocosy, noe). La estereoquimica de los guayanos (1bh, 5bh, 6ah, 7ah) y de los eudesmenos (5bh, 6af, 7ah, 10ame) corrobora la hipótesis que ambas series estereoquimicas son características de umbeliferas. Por otra parte la ausencia total de cumarinas apoya la clasificación botánica de esta especie dentro del genero athamanta, mejor que dentro del genero sesel

Procedimiento de obtención del all-trans-geranilgeraniol

Número de publicación: ES2394338 B1. Número de solicitud: 201231864.La presente invención se refiere a un procedimiento para la obtención de all-trans-geranilgeraniol a partir de plantas de la clase Magnoliopsida, preferentemente a partir de partes aéreas de Bixa orellana o Bellardia trixago. El procedimiento comprende una fase de extracción y una fase de saponificación. De forma opcional puede realizarse una fase adicional de purificación.Universidad de Granad

Procedimiento para la obtención de productos olorosos a partir de la planta Bellardia trixago

Número de publicación: ES2324761 B1. Número de solicitud: 200900771.Procedimiento para la obtención de productos olorosos a partir de la planta bellardia trixago mediante el cual se simplifica la obtención de dihidro-gamma-ionona ya que utiliza como material de partida extractos obtenidos a partir de Bellardia trixago y una sola etapa sintética a partir del extracto, siendo la misma enantioespecífica.Universidad de Granad

Terpenes and polyacetylenes from cultivated Artemisia granatensis boiss (Royal chamomile) and their defensive properties

Artemisia granatensis, an endemic endangered plant species from Sierra Nevada (Spain) has been successfully cultivated in artificial systems (plants in artificial soil and transformed in vitro roots) to generate enough plant biomass (aerial and root) to allow for its chemical and biological study and at the same time to provide with methods for the sustainable production of the plant and its metabolites. A eudesmanolide (17) along with six sesquiterpenes (11–16), nine monoterpenes (2–10), one nor-monoterpene (1), three acetylenic spiroacetal enoleters (18–20) and one coumarin (21) have been identified from the aerial plant ethanolic extract. Acetylenic spiroacetal enoleters 18–19 and coumarins 21–23 have been isolated from the transformed root ethanolic extract. These extracts and some isolated compounds or mixtures of them have been tested for their insect antifeedant effects against Spodoptera littoralis, Myzus persicae and Rhopalosiphum padi. Significant antifeedant properties were determined for the aerial plant extract, spiroacetals 19–20 and secoguaianolides 13 + 14 and 16.Thanks to Junta de Andalucía (Excellence Project P08-FQM-3596) by the subvention of this research and D. Mario Ruiz Girela (Sierra Nevada National Park) by the transfer of some specimens of A. granatensis. A. G. Portero thanks a JAE-predoctoral grant CSIC.Peer Reviewe

Biotechnological production of biopesticides of botanical origin

Trabajo presentado en la VI Reunión Química Orgánica del Mediterráneo (VI REQOMED) celebrado en Granada del 19 al 21 de junio de 2013.Endangered-rare plant species have been selected as being good sources of bioactive and valuable compounds. Artemisia granatensis Boiss. (Royal chamomile) (Asteraceae) is a small aromatic perennial bush endemic to Sierra Nevada and its presence has been reduced to scree deposits and rocky areas at high altitude (2400-3220 m). At present it is seriously endangered and protected by the EU Habitats Directive. Despite the medicinal and ecological interest of this plant there is only one report on the presence of eudesmanolides in the aerial part1.We have successfully cultivated A. granatensis in artificial systems (plants in artificial soil and transformed in vitro roots) to generate enough plant biomass (aerial and root) for its chemical and biological study 2. A new eudesmanolide (17) along with six sesquiterpenes (11-16), nine monoterpenes (2-10), one nor-monoterpene (1), three acetylenic spiroacetal enolethers (18-20) and one coumarin (21) have been identified from the aerial plant ethanolic extract. Acetylenic spiroacetal enolethers 18-19 and coumarins 21-23 have been isolated from the transformed root ethanolic extract. Significant insect antifeedant properties were determined for the aerial plant extract, spiroacetals 19-20 and secoguaianolides 13+14 and 16.This work has been supported by Junta de Andalucía (Excellence Project P08-FQM-3596) and a JAE-CSIC predoctoral Fellowship to A.G. Portero.Peer Reviewe