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Biomedical subjects

Jin Murata

Publications and source records attributed to Jin Murata.

At least 19 recordsLinked to original sources

Phylogeography and genetic structure of Hibiscus tiliaceus--speciation of a pantropical plant with sea-drifted seeds.

Phylogenetic relationships and the spatial genetic structure of a pantropical plant with sea-drifted seeds, Hibiscus tiliaceus L., and its allied species were investigated. The combined distribution range of these species is over almost the entire littoral area of the tropics worldwide, which might result from the dispersal of their sea-drifted seeds and from recurrent speciation in local populations. A phylogenetic tree constructed using the nucleotide sequences of a c. 7500-bp portion of chloroplast DNA suggested the possibility that recurrent speciation from H. tiliaceus has given rise to all of its allied species. Three major sequence haplotypes of H. tiliaceus had wide and overlapping distributions throughout the Pacific, Atlantic and Indian Ocean regions. This distribution pattern was also confirmed by PCR-SSCP (polymerase chain reaction amplification with single-strand conformation polymorphism) and PCR-SSP (PCR amplification with sequence specific primers) analyses performed on more than 1100 samples from 65 populations worldwide. Statistical analysis using F(ST) and analysis of molecular variance did not show significant genetic differentiation among the H. tiliaceus populations in the three oceanic regions. The results reported here suggested substantial gene flow occurred between populations in the different oceanic regions due to sea-drifted seeds. A strong genetic difference between the Pacific and Atlantic populations of Hibiscus pernambucensis Arruda was observed, which indicates that gene flow in this species between the two regions has been prevented. The wide and dominant distribution of a haplotype shared by H. pernambucensis and H. tiliaceus in the Atlantic region suggests significant introgression between the two species in this region.

DNA, Chloroplast↗

Resveratrol oligomers and their O-glucosides from Cotylelobium lanceolatum.

Three new resveratrol oligomers, cotylelophenol C (1) (resveratrol tetramer) and cotylelosides A (2) and B (3) (O-glucosides of resveratrol trimer), together with four known glucosides of resveratrol oligomers (vaticasides A, B, C, D) and piceid, were isolated from an acetone soluble part of stem of Cotylelobium lanceolatum (Dipterocarpaceae). The structures of new compounds were determined by spectral data analysis. The characteristic properties observed in the NMR spectra of 1 were also discussed.

Ericales↗

Two novel trimeric resveratrol derivatives from Cotylelobium lanceolatum.

Two new resveratrol (= 5-[(E)-2-(4-hydroxyphenyl)ethenyl]benzene-1,3-diol) trimers, cotylelophenols A (1) and B (2), were isolated from the stem of Cotylelobium lanceolatum (Dipterocarpaceae), together with ten known resveratrol oligomers (3-12). The structures of the isolates were established on the basis of spectroscopic analyses, including a detailed NMR spectroscopic investigation of 1 under different conditions. Compound 1 is the first resveratrol trimer with a rearranged 4-hydroxyphenyl group. Four possible biogenetic pathways towards resveratrol oligomers are proposed (Scheme).

Ericales↗

New resveratrol tetramers from the stem bark of Upuna borneensis.

Five new resveratrol (=5-[(E)-2-(4-hydroxyphenyl)ethenyl]benzene-1,3-diol) tetramers, upunaphenols H-J (1-3) and trans-(4) and cis-upunaphenol K (5), were isolated from the stem of Upuna borneensis (Dipterocarpaceae). Their structures were elucidated on the basis of 1D- and 2D-NMR as well as FAB-MS data. Compounds 1-3 bear a rare biphenyl bond in their frameworks. Compounds 1 and 2 have an unprecedented nonacyclic fused ring system, and compounds 2 and 3 have symmetrical structures.

Ericales↗

Resveratrol derivatives from Upuna borneensis.

Four new resveratrol derivatives, upunaphenols B (1), C (4), D (5) (resveratrol tetramer) and E (6, resveratrol dimer with a C6-C1 unit), together with nine known resveratrol oligomers and resveratrol were isolated from an acetone soluble part of stem of Upuna borneensis (Dipterocarpaceae). The structures of new compounds were determined by spectral analysis including 1D and 2D NMR experiments.

Chromatography, Thin Layer↗

A new and known cytotoxic aryltetralin-type lignans from stems of Bursera graveolens.

A new 4alpha-aryltetralin-type lignan called burseranin (1) and a known analogous lignan picropolygamain (2) were isolated along with known triterpenes, lupeol and epi-lupeol from the methanol extract of stems of Bursera graveolens, which showed a remarkable inhibitory activity against human HT1080 fibrosarcoma cells. The whole structure of 1 was established based on combined spectral studies and the absolute structure for 2 was first confirmed by CD spectral evidence. In addition, cytotoxic activities of the stem (methanol) extract and its components are evaluated in this paper.

Antineoplastic Agents, Phytogenic↗

A monoterpene glucoside and three megastigmane glycosides from Juniperus communis var. depressa.

A new monoterpene glucoside (1) and three new natural megastigmane glycosides (2-4) were isolated along with a known megastigmane glucoside (5) from twigs with leaves of Juniperus communis var. depressa (Cupressaceae) collected in Oregon, U.S.A., and their structures were determined on the basis of spectral and chemical evidence. In addition, the antibacterial activities of the isolated components against Helicobacter pylori were also investigated.

Carbohydrate Conformation↗

Correlation between pollen morphology and pollination mechanisms in the Hydrocharitaceae.

The pollen morphology of 11 genera and 11 species of the Hydrocharitaceae and one species of the Najadaceae was studied using scanning and transmission electron microscopies, and the exine structures and sculptures are discussed in relation to pollination mechanisms and the molecular phylogeny. The pollen grains of the Hydrocharitaceae are spherical, inaperturate, and form monads or tetrads, while those of the Najadaceae are elliptical, inaperturate, and form monads. The entomophilous genera Egeria, Blyxa, Ottelia, Stratiotes, and Hydrocharis share pollen grains that have projections like spines or bacula. The anemophilous genus Limnobium has reticulate pollen grains. The hypohydrophilous genera Thalassia and Najas are characterized by pollen grains with reduced exine structures. The pollen-epihydrophilous genera Elodea and Hydrilla have tightly arranged small spinous pollen grains, and the male flower-epihydrophilous genera Enhalus and Vallisneria have reduced reticulate or gemmate exines. Character state reconstruction of the exine structures and sculptures using a molecular phylogenetic tree suggests that variation in the exine is generally correlated with the pollination mechanism; the selective pressures acting on the pollination mechanisms have reduced the exine structure in hypohydrophilous plants and resulted in various exine sculptures that are adapted to the different pollination mechanisms in entomophilous, anemophilous, and pollen-epihydrophilous plants.

Biological Evolution↗

Six new constituents from the roots of Erythrina variegata.

Three new isoflavonoids, eryvarins M-O (1-3), two new 2-arylbenzofurans, eryvarins P and Q (4 and 5), and a new 3-aryl-2,3-dihydrobenzofuran, eryvarin R (6), together with three known compounds, were isolated from the roots of Erythrina variegata. The structures of these compounds were established by spectroscopic analysis. Eryvarin R (6) is an unusual 3-aryl-2,3-dihydrobenzofuran derivative with a formyl (CHO) group. Eryvarin Q (5) showed potent antibacterial activity against methicillin-resistant Staphylococcus aureus.

Erythrina↗

Neolignan and flavonoid glycosides in Juniperus communis var. depressa.

Two neolignan glycosides (junipercomnosides A and B) were isolated from aerial parts of Juniperus communis var. depressa along with two known neolignan glycosides and seven flavonoid glycosides. The structures of the isolated compounds were determined by spectral analysis, in particular by 2D-NMR analysis. The significance of distribution of flavonoids in the chemotaxonomy of genus Juniperus was also discussed.

Flavonoids↗

Acetophenone C-glucosides and stilbene O-glucosides in Upuna borneensis.

Three acetophenone C-glycosides; 2,4,6-trihydroxyacetophenone 3-C-beta-(2'-O-p-hydroxybenzoyl)-glucopyranoside, 2,4,6-trihydroxyacetophenone 3-C-beta-(2'-O-E-coumaroyl)-glucopyranoside, 2,4,6-trihydroxyacetophenone 3-C-beta-(2'-O-E-cinnamoyl)-glucopyranoside, and two resveratrol O-glycosides; piceid 2'-O-p-hydroxybenzoate and, piceid 2'-O-E-ferulate, together with three known compounds were isolated from the acetone soluble part of stem of Upuna borneensis (Dipterocarpaceae). The structures of isolates were determined by spectral analysis including extensive 2D-NMR spectral analyses.

Acetophenones↗

Three new resveratrol oligomers from the stem bark of Vatica pauciflora.

Three new stilbene oligomers (1-3) were isolated from the stem bark of Vatica pauciflora. The structures of a resveratrol heptamer (pauciflorol D) (1), a resveratrol dimer (pauciflorol E) (2), and an indanone derivative (pauciflorol F) (3) were elucidated by means of spectroscopic data interpretation, especially HMBC and NOESY NMR experiments.

Ericales↗

Eryvarins F and G, two 3-phenoxychromones from the roots of Erythrina variegata.

Two 3-phenoxychromones, eryvarins F and G, were isolated from the roots of Erythrina variegata. Their structures were established to be 3-(2,4-dihydroxyphenoxy)-7-hydroxy-6,8-di(3,3-dimethylallyl)chromen-4-one and 3-(2,4-dihydroxyphenoxy)-8-(3,3-dimethylallyl)-2,2-dimethylpyrano[5,6:6,7]chromen-4-one on the basis of spectroscopic and chemical evidence. Eryvarins F and G are unusual 3-phenoxychromone derivatives with two isoprenoid groups.

Chromatography, Gel↗

Stilbene derivatives from Gnetum gnemon Linn.

Four stilbene derivatives, gnemonols K and L (resveratrol trimers), M (isorhapontigenin dimer), and gnemonoside K (glucoside of resveratrol trimer) together with eleven known stilbenoids and a lignan were isolated from the acetone, methanol and 70% methanol soluble parts of the root of Gnetum gnemon (Gnetaceae). The structures of the isolates were determined by spectral analysis. The antioxidant activity of the stilbenoids on lipid peroxide inhibition and super oxide scavenging activity were also investigated.

Antioxidants↗

Isoflavonoids from roots of Erythrina zeyheri.

Five isoflavonoids, (+/-)-7,2',4'-trihydroxy-8,3'-di(gamma,gamma-dimethylallyl)isoflavanone, (3R)-7,4'-dihydroxy-2'-methoxy-6,8-di(gamma,gamma-dimethylallyl)isoflavanone, (3R)-7,2',4'-trihydroxy-6,8-di(gamma,gamma-dimethylallyl)isoflavan, 2',4'-dihydroxy-8-gamma,gamma-dimethylallyl-2",2"-dimethylpyrano-[5,6:6,7]isoflavan and (6aS, 11aS)-3,6a-dihydroxy-9-methoxy-4,10-di(gamma,gamma-dimethylallyl)pterocarpan, along with five known compounds, were isolated from the roots of Erythrina zeyheri. Their structures were established on the basis of spectroscopic evidence, and their antibacterial activities against methicillin-resistant Staphylococcus aureus (MRSA) were estimated by determining minimum inhibitory concentrations.

Anti-Infective Agents↗

Phenolic constituents of Gnetum klossii.

Four new phenolic derivatives, gnetofurans A-C (1-3) and dihydropinosylvindiol (4), were isolated from a methanol-soluble extract of the stems of Gnetum klossii, together with nine known compounds [gnetifolin F (5), isorhapontigenin, gnetulin, gnetins E and C, latifolol, gnetol, (-)-epsilon-viniferin, and trans-resveratrol]. The structures of the new compounds were determined by spectral data analysis.

Benzofurans↗

Three new trimeric stilbenes from Gnetum gnemon.

Three stilbene trimers (gnemonols D, E, F) were isolated from the root of Gnetum gnemon. The structures were determined by spectroscopic analysis. In addition, the antioxidant activity of the compounds on lipid peroxide inhibition and super oxide scavenging activity were also investigated.

Gnetum↗

Stilbenoids from the stem of Gnetum latifolium (Gnetaceae).

An acetone extract of the stem of Gnetum latifolium Blume afforded the stilbene trimer (latifolol) together with five known stilbenoids (gnetin E, gnetin D, gnetin C, (-)epsilon -viniferin and resveratrol). Their structures were elucidated on the basis of spectral evidence, in particular by using 2D NMR methods.

Gnetum↗