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  1 / 133 MEDLINE  
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[PMID]:28822320
[Au] Autor:Bawakid NO; Alarif WM; Ismail AI; El-Hefnawy ME; Al-Footy KO; Al-Lihaibi SS
[Ad] Endereço:Department of Chemistry, Faculty of Science, King Abdulaziz University, PO. Box 80203, Jeddah 21589, Saudi Arabia.
[Ti] Título:Bio-active maneonenes and isomaneonene from the red alga Laurencia obtusa.
[So] Source:Phytochemistry;143:180-185, 2017 Nov.
[Is] ISSN:1873-3700
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:Three previously undescribed compounds, maneonenes and isomaneonene derivatives; in addition to five known compounds, two cuparene, one chamigrene, and two cis-maneonenes were isolated from the Red Sea red alga Laurencia obtusa. The chemical structures of all unknown metabolites were characterized employing spectroscopic methods and then were further confirmed by single crystal X-ray analysis. Jeddahenyne A has C-5-C-12 etheric linkage and C-13-C-14 carbon-carbon double bond; Jeddahenyne B has in addition to the aforementioned etheric linkage a C-13 carbonyl function and absence of halogenation, unusual features for the maneonenes while 12-debromo-12-methoxy isomaneonene A shows unrecorded methoxylation at C-12. The apoptosis-inducing or inhibiting effect of both compounds on apoptosis of peripheral blood neutrophils was studied.
[Mh] Termos MeSH primário: Anti-Inflamatórios não Esteroides/farmacologia
Laurencia/química
Sesquiterpenos/isolamento & purificação
Sesquiterpenos/farmacologia
[Mh] Termos MeSH secundário: Anti-Inflamatórios não Esteroides/química
Anti-Inflamatórios não Esteroides/isolamento & purificação
Apoptose/efeitos dos fármacos
Estrutura Molecular
Neutrófilos/efeitos dos fármacos
Ressonância Magnética Nuclear Biomolecular
Sesquiterpenos/química
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Anti-Inflammatory Agents, Non-Steroidal); 0 (Sesquiterpenes); 0 (cuparene)
[Em] Mês de entrada:1710
[Cu] Atualização por classe:171002
[Lr] Data última revisão:
171002
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170820
[St] Status:MEDLINE


  2 / 133 MEDLINE  
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[PMID]:28333106
[Au] Autor:Dziwornu GA; Caira MR; Mare JA; Edkins AL; Bolton JJ; Beukes DR; Sunassee SN
[Ad] Endereço:Department of Chemistry, University of Cape Town, Rondebosch 7701, South Africa. dzwgod001@myuct.ac.za.
[Ti] Título:Isolation, Characterization and Antiproliferative Activity of New Metabolites from the South African Endemic Red Algal Species Laurencia alfredensis.
[So] Source:Molecules;22(4), 2017 Mar 23.
[Is] ISSN:1420-3049
[Cp] País de publicação:Switzerland
[La] Idioma:eng
[Ab] Resumo:The marine red algae of the genus have been widely studied for their structurally diverse and biologically active secondary metabolites. We report here the natural product investigation of the organic extract of a newly identified South African endemic species, . A sequence of column chromatography, preparative TLC and normal phase HPLC resulted in the isolation of eleven compounds comprising three labdane-type diterpenes ( - ), four polyether triterpenes ( - ), three cholestane-type ecdysteroids ( - ) and a glycolipid ( ). Compounds - , - and have not previously been reported, while compound is reported here for the first time from a natural source and the known compound isolated for the first time from the genus . The structural elucidation and the relative configuration assignments of the compounds were accomplished by extensive use of 1D- and 2D-NMR, HR-ESI-MS, UV and IR spectroscopic techniques, while the absolute configuration of compound was determined by single-crystal X-ray diffraction analysis. All compounds were evaluated against the MDA-MB-231 breast and HeLa cervical cancer cell lines. Compound exhibited low micromolar antiproliferative activity (IC = 9.3 µM) against the triple negative breast carcinoma and compound was similarly active (IC = 8.8 µM) against the cervical cancer cell line.
[Mh] Termos MeSH primário: Ecdisteroides/isolamento & purificação
Glicolipídeos/isolamento & purificação
Laurencia/química
Terpenos/isolamento & purificação
[Mh] Termos MeSH secundário: Linhagem Celular Tumoral
Proliferação Celular/efeitos dos fármacos
Cristalografia por Raios X
Ensaios de Seleção de Medicamentos Antitumorais
Ecdisteroides/farmacologia
Glicolipídeos/farmacologia
Células HeLa
Seres Humanos
Estrutura Molecular
Terpenos/farmacologia
Triterpenos/química
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Ecdysteroids); 0 (Glycolipids); 0 (Terpenes); 0 (Triterpenes)
[Em] Mês de entrada:1705
[Cu] Atualização por classe:170518
[Lr] Data última revisão:
170518
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170324
[St] Status:MEDLINE


  3 / 133 MEDLINE  
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[PMID]:28173704
[Au] Autor:Li XL; Kurtán T; Hu JC; Mándi A; Li J; Li XW; Guo YW
[Ad] Endereço:State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences , No. 555 Zu Chong Zhi Road, Zhangjiang Hi-Tech Park, Shanghai 201203, China.
[Ti] Título:Structural and Stereochemical Studies of Laurokamurols A-C, Uncommon Bis-sesquiterpenoids from the Chinese Red Alga Laurencia okamurai Yamada.
[So] Source:J Agric Food Chem;65(8):1550-1555, 2017 Mar 01.
[Is] ISSN:1520-5118
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:Three novel heterodimeric laurane-type sesquiterpenoids, laurokamurols A-C (1-3), along with eight known related monomeric ones (4-11) were isolated from the East China Sea red alga Laurencia okamurai Yamada. The absolute configurations of the new bis-sesquitepenoids, especially their axial chirality, were determined by extensive spectroscopic analyses and TDDFT-ECD method. All of the new compounds showed promising PTP1B inhibitory activities with IC values comparable to the positive control, indicating them as potential food additives or pharmaceutical drug leads toward obesity or diabetes.
[Mh] Termos MeSH primário: Inibidores Enzimáticos/química
Laurencia/química
Extratos Vegetais/química
Sesquiterpenos/química
[Mh] Termos MeSH secundário: China
Inibidores Enzimáticos/isolamento & purificação
Seres Humanos
Ressonância Magnética Nuclear Biomolecular
Extratos Vegetais/isolamento & purificação
Proteína Tirosina Fosfatase não Receptora Tipo 1/antagonistas & inibidores
Proteína Tirosina Fosfatase não Receptora Tipo 1/química
Sesquiterpenos/isolamento & purificação
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Enzyme Inhibitors); 0 (Plant Extracts); 0 (Sesquiterpenes); EC 3.1.3.48 (PTPN1 protein, human); EC 3.1.3.48 (Protein Tyrosine Phosphatase, Non-Receptor Type 1)
[Em] Mês de entrada:1705
[Cu] Atualização por classe:170530
[Lr] Data última revisão:
170530
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170209
[St] Status:MEDLINE
[do] DOI:10.1021/acs.jafc.6b05238


  4 / 133 MEDLINE  
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[PMID]:28110957
[Au] Autor:Yu XQ; Jiang CS; Zhang Y; Sun P; Kurtán T; Mándi A; Li XL; Yao LG; Liu AH; Wang B; Guo YW; Mao SC
[Ad] Endereço:School of Pharmacy, Nanchang University, 461 Bayi Road, Nanchang 330006, People's Repulic of China.
[Ti] Título:Compositacins A-K: Bioactive chamigrane-type halosesquiterpenoids from the red alga Laurencia composita Yamada.
[So] Source:Phytochemistry;136:81-93, 2017 Apr.
[Is] ISSN:1873-3700
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:Eleven highly halogenated chamigrane sesquiterpenoids, compositacins A-K, including one unusual rearranged chamigrane sesquiterpenoid, compositacin A, were isolated from the red alga Laurencia composita Yamada, along with seven known structural analogues. Compositacins B and D are the first examples of chamigranes bearing an ether bridge involving C-5/C-9 and C-3/C-5, respectively, while compositacins B and C represent the first chamigranes with a C-10 carbonyl group. Their structures were elucidated on the basis of extensive spectroscopic analysis. The absolute configuration of compositacin B was determined by ECD calculation, whereas the absolute configurations of compositacins A and C-L were proposed on biosynthetic grounds by comparison to compositacin B and the related known sesquiterpenoids johnstonol and yicterpene A. We also suggest that the structure of the previously reported sesquiterpenoid laurokamin A should be revised. Cytotoxicity and antifungal activity of these isolates were also investigated. The results showed that compositacin G exhibited good antifungal activity against Microsporum gypseum (Cmccfmza) with a MIC value of 4 µg/mL relative to positive controls. Four of the chamigrane halosesquiterpenoids showed marginal cytotoxicity against the A-549 human lung adenocarcinoma cell line with IC values ranging from 48.6 to 85.2 µM.
[Mh] Termos MeSH primário: Antifúngicos/isolamento & purificação
Antifúngicos/farmacologia
Antineoplásicos/isolamento & purificação
Antineoplásicos/farmacologia
Hidrocarbonetos Halogenados/isolamento & purificação
Hidrocarbonetos Halogenados/farmacologia
Laurencia/química
Sesquiterpenos/isolamento & purificação
Sesquiterpenos/farmacologia
[Mh] Termos MeSH secundário: Antifúngicos/química
Antineoplásicos/química
Linhagem Celular
Ensaios de Seleção de Medicamentos Antitumorais
Seres Humanos
Hidrocarbonetos Halogenados/química
Estrutura Molecular
Ressonância Magnética Nuclear Biomolecular
Sesquiterpenos/química
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Antifungal Agents); 0 (Antineoplastic Agents); 0 (Hydrocarbons, Halogenated); 0 (Sesquiterpenes); 0 (compositacin B); 0 (compositacin D)
[Em] Mês de entrada:1703
[Cu] Atualização por classe:170321
[Lr] Data última revisão:
170321
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170124
[St] Status:MEDLINE


  5 / 133 MEDLINE  
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[PMID]:27992187
[Au] Autor:Li HL; Li XM; Li X; Wang CY; Liu H; Kassack MU; Meng LH; Wang BG
[Ad] Endereço:Laboratory of Marine Biology and Biotechnology, Qingdao National Laboratory for Marine Science and Technology, Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences , Nanhai Road 7, Qingdao 266071, People's Republic of China.
[Ti] Título:Antioxidant Hydroanthraquinones from the Marine Algal-Derived Endophytic Fungus Talaromyces islandicus EN-501.
[So] Source:J Nat Prod;80(1):162-168, 2017 Jan 27.
[Is] ISSN:1520-6025
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:Five new polyhydroxylated hydroanthraquinone derivatives, namely, 8-hydroxyconiothyrinone B (1), 8,11-dihydroxyconiothyrinone B (2), 4R,8-dihydroxyconiothyrinone B (3), 4S,8-dihydroxyconiothyrinone B (4), and 4S,8-dihydroxy-10-O-methyldendryol E (5), were isolated and identified from the culture extract of Talaromyces islandicus EN-501, an endophytic fungus obtained from the inner tissue of the marine red alga Laurencia okamurai. The structures of these compounds were established on the basis of detailed interpretation of their NMR and mass spectroscopic data, and the structures and absolute configurations of compounds 1 and 2 were confirmed by X-ray crystallographic analysis, while the absolute configurations of compounds 3-5 were determined by TDDFT calculations of the ECD spectra. The antimicrobial, antioxidant, and cytotoxic activities of compounds 1-5 were evaluated.
[Mh] Termos MeSH primário: Antraquinonas/isolamento & purificação
Anti-Infecciosos/isolamento & purificação
[Mh] Termos MeSH secundário: Antraquinonas/química
Antraquinonas/farmacologia
Anti-Infecciosos/química
Anti-Infecciosos/farmacologia
Antioxidantes
Cristalografia por Raios X
Laurencia
Espectroscopia de Ressonância Magnética
Biologia Marinha
Testes de Sensibilidade Microbiana
Estrutura Molecular
Talaromyces
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (4R,8-dihydroxyconiothyrinone B); 0 (8-hydroxyconiothyrinone B); 0 (Anthraquinones); 0 (Anti-Infective Agents); 0 (Antioxidants)
[Em] Mês de entrada:1708
[Cu] Atualização por classe:170808
[Lr] Data última revisão:
170808
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:161220
[St] Status:MEDLINE
[do] DOI:10.1021/acs.jnatprod.6b00797


  6 / 133 MEDLINE  
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[PMID]:27719931
[Au] Autor:Chakraborty K; Thilakan B; Raola VK; Joy M
[Ad] Endereço:Central Marine Fisheries Research Institute, Ernakulam North, P.B. No. 1603, Cochin, India. Electronic address: kajal_cmfri@yahoo.com.
[Ti] Título:Antibacterial polyketides from Bacillus amyloliquefaciens associated with edible red seaweed Laurenciae papillosa.
[So] Source:Food Chem;218:427-434, 2017 Mar 01.
[Is] ISSN:0308-8146
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:Heterotrophic Bacillus amyloliquefaciens associated with edible red seaweed, Laurenciae papillosa was used to isolate antibacterial polyketide compounds. Antibacterial activity studies integrated with the outcome obtained by polyketide synthetase (pks) coding genes established that seaweed-affiliated bacterial flora had a wide-ranging antibacterial activities and potential natural product diversity, which proved that the bacterium is valuable reservoir of novel bioactive metabolites. Bioactivity-guided isolation of 3-(octahydro-9-isopropyl-2H-benzo[h]chromen-4-yl)-2-methylpropyl benzoate and methyl 8-(2-(benzoyloxy)-ethyl)-hexahydro-4-((E)-pent-2-enyl)-2H-chromene-6-carboxylate of polyketide origin, with activity against human opportunistic food pathogenic microbes, have been isolated from the ethyl acetate extract of B. amyloliquefaciens. Structure-activity relationship analysis revealed that hydrophobic descriptor of the polyketide compounds significantly contribute towards its antibacterial activity. Seaweed-associated microorganisms were shown to represent a potential source of antimicrobial compounds for food and health benefits. The antibacterial polyketide compounds described in the present study may find potential applications in the food industry to reduce food-borne pathogens.
[Mh] Termos MeSH primário: Antibacterianos/isolamento & purificação
Bacillus amyloliquefaciens/metabolismo
Laurencia/microbiologia
Policetídeos/isolamento & purificação
Alga Marinha/microbiologia
[Mh] Termos MeSH secundário: Antibacterianos/química
Antibacterianos/farmacologia
Policetídeos/química
Policetídeos/farmacologia
Relação Estrutura-Atividade
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Anti-Bacterial Agents); 0 (Polyketides)
[Em] Mês de entrada:1701
[Cu] Atualização por classe:171008
[Lr] Data última revisão:
171008
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:161011
[St] Status:MEDLINE


  7 / 133 MEDLINE  
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[PMID]:27707003
[Au] Autor:Kamada T; Vairappan CS
[Ad] Endereço:a Laboratory of Natural Products Chemistry , Institute for Tropical Biology and Conservation, University of Malaysia Sabah , Kota Kinabalu , Malaysia.
[Ti] Título:Non-halogenated new sesquiterpenes from Bornean Laurencia snackeyi.
[So] Source:Nat Prod Res;31(3):333-340, 2017 Feb.
[Is] ISSN:1478-6427
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:Two new non-halogenated sesquiterpenes, snakeol (1) and snakediol (2) were isolated together with 9 known sesquiterpenes such as (R,Z)-33-dimethyl-5-methylene-4-(3-methylpenta-24-dien-1-yl)cyclohex-1-ene (3), palisol (4), pacifigorgiol (5), palisadin D (6), palisadin A (7), palisadin B (8), 5-acetoxypalisadin B (9), debromolaurinterol (10) and α-bromocuparane (11) from the red algae Laurencia snackeyi. The structures of two new metabolites were determined from their spectroscopic data (IR, 1D and 2D NMR and MS). Compounds 1, 2, 10 and 11 showed strong antibacterial activity against selected human clinical bacterial pathogens.
[Mh] Termos MeSH primário: Laurencia/química
Sesquiterpenos/química
[Mh] Termos MeSH secundário: Antibacterianos/química
Antibacterianos/isolamento & purificação
Halogenação
Seres Humanos
Espectroscopia de Ressonância Magnética
Estrutura Molecular
Rodófitas/química
Sesquiterpenos/isolamento & purificação
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Anti-Bacterial Agents); 0 (Sesquiterpenes); 0 (palisadin B)
[Em] Mês de entrada:1704
[Cu] Atualização por classe:170817
[Lr] Data última revisão:
170817
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:161007
[St] Status:MEDLINE


  8 / 133 MEDLINE  
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[PMID]:27941601
[Au] Autor:Li HL; Li XM; Liu H; Meng LH; Wang BG
[Ad] Endereço:Laboratory of Marine Biology and Biotechnology, Qingdao National Laboratory for Marine Science and Technology, Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences, Nanhai Road 7, Qingdao 266071, China. lihonglei428@126.com.
[Ti] Título:Two New Diphenylketones and a New Xanthone from Talaromyces islandicus EN-501, an Endophytic Fungus Derived from the Marine Red Alga Laurencia okamurai.
[So] Source:Mar Drugs;14(12), 2016 Dec 07.
[Is] ISSN:1660-3397
[Cp] País de publicação:Switzerland
[La] Idioma:eng
[Ab] Resumo:Two new diphenylketones ( and ), a new xanthone ( ), and a known xanthone analogue ( ) were isolated and identified from EN-501, an endophytic fungus obtained from the fresh collected marine red alga . Their structures were elucidated on the basis of NMR spectroscopic and X-ray crystallographic analysis. The joint isolation of benzophenones and xanthones from the same fungal strain supports the biogenesis of xanthones via a benzophenone intermediate. It is worth mentioning that xanthones and have a methyl group at C-6 and C-2, respectively, which is uncommon compared with typical xanthones usually having a methyl group at C-8. Compounds - exhibited potent antioxidative activities against DPPH (1,1-diphenyl-2-picrylhydrazyl) and ABTS (2,2'-azino-bis(3-ethylbenzothiazoline-6-sulphonate) radicals with IC values ranging from 0.58 to 6.92 µg/mL, which are stronger than that of the positive controls BHT (butylated hydroxytoluene) and ascorbic acid. Compounds , , and also showed inhibitory activities against several pathogenic bacteria.
[Mh] Termos MeSH primário: Compostos de Bifenilo/química
Cetonas/química
Laurencia/química
Rodófitas/química
Talaromyces/química
Xantonas/química
[Mh] Termos MeSH secundário: Ácido Ascórbico/química
Bactérias/efeitos dos fármacos
Benzofenonas/química
Benzotiazóis/química
Compostos de Bifenilo/farmacologia
Hidroxitolueno Butilado/química
Cetonas/farmacologia
Picratos/química
Ácidos Sulfônicos/química
Xantonas/farmacologia
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Benzophenones); 0 (Benzothiazoles); 0 (Biphenyl Compounds); 0 (Ketones); 0 (Picrates); 0 (Sulfonic Acids); 0 (Xanthones); 1P9D0Z171K (Butylated Hydroxytoluene); 28752-68-3 (2,2'-azino-di-(3-ethylbenzothiazoline)-6-sulfonic acid); 2L9GJK6MGN (diphenyl); 9749WEV0CA (xanthone); DFD3H4VGDH (1,1-diphenyl-2-picrylhydrazyl); PQ6CK8PD0R (Ascorbic Acid)
[Em] Mês de entrada:1705
[Cu] Atualização por classe:170518
[Lr] Data última revisão:
170518
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:161213
[St] Status:MEDLINE


  9 / 133 MEDLINE  
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[PMID]:27888371
[Au] Autor:da Silva AC; Ferreira LG; Duarte ME; Fujii MT; Sanchez EF; Noseda MD; Fuly AL
[Ad] Endereço:Department of Molecular and Cellular Biology, Federal Fluminense University, Niterói, Rio de Janeiro, CEP 24020-141, Brazil.
[Ti] Título:Protective Effect of the Sulfated Agaran Isolated from the Red Seaweed Laurencia aldingensis Against Toxic Effects of the Venom of the Snake, Lachesis muta.
[So] Source:Mar Biotechnol (NY);18(6):619-629, 2016 Dec.
[Is] ISSN:1436-2236
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:Snakebite is a serious occupational hazard affecting mainly rural populations of tropical and subtropical developing countries. Lachesis muta (Bushmaster) bites are extremely serious but are rarely reported in the literature. Bushmaster envenomings are characterized by intense local pain, edema, neurotoxicity, hypotension, local hemorrhage, and dramatic systemic alterations. Antivenom treatment has regularly been used for more than a century; however, it fails to neutralize local tissue damage and hemorrhage, leading to morbidity or disabilities in victims. Thus, the production and clinical use of antivenom must be improved. The present work characterizes, for the first time, a sulfated polysaccharide from the red seaweed, Laurencia aldingensis, including its neutralizing effect on some toxic activities of L. muta venom. Chemical and spectroscopic analyses showed that L. aldingensis produces sulfated agarans with the A-units partially C-2 sulfated or 6-O-methoxylated presetting the B-units in the cyclized (3,6-anhydro-α-L-galactose) or in the non-cyclized form (α-L-galactose). The latter is significantly substituted by sulfate groups on C-6. In vitro and in vivo assays showed that this sulfated agaran inhibited hemolysis, coagulation, proteolysis, edema, and hemorrhage of L. muta venom. Neutralization of hemorrhagic activity was also observed when the agaran was administered by different routes and after or before the venom injection. Furthermore, the agaran blocked the edema caused by a phospholipase A isolated from the L. muta venom. Experimental evidence therefore indicates that the sulfated agaran of L. aldingensis has potential to aid antivenom therapy of accidents caused by L. muta venom and may help to develop more effective antivenom treatments of snake bites in general.
[Mh] Termos MeSH primário: Antivenenos/farmacologia
Edema/prevenção & controle
Laurencia/química
Polissacarídeos/farmacologia
Mordeduras de Serpentes/tratamento farmacológico
Venenos de Víboras/antagonistas & inibidores
[Mh] Termos MeSH secundário: Animais
Antivenenos/química
Antivenenos/isolamento & purificação
Coagulação Sanguínea/efeitos dos fármacos
Edema/induzido quimicamente
Hemólise/efeitos dos fármacos
Hemorragia/induzido quimicamente
Hemorragia/prevenção & controle
Seres Humanos
Camundongos
Fosfolipases A2/administração & dosagem
Extratos Vegetais/química
Polissacarídeos/química
Polissacarídeos/isolamento & purificação
Proteólise/efeitos dos fármacos
Alga Marinha
Mordeduras de Serpentes/fisiopatologia
Sulfatos
Venenos de Víboras/toxicidade
Viperidae
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Antivenins); 0 (Plant Extracts); 0 (Polysaccharides); 0 (Sulfates); 0 (Viper Venoms); EC 3.1.1.4 (Phospholipases A2)
[Em] Mês de entrada:1704
[Cu] Atualização por classe:171013
[Lr] Data última revisão:
171013
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:161127
[St] Status:MEDLINE
[do] DOI:10.1007/s10126-016-9722-8


  10 / 133 MEDLINE  
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[PMID]:27832119
[Au] Autor:Calegario G; Pollier J; Arendt P; de Oliveira LS; Thompson C; Soares AR; Pereira RC; Goossens A; Thompson FL
[Ad] Endereço:Departament of Marine Biology, Federal Fluminense University (UFF), Niterói, Brazil.
[Ti] Título:Cloning and Functional Characterization of Cycloartenol Synthase from the Red Seaweed Laurencia dendroidea.
[So] Source:PLoS One;11(11):e0165954, 2016.
[Is] ISSN:1932-6203
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:The red seaweed Laurencia dendroidea belongs to the Rhodophyta, a phylum of eukaryotic algae that is widely distributed across the oceans and that constitute an important source of bioactive specialized metabolites. Laurencia species have been studied since 1950 and were found to contain a plethora of specialized metabolites, mainly halogenated sesquiterpenes, diterpenes and triterpenes that possess a broad spectrum of pharmacological and ecological activities. The first committed step in the biosynthesis of triterpenes is the cyclization of 2,3-oxidosqualene, an enzymatic reaction carried out by oxidosqualene cyclases (OSCs), giving rise to a broad range of different compounds, such as the sterol precursors cycloartenol and lanosterol, or triterpene precursors such as cucurbitadienol and ß-amyrin. Here, we cloned and characterized the first OSC from a red seaweed. The OSC gene was identified through mining of a L. dendroidea transcriptome dataset and subsequently cloned and heterologously expressed in yeast for functional characterization, which indicated that the corresponding enzyme cyclizes 2,3-oxidosqualene to the sterol precursor cycloartenol. Accordingly, the gene was named L. dendroidea cycloartenol synthase (LdCAS). A phylogenetic analysis using OSCs genes from plants, fungi and algae revealed that LdCAS grouped together with OSCs from other red algae, suggesting that cycloartenol could be the common product of the OSC in red seaweeds. Furthermore, profiling of L. dendroidea revealed cholesterol as the major sterol accumulating in this species, implicating red seaweeds contain a 'hybrid' sterol synthesis pathway in which the phytosterol precursor cycloartenol is converted into the major animal sterol cholesterol.
[Mh] Termos MeSH primário: Clonagem Molecular/métodos
Transferases Intramoleculares/genética
Transferases Intramoleculares/metabolismo
Laurencia/enzimologia
Fitosteróis/metabolismo
Triterpenos/metabolismo
[Mh] Termos MeSH secundário: Expressão Gênica
Laurencia/genética
Laurencia/metabolismo
Filogenia
Saccharomyces cerevisiae/enzimologia
Saccharomyces cerevisiae/genética
Saccharomyces cerevisiae/metabolismo
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Phytosterols); 0 (Triterpenes); EC 5.4.- (Intramolecular Transferases); EC 5.4.99.8 (cycloartenol synthase); YU32VE82N3 (cycloartenol)
[Em] Mês de entrada:1706
[Cu] Atualização por classe:170621
[Lr] Data última revisão:
170621
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:161111
[St] Status:MEDLINE
[do] DOI:10.1371/journal.pone.0165954



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