A new isochromanone,cladosporinisochromanone(1),accompanied by 15 known compounds(2–16)were obtained from secondary metabolites produced by marine-derived fungus Cladosporium sp.DLT-5.NMR and HRESIMS spectra elucidat...A new isochromanone,cladosporinisochromanone(1),accompanied by 15 known compounds(2–16)were obtained from secondary metabolites produced by marine-derived fungus Cladosporium sp.DLT-5.NMR and HRESIMS spectra elucidation determined the planar structure of 1.Subsequent electronic circular dichroism(ECD)experiment assigned the absolute configuration of 1.Compounds 1,2,4–6,and 10 displayed different degrees of neuroprotective activities on human neuroblastoma cells SH-SY5Y.Five compounds(1,3–5,and 13)emerged resistance to protein tyrosine phosphatase 1B(PTP1B),further kinetic analysis and molecular docking study indicated that the most potent compound 13(IC50value of 10.74±0.61μmol/L)was found as a noncompetitive inhibitor for PTP1B.Surface plasmon resonance(SPR)and molecular docking studies also demonstrated the interaction between compound 12 and Niemann-Pick C1 Like 1(NPC1L1),which has been identified as significant therapeutic target for hypercholesteremia.In addition,compounds 3,6,and 14 showed attractive inhibitory activity against the phytopathogenic fungi:Colletotrichum capsici.Therefore,library of Cladosporium metabolites is enriched and new active uses of known compounds are explored.展开更多
For practical applications of bioethanol, the uses of both highly concentrated biomass materials and their effective fermentation by yeasts are indispensable in order to produce ethanol at low costs. However, as the s...For practical applications of bioethanol, the uses of both highly concentrated biomass materials and their effective fermentation by yeasts are indispensable in order to produce ethanol at low costs. However, as the saccharified products of those biomass generally contain abundant sugars, the yeasts are affected by the compounds and are inclined to decrease their physiological activities. In the process of fermentation, ethanol is gradually produced by the yeasts in the culture;the concentrated metabolic product also damages itself, and inhibition of the fermentation frequently occurs. The application of yeasts with high fermentative activities under stress pressures such as sugars and ethanol is thus desired for bioethanol production. In this study, various types of high-fermentative yeasts under stress pressures were isolated mainly from coastal waters in Japan and characterized. All yeast strains with high fermentative activities under 20% v/v ethanol were found to be Saccharomyces cerevisiae. The HK21 strain isolated from Tokyo Bay and identified as S. cerevisiae had the highest fermentation activity under 30% w/v sorbitol and under 20% v/v ethanol, and it produced approx. 70 g/l (9% v/v) ethanol from the 15% w/v glucose solution at 25 oC within 5 days.展开更多
Three new mycophenolic acid derivatives, penicacids E-G(1-3), together with three known analogues, mycophenolic acid(4), 4′-hydroxy-mycophenolic acid(5) and mycophenolic methyl ester(6), were isolated from a marine-d...Three new mycophenolic acid derivatives, penicacids E-G(1-3), together with three known analogues, mycophenolic acid(4), 4′-hydroxy-mycophenolic acid(5) and mycophenolic methyl ester(6), were isolated from a marine-derived fungus Penicillium parvum HDN17-478 from a South China Sea marine sediment sample. The structures of compounds 1-3 were elucidated by HRMS, NMR, and Mosher’s method. Among them, compounds 1 and 2 were the first examples of mycophenolic acid analogs with a double bond at C-3′/C-4′ position. The cytotoxicity of 1-6 was evaluated against the HCT-116, BEL-7402, MGC-803, SH-SY5 Y, HO-8910 and HL-60 cell lines, and compounds 4 and 6 showed potent cytotoxicity with IC50 values ranging from 1.69 to 12.98 μmol·L–1.展开更多
Natural products from marine-derived fungi have attracted considerable attention in the recent two decades.Indolediketopiperazines are one of the most important classes of marine natural products,mainly discovered fro...Natural products from marine-derived fungi have attracted considerable attention in the recent two decades.Indolediketopiperazines are one of the most important classes of marine natural products,mainly discovered from the fungal genera Penicillium,Aspergillus and Eurotium.These compounds span a wide range of chemical structures and bioactivities.This review summarizes 155 indolediketopiperazines that were discovered from marine-derived fungi from 2000 to early 2019 and primarily focuses on their chemical diversity and biological function.展开更多
Marine-derived fungi are well known as rich sources of bioactive natural products.Growing evidences indicated that indole alkaloids,isolated from a variety of marine-derived fungi,have attracted considerable attention...Marine-derived fungi are well known as rich sources of bioactive natural products.Growing evidences indicated that indole alkaloids,isolated from a variety of marine-derived fungi,have attracted considerable attention for their diverse,challenging structural complexity and promising bioactivities,and therefore,indole alkaloids have potential to be pharmaceutical lead compounds.Systemic compilation of the relevant literature.In this review,we demonstrated a comprehensive overview of 431 new indole alkaloids from 21 genera of marine-derived fungi with an emphasis on their structures and bioactivities,covering literatures published during 1982–2019.展开更多
In this study, we assessed the burial fluxes and source appointment of different forms of carbon in core sediments collected from culture areas in the Sanggou Bay, and preliminarily analyzed the reasons for the greate...In this study, we assessed the burial fluxes and source appointment of different forms of carbon in core sediments collected from culture areas in the Sanggou Bay, and preliminarily analyzed the reasons for the greater proportion of inorganic carbon burial fluxes (BFTIc). The average content of total carbon (TC) in the Sanggou Bay was 2.14%. Total organic carbon (TOC) accounted for a small proportion in TC, more than 65% of which derived from terrigenous organic carbon (Ct), and while the proportion of marine-derived organic carbon (Ca) increased significantly since the beginning of large-scale aquaculture. Total inorganic carbon (TIC) accounted for 60%-75% of TC, an average of which was 60%, with a maximum up to 90% during flourishing periods (1880-1948) of small natural shellfish derived from seashells inorganic carbon (SheU-IC). The TC burial fluxes ranged from 31 g/(m2.a) to 895 g/(m2.a) with an average of 227 g/(m2.a), which was dominated by TIC (about 70%). Shell-IC was the main source of TIC and even TC. As the main food of natural shellfish, biogenic silica (BSi) negatively correlated with BFTIc through affecting shellfish breeding. BFTIc of Sta. S1, influenced greatly by the Yellow Sea Coastal Current, had a certain response to Pacific Decadal Oscillation (PDO) in some specific periods.展开更多
Agricultural application studies, including field experiments and acute toxicity tests, were conducted for lipopeptides secreted by marine-derived Bacillus marinus B-9987. Benefiting from commercially available scaled...Agricultural application studies, including field experiments and acute toxicity tests, were conducted for lipopeptides secreted by marine-derived Bacillus marinus B-9987. Benefiting from commercially available scaled-up lipopeptide purification, the sample of impurities(isolated from target lipopeptides), raw extracted sample(purity: 9.08%), partially purified sample(purity: 20.86%), and highly purified sample(purity: 87.51%) were prepared from B. marinus B-9987 fermentation broth, and used in lab-scale antagonism tests, field experiments, swarming motility tests, and acute toxicity tests. Operations and conditions in field experiments were consistent with the Pesticide-Guidelines for the Field Efficacy Trials(GB/T 17980.28-2000), and acute toxicity tests were executed according to Toxicological Test Methods of Pesticides for Registration(GB 15670-1995). In agar diffusion tests in vitro and pot tests in vivo, all lipopeptide samples with different purities significantly inhibited Botrytis cinerea; meanwhile the sample of impurities isolated from target lipopeptides were not effective against B. cinerea. Results of lab-scale tests showed that the target lipopeptides were effective substances against B. cinerea. Thus, partially purified and raw extracted samples were used in field experiments instead of the highly purified sample for cost saving. In the field experiments against rose grey mold, biological control efficacy of 500 mg L–1 lipopeptides reached 67.53%, slightly lower than 74.05% reached by the agrochemical pyrimethanil. However, pyrimethanil severely suppressed B. marinus B-9987, whereas the lipopeptides promoted swarming motility and biocontrol efficacy of Bacillus biomass. Lipopeptides at 87.51% purity were tested for systemic acute toxicity and confirmed as low-toxicity substances. In conclusion, low-toxicity lipopeptides were potential alternatives to agrochemicals, and they also performed good promotion when combined with homologous biological control microorganism. There were 2 breakthroughs in this research:(1) marine-derived bacterial lipopeptides inhibited grey mold caused by B. cinerea in field experiments; and(2) purified bacterial lipopeptides(sample purity: 〉87.51%) were determined to be low-toxicity substances by systemic acute toxicity tests, satisfying the strict requirement of pesticide registration in China(required purity: 〉85%). This study provides support for using extracellularBacillus-derived lipopeptides commercially similar to Bacillus-based biological control agents.展开更多
MetarhizosidesA-G(1-7),seven new polysubstituted phenyl glucosides,were isolated from the extracts of solid rice medium of a marine-derived fungus Metarrhizium anisopliae.Compounds 1-7 all contain a polysubstituted ph...MetarhizosidesA-G(1-7),seven new polysubstituted phenyl glucosides,were isolated from the extracts of solid rice medium of a marine-derived fungus Metarrhizium anisopliae.Compounds 1-7 all contain a polysubstituted phenyl group and the sugar unit is identified as 4'-O-methyl-β-D-glucopyranose.Their structures were elucidated by NMR spectroscopy and chemical method.These compounds were evaluated for anti-inflammatory activity by using LPS-stimulated murine macrophage RAW 264.7 cells and the cytotoxicities against four human cancer cell lines.展开更多
Verrucosidins,a methylatedα-pyrone class of polyketides rarely reported upon,have been implicated in one or more neurological diseases.Despite the signifcance of verrucosidins as neurotoxins,the absolute confguration...Verrucosidins,a methylatedα-pyrone class of polyketides rarely reported upon,have been implicated in one or more neurological diseases.Despite the signifcance of verrucosidins as neurotoxins,the absolute confgurations of most of the derivatives have not been accurately characterized yet.In this study,three pairs of C-9 epimeric verrucosidin derivatives,including the known compounds penicyrones A and B(1a/1b)and 9-O-methylpenicyrones A and B(2a/2b),the new compounds 9-O-ethylpenicyrones A and B(3a/3b),together with the related known derivative verrucosidin(4),were isolated and identifed from the culture extract of Penicillium cyclopium SD-413,which was obtained from the marine sediment collected from the East China sea.Their structures were established based on an in-depth analysis of nuclear magnetic resonances(NMR)and mass spectroscopic data.Determination of the absolute confgurations of these compounds was accomplished by Mosher’s method and time-dependent density functional theory(TDDFT)calculations of electronic circular dichroism(ECD)and optical rotation(OR).The confgurational assignment of penicyrone A demonstrated that the previously reported C-6 absolute confguration of verrucosidin derivatives needs to be revised from(6S)to(6R).The 9R/9S epimers of compounds 1–3 were found to exhibit growth inhibition against some pathogenic bacteria,indicating that they have potential as lead compounds for the creation of antimicrobial agents.展开更多
A bicyclic depsipeptide, chromopeptide A(1), was isolated from a deep-sea-derived bacterium Chromobacterium sp. HS-13-94. Its structure was determined by extensive spectroscopic analysis and by comparison with a relat...A bicyclic depsipeptide, chromopeptide A(1), was isolated from a deep-sea-derived bacterium Chromobacterium sp. HS-13-94. Its structure was determined by extensive spectroscopic analysis and by comparison with a related known compound. The absolute configuration of chromopeptide A was established by X-ray diffraction analysis employing graphite monochromated Mo K_α radiation(λ ? 0.71073 ?) with small Flack parameter 0.03. Chromopeptide A suppressed the proliferation of HL-60, K-562, and Ramos cells with average IC_(50) values of 7.7, 7.0, and 16.5 nmol/L, respectively.展开更多
Seven new aromatic polyketides, communols A-G (1-7), were isolated and identified from the fermentation broth of Penicillium commune 518, a marine-derived fungus associated with the Gorgonian, Muricella abnormalis. ...Seven new aromatic polyketides, communols A-G (1-7), were isolated and identified from the fermentation broth of Penicillium commune 518, a marine-derived fungus associated with the Gorgonian, Muricella abnormalis. The new structures of 1-7 were determined by spectroscopic analysis and X-ray single crystal diffraction. Among them, communol D (4) was the first example of a naturally occurring aromatic polyketide with a sulfoxide group from marine thngi. Compounds 1, 6, and 7 all showed moderate antimicrobial activities against Escherichia coli and Enterobacter aerogenes with MIC values of 4.1/16.4, 6.4/25.8, and 23.8/23.8μmoloL^-1, respectively.展开更多
A novel alkaloid, chartrenoline(1), featuring an unusual 6/6/5/5-tetracyclic nucleus, was isolated from a marine Streptomyces chartreusis NA02069. The structure of 1 including its absolute configurations was establish...A novel alkaloid, chartrenoline(1), featuring an unusual 6/6/5/5-tetracyclic nucleus, was isolated from a marine Streptomyces chartreusis NA02069. The structure of 1 including its absolute configurations was established by extensive analyses of its high resolution mass, NMR and single-crystal X-ray diffraction data. A plausible biosynthetic pathway for chartrenoline(1) is proposed.展开更多
Lithocarpinols A(1) and B(2), a pair of tenellone diastereoisomers with novel fused skeleton were isolated from the deep-sea derived fungus Phomopsis lithocarpus FS508. Their structures were elucidated by comprehensiv...Lithocarpinols A(1) and B(2), a pair of tenellone diastereoisomers with novel fused skeleton were isolated from the deep-sea derived fungus Phomopsis lithocarpus FS508. Their structures were elucidated by comprehensive spectroscopic analyses, X-ray diffraction and quantum molecular calculation. Their plausible biogenetic pathway featured an intriguing carbonyl-ene cyclization. Lithocarpinol A exhibited moderate inhibitory effect against HepG-2 and A549 tumor cell lines with IC_(50) values of 9.4 μmol/L and10.9 μmol/L,respectively.展开更多
基金Supported by the China Agriculture Research System of MOF and MARA(CARS-21)the Financial Fund of the Ministry of Agriculture and Rural Affairs,China(No.NFZX2021)the National Natural Science Foundation of China(No.81973568)。
文摘A new isochromanone,cladosporinisochromanone(1),accompanied by 15 known compounds(2–16)were obtained from secondary metabolites produced by marine-derived fungus Cladosporium sp.DLT-5.NMR and HRESIMS spectra elucidation determined the planar structure of 1.Subsequent electronic circular dichroism(ECD)experiment assigned the absolute configuration of 1.Compounds 1,2,4–6,and 10 displayed different degrees of neuroprotective activities on human neuroblastoma cells SH-SY5Y.Five compounds(1,3–5,and 13)emerged resistance to protein tyrosine phosphatase 1B(PTP1B),further kinetic analysis and molecular docking study indicated that the most potent compound 13(IC50value of 10.74±0.61μmol/L)was found as a noncompetitive inhibitor for PTP1B.Surface plasmon resonance(SPR)and molecular docking studies also demonstrated the interaction between compound 12 and Niemann-Pick C1 Like 1(NPC1L1),which has been identified as significant therapeutic target for hypercholesteremia.In addition,compounds 3,6,and 14 showed attractive inhibitory activity against the phytopathogenic fungi:Colletotrichum capsici.Therefore,library of Cladosporium metabolites is enriched and new active uses of known compounds are explored.
文摘For practical applications of bioethanol, the uses of both highly concentrated biomass materials and their effective fermentation by yeasts are indispensable in order to produce ethanol at low costs. However, as the saccharified products of those biomass generally contain abundant sugars, the yeasts are affected by the compounds and are inclined to decrease their physiological activities. In the process of fermentation, ethanol is gradually produced by the yeasts in the culture;the concentrated metabolic product also damages itself, and inhibition of the fermentation frequently occurs. The application of yeasts with high fermentative activities under stress pressures such as sugars and ethanol is thus desired for bioethanol production. In this study, various types of high-fermentative yeasts under stress pressures were isolated mainly from coastal waters in Japan and characterized. All yeast strains with high fermentative activities under 20% v/v ethanol were found to be Saccharomyces cerevisiae. The HK21 strain isolated from Tokyo Bay and identified as S. cerevisiae had the highest fermentation activity under 30% w/v sorbitol and under 20% v/v ethanol, and it produced approx. 70 g/l (9% v/v) ethanol from the 15% w/v glucose solution at 25 oC within 5 days.
基金supported by the National Key R&D Program of China (No. 2018YFC0310800)the National Science and Technology Major Project for Significant New Drugs Development (No. 2018ZX09735004)+3 种基金the Marine S&T Fund of Shandong Province for Pilot National Laboratory for Marine Science and Technology (Qingdao)(Nos. 2018SDKJ0401-2 and 2016ASKJ05-04)the NSFC-Shandong Joint Fund (No. U1906212)the Fundamental Research Funds for the Central Universities (No. 201941001)the Taishan Scholar Youth Expert Program in Shandong Province (No. tsqn201812021)。
文摘Three new mycophenolic acid derivatives, penicacids E-G(1-3), together with three known analogues, mycophenolic acid(4), 4′-hydroxy-mycophenolic acid(5) and mycophenolic methyl ester(6), were isolated from a marine-derived fungus Penicillium parvum HDN17-478 from a South China Sea marine sediment sample. The structures of compounds 1-3 were elucidated by HRMS, NMR, and Mosher’s method. Among them, compounds 1 and 2 were the first examples of mycophenolic acid analogs with a double bond at C-3′/C-4′ position. The cytotoxicity of 1-6 was evaluated against the HCT-116, BEL-7402, MGC-803, SH-SY5 Y, HO-8910 and HL-60 cell lines, and compounds 4 and 6 showed potent cytotoxicity with IC50 values ranging from 1.69 to 12.98 μmol·L–1.
基金the National Natural Science Foundation of China(NSFC Grant Nos.81673351 and 31330009).
文摘Natural products from marine-derived fungi have attracted considerable attention in the recent two decades.Indolediketopiperazines are one of the most important classes of marine natural products,mainly discovered from the fungal genera Penicillium,Aspergillus and Eurotium.These compounds span a wide range of chemical structures and bioactivities.This review summarizes 155 indolediketopiperazines that were discovered from marine-derived fungi from 2000 to early 2019 and primarily focuses on their chemical diversity and biological function.
基金This work was supported by the National Natural Science Foundation of China(Nos.41606174,21877025)the Scientific Research Foundation of Hebei educational committee(No.BJ2020048)+1 种基金the China Postdoctoral Science Foundation(No.2019M661045)the Natural Science Interdisciplinary Research Program of Hebei University(No.DXK201913).
文摘Marine-derived fungi are well known as rich sources of bioactive natural products.Growing evidences indicated that indole alkaloids,isolated from a variety of marine-derived fungi,have attracted considerable attention for their diverse,challenging structural complexity and promising bioactivities,and therefore,indole alkaloids have potential to be pharmaceutical lead compounds.Systemic compilation of the relevant literature.In this review,we demonstrated a comprehensive overview of 431 new indole alkaloids from 21 genera of marine-derived fungi with an emphasis on their structures and bioactivities,covering literatures published during 1982–2019.
基金The National Basic Research Program(973 Program)of China under contract No.2010CB428902the Special Scientific Research Funds for Central Non-profit Institutes,Chinese Academy of Fishery Sciences under contract No.2014A01YY01the Management of Central Public-interest Scientific Institution Basal Research Fund under contract No.20603022013003
文摘In this study, we assessed the burial fluxes and source appointment of different forms of carbon in core sediments collected from culture areas in the Sanggou Bay, and preliminarily analyzed the reasons for the greater proportion of inorganic carbon burial fluxes (BFTIc). The average content of total carbon (TC) in the Sanggou Bay was 2.14%. Total organic carbon (TOC) accounted for a small proportion in TC, more than 65% of which derived from terrigenous organic carbon (Ct), and while the proportion of marine-derived organic carbon (Ca) increased significantly since the beginning of large-scale aquaculture. Total inorganic carbon (TIC) accounted for 60%-75% of TC, an average of which was 60%, with a maximum up to 90% during flourishing periods (1880-1948) of small natural shellfish derived from seashells inorganic carbon (SheU-IC). The TC burial fluxes ranged from 31 g/(m2.a) to 895 g/(m2.a) with an average of 227 g/(m2.a), which was dominated by TIC (about 70%). Shell-IC was the main source of TIC and even TC. As the main food of natural shellfish, biogenic silica (BSi) negatively correlated with BFTIc through affecting shellfish breeding. BFTIc of Sta. S1, influenced greatly by the Yellow Sea Coastal Current, had a certain response to Pacific Decadal Oscillation (PDO) in some specific periods.
基金financially supported by the Key Technologies Research and Development Program of China(2011BAE06B04-16)
文摘Agricultural application studies, including field experiments and acute toxicity tests, were conducted for lipopeptides secreted by marine-derived Bacillus marinus B-9987. Benefiting from commercially available scaled-up lipopeptide purification, the sample of impurities(isolated from target lipopeptides), raw extracted sample(purity: 9.08%), partially purified sample(purity: 20.86%), and highly purified sample(purity: 87.51%) were prepared from B. marinus B-9987 fermentation broth, and used in lab-scale antagonism tests, field experiments, swarming motility tests, and acute toxicity tests. Operations and conditions in field experiments were consistent with the Pesticide-Guidelines for the Field Efficacy Trials(GB/T 17980.28-2000), and acute toxicity tests were executed according to Toxicological Test Methods of Pesticides for Registration(GB 15670-1995). In agar diffusion tests in vitro and pot tests in vivo, all lipopeptide samples with different purities significantly inhibited Botrytis cinerea; meanwhile the sample of impurities isolated from target lipopeptides were not effective against B. cinerea. Results of lab-scale tests showed that the target lipopeptides were effective substances against B. cinerea. Thus, partially purified and raw extracted samples were used in field experiments instead of the highly purified sample for cost saving. In the field experiments against rose grey mold, biological control efficacy of 500 mg L–1 lipopeptides reached 67.53%, slightly lower than 74.05% reached by the agrochemical pyrimethanil. However, pyrimethanil severely suppressed B. marinus B-9987, whereas the lipopeptides promoted swarming motility and biocontrol efficacy of Bacillus biomass. Lipopeptides at 87.51% purity were tested for systemic acute toxicity and confirmed as low-toxicity substances. In conclusion, low-toxicity lipopeptides were potential alternatives to agrochemicals, and they also performed good promotion when combined with homologous biological control microorganism. There were 2 breakthroughs in this research:(1) marine-derived bacterial lipopeptides inhibited grey mold caused by B. cinerea in field experiments; and(2) purified bacterial lipopeptides(sample purity: 〉87.51%) were determined to be low-toxicity substances by systemic acute toxicity tests, satisfying the strict requirement of pesticide registration in China(required purity: 〉85%). This study provides support for using extracellularBacillus-derived lipopeptides commercially similar to Bacillus-based biological control agents.
基金This work was financially supported by the Program for Changjiang Scholars of Ministry of Education of the People's Republic of China(No.T2016088)the National Natural Science Foundation for Distinguished Young Scholars(No.81725021)+2 种基金the National Natural Science Foundation of China(No.31900288)the Program from the(hina Postdoctoral Science Foundation(No.2019M652660)the Integrated Innovative Team for Major Human Diseases Program of Tongji Medical College(HUST,China).
文摘MetarhizosidesA-G(1-7),seven new polysubstituted phenyl glucosides,were isolated from the extracts of solid rice medium of a marine-derived fungus Metarrhizium anisopliae.Compounds 1-7 all contain a polysubstituted phenyl group and the sugar unit is identified as 4'-O-methyl-β-D-glucopyranose.Their structures were elucidated by NMR spectroscopy and chemical method.These compounds were evaluated for anti-inflammatory activity by using LPS-stimulated murine macrophage RAW 264.7 cells and the cytotoxicities against four human cancer cell lines.
基金Financial support by programs from the National Natural Science Foundation of China(U2006203)from the Senior User Project of RV KEXUE(KEXUE2020GZ02)is gratefully acknowledged.B.-G.W.appreciates the support of the RV KEXUE of the National Major Science and Technology Infrastructure from the Chinese Academy of Sciences(for sampling)The research work of the Hungarian authors was supported by the National Research,Development,and Innovation Ofce(K138672,FK134653).The Governmental Information-Technology Development Agency(KIFÜ)is acknowledged for CPU time。
文摘Verrucosidins,a methylatedα-pyrone class of polyketides rarely reported upon,have been implicated in one or more neurological diseases.Despite the signifcance of verrucosidins as neurotoxins,the absolute confgurations of most of the derivatives have not been accurately characterized yet.In this study,three pairs of C-9 epimeric verrucosidin derivatives,including the known compounds penicyrones A and B(1a/1b)and 9-O-methylpenicyrones A and B(2a/2b),the new compounds 9-O-ethylpenicyrones A and B(3a/3b),together with the related known derivative verrucosidin(4),were isolated and identifed from the culture extract of Penicillium cyclopium SD-413,which was obtained from the marine sediment collected from the East China sea.Their structures were established based on an in-depth analysis of nuclear magnetic resonances(NMR)and mass spectroscopic data.Determination of the absolute confgurations of these compounds was accomplished by Mosher’s method and time-dependent density functional theory(TDDFT)calculations of electronic circular dichroism(ECD)and optical rotation(OR).The confgurational assignment of penicyrone A demonstrated that the previously reported C-6 absolute confguration of verrucosidin derivatives needs to be revised from(6S)to(6R).The 9R/9S epimers of compounds 1–3 were found to exhibit growth inhibition against some pathogenic bacteria,indicating that they have potential as lead compounds for the creation of antimicrobial agents.
基金financially supported by the National Marine ‘863’ Project (Nos. 2012AA092105 and 2013AA092902)the National Natural Science Foundation of China (No. 81273430)
文摘A bicyclic depsipeptide, chromopeptide A(1), was isolated from a deep-sea-derived bacterium Chromobacterium sp. HS-13-94. Its structure was determined by extensive spectroscopic analysis and by comparison with a related known compound. The absolute configuration of chromopeptide A was established by X-ray diffraction analysis employing graphite monochromated Mo K_α radiation(λ ? 0.71073 ?) with small Flack parameter 0.03. Chromopeptide A suppressed the proliferation of HL-60, K-562, and Ramos cells with average IC_(50) values of 7.7, 7.0, and 16.5 nmol/L, respectively.
文摘Seven new aromatic polyketides, communols A-G (1-7), were isolated and identified from the fermentation broth of Penicillium commune 518, a marine-derived fungus associated with the Gorgonian, Muricella abnormalis. The new structures of 1-7 were determined by spectroscopic analysis and X-ray single crystal diffraction. Among them, communol D (4) was the first example of a naturally occurring aromatic polyketide with a sulfoxide group from marine thngi. Compounds 1, 6, and 7 all showed moderate antimicrobial activities against Escherichia coli and Enterobacter aerogenes with MIC values of 4.1/16.4, 6.4/25.8, and 23.8/23.8μmoloL^-1, respectively.
基金financially supported by the National Natural Science Foundation of China(Nos.81522042,21572100,81773591,81421091,81500059,81673333,21672101,21761142001,21661140001,J1210026,and J1103512)Natural Science Foundation of Jiangsu Province(No.BK20151397)Fundamental Research Funds for the Central Universities(No.020814380092)
文摘A novel alkaloid, chartrenoline(1), featuring an unusual 6/6/5/5-tetracyclic nucleus, was isolated from a marine Streptomyces chartreusis NA02069. The structure of 1 including its absolute configurations was established by extensive analyses of its high resolution mass, NMR and single-crystal X-ray diffraction data. A plausible biosynthetic pathway for chartrenoline(1) is proposed.
基金financially supported by the Science and Technology Program of Guangzhou, China(No. 201607020018)the Team Project of the Natural Science Foundation of Guangdong Province (No. 2016A030312014)+2 种基金the National Natural Science Foundation of China (No. 31272087)the Guangdong Provincial Project for Science and Technology (Nos. 2015A030302061, 2016A020222022)the Guangdong Provincial Innovative Development of Marine Economy Regional Demonstration Projects (No. GD2012-D01-002)
文摘Lithocarpinols A(1) and B(2), a pair of tenellone diastereoisomers with novel fused skeleton were isolated from the deep-sea derived fungus Phomopsis lithocarpus FS508. Their structures were elucidated by comprehensive spectroscopic analyses, X-ray diffraction and quantum molecular calculation. Their plausible biogenetic pathway featured an intriguing carbonyl-ene cyclization. Lithocarpinol A exhibited moderate inhibitory effect against HepG-2 and A549 tumor cell lines with IC_(50) values of 9.4 μmol/L and10.9 μmol/L,respectively.