Marine natural products

Faulkner, D. John

doi:10.1039/np9941100355

Cited by 136 publications

(64 citation statements)

References 141 publications

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“…Through the synthesis of HPLC separation of Achmeia limatula metabolite [20] coenantiomerically pure karahana lactone (15) [16] , dihyincided with that of the synthetic meso-19. It is clear that droactinidiolide (16) [17] and 2,5-epoxy-6,8-megastigmathe limpet Achmeia limatula produces both (±)-18 and diene (17) [18] , and by comparing their specific rotations meso-19.…”

Section: Microreviewmentioning

confidence: 99%

“…Limatulone (Scheme 4) is an unusual triterpene that occurs as its racemate (18) and also as the meso isomer 3. Some Recent Examples of the Synthesis of (19) [19] [20] . In 1985, Faulkner and his coworkers reported Enantiomerically Pure Semiochemicals the isolation of an allelochemical limatulone as a defensive metabolite of the limpet Achmeia (Collisella) limatula [21] .…”

Section: Microreviewmentioning

confidence: 99%

See 1 more Smart Citation

Semiochemicals – Synthesis, Stereochemistry, and Bioactivity

Mori

1998

Eur. J. Org. Chem.

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Section: Microreviewmentioning

confidence: 99%

Section: Microreviewmentioning

confidence: 99%

Semiochemicals – Synthesis, Stereochemistry, and Bioactivity

Mori

1998

Eur. J. Org. Chem.

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“…Como consequência, nos últimos 30 anos centenas de compostos foram isolados de esponjas marinhas, mostrando que estas possuem um metabolismo secundário extremamente diversificado e que muitas das substâncias isoladas apresentam potentes atividades biológicas e farmacológicas [62][63][64][65] . Esta revisão tem por objetivo discutir o isolamento e a caracterização espectroscópica de alcalóides alquilpiridínicos isolados de esponjas marinhas.…”

Section: The Diver] Then Makes For the Rocks And Discovers The Spongeunclassified

“…Este foi acoplado com a 3-bromopiridina (65) por uma reação de acoplamento do tipo Heck, a qual passa pela formação de um brometo de piridil paládio intermediário, fornecendo seletivamente a olefina E (66). Após redução da ligação dupla, o álcool (67) foi transformado em seu respectivo brometo (68), ao qual foi acoplada a azida (62), fornecendo o precursor direto (69) da nifatesina B (18) (Esquema 5). Com o intuito de confirmar a estrutura proposta para o alcalóide alquilpiridínio (41) isolado da esponja Callyspongia fibrosa, Davies-Coleman et al 95 realizaram a síntese de derivados com diferentes números de unidades alquilpiridínio.…”

Section: Sínteseunclassified

Alcalóides alquilpiridínicos de esponjas marinhas

Almeida¹,

Berlinck²,

Hajdu³

1997

Quím. Nova

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Recebido em 8/3/96; aceito em 29/8/96 ALKYLPYRIDINE ALKALOIDS FROM MARINE SPONGES. The chemistry of alkylpyridine alkaloids originating from marine sponges is comprehensively reviewed, with emphasis on their natural occurrence, methods for their isolation, spectroscopic characterization, biological activities e chemical synthesis. A likely chemotaxonomic role is suggested, as markers for sponges of the Order Haplosclerida (Demospongiae).Keywords: marine sponges; alkylpyridine alkaloids. REVISÃO INTRODUÇÃOEsponjas (Phylum Porifera) são animais aquáticos, marinhos ou de água doce, sésseis na fase adulta, de cores, formas e dimensões variadas. São metazoários primitivos (considera-se que as esponjas surgiram há entre 600.000.000 e 450.000.000 anos, no período Cambriano), provavelmente os primeiros animais pluricelulares a surgirem ao longo da evolução. As esponjas não possuem órgãos ou sistemas diferenciados, suas células não constituem tecidos strictu sensu, e as ligações intercelulares são lábeis e instáveis. Devido a seu caráter primitivo, as esponjas são um dos elementos dominantes em diversos ecossistemas marinhos passados e presentes, dentre estes os arrecifes coralinos e os ambientes antárticos 1-3 . Mais de 5000 espécies de esponjas já foram descritas até o momento presente. O filo Porifera é cosmopolita, podendo ser encontrado da faixa entremarés ao assoalho dos oceanos, inclusive em fossas abissais (abaixo de 8000 metros). A classificação atual dos espongiários divide o filo Porifera em dois subfilos: Symplasma com uma única Classe, Hexactinellida (esponjas com esqueleto formado por espículas com seis pontas, ou hexáctinas, compostas de silício), também conhecidas como esponjas-de-vidro; e Cellularia, com duas Classes, Calcarea (esponjas com esqueleto formado por espículas de carbonato de cálcio), e Demospongiae (esponjas com esqueleto de espículas de silício ou de espongina, ou ainda de uma combinação de ambas), esta compreendendo 90% do número total de espécies 4-9 . Apesar de estudados há mais de um século e meio, ainda há questões fundamentais a responder acerca dos Porifera devido, em grande parte, à controvérsias quanto à sua taxonomia, o acesso à muitas espécies só ter sido possível após o advento do mergulho autônomo a partir da II Guerra Mundial, bem como à dificuldade de sua manutenção em aquários devido a sua morte precoce ou significativas alterações no seu padrão metabólico. Dentre os invertebrados, os espongiários são os menos estudados do ponto de vista biológico 10 . Considera-se que as esponjas foram os primeiros animais marinhos estudados do ponto de vista químico [11][12][13][14][15][16] . Estudos com produtos naturais de esponjas marinhas forneceram importantes informações do ponto de vista quimiotaxonômico [17][18][19][20] , ecológi-co [19][20][21][22][23][24][25][26][27][28][29][30][31][32][33][34][35][36][37][38] . Sem perder tempo, ele as corta vigorosamente com uma pequena foice. Tão logo arranca a esponja da rocha, ele puxa a corda à qual está atado chamando seus companheiros pa...

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“…The literature shows a great number of reports about different pharmacological activities of marine sponges. Many papers showed the results of the screening of marine organisms for antiviral activity, and a wide range of active compounds have been [12][13][14][15][16][17][18][19][20][21] For some of these compounds an important antiviral activity was described, such as avarol and avarone isolated from the sponge Disidea avara, which inhibited HIV virus replication, and showed the ability to cross blood-brain barrier. 22) Another example of a marine antiviral compound is the betacarboline alkaloid eudistomin, isolated from a tunicate Eudistoma ollivaceum, which, along with other related b-carbolines, has demonstrated anti-HSV-1 and 2 activity.…”

mentioning

confidence: 99%

In Vitro Antiviral Activity of Marine Sponges Collected Off Brazilian Coast

Silva

Kratz

Farias

et al. 2006

Biological & Pharmaceutical Bulletin

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The current antiviral drug armamentarium comprises nearly 40 compounds that have been officially approved for clinical use. Most of these drugs date back the last five years, and at least half of them are used for the treatment of human immunodeficiency virus (HIV) infection.1) Taking this situation into account, the importance of developing new antiviral agents becomes clear in order to increase the number of these available drugs.The Herpes Simplex Viruses (HSV) are responsible for a broad range of human infectious diseases. Moreover, HSV infections were reported to be recognized as a risk factor for human immunodeficiency virus (HIV) infection.2) However, the prolonged therapies with the available antiherpes drugs have resulted in some undesirable effects 3) and also induced the emergence of drug-resistant strains. 4)The adenovirus serotype 5 (AdV-5) is very stable in the environment during long periods of time, and it is associated with respiratory infections with no specific treatment. 5)The rotaviruses are responsible for severe gastroenteritis in both humans and animals. The infection of children and/or immunocompromised patients can lead to death by diarrhea, and the treatment is only symptomatic. 6) Therefore, it is necessary to develop new antiviral agents against these viruses.Natural products derived from terrestrial and marine kingdoms represent an inexhaustible source of compounds with promising antiviral action, not only for the great number of species found in these kingdom with unexplored pharmacological activities, but mainly for the variety of synthesized metabolites.7-10) The marine environment possesses an important biodiversity represented by 34 of the 36 phyla of all globe, with ca. of 300000 known species of plants and animals, such as sponges, tunicates, bryozoans, shellfish, bacteria, fishes, seaweeds, just to name a few. Ecological pressures, such as competition for space, predation, symbiosis and tide variations, throughout thousand of years originated the biosynthesis of complex and different secondary metabolites by these organisms, which in turn allowed their adaptation to a competitive and hostile environment. [11][12][13] In relation to the infectious diseases, the exploration of the marine environment represents a promising strategy in the search for active compounds, whereas there is a need for new medicines, due to the appearance of resistance to the available treatments in many microorganisms, specifically concerning antifungal, antiprotozoal, antibacterial and antiviral activities. Viruses have remained resistant to treatment or prophylaxis longer than any other infectious organisms.14)The search for new antiviral agents from marine sources has yielded several promising therapeutic leads. The literature shows a great number of reports about different pharmacological activities of marine sponges. Many papers showed the results of the screening of marine organisms for antiviral activity, and a wide range of active compounds have been This paper describes the in vitro antiviral...

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Marine natural products

Cited by 136 publications

References 141 publications

Semiochemicals – Synthesis, Stereochemistry, and Bioactivity

Semiochemicals – Synthesis, Stereochemistry, and Bioactivity

Alcalóides alquilpiridínicos de esponjas marinhas

In Vitro Antiviral Activity of Marine Sponges Collected Off Brazilian Coast

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