RESUMO
Six new lipids, trichoderols B-G (1-6), along with a known one, triharzianin B (7), were isolated from the culture of Trichoderma sp. Z43 obtained from the surface of the marine brown alga Dictyopteris divaricata. Their structures and relative configurations were identified by interpretation of 1D/2D NMR and MS data. Compounds 1-7 were assayed for inhibiting the growth of three phytopathogenic fungi (Fusarium graminearum, Gaeumannomyces graminis, and Glomerella cingulata), four marine phytoplankton species (Amphidinium carterae, Heterocapsa circularisquama, Heterosigma akashiwo, and Prorocentrum donghaiense), and one marine zooplankton (Artemia salina). Compounds 1, 4, and 7 exhibited weak antifungal activities against three phytopathogenic fungi tested with MIC ≥ 64 µg/mL. All compounds displayed moderate antimicroalgal activity with IC50 ≥ 15 µg/mL and low toxicity to the brine shrimp Artemia salina.
Assuntos
Dinoflagellida , Trichoderma , Animais , Antifúngicos/farmacologia , Artemia , Bioensaio , LipídeosRESUMO
One new diterpene, harziaketal A (1), and one new highly degraded sterol, trichosterol A (2), along with three known compounds, including one diterpene, harzianone (3), and two steroids, (22E,24R)-5α,6α-epoxy-ergosta-8(14),22-dien-3ß,7α-diol (4) and isoergokonin B (5), were isolated from the culture of the marine-alga-epiphytic fungus Trichoderma sp. Z43 by silica gel column chromatography (CC), Sephadex LH-20 CC, and preparative thin-layer chromatography (TLC). Their structures and relative configurations were assigned by nuclear magnetic resonance (NMR) and high resolution electrospray ionisation mass spectrometry (HR-ESI-MS) data, and the absolute configuration of 1 was established by X-ray diffraction. Compound 1 features a hemiketal unit situated at the four-membered ring of harziane-type diterpenes for the first time, while 2 represents the rare occurrence of sterols with rings A and B being degraded. Compounds 1 and 2 displayed weak inhibition against the tested phytoplankton (Amphidinium carterae, Heterocapsa circularisquama, Heterosigma akashiwo, and Prorocentrum donghaiense) with half maximal inhibitory concentration (IC50 ) ranging from 14 to 53â µg/mL.
RESUMO
Five new lipids, tricholixins A-E (1-5), and two known terpenoids, brasilane A (6) and harzianone A (7), were discovered from a deep-sea strain (R22) of the fungus Trichoderma lixii isolated from the cold seep sediments of the South China Sea. Their structures and relative configurations were identified by meticulous analysis of MS and IR as well as NMR data. The absolute configuration of 5 was ascertained by dimolybdenum-induced ECD data in particular. Compounds 1 and 2 represent the only two new butenolides from marine-derived Trichoderma, and they further add to the structural diversity of these molecules. Although 6 has been reported from a basidiomycete previously, it is the first brasilane aminoglycoside of Trichoderma origin. During the assay against wheat-pathogenic fungi, both 1 and 2 inhibited Fusarium graminearum with an MIC value of 25.0 µg/mL, and 6 suppressed Gaeumannomyces graminis with an MIC value of 12.5 µg/mL. Moreover, the three isolates also showed low toxicity to the brine shrimp Artemia salina.
Assuntos
Hypocreales , Trichoderma , Animais , Terpenos/farmacologia , Artemia , LipídeosRESUMO
OBJECTIVE: To determine the reproducibility of quantitative computed tomography perfusion (CTP) parameters generated using different post-processing methods and identify the relative impact of subjective factors on the robustness of CTP parameters in acute ischemic stroke (AIS). MATERIALS AND METHODS: A total of 80 CTP datasets from patients with AIS or transient ischemic attack (TIA) were retrospectively post-processed by two observers using different regions of interest (ROI) types, input models, and software. The CTP parameters were derived for 10 parenchymal ROIs. The intra-class correlation coefficients (ICCs) were used to assess the reproducibility of the CTP parameters for various post-processing methods. The Spearman correlation test was used to detect potential relationships between software and input models. RESULTS: The ICCs with 95% confidence intervals (CIs) were 0.94 (0.93-0.96), 0.94 (0.92-0.96), 0.82 (0.79-0.86), and 0.87 (0.85-0.90) for inter-reader agreement by using elliptic ROI, irregular ROI, single-input model, and dual-input model, respectively. The ICCs with 95% CI were 0.98 (0.98-0.98), 0.46 (0.43-0.50), and 0.25 (0.20-0.30) for inter-ROI type, inter-input model, and inter-software agreement, respectively. CONCLUSIONS: Although the CTP parameters were stable when measured using different readers with different ROI types, they varied for different input models and software. The standardization of CTP post-processing is essential to reduce variability of CTP values. KEY POINTS: ⢠The CTP parameters derived by different readers with different ROI types have agreements that range from good to excellent. ⢠The CTP parameters derived from different input models and software programs have poor agreement but significant correlations.
Assuntos
Isquemia Encefálica/diagnóstico por imagem , Encéfalo/diagnóstico por imagem , Circulação Cerebrovascular , Imagem de Perfusão , Tomografia Computadorizada por Raios X , Idoso , Feminino , Humanos , Processamento de Imagem Assistida por Computador , Masculino , Pessoa de Meia-Idade , Variações Dependentes do Observador , Reprodutibilidade dos Testes , Projetos de Pesquisa , Estudos Retrospectivos , Software , Acidente Vascular Cerebral/diagnóstico por imagemRESUMO
Three new phenylhydrazones, penoxahydrazones A-C (compounds 1-3), and two new quinazolines, penoxazolones A (compound 4) and B (compound 5), with unique linkages were isolated from the fungus Penicillium oxalicum obtained from the deep sea cold seep. Their structures and relative configurations were assigned by analysis of 1D/2D NMR and mass spectroscopic data, and the absolute configurations of 1, 4, and 5 were established on the basis of X-ray crystallography or ECD calculations. Compound 1 represents the first natural phenylhydrazone-bearing steroid, while compounds 2 and 3 are rarely occurring phenylhydrazone tautomers. Compounds 4 and 5 are enantiomers that feature quinazoline and cinnamic acid units. Some isolates exhibited inhibition of several marine phytoplankton species and marine-derived bacteria.
Assuntos
Antibacterianos/farmacologia , Hidrazonas/farmacologia , Penicillium/metabolismo , Quinazolinas/farmacologia , Antibacterianos/isolamento & purificação , Bactérias/efeitos dos fármacos , Bactérias/crescimento & desenvolvimento , Sedimentos Geológicos/microbiologia , Hidrazonas/isolamento & purificação , Estrutura Molecular , Fitoplâncton/efeitos dos fármacos , Fitoplâncton/crescimento & desenvolvimento , Quinazolinas/isolamento & purificação , Relação Estrutura-AtividadeRESUMO
As an important signal molecule, extracellular ATP(eATP) can regulate many physiological and biochemical responses to plant stress. In this study, the regulation of extracellular ATP(eATP) on chlorophyll content and chlorophyll fluorescence parameters of Angelica sinensis seedlings were studied under drought and low temperature stress. The results showed that all the chlorophyll content, the actual photochemical efficiency [Y(â ¡)], the electron transfer rate(ETR), the photochemical quenching coefficient(qP and qL) of A. sinensis leaves were significantly decreased under drought and low temperature stress, respectively. At the same time, non-photochemical quenching(NPQ and qN) were also all significantly increased, respectively. The application of eATP alleviated the decrease of chlorophyll content, Y(â ¡), ETR, qP and qL of A. sinensis leaves under drought and low temperature stress, and eliminated the increase of qN and NPQ. The results indicated that eATP could effectively increase the open ratio of PSâ ¡ reaction centers, and improve the electron transfer rate and light energy conversion efficiency of PSâ ¡ of A. sinensis leaves under drought and low temperature stress. It is beneficial to enhance the chlorophyll synthesis and the adaptability of PSâ ¡ about A. sinensis seedlings to drought and low temperature stress.
Assuntos
Trifosfato de Adenosina/farmacologia , Angelica sinensis/química , Clorofila/análise , Temperatura Baixa , Secas , Estresse Fisiológico , Angelica sinensis/fisiologia , Fluorescência , Fotossíntese , Folhas de Planta/química , Plântula/química , Plântula/fisiologia , ÁguaRESUMO
Three novel polyketide-like metabolites, trichorenins A-C (1-3), with a unique tetracyclic carbon skeleton were obtained from the culture of Trichoderma virens Y13-3, an epiphyte of the marine red alga Gracilaria vermiculophylla. Their structures and relative configurations were established by analysis of 1D/2D NMR and MS data, and their absolute configurations were unequivocally assigned by X-ray diffraction and ECD spectra aided by quantum chemical calculations. Compounds 1-3 exhibited potent inhibition against two marine phytoplankton species, Chattonella marina and Karlodinium veneficum.
Assuntos
Organismos Aquáticos/química , Cianobactérias/química , Hypocreales/química , Policetídeos/química , Trichoderma/química , Espectroscopia de Ressonância Magnética/métodos , Difração de Raios X/métodosRESUMO
In addition to CAF-603, 14-hydroxy CAF-603 (trichocarane B), 7-ß-hydroxy CAF-603, and trichocarane A, eight new carotane sesquiterpenes, trichocarotins A-H, and one new cadinane sesquiterpene, trichocadinin A, were isolated from the culture of Trichoderma virens Y13-3, obtained from the surface of a marine red alga. Their structures and relative configurations were unambiguously assigned by interpretation of 1D/2D NMR and MS data, and their absolute configurations were established by X-ray diffraction or ECD spectra aided by quantum chemical calculations. These compounds represent two rarely occurring sesquiterpene types from filamentous fungi, and six of them feature potent inhibition against some marine plankton species.
Assuntos
Sesquiterpenos/farmacologia , Trichoderma/química , Fitoplâncton/efeitos dos fármacos , Sesquiterpenos/química , Sesquiterpenos/isolamento & purificação , Estereoisomerismo , Relação Estrutura-AtividadeRESUMO
By employing a rational design approach, we synthesized three luminescent metal-organic frameworks (MOFs) 1-3 affording different coordination modes of V-shaped thienylpyridyl ligand. Their application in detecting metal ions was explored, and the mechanism was inferred. And the result exhibits that MOF 3 is a dual-responsive luminescent probe for Fe3+ and Al3+ ions.
RESUMO
A new sesterterpene, sesteralterin (1), four new meroterpenes, tricycloalterfurenes A-D (2-5), and a known meroterpene, TCA-F (6), were obtained from the culture extract of an Alternaria alternata strain (k21-1) isolated from the surface of the marine red alga Lomentaria hakodatensis. The structures and relative/absolute configurations of these compounds were identified by spectroscopic analyses, mainly including 1D/2D NMR, ECD, and mass spectra and quantum chemical calculations. Compound 1 represents the first nitidasane sesterterpene naturally produced by fungi, and 2-5 feature a tetrahydrofuran unit rarely occurring in tricycloalternarenes. Compounds 1-6 were assayed for inhibition of the growth of four marine plankton and one marine alga-pathogenic bacterium.
Assuntos
Alternaria/química , Furanos/isolamento & purificação , Furanos/farmacologia , Compostos Heterocíclicos com 3 Anéis/isolamento & purificação , Compostos Heterocíclicos com 3 Anéis/farmacologia , Terpenos/isolamento & purificação , Terpenos/farmacologia , Furanos/química , Compostos Heterocíclicos com 3 Anéis/química , Espectroscopia de Ressonância Magnética , Biologia Marinha , Estrutura Molecular , Terpenos/químicaRESUMO
Objective: To investigate the anti-pulmonary fibrosis effect and the possible molecular mechanism of the Bletilla striata polysaccharide. Methods: Polysaccharide was prepared by water reflux extraction plus ethanol precipitation method, and following deproteinization process by Sevage method. Rat silicosis model was established by invasive intratracheal instillation method. The effect and molecular mechanism of the polysaccharide was evaluated by lung indexes, lung pathological change, serum levels of SOD,MDA,NF-κB,IL-1ß,PDGF,TGF-ß1,TNF-α,HYP were detected, and the contents of CD3~+,CD4~+,CD8~+T lymph cells and CD4~+/ CD8~+ratio were detected by flow cytometry. Results: Both low( 100 mg / kg) and high( 400 mg / kg) dosage polysaccharide treatment could remarkably elevate the serum SOD level and reduce the MDA,NO level, and effectively reverse the CD4~+/ CD8~+ratio comparing with the model group( P < 0. 01). Except the TNF-α level was significantly lower in the high dosage treatment group, there was no other effect in inflammatory cytokines and HYP content in serum. HE pathological section confirmed that the Bletilla striata polysaccharide treatment group can not effectively prevent lung fibrosis. Conclusion: The Bletilla striata polysaccharide has remarkable regulation effect on antioxidation system and immune system, but can not effectively prevent lung fibrosis, more effort should be made to study the active antipulmonary fibrosis components of Bletilla striata.
Assuntos
Fibrose Pulmonar , Silicose , Animais , Antioxidantes , Interleucina-1beta , Pulmão , NF-kappa B , Orchidaceae , Extratos Vegetais , Polissacarídeos , Ratos , Fator de Crescimento Transformador beta1 , Fator de Necrose Tumoral alfaRESUMO
Six previously undescribed meroterpenoids, penicianstinoids F-K (1-6), together with four known analogues, dehydroaustinol (7), dehydroaustin (8), penicianstinoid A (9), and furanoaustinol (10), were isolated from the cultures of the algicolous fungus Penicillium sp. RR-DL-1-7, derived from the red alga Rhodomela confervoides. Their structures and relative configuration were established by detailed spectroscopic analysis of NMR and HR-MS experiments, and the absolute configurations were assigned by X-ray diffraction and ECD spectral analysis. None of the isolates showed obvious growth inhibitory effects against five plankton and four bacteria species tested.
Assuntos
Penicillium , Rodófitas , Terpenos , Penicillium/química , Estrutura Molecular , Terpenos/farmacologia , Terpenos/isolamento & purificação , Rodófitas/química , China , Bactérias/efeitos dos fármacosRESUMO
A new highly transformed sorbicillinoid derivative, trichoreesin A (1), and four known monomeric sorbicillinoids, sorbicillin (2), 2',3'-dihydrosorbicillin (3), 3-demethylsorbicillin (4), and sohirnone A (5), were discovered from Trichoderma reesei Z56-8, an epiphyte from the marine brown alga Sargassum sp. The structure and relative configuration of 1 were determined by interpretation of UV, IR, NMR, and MS signals, and its absolute configuration was assigned by analysis of ECD data aided by quantum chemical calculations. This is the first survey of metabolites from marine algicolous T. reesei. Compound 1 represents the first bicyclic vertinolide derivative, and it possesses inhibition of several marine phytoplankton species.
Assuntos
Hypocreales , Trichoderma , Fitoplâncton , Espectroscopia de Ressonância Magnética , Trichoderma/química , Estrutura MolecularRESUMO
Further investigation of secondary metabolites of a marine-alga-derived fungus Aspergillus sp. RR-YLW-12 led to isolate one new ophiobolin-type sesterterpenoid (1), four new drimane-type sesquiterpenoids (2-5) and one natural occurring compound (6), together with seven known compounds (7-13). Their structures and stereochemistry were elucidated by extensive spectroscopic analysis of NMR and HRMS experiments, and by comparison with the literature data. All isolates were evaluated for growth inhibition of five marine harmful microalgae. The new compounds exhibited significant to moderate inhibitory effects towards all tested microalgae species with IC50 values ranging from 5.8 to 54.5 µg/mL.
Assuntos
Sesquiterpenos , Estrutura Molecular , Aspergillus/química , Fungos , Espectroscopia de Ressonância MagnéticaRESUMO
Six new sesquiterpenoids including three bisabolane derivatives, trichobisabolins O1, O2, and P (1-3), two nerolidol derivatives, trichonerolins A and B (4 and 5), one acorane, trichoacorin A (6), along with one new steroid, isoergokonin B (7), were isolated from the culture of Trichoderma brevicompactum A-DL-9-2 obtained from the inner tissue of the red alga Chondria tenuissima. Their structures and relative configurations were assigned by interpretation of 1D/2D NMR and MS data. As acyclic sesquiterpenoids, compounds 4 and 5 were discovered from Trichoderma for the first time. Compounds 1-7 were evaluated for the inhibition of some marine-derived organisms, in which, 3 and 4/5 exhibited potent inhibition against Amphidinium carterae and Chattonella marina with IC50 of 1.8 µg/mL and 1.2 µg/mL, respectively. In addition, compound 7 could inhibit the growth of Pseudoalteromonas citrea with an MIC value of 64 µg/mL.
Assuntos
Anti-Infecciosos/farmacologia , Produtos Biológicos/farmacologia , Fitoplâncton/efeitos dos fármacos , Rodófitas/microbiologia , Sesquiterpenos/farmacologia , Trichoderma/química , Anti-Infecciosos/isolamento & purificação , Produtos Biológicos/isolamento & purificação , Hypocreales , Estrutura Molecular , Pseudoalteromonas/efeitos dos fármacos , Sesquiterpenos/isolamento & purificaçãoRESUMO
Eight new trichothecene derivatives, trichodermarins G-N (1-8), and two new cuparene derivatives, trichocuparins A (9) and B (10), as well as six known trichothecenes (11-16) were isolated from the fungal strain Trichoderma brevicompactum A-DL-9-2 obtained from the inner tissue of the marine red alga Chondria tenuissima. The structures and relative configurations of 1-10 were assigned by NMR and MS data, and the absolute configurations of 1, 2, and 9 were established by X-ray diffraction. Compound 8 features an aminosugar unit bond to the trichothecene framework for the first time, while 9 and 10 represent the first occurrence of cuparene sesquiterpenes in Trichoderma. All the isolates were assayed for growth inhibition of five phytopathogenic fungi (Botrytis cinerea, Cochliobolus miyabeanus, Fusarium oxysporum f. sp. cucumerium, Fusarium oxysporum f. sp. niveum, and Phomopsis asparagi) and four marine phytoplankton species (Amphidinium carterae, Heterocapsa circularisquama, Heterosigma akashiwo, and Prorocentrum donghaiense). Several of them exhibited significant inhibitory activities against the fungi and phytoplankton tested of which trichodermin (12) showed the highest antifungal and antimicroalgal activities with MIC and IC50 values being 4.0 and 0.82 µg/mL, respectively.
Assuntos
Fungicidas Industriais/farmacologia , Herbicidas/farmacologia , Hypocreales/química , Tricotecenos/farmacologia , Bipolaris/efeitos dos fármacos , Bipolaris/crescimento & desenvolvimento , Botrytis/efeitos dos fármacos , Botrytis/crescimento & desenvolvimento , Fungicidas Industriais/química , Fusarium/efeitos dos fármacos , Fusarium/crescimento & desenvolvimento , Herbicidas/química , Hypocreales/genética , Hypocreales/isolamento & purificação , Hypocreales/metabolismo , Microalgas/efeitos dos fármacos , Microalgas/crescimento & desenvolvimento , Estrutura Molecular , Fitoplâncton/efeitos dos fármacos , Fitoplâncton/crescimento & desenvolvimento , Água do Mar/microbiologia , Tricotecenos/químicaRESUMO
In this paper, a Leslie-Gower predator-prey model with ratio-dependence and state pulse feedback control is established to investigate the effect of spraying chemical pesticides and supplement amount of beneficial insects at the same time. Firstly, the existence, uniqueness and asymptotic stability of the periodic solution are proved by using successor function method and the analogue of the Poincaré criterion when the equilibria E∗ and E0 are stable, and the existence of limit cycles without impulse system is verified when the equilibrium E∗ is unstable. Furthermore, to obtain the minimum cost per period of controlling pests, we propose the optimization problem and calculate the optimal threshold. Finally, the feasibility of our model is proved by numerical simulation of a concrete example.
Assuntos
Retroalimentação , Cadeia Alimentar , Controle de Pragas/métodos , Praguicidas/farmacologia , Comportamento Predatório , Animais , Simulação por Computador , Insetos , Modelos Teóricos , Controle de Pragas/economia , Controle Biológico de Vetores , Dinâmica Populacional , Teoria de SistemasRESUMO
A novel 2D zinc(ii) metal-organic framework, formulated as [Zn(L)(H2O)]·H2O (1) (H2L = 4-(pyridine-4-yl) phthalic acid), has been successfully obtained under solvothermal conditions. This metal-organic framework (MOF) material exhibits efficient photocatalytic activity towards the degradation of organic dyes in the absence of any photosensitizer or cocatalyst. Its catalytic performance for rhodamine B (RhB) and methyl orange (MO) degradation was superior to most reported MOFs with a degradation efficiency of 98.5% for RhB and 83.8% for MO within 120 min in the absence of H2O2, which could be attributed to its high efficiency in generating ·O2- (an effective oxidant for the degradation of dyes). The possible mechanism of the reaction was discussed in detail. In addition, 1 shows stable catalytic efficiency after five reaction cycles, which indicates that 1 exhibits efficient catalytic activity and good reusability toward the degradation of organic dyes, enabling it to be a potential candidate for environmental governance.
RESUMO
Eight new bisabolane derivatives, trichobisabolins A-H, along with two known ones, (3R,6R,7R)-1,10-bisaboladien-3-ol (9) and (3R,6R,7S)-1,10-bisaboladien-3,6-diol (10) were isolated from the culture of Trichoderma asperellum Y6-2, obtained from the surface of the marine red alga Chondrus ocellatus. Their structures and relative configurations were identified by interpretation of 1D/2D NMR and MS data. Compounds 1-8 were assayed for inhibiting the growth of some marine-derived organisms, including four marine phytoplankton species, one marine zooplankton species, and five pathogenic bacteria. All of them exhibited inhibition against the marine phytoplanktons with IC50 values ranging from 2.1-78⯵g/mL, compounds 4 and 8 showed weak lethality to the marine zooplankton, and none of them had inhibition against the five pathogenic bacteria.