Publications (15)40.63 Total impact
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Article: Neuritogenic and Neuroprotective Effects of Polar Steroids from the Far East Starfishes Patiria pectinifera and Distolasterias nipon.
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ABSTRACT: The neuritogenic and neuroprotective activities of six starfish polar steroids, asterosaponin Р1, (25S)-5α-cholestane-3β,4β,6α,7α,8,15α,16β,26-octaol, and (25S)-5α-cholestane-3β,6α,7α,8,15α,16β,26-heptaol (1-3) from the starfish Patiria pectinifera and distolasterosides D1-D3 (4-6) from the starfish Distolasterias nipon were analyzed using the mouse neuroblastoma (NB) C-1300 cell line and an organotypic rat hippocampal slice culture (OHSC). All of these compounds enhanced neurite outgrowth in NB cells. Dose-dependent responses to compounds 1-3 were observed within the concentration range of 10-100 nM, and dose-dependent responses to glycosides 4-6 were observed at concentrations of 1-50 nM. All the tested substances exhibited notable synergistic effects with trace amounts of nerve growth factor (NGF, 1 ng/mL) or brain-derived neurotrophic factor (BDNF, 0.1 ng/mL). Using NB cells and OHSCs, it was shown for the first time that starfish steroids 1-6 act as neuroprotectors against oxygen-glucose deprivation (OGD) by increasing the number of surviving cells. Altogether, these results suggest that neurotrophin-like neuritogenic and neuroprotective activities are most likely common properties of starfish polyhydroxysteroids and the related glycosides, although the magnitude of the effect depended on the particular compound structure.Marine Drugs 01/2013; 11(5):1440-55. · 3.85 Impact Factor -
Article: Glycosides from marine sponges (porifera, demospongiae): structures, taxonomical distribution, biological activities and biological roles.
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ABSTRACT: Literature data about glycosides from sponges (Porifera, Demospongiae) are reviewed. Structural diversity, biological activities, taxonomic distribution and biological functions of these natural products are discussed.Marine Drugs 08/2012; 10(8):1671-710. · 3.85 Impact Factor -
Article: Two new asterosaponins from the Far Eastern starfish Lethasterias fusca.
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ABSTRACT: Two new asterosaponins, lethasteriosides A (1) and B (2), were isolated along with previously known thornasteroside A (3), anasteroside A (4), and luidiaquinoside (5) from the ethanolic extract of the Far Eastern starfish Lethasterias fusca. The structures of the new compounds were elucidated by extensive NMR and ESIMS techniques, and chemical transformations. Compounds 1 and 3-5 did not show any apparent cytotoxicity against cancer cell lines T-47D, RPMI-7951, and HCT-116, but glycoside 1, at concentration of 20 microM, demonstrated considerable inhibition of the T-47D (97%), RPMI-795I (90%) and HCT-116 (90%) cell colony formations in a soft agar clonogenic assay.Natural product communications 07/2012; 7(7):853-8. · 1.24 Impact Factor -
Article: Cariniferosides A-F and other steroidal biglycosides from the starfish Asteropsis carinifera.
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ABSTRACT: Six new steroidal biglycosides, cariniferosides A-F (1-6), were isolated along with six previously known glycosides, 7-12, from the alcoholic extract of the starfish Asteropsis carinifera. The structures of 1-6 were determined by extensive NMR and ESIMS techniques. The isolated compounds did not show any apparent cytotoxicity in cancer cell lines HCT-116, RPMI-7951, and T-47D, but sulfated compounds 6, 11, and 12 demonstrated a significant inhibition of RPMI-7951 and T-47D cell colony formation in a soft agar clonogenic assay.Steroids 07/2011; 76(12):1280-7. · 2.83 Impact Factor -
Article: Four new asterosaponins, hippasteriosides A - D, from the Far Eastern starfish Hippasteria kurilensis.
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ABSTRACT: Four new sulfated steroidal glycosides (asterosaponins), hippasteriosides A-D (1-4, resp.), were isolated from the alcoholic extract of the Far Eastern starfish Hippasteria kurilensis, collected in the Sea of Okhotsk near Kuril Islands. Compounds 1-4 were determined to contain the same unprecedented hexasaccharide moiety, β-D-xylopyranosyl-(1→3)-β-D-fucopyranosyl-(1→2)-β-D-quinovopyranosyl-(1→4)-[β-D-quinovopyranosyl-(1→2)]-β-D-xylopyranosyl-(1→3)-β-D-quinovopyranosyl, linked to C(6) of 3-O-sulfonylated steroidal aglycons, which differ from each other in their side-chain structures. Structures 1-4 were elucidated by extensive NMR and MS techniques, and chemical transformations. Not all the asterosaponins show a prominent cytotoxic activity against human colon tumor HT-29 cells, but some of them, especially compound 4 demonstrate a remarkable inhibition of the HT-29 colony formation in soft-agar clonogenic assay, suggesting its anticancerogenic properties.Chemistry & Biodiversity 01/2011; 8(1):166-75. · 1.80 Impact Factor -
Article: Highly hydroxylated steroids of the starfish Archaster typicus from the Vietnamese waters.
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ABSTRACT: Five new steroidal compounds, including an unusual glucoside, along with several known steroids were isolated from the starfish Archaster typicus collected in shallow waters of Quang Ninh province (Vietnam). Three new compounds are 27-nor-cholestane derivatives and the other two are 24,26-dihydroxycholestane derivatives. A biogenesis pathway for the unusual side chain of 27-nor-cholestane derivatives is proposed. Isolated compounds presented moderate toxic effects in the sperm- and 8-blastomere tests on embryonal development of the sea urchin Strongylocentrotusintermedius.Steroids 12/2010; 75(12):897-904. · 2.83 Impact Factor -
Article: Steroid glycosides from marine organisms.
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ABSTRACT: Structures, taxonomic distribution and biological activities of steroid glycosides isolated from marine organisms over the last 8-10 years are reviewed. The bibliography includes 130 references.Steroids 12/2010; 76(5):425-54. · 2.83 Impact Factor -
Article: Two new asterosaponins, archasterosides A and B, from the Vietnamese starfish Archaster typicus and their anticancer properties.
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ABSTRACT: New asterosaponins archasterosides A (1), B (2), and the known regularoside A (3) were isolated from the Vietnamese starfish Archaster typicus and structurally elucidated by extensive NMR techniques and chemical transformations. Compounds 1-3 showed moderate cytotoxic activities against HeLa and mouse JB6 P(+) Cl41 cell lines. The most active, 2, induced basal AP-1- and p53-, but not NF-kappaB-transcriptional activations in JB6 Cl41 cells.Bioorganic & medicinal chemistry letters 06/2010; 20(12):3826-30. · 2.65 Impact Factor -
Article: Steroidal monoglycosides from the Far Eastern starfish Hippasteria kurilensis and hypothetic pathways of polyhydroxysteroid biosynthesis in starfish.
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ABSTRACT: Five new steroidal monoglycosides, kurilensosides E (1), F (2), G (3), H (4) and 15-O-sulfate of echinasteroside C (5) were isolated along with the previously known echinasteroside C (6) from the alcoholic extract of the Far Eastern starfish Hippasteria kurilensis collected near Kuril Islands. Compounds 1-3 were determined to contain unusual polyhydroxysteroidal aglycons lacking 6-hydroxy group. Aglycon moiety of kurilensoside H (4) was shown to be the first case of marine polar steroids containing 4,5-epoxy functionality. Hypothetic pathways of the biosynthesis of polyhydroxysteroids and related glycosides in starfish and the existence of the late C-6 oxidation pathway in H. kurilensis are discussed.Steroids 12/2008; 74(2):238-44. · 2.83 Impact Factor -
Article: Steroidal triglycosides, kurilensosides A, B, and C, and other polar steroids from the Far Eastern starfish Hippasteria kurilensis.
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ABSTRACT: Three novel steroidal triglycosides, designated as kurilensosides A, B, and C (1- 3), were isolated along with a new steroidal diglycoside, kurilensoside D (4), and two new (6, 7) and one known (5) polyhydroxysteroid from the alcoholic extract of the Far Eastern starfish Hippasteria kurilensis. Compounds 1-3 are the first triglycosides containing two carbohydrate chains found from starfish. The structures of 1-7 were elucidated by spectroscopic methods (mainly 2D NMR) and chemical derivatization. Glycosides 1-4 and steroids 6 and 7 inhibited sea urchin egg fertilization by sperm preincubated with these compounds.Journal of Natural Products 06/2008; 71(5):793-8. · 3.13 Impact Factor -
Article: Polar steroidal compounds from the far eastern starfish Henricia leviuscula.
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ABSTRACT: Five new polar steroids, polyhydroxysterols 2-5 and the glycoside leviusculoside J (7), were isolated, along with the previously known compounds 1, 6, 8, and 9, from the alcoholic extract of the Far Eastern starfish Henricia leviuscula. The structures of novel compounds were elucidated by interpretation of spectral data (mainly 2D-NMR), and the stereochemistry of chiral centers in the side chain of sterols 2 and 3 was determined by using J-based configuration analysis and the modified Mosher's method. Steroids 1, 3, 6, 7, and 9 showed moderate hemolytic activity in the mouse erythrocytes assay.Journal of Natural Products 03/2006; 69(2):224-8. · 3.13 Impact Factor -
Article: Seasonal variations in polyhydroxysteroids and related glycosides from digestive tissues of the starfish Patiria (=Asterina) pectinifera.
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ABSTRACT: Seasonal variations in the concentrations of individual polyhydroxysteroids and related low molecular weight glycosides in pyloric caeca and stomach of the starfish Patiria (=Asterina) pectinifera collected at one location near Vladivostok have been studied. HPLC analysis on the fractions containing these substances showed a fairly constant composition of steroids in digestive tissues of P. pectinifera in spite of small seasonal variations in the relative concentrations of individual compounds.Comparative Biochemistry and Physiology Part B Biochemistry and Molecular Biology 01/2005; 139(4):581-5. · 1.92 Impact Factor -
Article: Seasonal variations in the levels of polyhydroxysteroids and related glycosides in the digestive tissues of the starfish Patiria (Asterina) pectinifera.
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ABSTRACT: Seasonal variations in the levels of polar steroids including polyhydroxylated steroids and related glycosides in digestive organs of the starfish Patiria (=Asterina) pectinifera have been studied. The concentration of polar steroids is related to the annual reproductive cycle of the starfish and periods of active feeding. Two peaks in concentrations of polar steroids in pyloric caeca and stomach were found, the first in winter during reorganization and the second in summer during intensive gametogenesis before spawning. Probable biological functions of polyhydroxysteroids and related glycosides are discussed. The data support the hypothesis these compounds are involved in digestion in the starfish.Comparative Biochemistry and Physiology Part B Biochemistry and Molecular Biology 01/2004; 136(4):897-903. · 1.92 Impact Factor -
Article: Hemolytic steroid disulfates from the far eastern starfish Pteraster pulvillus.
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ABSTRACT: Six steroidal ophiuroid-type disulfates, namely, disodium salts of (20R)-cholest-5-ene-3alpha,4beta,21-triol 3, 21-disulfate (1), (20R)-5alpha-cholestane-3alpha,4beta,21-triol 3,21-disulfate (2), (20R)-5alpha-cholestane-2beta,3alpha,21-triol 3,21-disulfate (3), and (20R)-5alpha-cholestane-3alpha,21-diol 3,21-disulfate (4), the dityrammonium salt of (20R)-5alpha-cholestane-3alpha,21-diol 3,21-disulfate (5), and a mixture of sodium and tyrammonium salts (1:1) of (20R)-cholest-5-ene-3alpha,21-diol 3,21-disulfate (6), have been isolated from the ethanolic extracts of Far Eastern starfish Pteraster pulvillus. Steroids 2 and 3 are new compounds. Steroids 1, 2, and 4-6 showed hemolytic activity to mouse erythrocytes with HC(50) values of 8.0 x 10(-5), 4.5 x 10(-5), 1.0 x 10(-5), 1.8 x 10(-5), and 3.3 x 10(-5) M, respectively.Journal of Natural Products 03/2003; 66(2):298-301. · 3.13 Impact Factor -
Article: Alkaloidosteroids from the starfish Lethasterias nanimensis chelifera
Tetrahedron Letters 44(9):1935-1937. · 2.68 Impact Factor
Top co-authors
Top Journals
Institutions
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2008–2012
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Pacific Institute of Bioorganic Chemistry
Vladivostok, Primorskiy Kray, Russia
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2004–2005
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Russian Academy of Sciences
Moscow, Moscow, Russia
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