Descripción y comparación de la línea lateral de tres especies de rayas eléctricas del género Narcine (Torpediniformes: Narcinidae) / Description and comparison of the lateral line of three species of electric rays of the genus Narcine (Torpediniformes: Narcinidae)

Resumen Se presenta la descripción de la composición y arreglo estructural del sistema de la línea lateral de tres especies de rayas eléctricas (Narcine bancroftii, N. entemedor y N. vermiculatus). Las tres especies muestran los canales supraorbital (SO), infraorbital (IO), hiomandibular (HYO) y de la línea lateral posterior (LLP), menos ramificados que en otros batoideos. Narcine entemedor difiere de sus congéneres por la gran ramificación de los canales SO e IO, los cuales convergen en la región inter-orbital; en N. vermiculatus estos canales presentan una condición similar, pero con una menor ramificación. En contraste N. bancroftii presenta los canales divergentes (dirigidos hacia afuera de la región inter-orbital). Los canales HYO están localizados en la periferia de los órganos eléctricos en estas especies; en N. bancroftii las ramificaciones se extienden hacia la región posterior, mientras que en las demás especies están reducidas (N. entemedor) o casi ausentes (N. vermiculatus). La LLP es de forma curva y está dirigida hacia el urostilo, asimismo muestra un gran número de ramificaciones, excepto en N. vermiculatus. La información sobre el arreglo y el número de poros sobre el sistema de canales de la LL en Narcine, puede ser de utilidad para la distinción taxonómica de sus especies, tal como ha sido corroborado para otros Torpediniformes.

Abstract This study describes the composition and structural arrangement of the lateral line system of three electric ray species (Narcine bancroftii, N. entemedor and N. vermiculatus). All three species showed the supraorbital (SO), infraorbital (IO), hyomandibular (HYO) and posterior lateral line (PLL) canals, less branched compared to other batoids. Narcine entemedor differs from its congeners by the extensive branching of the SO and IO canals, which converge in the inter-orbital region; in N. vermiculatus these canals present a similar condition, but are less branched. In contrast, N. bancroftii has divergent canals (directed outwards from the inter-orbital region). HYO canals are located on the periphery of the electric organs in these species; in N. bancroftii the branches extend towards the posterior region, whereas in the other species are reduced (N. entemedor) or almost absent (N. vermiculatus). The PLL is curved and projected towards the urostyle, it also shows a large number of ramifications, except in N. vermiculatus. Information about the LL canal system arrangement and pore number in Narcine can be useful for the taxonomic distinction of its species, as it has been corroborated in other Torpediniformes. Rev. Biol. Trop. 66(2): 586-592. Epub 2018 June 01.

Ecología y reproducción de Opsanus beta (Actinopterygii: Batrachoididae) en la Laguna de Alvarado, Veracruz, México / Ecology and reproduction of Opsanus beta (Actinopterygii: Batrachoididae) in the Alvarado Lagoon, Veracruz, Mexico

Resumen Opsanus beta es un habitante permanente del Sistema Lagunar de Alvarado, a pesar de participar en la transferencia energética entre los distintos componentes, no hay información sobre los aspectos ecológicos y reproductivos de esta especie. El presente trabajo se desarrolló, con la finalidad de evaluar aspectos de la biología como estacionalidad, alimentación, proporción de sexos, índice gonadosomático, hepatosomático y factor de condición para ambos sexos, así como la fecundidad y la relación peso-longitud, durante el período de abril 2008 a diciembre 2012. Se registraron los parámetros de temperatura ambiental y del agua, profundidad, salinidad, oxígeno disuelto y pH en cada uno de los seis sitios de recolecta que se ubicaron en el sistema. El análisis de los parámetros ambientales no mostró diferencias significativas entre los años del período de estudio, la salinidad registrada a lo largo del estudio correspondió a un ambiente oligohalino, el resto de los parámetros fisicoquímicos presentó variaciones que pueden explicarse por el patrón climático en el área. Se capturó un total de 519 organismos, 311 (59.9 %) machos y 208 (41.1 %) hembras, el comportamiento de la longitud patrón en los distintos meses muestra que en los machos, la longitud promedio es mayor que en las hembras. El espectro trófico se compone de 13 tipos alimenticios, destacan los crustáceos, moluscos y peces, adicionalmente se observó la práctica de canibalismo en los meses de marzo y abril. Los estadios de maduración gonádica más avanzados se registraron en los meses de noviembre a marzo para los machos, y de noviembre a febrero para las hembras. El IGS registró los valores más altos en los meses de noviembre a abril, el IHS y el FC presentaron un comportamiento inverso al IGS. La fecundidad de esta especie varía de 96 a 428 ovocitos por hembra. La relación peso-longitud por sexo y temporada presentó una mayor tasa de crecimiento (b) para los machos que para las hembras, y un crecimiento de tipo alométrico negativo. La información biológica y ecológica de O. beta en el SLA permite reconocer que esta especie es importante por el papel ecológico que juega en la estructura y dinámica de sus comunidades acuáticas y puede ser utilizada en la propuesta de manejo y aprovechamiento sustentable de este ecosistema.

Abstract Opsanus beta is a permanent species in the Alvarado Lagoon System (ALS), Veracruz, and eventhough it is not of economic importance, it might be actively involved in the energy transfer of the system. Currently, there is no information about the reproductive and ecological characteristics of this common fish, so this work aimed to evaluate those aspects, and to contribute with some ecological features. For this, a total of six sampling sites were selected and studied from April 2008 to December 2012. Per site, we determined fish seasonality, feeding, sex ratio, gonadosomatic index, hepatosomatic and condition factors for both sexes, as well as the fecundity and length-weight relationships. We also considered some environmental parameters such as temperature, water temperature, depth, salinity and pH. Our results on the environmental parameters analysis did not show significant differences for the study period; besides, salinity data confirmed an oligohaline environment, and the rest of the physico-chemical parameters, varied in accordance with the climatic pattern in the area. We captured a total of 519 fishes, 311 (59.9 %) males and 208 (41.1 %) females; the proportion of males resulted favorable against females throughout the study. The standard length found along the study period showed that the average was higher in males than in females. The trophic spectrum was composed of 13 food items, principally crustaceans, molluscs and fishes; in addition, cannibalism was observed over young individuals during March and April. The most advanced stages of gonadal maturation were recorded from November to March for males, and from November to February in females; generally, the Gonadosomatic index (IGS) recorded the highest values from November to April. The Hepatosomatic Index (IHS) and the Condition Factor (FC) presented an inverse relationship with the Gonadosomatic index (IGS). The fecundity of this species ranged from 96 to 428 oocytes per female. The weight-length relationship by sexes and seasons, showed a higher growth rate for males than for females, and an allometric growth type. The biological and ecological information of O. beta in ALS evidenced the importance of this species and its ecological role in the structure and dynamics of these aquatic communities. This species may be used as a model for future proposals dealing with the management and sustainable use of this ecosystem.

Conformational features of secondary N-cyclopropyl amides.

NMR studies in conjunction with ab initio calculations revealed unexpected conformational behavior of N-cyclopropylacetamide (1). This secondary amide displays 16-19% E-rotamer (cis) around the carbonyl-nitrogen bond in apolar solvents, in contrast to other aliphatic secondary acetamides in which significant E-rotamer populations are rare due to steric contacts between the substituents on the amide bond. In addition, 1 adopts an ortho conformation around the N-cPr bond instead of the anti conformation generally preferred by secondary acetamides. This distinct conformational behavior was also observed for other secondary N-cyclopropyl amides.

GluK1 antagonists from 6-(carboxy)phenyl decahydroisoquinoline derivatives. SAR and evaluation of a prodrug strategy for oral efficacy in pain models.

The synthesis and structure-activity relationship of decahydroisoquinoline derivatives with various benzoic acid substitutions as GluK1 antagonists are described. Potent and selective antagonists were selected for a tailored prodrug approach in order to facilitate the evaluation of the new compounds in pain models after oral administration. Several diester prodrugs allowed for acceptable amino acid exposure and moderate efficacy in vivo.

GluK1 antagonists from 6-(tetrazolyl)phenyl decahydroisoquinoline derivatives: in vitro profile and in vivo analgesic efficacy.

We have explored the decahydroisoquinoline scaffold, bearing a phenyl tetrazole, as GluK1 antagonists with potential as oral analgesics. We have established the optimal linker atom between decahydroisoquinoline and phenyl rings and demonstrated an improvement of both the affinity for the GluK1 receptor and the selectivity against the related GluA2 receptor with proper phenyl substitution. In this Letter, we also disclose in vivo data that led to the discovery of LY545694·HCl, a compound with oral efficacy in two persistent pain models.

Two prodrugs of potent and selective GluR5 kainate receptor antagonists actives in three animal models of pain.

Amino acids 5 and 7, two potent and selective competitive GluR5 KA receptor antagonists, exhibited high GluR5 receptor affinity over other glutamate receptors. Their ester prodrugs 6 and 8 were orally active in three models of pain: reversal of formalin-induced paw licking, carrageenan-induced thermal hyperalgesia, and capsaicin-induced mechanical hyperalgesia.

Ethyl (3S,4aR,6S,8aR)-6-(4-ethoxycar- bonylimidazol-1-ylmethyl)decahydroiso-quinoline-3-carboxylic ester: a prodrug of a GluR5 kainate receptor antagonist active in two animal models of acute migraine.

Amino diacid 3, a highly selective competitive GluR5 kainate receptor antagonist, exhibited high GluR5 receptor affinity and selectivity over other glutamate receptors. Its diethyl ester prodrug 4 was orally active in two models of migraine: the neurogenic dural plasma protein extravasation model and the nucleus caudalis c-fos expression model. These data suggest that a GluR5 kainate receptor antagonist might be an efficacious antimigraine therapy with a novel mechanism of action.