Marine Products Chemistry
Marine organisms are an important source of natural products with unique structural characteristics and enormous potential for application in the biomedical, agrochemical and cosmetic industries.
The Marine Products Chemistry group profile page on Digital.CSIC.
The main aim of research carried out by the Marine Natural Products Chemistry group at the IPNA is to discover new molecules from marine macro- and microorganisms and study their therapeutic potential.
Marine microorganisms have developed unique physiological and biochemical mechanisms to survive in extreme and highly competitive habitats producing unique secondary metabolites of high therapeutic value. Another of our lines of research is the bioguided study of natural products produced by...
Determination of the biological activity of extracts and pure compounds
The therapeutic potential and industrial interest of pure extracts and products is established through antibacterial and antifungal activity tests carried out in the laboratory and through collaborations with other research groups and companies.
PhD & MSc. Thesis
Sustancias bioactivas de algas e invertebrados marinos de hábitats diversos: Ptilonia magellanica, Aplysia dactylomela y Leptogorgia sp.
Estudio Químico y Evaluación Biológica de metabolitos secundarios de octocorales
Estudio Químico de Invertebrado Marinos y Microorganismos Asociados
Terpenoides Bioactivos y Acetogeninas de Algas e Invertebrados Marinos
Metabolitos producidos por el alga roja Ptilonia magellanica. Estructura y citotoxicidad
Metabolitos producidos por un hongo de origen marino. Estructura y citotoxicidad
Nuevos Cembranoides del octocoral Leptogorgia sp. Como Posibles Marcadores Quicio-taxonómicos
Biodiversidad de Algas y Esponjas Marinas como Fuente de Nuevas Sustancias Bioactivas
Chloro-Furanocembranolides from Leptogorgia sp. Improve Pancreatic Beta-Cell Proliferation
Two new chloro-furanocembranolides (1, 2) and two new 1,4-diketo cembranolides (3, 4) were isolated from the crude extract of Leptogorgia sp. together with a new seco-furanocembranolide (5) and the known Z-deoxypukalide (6), rubifolide (7), scabrolide D (8) and epoxylophodione (9). Their structures were determined based on spectroscopic evidence. Four compounds: 1, 2, 7 and 8 were found to activate the proliferation of pancreatic insulin-producing (beta) cells.
Gallardo, Amalia; Díaz-Marrero, Ana R. ; Rosa, José M. de la ; D'Croz, Luis; Perdomo, Germán; Cózar-Castellano, Irene; Darias, Jose; Cueto, Mercedes
A set of biogenetically interesting polyhalogenated acetogenins from Ptilonia magellanica
Ptilonines A−F, pyranosylmagellanicus D−E and magellenediol are previously undescribed acetogenins isolated from the red alga Ptilonia magellanica. Their structures were determined from spectroscopic evidence. The absolute configuration of the known pyranosylmagellanicus A, was established by derivatization with (R)− and (S)−α−methoxy −α−phenylacetic acids (MPA). Ptilonines exhibit an unusual halogenation pattern, that may confer evolutionary advantages to Ptilonia magellanica, for which a biogenetic origin is proposed. The antimicrobial effect of some of these compounds was evaluated.
Gallardo, Amalia; Cueto, Mercedes; Díaz-Marrero, Ana R. ; Rosa, José M. de la; Fajardo, Víctor; San-Martín, Aurelio,; Darias, José
Leptolide Improves Insulin Resistance in Diet-Induced Obese Mice
Type 2 diabetes (T2DM) is a complex disease linked to pancreatic beta-cell failure and insulin resistance. Current antidiabetic treatment regimens for T2DM include insulin sensitizers and insulin secretagogues. We have previously demonstrated that leptolide, a member of the furanocembranolides family, promotes pancreatic beta-cell proliferation in mice. Considering the beneficial effects of leptolide in diabetic mice, in this study, we aimed to address the capability of leptolide to improve insulin resistance associated with the pathology of obesity. To this end, we tested the hypothesis that leptolide should protect against fatty acid-induced insulin resistance in hepatocytes. In a time-dependent manner, leptolide (0.1 µM) augmented insulin-stimulated phosphorylation of protein kinase B (PKB) by two-fold above vehicle-treated HepG2 cells. In addition, leptolide (0.1 µM) counteracted palmitate-induced insulin resistance by augmenting by four-fold insulin-stimulated phosphorylation of PKB in HepG2 cells. In vivo, acute intraperitoneal administration of leptolide (0.1 mg/kg and 1 mg/kg) improved glucose tolerance and insulin sensitivity in lean mice. Likewise, prolonged leptolide treatment (0.1 mg/kg) in diet-induced obese mice improved insulin sensitivity. These effects were paralleled with an ~50% increased of insulin-stimulated phosphorylation of PKB in liver and skeletal muscle and reduced circulating pro-inflammatory cytokines in obese mice. We concluded that leptolide significantly improves insulin sensitivity in vitro and in obese mice, suggesting that leptolide may be another potential treatment for T2DM
Villa-Pérez, Pablo; Cueto, Mercedes; Díaz-Marrero, Ana R; Lobatón, Carmen D.; Moreno, Alfredo; Perdomo, Germán; Cózar-Castellano, Irene
The polyphenol altenusin inhibits in vitro fibrillization of tau and reduces induced tau pathology in primary neurons
In Alzheimer’s disease, the microtubule-associated protein tau forms intracellular neurofibrillary tangles (NFTs). A critical step in the formation of NFTs is the conversion of soluble tau into insoluble filaments. Accordingly, a current therapeutic strategy in clinical trials is aimed at preventing tau aggregation. Here, we assessed altenusin, a bioactive polyphenolic compound, for its potential to inhibit tau aggregation. Altenusin inhibits aggregation of tau protein into paired helical filaments in vitro. This was associated with stabilization of tau dimers and other oligomers into globular structures as revealed by atomic force microscopy. Moreover, altenusin reduced tau phosphorylation in cells expressing pathogenic tau, and prevented neuritic tau pathology induced by incubation of primary neurons with tau fibrils. However, treatment of tau transgenic mice did not improve neuropathology and functional deficits. Taken together, altenusin prevents tau fibrillization in vitro and induced tau pathology in neurons.
Chua, Sook Wern; Cornejo, Alberto; Eersel, Janet van; Stevens, Claire H.; Vaca, Inmaculada; Cueto, Mercedes; Kassiou, Michael; Gladbach, Amadeus; Macmillan, Alex; Lewis, Lev; Whan, Renee; Ittner, Lars M.
Oxysterols from an octocoral of the genus Gorgonia from the eastern Pacific of Panama
Eighteen new oxysterols have been isolated from a previously undescribed octocoral collected from the eastern Pacific of Panama. Their structures were determined based on spectroscopic evidence. The absolute configuration was established by derivatization with (R)- and (S)-MPA. Antimicrobial and antileishmanial effects were evaluated.
Cardoso-Martínez, F.; Rosa, José M. de la ; Díaz-Marrero, Ana R.; Darias, José; D'Croz, Luis; Jiménez-Antón, M. Dolores; Corral, María Jesús; García, Rocío; Alunda Rodríguez, Jose María; Cueto, Mercedes
Tanzawaic acids isolated from a marine-derived fungus of the genus Penicillium with cytotoxic activities
Tanzawaic acids M (1), N (2), O (3) and P (4) and the known tanzawaic acids B (5) and E (6), have been isolated from an extract of a cultured marine-derived fungus (strain CF07370) identified as a member of the genus Penicillium. The structures of 1–4 were determined based on spectroscopic evidence. The antimicrobial and cytotoxic activities of compounds 1–6 were evaluated.
Cardoso-Martínez, F.; Rosa, José M. de la; Díaz-Marrero, Ana R.; Darias, José; Cerella, Claudia; Diederich, Marc; Cueto, Mercedes