Makaluvamines H and C isolated from the marine sponge Zyzzya fuliginosa were transformed into dam... more Makaluvamines H and C isolated from the marine sponge Zyzzya fuliginosa were transformed into damirones A and B, respectively, by alkaline hydrolysis. The crystal structure of damirone A was established by X-ray diffraction analysis.
A new zwitterionic compound, aaptanone, having a rare oxygenated 1,6-naphthyridine core, has been... more A new zwitterionic compound, aaptanone, having a rare oxygenated 1,6-naphthyridine core, has been isolated from the Vietnamese marine sponge Aaptos aaptos, along with the known metabolites, aaptamine, isoaaptamine, and their hydrochloride salts. The structure of aaptanone was determined as 8-methoxy-1-methyl-5,6-dioxo-5,6-dihydro-4H-benzo[de]-1,6-naphthyridine-1-ium-9-olate from spectroscopic data, X-ray analysis, and by spectroscopic analysis of an N-methyl derivative.
Puupehenone from the sea spongeDysidea sp. was converted into 11α-methoxypuupehenol diacetate. Th... more Puupehenone from the sea spongeDysidea sp. was converted into 11α-methoxypuupehenol diacetate. The crystal and molecular structure of the title compound was established by X-ray diffraction analysis.
3,5-Dibromo-2-methoxybenzoic acid was isolated from sea spongeDidiscus sp. The structure of the t... more 3,5-Dibromo-2-methoxybenzoic acid was isolated from sea spongeDidiscus sp. The structure of the title compound was established by spectral methods, by X-ray diffraction analysis, and by comparing with a synthetic sample prepared from salicylaldehyde.
Two new cytotoxic tetrabromodibenzo-p-dioxins, spongiadioxins A (1) and B (2), were isolated from... more Two new cytotoxic tetrabromodibenzo-p-dioxins, spongiadioxins A (1) and B (2), were isolated from an Australian marine sponge Dysidea dendyi. The structures of these compounds were established by 1D and 2D NMR spectroscopy, X-ray analysis of the methyl ether of spongiadioxin A (3), and synthesis of the methyl ether of spongiadioxin B (4) from diphenyl ether (9) isolated from Dysidea herbacea.
An intense peak of the molecular ion M + 314 (55%) showed the presence in the structure of the pi... more An intense peak of the molecular ion M + 314 (55%) showed the presence in the structure of the pigment of a side chain with the composition C3H70. The formation of the main peak with m/e 270 (100%), and also the presence of ions with m/e 296 (15%) and 283 (13%), arising as the result of the elimination of a molecule of water and of CH2=~H from the molecular ion showed that there was a hydroxy group at C-3' of the side chain [2]. The absence from the mass spectrum of peaks with m/e 285 and 299 excluded the position of the hydroxy group at C-I' and C-2', respectively [3]. Analysis of the PMR spectrum of the pigment confirmed the structure of the hydroxypropyl substituent. PMR spectrum (CbDsN, 0- TMS, BrHker HX-9OE), ~, ppm: 2.04 (m, CH=--2'), 290 (distorted t, CH2--1'), 3.87 (t, J = 6.2 Hz, CH2--3'), 6.97 (d, J = 2.3 Hz, Har) , 7.28 (d, J = 1.5 Hz, Har), 7.69 (d, J = 2.3 Hz, Har) , 7.86 (d, J = 1.5 Hz, Har). Under the action of an ethereal solution of diazomethane, the pigment readily formed a monomethyl ether at the 8hydroxy group
SummaryFrom a mixture of the pigments of the sea urchinStrongylocentrotus intermedius, in additio... more SummaryFrom a mixture of the pigments of the sea urchinStrongylocentrotus intermedius, in addition to the known spinochrome D, we have isolated a new binaphthoquinone having the structure of 6,6′-ethylidenebis(2,3,7-trihydroxynaphthazarin).
The EtOH extract from the Australian marine sponge Xestospongia sp. (Order Haplosclerida) collect... more The EtOH extract from the Australian marine sponge Xestospongia sp. (Order Haplosclerida) collected during the 9th cruise of RV Akademik Oparin (Bougainville Reef, Australia) was studied during a search for antioxidants in marine organisms. A lyophilized specimen of the marine sponge (100 g) was extracted exhaustively first with CHCl3 and then EtOH (50%). The aqueous EtOH extract, which exhibited high activity for trapping DPPH radicals (2,2-diphenyl-1-picrylhydrazyl), was concentrated in vacuo. The aqueous residue was extracted with EtOAc and then n-BuOH. The aqueous and BuOH fractions showed antiradical activity. They were separated at low pressure over a column of C-18 silica gel (Fluka) using a H2O:EtOH gradient. Antiradical activity was observed in the fraction eluted by H2O during the separation of the n-BuOH fraction. It was concentrated in vacuo and crystallized from aqueous EtOH to afford 1 (132.4 mg), which was active for trapping DPPH radicals. An additional amount of 1 (8 mg) was isolated in the same manner from the aqueous fraction remaining after distribution between H2O and n-BuOH. Compound 1 (140.4 mg, 0.07% per dry sponge wt.), pale-yellow crystals (H2O:EtOH), mp 270–273°C. UV spectrum (H2O, max, nm, log ): 225, 283, 385 (3.56, 3.43, 2.54). The 13C NMR spectrum of 1 contained resonances for 10 C atoms including one methyl, three methylene, two methine, and four quaternary C atoms. The PMR spectrum also showed resonances for one methyl, three methylenes, and two singlets of aromatic protons in addition to two exchangeable protons ( 9.05 and 9.09) (Table 1). The high-resolution mass spectrum (HR-EI-MS) of 1 showed a base peak for [M – H]+ at m/z 178.0867 (C10H12NO2, 100%) that was characteristic of electron-impact decomposition of 1,2,3,4-tetrahydroisoquinolines [1]. 2D NMR spectroscopy experiments (HSQC, HMBC, COSY) enabled all resonances of 1 to be assigned. Thus, 1 was identified as 2-methyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline (N-methylnorsalsolinol). A comparison of NMR spectra of 1 with those of 6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline (norsalsolinol) [2] confirmed that 1 was the N-methyl derivative of norsalsolinol. The PMR and 13C NMR spectra of N-methylnorsalsolinol are given in Table 1 because these data have not been reported in the literature.
Straipsnio tyrimo objektas – pozityvizmas Rusijoje XIX a. antrojoje pusėje. Juo susidomėta XIX a.... more Straipsnio tyrimo objektas – pozityvizmas Rusijoje XIX a. antrojoje pusėje. Juo susidomėta XIX a. 5 dešimtmetyje, tačiau su A. Comte'o sistema plačiau nebuvo susipažinta. Nuomonės apie pozityvizmą dažniausiai buvo išsakomos laiškuose arba dienoraščiuose. Pradedant 7 dešimtmečiu, pasirodė knygų, straipsnių, analizuojančių bei kritikuojančių pozityvizmą. Vieni jį laikė tam tikra galvosena, orientuojančia į mokslą, visiškai atitinkančia tą vaidmenį, kurį mokslas įgijo, besivystant visuomenei, ir kuris, kaip manyta, dar labiau pasireikš ateityje. Tokio požiūrio šalininkai pirmiausia vertino mokslinius metodus ir traktuotes, pagal tai ir nustatydavo, ką laikyti pozityvistu. Ypač dažnai save vadindavo pozityvistais gamtininkai. Be plačiai paplitusio žavėjimosi pozityvizmu, kaip tam tikra galvosena, buvo ir kitas jo supratimas, pagal kurį pozityvizmas – nauja filosofinė sistema, turinti savo specifinius bruožus. Tokia filosofiška pozityvizmo traktuotė randama pagrindinių filosofinių kr...
P(1)-(Phenoxyundecyl)-P(2)-(alpha-D-galactopyranosyl) diphosphate as well as P(1)-(11-phenoxyunde... more P(1)-(Phenoxyundecyl)-P(2)-(alpha-D-galactopyranosyl) diphosphate as well as P(1)-(11-phenoxyundecyl)-P(2)-(alpha-D-glucopyranosyl) diphosphate are newly synthesized and their ability to serve as substrate-acceptor of mannosyl residue in enzymic reaction catalyzed by mannosyltransferase from Salmonella newport membrane preparation is investigated. The possibility ofgalactosyl-containing derivative to serve as mannosyl acceptor from GDP-Man is established whereas glucosyl-containing compound is inactive in this process.
Nervnaia sistema / Leningradskiĭ ordena Lenina gosudarstvennyĭ universitet imeni A.A. Zhdanova, Fiziologicheskiĭ institut imeni akad. A.A. Ukhtomskogo, 1963
Makaluvamines H and C isolated from the marine sponge Zyzzya fuliginosa were transformed into dam... more Makaluvamines H and C isolated from the marine sponge Zyzzya fuliginosa were transformed into damirones A and B, respectively, by alkaline hydrolysis. The crystal structure of damirone A was established by X-ray diffraction analysis.
A new zwitterionic compound, aaptanone, having a rare oxygenated 1,6-naphthyridine core, has been... more A new zwitterionic compound, aaptanone, having a rare oxygenated 1,6-naphthyridine core, has been isolated from the Vietnamese marine sponge Aaptos aaptos, along with the known metabolites, aaptamine, isoaaptamine, and their hydrochloride salts. The structure of aaptanone was determined as 8-methoxy-1-methyl-5,6-dioxo-5,6-dihydro-4H-benzo[de]-1,6-naphthyridine-1-ium-9-olate from spectroscopic data, X-ray analysis, and by spectroscopic analysis of an N-methyl derivative.
Puupehenone from the sea spongeDysidea sp. was converted into 11α-methoxypuupehenol diacetate. Th... more Puupehenone from the sea spongeDysidea sp. was converted into 11α-methoxypuupehenol diacetate. The crystal and molecular structure of the title compound was established by X-ray diffraction analysis.
3,5-Dibromo-2-methoxybenzoic acid was isolated from sea spongeDidiscus sp. The structure of the t... more 3,5-Dibromo-2-methoxybenzoic acid was isolated from sea spongeDidiscus sp. The structure of the title compound was established by spectral methods, by X-ray diffraction analysis, and by comparing with a synthetic sample prepared from salicylaldehyde.
Two new cytotoxic tetrabromodibenzo-p-dioxins, spongiadioxins A (1) and B (2), were isolated from... more Two new cytotoxic tetrabromodibenzo-p-dioxins, spongiadioxins A (1) and B (2), were isolated from an Australian marine sponge Dysidea dendyi. The structures of these compounds were established by 1D and 2D NMR spectroscopy, X-ray analysis of the methyl ether of spongiadioxin A (3), and synthesis of the methyl ether of spongiadioxin B (4) from diphenyl ether (9) isolated from Dysidea herbacea.
An intense peak of the molecular ion M + 314 (55%) showed the presence in the structure of the pi... more An intense peak of the molecular ion M + 314 (55%) showed the presence in the structure of the pigment of a side chain with the composition C3H70. The formation of the main peak with m/e 270 (100%), and also the presence of ions with m/e 296 (15%) and 283 (13%), arising as the result of the elimination of a molecule of water and of CH2=~H from the molecular ion showed that there was a hydroxy group at C-3' of the side chain [2]. The absence from the mass spectrum of peaks with m/e 285 and 299 excluded the position of the hydroxy group at C-I' and C-2', respectively [3]. Analysis of the PMR spectrum of the pigment confirmed the structure of the hydroxypropyl substituent. PMR spectrum (CbDsN, 0- TMS, BrHker HX-9OE), ~, ppm: 2.04 (m, CH=--2'), 290 (distorted t, CH2--1'), 3.87 (t, J = 6.2 Hz, CH2--3'), 6.97 (d, J = 2.3 Hz, Har) , 7.28 (d, J = 1.5 Hz, Har), 7.69 (d, J = 2.3 Hz, Har) , 7.86 (d, J = 1.5 Hz, Har). Under the action of an ethereal solution of diazomethane, the pigment readily formed a monomethyl ether at the 8hydroxy group
SummaryFrom a mixture of the pigments of the sea urchinStrongylocentrotus intermedius, in additio... more SummaryFrom a mixture of the pigments of the sea urchinStrongylocentrotus intermedius, in addition to the known spinochrome D, we have isolated a new binaphthoquinone having the structure of 6,6′-ethylidenebis(2,3,7-trihydroxynaphthazarin).
The EtOH extract from the Australian marine sponge Xestospongia sp. (Order Haplosclerida) collect... more The EtOH extract from the Australian marine sponge Xestospongia sp. (Order Haplosclerida) collected during the 9th cruise of RV Akademik Oparin (Bougainville Reef, Australia) was studied during a search for antioxidants in marine organisms. A lyophilized specimen of the marine sponge (100 g) was extracted exhaustively first with CHCl3 and then EtOH (50%). The aqueous EtOH extract, which exhibited high activity for trapping DPPH radicals (2,2-diphenyl-1-picrylhydrazyl), was concentrated in vacuo. The aqueous residue was extracted with EtOAc and then n-BuOH. The aqueous and BuOH fractions showed antiradical activity. They were separated at low pressure over a column of C-18 silica gel (Fluka) using a H2O:EtOH gradient. Antiradical activity was observed in the fraction eluted by H2O during the separation of the n-BuOH fraction. It was concentrated in vacuo and crystallized from aqueous EtOH to afford 1 (132.4 mg), which was active for trapping DPPH radicals. An additional amount of 1 (8 mg) was isolated in the same manner from the aqueous fraction remaining after distribution between H2O and n-BuOH. Compound 1 (140.4 mg, 0.07% per dry sponge wt.), pale-yellow crystals (H2O:EtOH), mp 270–273°C. UV spectrum (H2O, max, nm, log ): 225, 283, 385 (3.56, 3.43, 2.54). The 13C NMR spectrum of 1 contained resonances for 10 C atoms including one methyl, three methylene, two methine, and four quaternary C atoms. The PMR spectrum also showed resonances for one methyl, three methylenes, and two singlets of aromatic protons in addition to two exchangeable protons ( 9.05 and 9.09) (Table 1). The high-resolution mass spectrum (HR-EI-MS) of 1 showed a base peak for [M – H]+ at m/z 178.0867 (C10H12NO2, 100%) that was characteristic of electron-impact decomposition of 1,2,3,4-tetrahydroisoquinolines [1]. 2D NMR spectroscopy experiments (HSQC, HMBC, COSY) enabled all resonances of 1 to be assigned. Thus, 1 was identified as 2-methyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline (N-methylnorsalsolinol). A comparison of NMR spectra of 1 with those of 6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline (norsalsolinol) [2] confirmed that 1 was the N-methyl derivative of norsalsolinol. The PMR and 13C NMR spectra of N-methylnorsalsolinol are given in Table 1 because these data have not been reported in the literature.
Straipsnio tyrimo objektas – pozityvizmas Rusijoje XIX a. antrojoje pusėje. Juo susidomėta XIX a.... more Straipsnio tyrimo objektas – pozityvizmas Rusijoje XIX a. antrojoje pusėje. Juo susidomėta XIX a. 5 dešimtmetyje, tačiau su A. Comte'o sistema plačiau nebuvo susipažinta. Nuomonės apie pozityvizmą dažniausiai buvo išsakomos laiškuose arba dienoraščiuose. Pradedant 7 dešimtmečiu, pasirodė knygų, straipsnių, analizuojančių bei kritikuojančių pozityvizmą. Vieni jį laikė tam tikra galvosena, orientuojančia į mokslą, visiškai atitinkančia tą vaidmenį, kurį mokslas įgijo, besivystant visuomenei, ir kuris, kaip manyta, dar labiau pasireikš ateityje. Tokio požiūrio šalininkai pirmiausia vertino mokslinius metodus ir traktuotes, pagal tai ir nustatydavo, ką laikyti pozityvistu. Ypač dažnai save vadindavo pozityvistais gamtininkai. Be plačiai paplitusio žavėjimosi pozityvizmu, kaip tam tikra galvosena, buvo ir kitas jo supratimas, pagal kurį pozityvizmas – nauja filosofinė sistema, turinti savo specifinius bruožus. Tokia filosofiška pozityvizmo traktuotė randama pagrindinių filosofinių kr...
P(1)-(Phenoxyundecyl)-P(2)-(alpha-D-galactopyranosyl) diphosphate as well as P(1)-(11-phenoxyunde... more P(1)-(Phenoxyundecyl)-P(2)-(alpha-D-galactopyranosyl) diphosphate as well as P(1)-(11-phenoxyundecyl)-P(2)-(alpha-D-glucopyranosyl) diphosphate are newly synthesized and their ability to serve as substrate-acceptor of mannosyl residue in enzymic reaction catalyzed by mannosyltransferase from Salmonella newport membrane preparation is investigated. The possibility ofgalactosyl-containing derivative to serve as mannosyl acceptor from GDP-Man is established whereas glucosyl-containing compound is inactive in this process.
Nervnaia sistema / Leningradskiĭ ordena Lenina gosudarstvennyĭ universitet imeni A.A. Zhdanova, Fiziologicheskiĭ institut imeni akad. A.A. Ukhtomskogo, 1963
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