Marine Sponge Jaspis Research Articles

Jaspolides G and H, unique bisisomalabaricanes from the Chinese marine sponge Jaspis sp.

Two unique bisisomalabaricanes jaspolides G ( 1) and H ( 2) were isolated from the marine sponge Jaspis sp. Their structures were elucidated on the basis of extensive spectroscopic data (IR, MS, and 1D and 2D NMR) analyses. A possible biogenetic pathway via Diels–Alder dimerization for jaspolides G and H was also proposed.

Conformational studies of free and Li+ complexed jasplakinolide, a cyclic depsipeptide from the Fijian marine sponge Jaspis splendens

The complexation of Li+ to jasplakinolide, a marine sponge derived cyclic depsipeptide showed preferential binding to two out of four carbonyl oxygens (C-10, C-14) and the electrons of the aromatic system of the beta-tyrosine amino acid residue. This is in contrast to previous results obtained by others who proposed complexation to three out of four available carbonyl oxygens (C-1, C-10, C-14). The structure of the complex in CD3CN was determined by NOE restrained molecular dynamic calculations. Structures of the uncomplexed jasplakinolide were calculated in CDCl3 and CD3CN for comparison.

Jaspines A and B: Two New Cytotoxic Sphingosine Derivatives from the Marine Sponge Jaspis sp.

Abstract The ethanolic extract of the sponge Jaspis sp. collected in Vanuatu showed cytotoxicity against KB tumour cells (IC 95 =10 μg/ml). A bioassay-guided fractionation led to the isolation of two new cytotoxic sphingosine derivatives, jaspine A and jaspine B. Structures were elucidated by spectroscopic methods, and absolute configuration by chemical derivatisation. The cytotoxicity of jaspine B hydrochloride was evaluated against the A549 lung tumour cell line (IC 50 =3.4×10 −7 M).

Jaspines A and B: two new cytotoxic sphingosine derivatives from the marine sponge Jaspis sp.

The ethanolic extract of the sponge Jaspis sp. collected in Vanuatu showed cytotoxicity against KB tumour cells (IC 95=10 μg/ml). A bioassay-guided fractionation led to the isolation of two new cytotoxic sphingosine derivatives, jaspine A and jaspine B. Structures were elucidated by spectroscopic methods, and absolute configuration by chemical derivatisation. The cytotoxicity of jaspine B hydrochloride was evaluated against the A549 lung tumour cell line (IC 50=3.4×10 −7 M).

New isomalabaricane derivatives from a new species of Jaspis sponge collected at the Vanuatu islands.

Six new cytotoxic isomalabaricane-type triterpenoids and nortriterpenoids with a 3alpha-acetoxy group were isolated, along with the known globostellatic acids B (1) and C (2), from the marine sponge Jaspis sp. collected at Vanuatu Island. The structures were determined by 2D NMR data and by comparison with spectral data of known related compounds.

Inhibition of hatching in the ascidian, Halocynthia roretzi, by (Z)- and (E)-narains isolated from a marine sponge, Jaspis sp.

Summary (Z)- and (E)-narains, 3,4-dihydroxystyryl sulfates, have been isolated from a marine sponge Jaspis sp. as inducers of larval metamorphosis in the ascidian Halocynthia roretzi (Tsukamoto et al., 1994a, 1994b). Subsequently, we found that narains inhibited hatching in H. roretzi at concentrations of 10–50 μM, but did not affect trypsin-like protease activity which is released during larval hatching. Isolated chorion was dissolved by crude hatching enzyme solution and by commercially available trypsin from bovine pancreas. In both cases, dissolution of the chorion was inhibited by narains. Furthermore, the follicle cells surrounding the chorion of narain-treated embryos became condensed. These results suggest that narains do not inhibit hatching enzyme activity but rather affect the envelope of the embryo, resulting in inhibition of hatching.

New jaspamide derivatives from the marine sponge Jaspis splendans collected in Vanuatu.

Two new jaspamide derivatives (1 and 2) along with jaspamide have been isolated from the marine sponge Jaspis splendans collected in Vanuatu. Their chemical structures were determined from 1D and 2D NMR studies and MS data. These two compounds inhibited the in vitro growth of the NSCLC-N6 human tumor cell lines with IC50 values in the microg/mL range.

Deoxynortrichoharzin, a New Polyketide from the Saltwater Culture of a Sponge-Derived Paecilomyces Fungus

The saltwater culture of a Paecilomyces cf. javanica isolated from the marine sponge Jaspis cf. coriacea has yielded a new polyketide, deoxynortrichoharzin (1), and two known diketopiperazines (2 and 3).

ChemInform Abstract: Geographic Variation in the Tropical Marine Sponge Jaspis cf. johnstoni: An Unexpected Source of New Terpene‐Benzenoids.

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Geographic Variation in the Tropical Marine Sponge Jaspis cf. johnstoni: An Unexpected Source of New Terpene-Benzenoids

Geographic Variation in the Tropical Marine Sponge <i>Jaspis</i> cf. <i>johnstoni</i>: An Unexpected Source of New Terpene-Benzenoids

Jasplakinolide, a novel actin targeting peptide, inhibits cell growth and induces actin filament polymerization in the green alga Micrasterias

Jasplakinolide, a naturally occurring cyclodepsipeptide from the marine sponge Jaspis sp., known to induce actin polymerization and stabilization in vitro, markedly influences the morphogenetic process in the green alga Micrasterias when used in concentrations higher than 3 μM. Development of Micrasterias is inhibited or strongly retarded, malformations occur, and large vacuoles are formed. At the ultrastructural level, dense abnormal accumulations of filamentous structures have been found indicating actin filament polymerizing activities of the drug in situ. Moreover, displacement of organelles and aggregations of endoplasmic reticulum (ER) cisternae have been observed. Microtubule (MT) arrangement and MT-dependent processes remain undisturbed. Cells allowed to recover from jasplakinolide treatment continue their growth but show severe changes in the cell pattern and displacement of organelles, suggesting that even after removal of the drug, some basic features for the morphogenetic process remain altered. Jasplakinolide might be a useful tool for investigations on actin-dependent processes in the future. Cell Motil. Cytoskeleton 38:365–372, 1997. © 1997 Wiley-Liss, Inc.

Jasplakinolide, a novel actin targeting peptide, inhibits cell growth and induces actin filament polymerization in the green alga Micrasterias.

Jasplakinolide, a naturally occurring cyclodepsipeptide from the marine sponge Jaspis sp., known to induce actin polymerization and stabilization in vitro, markedly influences the morphogenetic process in the green alga Micrasterias when used in concentrations higher than 3 microM. Development of Micrasterias is inhibited or strongly retarded, malformations occur, and large vacuoles are formed. At the ultrastructural level, dense abnormal accumulations of filamentous structures have been found indicating actin filament polymerizing activities of the drug in situ. Moreover, displacement of organelles and aggregations of endoplasmic reticulum (ER) cisternae have been observed. Microtubule (MT) arrangement and MT-dependent processes remain undisturbed. Cells allowed to recover from jasplakinolide treatment continue their growth but show severe changes in the cell pattern and displacement of organelles, suggesting that even after removal of the drug, some basic features for the morphogenetic process remain altered. Jasplakinolide might be a useful tool for investigations on actin-dependent processes in the future.

Jaspiferals A ∼ G, new cytotoxic isomalabaricane-type nortriterpenoids from Okinawan marine sponge Jaspis stellifera

New cytotoxic isomalabaricane-type nortriterpenoids with a 3α-hydroxy group, jaspiferals A ∼ G (1 ∼ 7), were isolated from the Okinawan marine sponge Jaspis stellifera and the structures were determined on the basis of spectroscopic data and chemical means. New cytotoxic isomalabaricane-type nortriterpenoids with a 3α-hydroxy group, jaspiferals A ∼ G (1 ∼ 7), were isolated from the Okinawan marine sponge Jaspis stellifera. [Display omitted]

Narains: N, N-dimethylguanidinium styryl sulfates, metamorphosis inducers of ascidian larvae from a marine sponge Jaspis sp

Two N, N-dimethylguamidinium styryl sulfates, ( E)- and ( Z)-narains, which induce metamorphosis of the ascidian Halocynthia roretzi larvae have been isolated from a marine sponge Jaspis sp. The structures were determined by spectral analysis.

Isolation of 1-Methylherbipoline, a Purine Base, from a Marine Sponge, Jaspis sp.

1-Methylherbipoline [1], a purine base active as a collagenase inhibitor, was isolared from the marine sponge Jaspis sp. The structure was determined by spectral data interpretation and chemical synthesis

3,4-Dihydroxystyrene dimers, inducers of larval metamorphosis in ascidians, from a marine sponge Jaspis sp.

Four new 3,4-dihydroxystyrene dimers ( 3, 4, 5, and 9) have been isolated from a marine sponge Jaspis sp. along with the known narains ( 1 and 2), of which 3– 5 induced metamorphosis of ascidian Halocynthia roretzi larvae. Structures of these metabolites were elucidated on the basis of spectral data. Biogenesis of these compounds is also discussed.

Jaspisamides A-C, New Cytotoxic Macrolides from the Okinawan Sponge Jaspis Sp.

Three new macrolides, jaspisamides A [1], B [2], and C [3], with cytotoxic activities have been isolated from the Okinawan marine sponge Jaspis sp. and their structures determined by the spectroscopic data. This is the first isolation of macrolides from a sponge of the genus Jaspis

Stelliferins A–F, new antineoplastic isomalabaricane triterpenes from the Okinawan marine sponge Jaspis stellifera.

Six new antineoplastic isomalabaricane-type triterpenes, stelliferins A–F, have been isolated from the Okinawan marine sponge Jaspis stellifera. The structures were established by spectroscopic analyses, espesially 1D and 2D NMR techniques. The stereostructures have been elucidated by NOESY spectra as well as chemical degradation experiments.

Jaspamide from the Marine Sponge Jaspis johnstoni

Jaspamide from the Marine Sponge Jaspis johnstoni