RESUMEN
The genus Placospongia Gray, 1867 is a group of sponges widely distributed in the world. It currently has 11 valid species, where five of those, Placospongia caribica Rützler et al., 2014, P. cristata Boury-Esnault, 1973, P. intermedia Sollas, 1888, P. ruetzleri van Soest, 2017 and P. giseleae Mácola & Menegola, 2021, are distributed in the Central Western Atlantic. The Colombian Caribbean has the records of P. intermedia and P. ruetzleri. In this research, the taxonomy of the genus Placospongia in Colombia was reviewed, describing four species, two of which are new to science: P. colombiensis sp. nov. and P. soesti sp. nov.; and P. cristata is a new record for the Colombian Caribbean. Therefore, the number of species of the genus is expanded to 13 for the world, to eight for the Western Atlantic, and to five for Colombia, ranking it as the country with the most species of the genus for the Western Atlantic. Some of the misassigned records for IndoâPacific species are relocated to species present in the Caribbean. Finally, a taxonomic key is given to identify the species of the Caribbean Sea.
Asunto(s)
Poríferos , Animales , Colombia , Región del Caribe , Indias OccidentalesRESUMEN
The Caribbean soft coral Erythropodium caribaeorum is a rich source of erythrolides-chlorinated briarane diterpenoids. These compounds have an ecological role as feeding deterrents, with a wide variation in their composition depending on the location where the sample is collected. In Colombia, this soft coral can be found at different locations in the Caribbean Sea including Santa Marta, Islas del Rosario, and Providencia-three environmentally different coral reef areas in the south and southwest Caribbean Sea. In order to evaluate differences in erythrolide composition, the metabolic profiles of samples from each of these locations were analyzed by HPLC-MS. Principal component analysis showed changes in the diterpene composition according to the sample origin. Diterpenes from samples collected at each location were isolated to describe the three chemotypes. The chemotype from Santa Marta was highly diverse, with the new erythrolides W and X together with eight known erythrolides. The sample from Islas del Rosario showed a low diversity chemotype constituted by high amounts of erythrolide A and B. The chemotype from Providencia showed low chemical diversity with only two main compounds-erythrolide V and R. Evaluation of cytotoxic activity against the human cancer cell lines PC-3, MCF7, and A549 showed erythrolides A and B as the more active compounds with IC50 values in the range from 2.45 to 30 µM.
Asunto(s)
Antozoos/química , Metaboloma , Animales , Antozoos/metabolismo , Región del Caribe , Colombia , Arrecifes de Coral , Diterpenos/química , HumanosRESUMEN
Changes in coral-sponge interactions can alter reef accretion/erosion balance and are important to predict trends on current algal-dominated Caribbean reefs. Although sponge abundance is increasing on some coral reefs, we lack information on how shifts from corals to bioeroding sponges occur, and how environmental factors such as anomalous seawater temperatures and consequent coral bleaching and mortality influence these shifts. A state transition model (Markov chain) was developed to evaluate the response of coral-excavating sponges (Cliona delitrix Pang 1973) after coral bleaching events. To understand possible outcomes of the sponge-coral interaction and build the descriptive model, sponge-corals were monitored in San Andres Island, Colombia (2004-2011) and Fort Lauderdale, Florida (2012-2013). To run the model and determine possible shifts from corals to excavating sponges, 217 coral colonies were monitored over 10 years (2000-2010) in Fort Lauderdale, Florida, and validated with data from 2011 to 2015. To compare and test its scalability, the model was also run with 271 coral colonies monitored in St. Croix, US Virgin Islands over 7 years (2004-2011), and validated with data from 2012 to 2015. Projections and sensitivity analyses confirmed coral recruitment to be key for coral persistence. Excavating sponge abundance increased in both Fort Lauderdale and St. Croix reefs after a regional mass bleaching event in 2005. The increase was more drastic in St. Croix than in Fort Lauderdale, where 25% of the healthy corals that deteriorated were overtaken by excavating sponges. Projections over 100 years suggested successive events of coral bleaching could shift algae-coral dominated reefs into algae-sponge dominated. The success of excavating sponges depended on the intensity of coral bleaching and consequent coral mortality. Thus, the proportion of C. delitrix excavating sponges is a sensitive indicator for the intensity and frequency of recent disturbance on Caribbean coral reefs.
Asunto(s)
Antozoos/fisiología , Arrecifes de Coral , Poríferos/fisiología , Animales , Colombia , Florida , Islas , Cadenas de Markov , Modelos Biológicos , Agua de Mar , Temperatura , Factores de TiempoRESUMEN
Coral reefs are commonly associated with oligotrophic, well-illuminated waters. In 2013, a healthy coral reef was discovered in one of the least expected places within the Colombian Caribbean: at the entrance of Cartagena Bay, a highly-polluted system that receives industrial and sewage waste, as well as high sediment and freshwater loads from an outlet of the Magdalena River (the longest and most populated river basin in Colombia). Here we provide the first characterization of Varadero Reef's geomorphology and biological diversity. We also compare these characteristics with those of a nearby reference reef, Barú Reef, located in an area much less influenced by the described polluted system. Below the murky waters, we found high coral cover of 45.1% (±3.9; up to 80% in some sectors), high species diversity, including 42 species of scleractinian coral, 38 of sponge, three of lobster, and eight of sea urchin; a fish community composed of 61 species belonging to 24 families, and the typical zonation of a Caribbean fringing reef. All attributes found correspond to a reef that, according to current standards should be considered in "good condition". Current plans to dredge part of Varadero threaten the survival of this reef. There is, therefore, an urgent need to describe the location and characteristics of Varadero as a first step towards gaining acknowledgement of its existence and garnering inherent legal and environmental protections.
RESUMEN
Although sponges are important components of benthic ecosystems of the Caribbean Sea, their diversity remained poorly investigated in the Lesser Antilles. By organizing a training course in Martinique, we wanted both to promote taxonomy and to provide a first inventory of the sponge diversity on this island. The course was like a naturalist expedition, with a field laboratory and a classroom nearby. Early-career scientists and environmental managers were trained in sponge taxonomy. We gathered unpublished data and conducted an inventory at 13 coastal sites. We explored only shallow water habitats (0-30 m), such as mangroves, reefs or rocky bottoms and underwater caves. According to this study, the sponge fauna of Martinique is currently represented by a minimum of 191 species, 134 of which we could assign species names. One third of the remaining non-identified sponge species we consider to be new to science. Martinique appears very remarkable because of its littoral marine fauna harboring sponge aggregations with high biomass and species diversity dominating over coral species. In mangroves, sponges cover about 10% of the surface of subtidal roots. Several submarine caves are true reservoirs of hidden and insufficiently described sponge diversity. Thanks to this new collaborative effort, the Eastern Caribbean has gained a significant increase of knowledge, with sponge diversity of this area potentially representing 40% of the total in the Caribbean Sea. We thus demonstrated the importance of developing exploratory and educational research in areas historically devoid of biodiversity inventories and systematics studies. Finally, we believe in the necessity to consider not only the number of species but their distribution in space to evaluate their putative contribution to ecosystem services and our willingness to preserve them.
Asunto(s)
Poríferos/clasificación , Animales , Biodiversidad , Clasificación , Ecología/educación , Ecosistema , Martinica , Poríferos/anatomía & histología , Zoología/educaciónRESUMEN
Several groups of sponges are able to excavate galleries and tunnels in calcareous substrata such as limestone rock, shells, calcareous algae and coral skeletons. Within the genus Cliona, some species share the common traits of being brown to olive-green in color, and harboring photosynthetic, unicellular dinoflagellates (zooxanthellae). These Cliona spp. have been grouped as the Cliona viridis species complex. Several species of this complex completely encrust the excavated substratum with a thin veneer of tissue and, when colonizing dead exposed parts of live coral colonies, they are able to undermine or overgrow and thus kill live coral tissue as they advance predominantly laterally. In the course of our taxonomic and ecological studies of Caribbean brown to brown-black encrusting Cliona, we found an as yet undescribed species that stands out by having tylostyle megasclere spicules with narrow heads and lacking the usual microsclere spicule complement of spirasters. This species, named and described here Cliona acephala n. sp., has so far been found exclusively in the Santa Marta area, Caribbean coast of Colombia. Previous studies with ITS2 ribosomal DNA showed it to be genetically distinct from other Caribbean encrusting species belonging to the Cliona viridis species complex, vis. Cliona aprica, Cliona caribbaea, Cliona tenuis and Cliona varians, but making it genetically closer to Indo-Pacific Cliona orientalis. An intriguing possibility, to be addressed with further studies, is that C. acephala n. sp. may have been introduced to the Caribbean. However, until proved otherwise, we regard the material presently described as distinct.
Asunto(s)
Poríferos/anatomía & histología , Poríferos/clasificación , Animales , Región del Caribe , Arrecifes de Coral , Especificidad de la EspecieRESUMEN
Although there is a long history of taxonomic investigation in Caribbean sponges, there are still many undescribed species. Furthermore, field observations and corroborating morphological analyses are revealing that what was believed to be single, somewhat variable species, may consist of two or more species, often easier to distinguish once well characterized. This is the case for Dragmacidon reticulatum (Ridley & Dendy, 1886) (Porifera, Demospongiae, Axinellida, Axinellidae), a rather well-known sponge, with an ample distribution and presence in rocky and reef environments of the tropical and subtropical Western Atlantic, with local records in the majority of the countries of the area, from Bermuda to Brazil. Field observations and a detailed review of material from different areas, including some type specimens, led us to the distinction of two different species in terms of external morphology, size of spicules, and skeletal architecture. The distinction was confirmed in the Bahamas and Santa Marta, Colombia, where the two species coexist. One of the species is Dragmacidon reticulatum sensu stricto, but for the other there is need to erect a new name, for which we propose Dragmacidon alvarezae n. sp. The purpose of the present work is to describe, illustrate and compare these two species.
Asunto(s)
Poríferos/clasificación , Distribución Animal , Estructuras Animales/anatomía & histología , Estructuras Animales/crecimiento & desarrollo , Animales , Bahamas , Tamaño Corporal , Brasil , Ecosistema , Tamaño de los Órganos , Poríferos/anatomía & histología , Poríferos/crecimiento & desarrolloRESUMEN
Thinly encrusting sponges are diverse and ecologically important, but their taxonomy is challenging. In the Greater Caribbean, the recognition of species of Clathria (Thalysias), most of which are encrusting, is still problematic. Here we describe and clarify the taxonomy of eight species, three new to science, from material collected mostly in Colombia. These are C. (T.) virgultosa, C. (T.) curacaoensis, C. (T.) venosa, C. (T.) minuta, C. (T.) oxeota, C. (T.) sulfocleistochela n. sp., C. (T.) chelosigmoidea n. sp., and C. (T.) opalina n. sp. Underwater color photographs are provided, together with drawings of spicules and skeleton, and SEM images of spicules. Two other well-established Caribbean species of the subgenus, vis. C. (T.) isodictyoides and C. (T.) collosclera (both from Curaçao) were not found in the studied material. A key for their identification is provided. Three more records, C. (T.) fascicularis Topsent, 1889, C. (T.) procera (Ridley, 1884) and C. (T.) basiarenacea (Boury-Esnault, 1973) are outlined for further study.
Asunto(s)
Poríferos/clasificación , Distribución Animal , Estructuras Animales/anatomía & histología , Estructuras Animales/crecimiento & desarrollo , Animales , Tamaño Corporal , Región del Caribe , Ecosistema , Femenino , Masculino , Tamaño de los Órganos , Poríferos/anatomía & histología , Poríferos/crecimiento & desarrolloRESUMEN
Biotechnological research on marine organisms, such as ex situ or in situ aquaculture and in vitro cell culture, is being conducted to produce bioactive metabolites for biomedical and industrial uses. The Caribbean marine sponge Discodermia dissoluta is the source of (+)-discodermolide, a potent antitumoural polyketide that has reached clinical trials. This sponge usually lives at depths greater than 30 m, but at Santa Marta (Colombia) there is a shallower population, which has made it logistically possible to investigate for the first time, on ways to supply discodermolide. We thus performed in situ, 6-month fragment culture trials to assess the performance of this sponge in terms of growth and additional discodermolide production and studied possible factors that influence the variability of discodermolide concentrations in the wild. Sponge fragments cultured in soft mesh bags suspended from horizontal lines showed high survivorship (93 %), moderate growth (28 % increase in volume) and an overall rise (33 %) in the discodermolide concentration, equivalent to average additional production of 8 µg of compound per millilitre of sponge. The concentration of discodermolide in wild sponges ranged from 8 to 40 µg mL(-1). Locality was the only factor related to discodermolide variation in the wild, and there were greater concentrations in peripheral vs. basal portions of the sponge, and in clean vs. fouled individuals. As natural growth and regeneration rates can be higher than culture growth rates, there is room for improving techniques to sustainably produce discodermolide.
Asunto(s)
Alcanos/aislamiento & purificación , Antineoplásicos/aislamiento & purificación , Acuicultura/métodos , Carbamatos/aislamiento & purificación , Lactonas/aislamiento & purificación , Poríferos/química , Poríferos/crecimiento & desarrollo , Pironas/aislamiento & purificación , Alcanos/análisis , Animales , Antineoplásicos/análisis , Carbamatos/análisis , Colombia , Lactonas/análisis , Pironas/análisisRESUMEN
Species complexes - groups of closely related species in which intraspecific and interspecific variability overlap - have generated considerable interest and study. Frequently, members of a species complex do not have complete reproductive isolation; therefore, the complex may go through extensive gene flow. In the Caribbean Sea, some encrusting and excavating sponges of the genus Cliona (Porifera, Hadromerida, Clionaidae) are grouped within the great "Cliona viridis" complex because of their morphological similarities. This study examined the evolutionary relationships of the Caribbean members of this complex (C. caribbaea, C. tenuis, C. aprica and C. varians) and related taxa based on nuclear (ITS1 and ITS2) and mitochondrial (3' end of ND6) DNA sequences. The intragenomic ITS variation and its secondary structures were evaluated using a mixed approach of Denaturing Gradient Gel Electrophoresis (DGGE), DNA sequencing and secondary structure prediction. Considerable intragenomic variation was found in all the species, with apparently functional ITS1 and ITS2 secondary structures. Despite the subtle but clear morphological differentiation in these excavating sponges, the intragenomic copies of C. caribbaea, C. tenuis and C. aprica had a polyphyletic placement in the ITS1 and ITS2 genealogies and very low divergence. Therefore, it is clear that these species constitute a species complex (herein called Ct-complex). Genetic distances within the Ct-complex revealed that an important part of the interspecific variation overlapped with intraspecific variation, suggesting either incomplete lineage sorting or extensive gene flow. In contrast, C. varians and an unidentified "Pione" species emerged as monophyletic clades, being the closest sister groups to the Ct-complex. Additionally, our results support that C. laticavicola and C. delitrix conform a monophyletic group, but absence of reciprocal monophyly in these species suggests they may be life stages or ecophenotypes of a single species or they have diverged recently. Our work showed that the 3' end of the ND6 mitochondrial gene was highly conserved and not suitable for phylogenetic analysis at the interspecific level.
Asunto(s)
ADN Mitocondrial/genética , Filogenia , Poríferos/clasificación , Poríferos/genética , Secuencia de Aminoácidos , Animales , Región del Caribe , Núcleo Celular/genética , ADN Espaciador Ribosómico , Electroforesis en Gel de Gradiente Desnaturalizante/métodos , Evolución Molecular , Flujo Génico , Genes Mitocondriales , Datos de Secuencia Molecular , Filogeografía , Polimorfismo Genético , Aislamiento Reproductivo , Alineación de Secuencia , Análisis de Secuencia de ADN , Especificidad de la EspecieRESUMEN
Long-term monitoring data provide a basis to recognize changes in coral reef communities and to implement appropriate management strategies. Unfortunately, coral reef dynamics have been poorly documented at any temporal scale in the Southern Caribbean. Through the "National Monitoring System of Coral Reefs in Colombia" (Spanish acronym: SIMAC), we assessed 32 permanent plots at different depth levels in six reefs areas of the Colombian Caribbean from 1998 to 2004. Temporal trends in coral and algal cover were evaluated by repeated measures ANOVA. The model included the effect of depth levels (a fixed effect), monitoring plots (a random effect) as a nested factor within depths, and time (repeated factor). We found high spatial variability in major benthic components. Overall means indicated that algae were the most abundant biotic component in nearly all areas, ranging from 30.3% at Rosario to 53.3% at San Andrés. Live coral cover varied considerably from 10.1% at Santa Marta up to 43.5% at Urabá. Coral and algae cover per se are not always accurate reef indicators and therefore they need supplementary information. Temporal analyses suggested relative stability of coral and algal cover along the study but the causes for the observed trends were rarely identified. A significant decrease (p = 0.042) in coral cover was only identified for some monitoring plots in Tayrona-time x plot (depth level) interaction, and importantly, few coral species explained this trend. Significant increase (p = 0.005) in algal cover was observed over time for most plots in Rosario. Temporal trajectories in algal cover were influenced by depth-significant time x depth interaction-in San Andrés (increase, p = 0.004) and Urabá (decrease, p = 0.027). Algae trends were mainly explained by changes in algal turfs. Monitoring programs must focus on the mechanisms mediating the changes, in particular those concerning coral recovery and reef resilience in the current context of climate change.
Asunto(s)
Antozoos/clasificación , Arrecifes de Coral , Monitoreo del Ambiente/métodos , Eucariontes/clasificación , Animales , Antozoos/fisiología , Colombia , Humanos , Densidad de Población , Dinámica Poblacional , Agrupamiento Espacio-TemporalRESUMEN
The sponge Discodermia dissoluta is the source of the potent antimitotic compound (+)-discodermolide. The relatively abundant and shallow populations of this sponge in Santa Marta, Colombia, allow for studies to evaluate the natural and biotechnological supply options of (+)-discodermolide. In this work, an RP-HPLC-UV methodology for the quantification of (+)-discodermolide from sponge samples was tested and validated. Our protocol for extracting this compound from the sponge included lyophilization, exhaustive methanol extraction, partitioning using water and dichloromethane, purification of the organic fraction in RP-18 cartridges and then finally retrieving the (+)-discodermolide in the methanol-water (80:20 v/v) fraction. This fraction was injected into an HPLC system with an Xterra RP-18 column and a detection wavelength of 235 nm. The calibration curve was linear, making it possible to calculate the LODs and quantification in these experiments. The intra-day and inter-day precision showed relative standard deviations lower than 5%. The accuracy, determined as the percentage recovery, was 99.4%. Nine samples of the sponge from the Bahamas, Bonaire, Curaçao and Santa Marta had concentrations of (+)-discodermolide ranging from 5.3 to 29.3 microg/g(-1) of wet sponge. This methodology is quick and simple, allowing for the quantification in sponges from natural environments, in situ cultures or dissociated cells.
Asunto(s)
Alcanos/análisis , Carbamatos/análisis , Lactonas/análisis , Poríferos/química , Pironas/análisis , Animales , Cromatografía Líquida de Alta Presión , Conformación Molecular , Espectrofotometría Ultravioleta , EstereoisomerismoRESUMEN
Long-term monitoring data provide a basis to recognize changes in coral reef communities and to implement appropriate management strategies. Unfortunately, coral reef dynamics have been poorly documented at any temporal scale in the Southern Caribbean. Through the "National Monitoring System of Coral Reefs in Colombia" (Spanish acronym: SIMAC), we assessed 32 permanent plots at different depth levels in six reefs areas of the Colombian Caribbean from 1998 to 2004. Temporal trends in coral and algal cover were evaluated by repeated measures ANOVA. The model included the effect of depth levels (a fixed effect), monitoring plots (a random effect) as a nested factor within depths, and time (repeated factor). We found high spatial variability in major benthic components. Overall means indicated that algae were the most abundant biotic component in nearly all areas, ranging from 30.3% at Rosario to 53.3% at San Andrés. Live coral cover varied considerably from 10.1% at Santa Marta up to 43.5% at Urabá. Coral and algae cover per se are not always accurate reef indicators and therefore they need supplementary information. Temporal analyses suggested relative stability of coral and algal cover along the study but the causes for the observed trends were rarely identified. A significant decrease (p=0.042) in coral cover was only identified for some monitoring plots in Tayrona-time x plot (depth level) interaction, and importantly, few coral species explained this trend. Significant increase (p=0.005) in algal cover was observed over time for most plots in Rosario. Temporal trajectories in algal cover were influenced by depth-significant time x depth interaction-in San Andrés (increase, p=0.004) and Urabá (decrease, p=0.027). Algae trends were mainly explained by changes in algal turfs. Monitoring programs must focus on the mechanisms mediating the changes, in particular those concerning coral recovery and reef resilience in the current context of climate change. Rev. Biol. Trop. 58 (Suppl. 1): 107-131. Epub 2010 May 01.
Este trabajo contiene el primer análisis temporal de la información obtenida por el Sistema Nacional de Monitoreo de Arrecifes Coralinos en Colombia (SIMAC). Entre 1998 y el 2004 se monitorearon un total de 32 parcelas permanentes ubicadas a diferentes niveles de profundidad en seis áreas arrecifales del Caribe colombiano. Los patrones temporales de algas y corales fueron evaluados mediante análisis de varianza de medidas repetidas. Los promedios generales indicaron que las algas dominaron en la mayoría de las áreas evaluadas, variando de 30.3% (Rosario) hasta 53.3% (San Andrés). La cobertura coralina fluctuó considerablemente entre 10.1% (Santa Marta) y 43.5% (Urabá). Los arrecifes estudiados han permanecido relativamente estables durante el periodo evaluado en términos de algas y corales. El único cambio significativo en la cobertura se detectó en algunas parcelas de monitoreo del Tayrona, y pocas especies coralinas explicaron la tendencia de disminución. En Rosario se detectó una tendencia significativa de incremento para las algas en la mayoría de las parcelas. En San Andrés y Urabá las tendencias temporales (aumento y disminución respectivamente) se presentaron en ciertos niveles de profundidad. En estas dos áreas las tendencias en la cobertura de las algas fueron explicadas principalmente por cambios en los tapetes algales. En general las causas de los patrones observados no pudieron identificarse. Los programas de monitoreo deben evaluar no solo las tendencias generales de algas y corales sino también las de sus componentes (especies de coral y grupos funcionales de algas). Así mismo, deben enfocarse en evaluar los mecanismos involucrados en los cambios, en especial aquellos relacionados con la recuperación coralina y la resiliencia arrecifal, de manera que se pueda enfrentar el deterioro arrecifal en el actual contexto de cambio climático.
Asunto(s)
Animales , Humanos , Antozoos/clasificación , Arrecifes de Coral , Monitoreo del Ambiente/métodos , Eucariontes/clasificación , Antozoos/fisiología , Colombia , Densidad de Población , Dinámica Poblacional , Agrupamiento Espacio-TemporalRESUMEN
The Caribbean encrusting and excavating sponge Cliona tenuis successfully competes for space with reef corals by undermining, killing, and displacing live coral tissue at rates of up to 20 cm per year. The crude extract from this sponge, along with the more polar partitions, kills coral tissue and lowers the photosynthetic potential of coral zooxanthellae. We used a bioassay-guided fractionation of the extract to identify the compound(s) responsible. The crude extract, the aqueous partition, and compound 1, herein named clionapyrrolidine A [(-)-(5S)-2-imino-1-methylpyrrolidine-5-carboxylic acid], when incorporated into gels at close to natural volumetric concentrations, killed coral tissue when brought into forced contact with live coral for periods of 1-4 days. This is the first report of a pure chemical produced by a sponge that kills coral tissue upon direct contact. The results are consistent with the localized coral death that occurs when C. tenuis-colonized coral fragments are thrown forcibly against live coral during storms. However, healed C. tenuis fragments placed directly onto live coral were killed readily by coral defenses, and fragments placed in close proximity to coral did not have any effect on the adjacent coral tissue. Solutions of clionapyrrolidine A in sea water were only slightly toxic against live coral. Hence, the coral death naturally brought about by C. tenuis when undermining live coral does not occur through external release of allelochemicals; below-polyp mechanisms must be explored further. N-acetylhomoagmatine (2), originally isolated from Cliona celata from the Northeastern Atlantic, was also assayed for comparison purposes because of its structural similarity to siphonodictidine, a toxic compound produced by a coral excavating sponge of the genus Aka. The lack of activity of N-acetylhomoagmatine at close to natural concentrations seems to indicate that the guanidine moiety, which is also present in siphonodictidine, is not a sufficiently strong structural motif for activity against corals.
Asunto(s)
Antozoos/citología , Antozoos/efectos de los fármacos , Poríferos/química , Poríferos/metabolismo , Pirrolidinas/metabolismo , Pirrolidinas/toxicidad , Animales , Bioensayo , Muerte Celular/efectos de los fármacos , Pirrolidinas/química , Pirrolidinas/aislamiento & purificaciónRESUMEN
[reaction: see text] (-)-(5S)-2-Imino-1-methylpyrrolidine-5-carboxylic acid (1), previously reported as the N-acetyl-beta-d-glucosaminidase inhibitor pyrostatin B, has been isolated from the organic extracts of the burrowing sponge Cliona tenuis. The structure of 1, including its absolute stereochemistry, was characterized from its spectral data and chemical transformations and confirmed by total synthesis. The synthesis of 1 reveals that the structure of pyrostatin B has been incorrectly assigned. Comparison of NMR spectral data strongly suggests that pyrostatins A and B are identical to 5-hydroxyectoine and ectoine, respectively.
Asunto(s)
Aminoácidos Diaminos/química , Iminas/química , Iminas/síntesis química , Poríferos/química , Pirrolidinas/química , Pirrolidinas/síntesis química , Animales , Iminas/aislamiento & purificación , Estructura Molecular , Resonancia Magnética Nuclear Biomolecular , Pirrolidinas/aislamiento & purificación , EstereoisomerismoRESUMEN
Fractionation of an acetone-methanol (1:1) extract of the Caribbean marine sponge Axinyssa ambrosia yielded three new sesquiterpenes whose structures were established by spectroscopic methods as (4R*,5R*,7S*,10R*)-eudesm-11-en-4-ylamine hydrochloride (1), axinyssamine hydrochloride, (4R*,5R*,7S*,10R*)-4-isocyanatoeudesm-11-ene (3), and (4R*,5R*,7S*,10R*)-formamidoeudesm-11-ene (4). Compound 1 exhibited significant cytotoxic activity against cancer cells and was also active in a lethality test using polyps of the scleractinian coral Madracis mirabilis.
Asunto(s)
Poríferos/química , Sesquiterpenos de Eudesmano , Sesquiterpenos/aislamiento & purificación , Animales , Cromatografía Líquida de Alta Presión , Cnidarios/efectos de los fármacos , Colombia , Neoplasias del Colon , Relación Dosis-Respuesta a Droga , Ensayos de Selección de Medicamentos Antitumorales , Humanos , Leucemia P388 , Neoplasias Pulmonares , Ratones , Conformación Molecular , Estructura Molecular , Resonancia Magnética Nuclear Biomolecular , Sesquiterpenos/química , Sesquiterpenos/farmacología , Estereoisomerismo , Células Tumorales Cultivadas/efectos de los fármacosRESUMEN
Se evaluaron contra varios parásitos seleccionados, los extractos metanólicos de ocho esponjas Caribeñas (Clase Demospongia, Filo Porifera). Las esponjas estudiadas fueron Ircinia strobilina, Ircinia felix, Ircinia campana, Xestospongia proxima, Xestospongia muta, Agelas conifera, Agelas clathrodes y Niphates erecta. Los parásitos utilizados como bioindicadores fueron Trypanosoma brucei,Trypanosoma cruzi, Leishmania infantum, Leishmania panamensis, Plasmodium falciparum Itg2 y Plasmodium falciparum Ghana. Los extractos más activos fueron los obtenidos de las esponjas Ircinia felix, Ircinia campana y Xestospongia proxima. Los fraccionamientos cromatográficos de los extractos metanÛlicos de las esponjas Ircinia felix e Ircinia campana, permitieron aislar varias fracciones, de las cuales las que mostraron mayor actividad contra amastigotes de Leishmania panamensis, contienen mezclas complejas de 5 alfa, 8 alfa-epidioxiesteroles, de acuerdo con los análisis por RMN - H Y HPLC. Por otro lado, la fracción más activa contra el Plasmodium falciporum Itg2 feu una fracción obtenida del extracto de I. felix, la cual no mosttró evidencia de la presencia de 5 alfa, 8 alfa-epidioxiesteroles ni de ácidos tetrónicos sesterpénicos