| pharmacological characterization of the pseudopterosins: novel anti-inflammatory natural products isolated from the caribbean soft coral, pseudopterogorgia elisabethae. | pseudopterosin e (pse), a c-10 linked fucose glycoside and pseudopterosin a (psa), a c-9 xylose glycoside isolated from the marine gorgonian pseudopterogorgia elisabethae were both effective in reducing pma-induced mouse ear edema when administered topically (ed50 (microg/ear) pse(38), psa(8)) or systemically (ed50 (mg/kg, i.p.) pse (14), psa (32)). both compounds exhibited in vivo analgesic activity in phenyl-p-benzoquinone-induced writhing (ed50 (mg/kg, i.p.) pse(14), psa(4). pse inhibited zym ... | 1998 | 9651113 |
| novel terpenoids from the west indian sea whip pseudopterogorgia elisabethae (bayer). elisapterosins a and b: rearranged diterpenes possessing an unprecedented cagelike framework. | four diterpenes and a nor-diterpenoid, all of which possess unusual carbocyclic skeletons, were isolated from the hexane solubles of the west indian gorgonian pseudopterogorgia elisabethae. the structures and relative configurations of novel metabolites elisabethin d (2), elisabethin d acetate (3), 3-epi-elisabanolide (5), elisapterosin a (6), and elisapterosin b (7) were elucidated by interpretation of overall spectral data, which included 2d nmr correlation methods, ir, uv, and accurate mass m ... | 2000 | 10814100 |
| a marine diterpene with a novel tetracyclic framework from the west indian gorgonian octocoral pseudopterogorgia elisabethae. | [structure: see text] colombiasin a (1) was isolated from an extract of the west indian gorgonian octocoral pseudopterogorgia elisabethae that showed strong inhibitorial activity against mycobacterium tuberculosis h37rv. structure elucidation by interpretation of 2d-nmr spectroscopic data, ir, uv, and accurate mass measurements (hrei-ms) revealed that colombiasin a belongs to a previously undescribed class of c20 rearranged diterpenes possessing an intricate tetracyclic framework. | 2000 | 10814363 |
| novel antimycobacterial benzoxazole alkaloids, from the west indian sea whip pseudopterogorgia elisabethae. | [formula: see text] our screening for marine natural products with anti-tuberculosis activity from the west indian gorgonian coral pseudopterogorgia elisabethae resulted in the isolation of two active diterpenoid alkaloids, pseudopteroxazole (1) and seco-pseudopteroxazole (2). their structures were elucidated by nmr spectral analysis, including a variety of two-dimensional techniques. compounds 1 and 2 are previously undescribed diterpenoids containing the uncommon benzoxazole moiety. biological ... | 1999 | 10822593 |
| the cumbiasins, structurally novel diterpenes possessing intricate carbocyclic skeletons from the west indian sea whip pseudopterogorgia elisabethae (bayer). | from the hexane extract of the west indian gorgonian pseudopterogorgia elisabethae, two diterpenes, cumbiasins a (1) and b (2), having a novel tetracyclic carbon skeleton named cumbiane, have been isolated. in addition, we have isolated cumbiasin c (3), a ring cleavage product of cumbiasin b that possesses an unusual carbocyclic framework named seco-cumbiane. the structures and relative configurations of metabolites 1-3 were elucidated by interpretation of overall spectral data, which included 2 ... | 2000 | 11052119 |
| serrulatane diterpenes with antimycobacterial activity isolated from the west indian sea whip pseudopterogorgia elisabethae. | two new antimycobacterial serrulatane diterpenes, erogorgiaene (3) and 7-hydroxyerogorgiaene (4), and a novel c(40) bisditerpene (5), have been isolated from the west indian gorgonian octocoral pseudopterogorgia elisabethae. the structures of compounds 3-5 were determined by spectral (1d and 2d nmr, ir, uv, and hreims) analysis. | 2001 | 11170678 |
| molecular genetic evidence that dinoflagellates belonging to the genus symbiodinium freudenthal are haploid. | microscopic and cytological evidence suggest that many dinoflagellates possess a haploid nuclear phase. however, the ploidy of a number of dinoflagellates remains unknown, and molecular genetic support for haploidy in this group has been lacking. to elucidate the ploidy of symbiotic dinoflagellates belonging to the genus symbiodinium, we used five polymorphic microsatellites to examine populations harbored by the caribbean gorgonians plexaura kuna and pseudopterogorgia elisabethae; we also studi ... | 2003 | 12588740 |
| homopseudopteroxazole, a new antimycobacterial diterpene alkaloid from pseudopterogorgia elisabethae. | in the course of our study to find novel antimycobacterial secondary metabolites from caribbean gorgonian octocorals, we have isolated a new diterpene alkaloid, namely, homopseudopteroxazole (1), as a minor constituent of the hexane extract from the sea plume pseudopterogorgia elisabethae. its structure was deduced by interpretation of combined spectroscopic data, including extensive 1d and 2d nmr measurements, and nmr spectral comparisons with known amphilectane models. biological screening stu ... | 2003 | 12828474 |
| phylogenetic identification of symbiotic dinoflagellates via length heteroplasmy in domain v of chloroplast large subunit (cp23s)-ribosomal dna sequences. | a protocol that takes advantage of length heteroplasmy in domain v of chloroplast large subunit (cp23s)-ribosomal dna to identify members of the symbiotic dinoflagellate genus symbiodinium is presented. this protocol is highly specific for symbiodinium, can provide intercladal and intracladal identification of a particular symbiodinium isolate, and can detect multiple symbiodinium chloroplast genotypes simultaneously in the same isolate, making his technique attractive for a variety of research ... | 2003 | 12876648 |
| pseudopterosin biosynthesis in symbiodinium sp., the dinoflagellate symbiont of pseudopterogorgia elisabethae. | investigations are reported that identify the biosynthetic source and origins of the pseudopterosins, pharmacologically important diterpene glycosides, in the gorgonian coral pseudopterogorgia elisabethae. we report here the isolation of physiologically significant levels of endogenous pseudopterosins a, b, c, and d from purified symbionts identified as the dinoflagellate symbiodinium sp. biosynthetic studies in photosynthesizing symbiont isolates utilizing 14c-labeled inorganic carbon and the t ... | 2003 | 14652072 |
| determinate growth and modularity in a gorgonian octocoral. | growth rates of branches of colonies of the gorgonian pseudopterogorgia elisabethae were monitored for 2 years on a reef at san salvador island, bahamas. images of 261 colonies were made at 6-month intervals and colony and branch growth analyzed. branch growth rates differed between colonies and between the time intervals in which the measurements were made. colonies developed a plumelike morphology through a pattern of branch origination and determinate growth in which branch growth rates were ... | 2003 | 14672986 |
| fine-scale diversity and specificity in the most prevalent lineage of symbiotic dinoflagellates (symbiodinium, dinophyceae) of the caribbean. | the success of coral reefs is due to obligate mutualistic symbioses involving invertebrates and photosynthetic dinoflagellate symbionts belonging to the genus symbiodinium. in the caribbean, the vast majority of octocorals and other invertebrate hosts associate with symbiodinium clade b, and more selectively, with a single lineage of this clade, symbiodinium b1/b184. although b1/b184 represents the most prevalent symbiodinium in the caribbean, there is little evidence supporting fine-scale diver ... | 2004 | 14717900 |
| microsatellite variation reveals high levels of genetic variability and population structure in the gorgonian coral pseudopterogorgia elisabethae across the bahamas. | the primary mechanism of gene flow in marine sessile invertebrates is larval dispersal. in pseudopterogorgia elisabethae, a commercially important caribbean gorgonian coral, a proportion of the larvae drop to the substratum within close proximity to the maternal colony, and most matings occur between individuals in close proximity to each other. such limited dispersal of reproductive propagules suggests that gene flow is limited in this gorgonian. in this study, we characterized the population g ... | 2004 | 15245395 |
| pseudopterosin content variability of the purple sea whip pseudopterogorgia elisabethae at the islands of san andres and providencia (sw caribbean). | to determine pseudopterosin composition and concentration in colonies of pseudopterogorgia elisabethae from the islands of san andres and providencia, we collected fragments of individual colonies at various sites and depth ranges around the islands. chromatographic profiles of the polar fraction, particularly those obtained by hplc-ms analyses, allowed us to recognize two different chemotypes. chemotype 1 characterized samples from providencia whereas chemotype 2 characterized samples from san ... | 2004 | 15303322 |
| new pseudopterosin and seco-pseudopterosin diterpene glycosides from two colombian isolates of pseudopterogorgia elisabethae and their diverse biological activities. | as part of an ongoing program to explore the chemical constituents of caribbean marine invertebrates, a family of 13 new diterpene glycosides, pseudopterosins p-z (1-11) and seco-pseudopterosins h (12) and i (13), have been isolated from the organic extracts of two collections of the sea whip pseudopterogorgia elisabethae procured near the colombian southwestern caribbean sea. the structures of compounds 1-13, including absolute stereochemistry, have been proposed on the basis of comprehensive s ... | 2004 | 15497938 |
| comparison of an inducible oxidative burst in free-living and symbiotic dinoflagellates reveals properties of the pseudopterosins. | an oxidative burst in free-living and symbiotic dinoflagellates induced by physical stress is defined and characterized. the oxidative burst occurred within 1 min of physical injury caused by short pulses of low frequency sonic sound (20 khz, 10 s pulses). the quantities of reactive oxygen species were measured using a spectrofluorometric assay and standardized to hydrogen peroxide. using pharmacological probes, the oxidative burst was found to contain upwards of 95% hydrogen peroxide and was be ... | 2004 | 15561188 |
| purification and kinetic properties of elisabethatriene synthase from the coral pseudopterogorgia elisabethae. | the bahamian octocoral pseudopterogorgia elisabethae is the source of pseudopterosins, diterpene glycosides with potent anti-inflammatory activity. the first committed step in pseudopterosin biosynthesis comprises the cyclisation of the universal diterpene precursor geranylgeranyl diphosphate to elisabethatriene. this reaction is catalysed by elisabethatriene synthase, which was purified to homogeneity from a crude coral extract. this represents the first purification to apparent homogeneity of ... | 2006 | 16423548 |
| high fertilization success in a surface-brooding caribbean gorgonian. | colonies of the caribbean gorgonian pseudopterogorgia elisabethae release eggs that are retained on the colony surface where they are fertilized and then develop. in december 2001, spawning on san salvador island, bahamas, occurred over 6 d, with spawning by any one colony limited to 1-3 d. with the exception of the first and last days of the spawning period, fertilization success was high, often greater than 90%. eggs collected in december 2001 had an overall fertilization success of more than ... | 2006 | 16501060 |
| elucidation of the biosynthetic origin of the anti-inflammatory pseudopterosins. | the pseudopterosins are a family of diterpene glycosides isolated from the gorgonian coral pseudopterogorgia elisabethae. these metabolites exhibit potent anti-inflammatory activity, and this review describes our efforts to elucidate their biosynthetic origin. a radioactivity-guided isolation was used to identify the terpene cyclase product. in addition, a detailed nmr-guided search for potential biosynthetic intermediates identified metabolites which were tested by incubating 3h-labeled analogu ... | 2006 | 16555072 |
| anti-inflammatory effects of the gorgonian pseudopterogorgia elisabethae collected at the islands of providencia and san andrés (sw caribbean). | abstract: | 2009 | 19284567 |
| aberrarone: a gorgonian-derived diterpene from pseudopterogorgia elisabethae. | a marine metabolite based on a previously undescribed carbon skeleton, aberrarone (1), is reported as a natural product from the caribbean sea whip, pseudopterogorgia elisabethae. the molecular structure of the crystalline metabolite was established by spectral analysis and subsequently confirmed by x-ray crystallographic analysis. aberrarone shows in vitro antimalarial activity against a chloroquine-resistant strain of the protozoan parasite plasmodium falciparum. | 2009 | 19736920 |
| cytotoxic and antimicrobial activity of pseudopterosins and seco-pseudopterosins isolated from the octocoral pseudopterogorgia elisabethae of san andrés and providencia islands (southwest caribbean sea). | to expand the potential of pseudopterosins and seco-pseudopterosins isolated from the octocoral pseudopterogorgia elisabethae of san andrés and providencia islands (southwest caribbean sea), we report the anti-microbial profile against four pathogenic microorganisms (staphylococcus aureus, enterococcus faecalis, pseudomonas aeruginosa and candida albicans) and report a more complete cytotoxic profile against five human cells lines (hela, pc-3, hct116, mcf-7 and bj) for the compounds psg, psp, ps ... | 2011 | 21556163 |
| antifouling activities against colonizer marine bacteria of extracts from marine invertebrates collected in the colombian caribbean sea and on the brazilian coast (santa catarina). | the growth inhibition of 12 native marine bacteria isolated from aplysina sponge surfaces, the shell of a bivalve, and phytagel immersed for 48 h in sea water were used as indicator of the antifouling activity of the extracts of 39 marine organisms (octocorals, sponges, algae, and zoanthid) collected in the colombian caribbean sea and on the brazilian coast (santa catarina). gram-negative bacteria represented 75% of the isolates; identified strains belonged to oceanobacillus iheyensis, ochrobact ... | 2011 | 22191218 |
| bacterial communities of the gorgonian octocoral pseudopterogorgia elisabethae. | pseudopterogorgia elisabethae is a common inhabitant of caribbean reefs and is a well-known source of diterpenes with diverse biological activities. notably, this octocoral is the sole source of the pseudopterosin family of anti-inflammatory diterpenes and is harvested to supply commercial demand for these metabolites. we have characterized the composition of the bacterial community associated with p. elisabethae collected from providencia island, colombia, using both culture-dependent and cultu ... | 2013 | 23913197 |
| possible ecological role of pseudopterosins g and p-u and seco-pseudopterosins j and k from the gorgonian pseudopterogorgia elisabethae from providencia island (sw caribbean) in regulating microbial surface communities. | the gorgonian pseudopterogorgia elisabethae collected at providencia island (colombia) has an unfouled surface, free of obvious algal and invertebrate growth. this gorgonian produces significant amounts of the glycosilated diterpenes pseudopterosins and seco-pseudopterosins (ps and seco-ps). our previous experiments have shown activity of these compounds against eukaryotic (human cancer cell lines and candida albicans) and prokaryotic cells (staphylococcus aureus and enterococcus faecalis). howe ... | 2012 | 22932867 |
| pseudopterosin a: protection of synaptic function and potential as a neuromodulatory agent. | natural products have provided an invaluable source of inspiration in the drug discovery pipeline. the oceans are a vast source of biological and chemical diversity. recently, this untapped resource has been gaining attention in the search for novel structures and development of new classes of therapeutic agents. pseudopterosins are group of marine diterpene glycosides that possess an array of potent biological activities in several therapeutic areas. few studies have examined pseudopterosin eff ... | 2016 | 26978375 |