角果木内生真菌Penicillium sp. J54代谢产物及活性研究

目的研究红树植物角果木内生真菌Penicilliumsp.J54产生的活性次生代谢产物。方法采用多种柱色谱技术进行分离纯化,根据化合物的理化常数和波谱数据鉴定结构,利用MTT法测定各化合物的体外细胞毒活性。结果从角果木内生真菌Penicilliumsp.J54发酵液中分离了8个化合物,分别鉴定为:aervecdysteriod D(1)、citroside A(2)、3-methoxyepicoccone(3)、2,4-二羟基-3,5,6-三甲基苯甲醛(4)、mycosphine B(5)、mycosphine A(6)、5-羟甲基糠醛(7)、对羟基苯乙醇(8)。结论其中化合物1~5均为首次从角果木内生真菌分离得到,并首次报道了化合物4的核磁数据,活性测试结果表明化合物3对肿瘤细胞株K-562生长具有抑制作用。     

海南粗榧内生真菌S26化学成分研究

目的对海南粗榧内生真菌S26发酵液的化学成分进行研究。方法用多种柱色谱技术对化合物进行分离纯化,根据波谱数据和理化性质鉴定化合物的结构。结果从海南粗榧内生真菌S26的发酵液中分离得到6个化合物,分别鉴定为（-）-5-methylmellein（1）、（-）-3,5-dimethyl-8-methoxy-3,4-dihydroisocoumarin（2）、ergosterol peroxide（3）、（3β,5a,8a,22E,24R）-5,8-epidioxy-ergosta-6,9（11）,22-trien-3-ol（4）、22E,24R—ergos—ta-7,22-diene-3β,5α,6β,9α-tetraol（5）、对羟基苯乙醇（6）。结论以上化学成分为从海南粗榧内生真菌中首次分离得到。     

红树植物老鼠簕内生真菌橘青霉P4-5-1中的1个新异喹啉酮生物碱

目的 研究老鼠簕内生真菌橘青霉(Penicillium citrinum)P4-5-1的化学成分。方法 利用正反相硅胶柱色谱、Sephadex LH-20凝胶柱色谱以及半制备高效液相色谱等技术对P4-5-1次生代谢产物进行分离,利用高分辨质谱、一维及二维核磁共振等波谱鉴定技术确定化合物结构。结果 从P4-5-1大米发酵物中分离得到了6个化合物,分别为4-methoxy-2-methylisoquinolin-1(2H)-one (1)、fischexanthone (2)、penicitrinone A (3)、ent-aspergoterpenin C (4)、sydowiol E (5)和citrinin (6)。结论 化合物1为新异喹啉酮生物碱,命名为citrinadin D;化合物2、4和5首次从该种真菌中获得。     

New and cytotoxic anthraquinones from Pleospora sp. IFB-E006, an endophytic fungus in Imperata cylindrical

In addition to 7-methoxy-2-methyl-3,4,5-trihydroxyanthraquinone (1), physcion (2), macrosporin (3), deoxybostrycin (4), altersolanol B (5) and dactylariol (6), a new hexahydroanthraquinone named pleospdione (7) was isolated from the culture of Pleospora sp . IFB-E006, an endophytic fungus residing in the normal stem of Imperata cylindrical (Gramineae). Structure determination of pleospdione was accomplished using IR, HR-ESI-MS, 1D and 2D NMR spectral analysis. Compounds 4 - 6 exhibited significant cytotoxic activity against human colon cancer (SW1116) and leukemia (K562) cell lines while compounds 1, 2 and 7 were only weakly or moderately active.     

角果木内生真菌的代谢产物研究

目的研究角果木内生真菌Penicillium.sp FJ-1发酵液的化学成分。方法用多种柱色谱技术对该菌发酵液化学成分进行分离纯化,根据波谱数据和理化性质鉴定化合物的结构。结果分离得到5个化合物,经波谱分析鉴定其结构分别为24R-ergosta-7,22-diene-3,5,6-triol(1)、互隔交链孢霉素(2)、5-羟基互隔交链孢霉素(3)、5’-epialtenuene(4)、篮毒菌素黄酮(5)。结论以上5个化合物均为首次从该菌中分离得到,并首次报道了化合物3的核磁数据。     

Two new derivatives of griseofulvin from the mangrove endophytic fungus Nigrospora sp. (strain No. 1403) from Kandelia candel (L.) Druce

Two new compounds, methyl 3-chloro-6-hydroxy-2-(4-hydroxy-2-methoxy-6-methylphenoxy)-4-methoxybenzoate (1) and (2 S,5' R,E)-7-hydroxy-4,6-dimethoxy-2-(1-methoxy-3-oxo-5-methylhex-1-enyl)-benzofuran-3(2H)-one (2), together with four known compounds, griseofulvin (3), dechlorogriseofulvin (4), bostrycin (5), and deoxybostrycin (6), were isolated from the marine endophytic fungus NIGROSPORA sp. (No.?1403) collected from the South China Sea. The structures were elucidated by spectroscopic methods, 1D, 2D NMR, and HREIMS. Compounds 5 and 6 showed moderate antitumor and moderate antimicrobial activity.     

多枝柽柳内生真菌Talaromyces stollii的次级代谢产物研究

摘要：通过硅胶柱色谱、Sephadex LH-20 凝胶柱色谱和反相高效液相色谱等多种分离和纯化方法,从多枝柽柳内生真菌 Talaromyces stollii的大米发酵培养物中分离得到了7个次级代谢产物,经ESI-MS、1H NMR、13C NMR和旋光比较等多种波谱 技术,分别鉴定为penipyridone D(1), penipyridone E(2), penipyridone F(3), berkeleyamide C(4), chrodrimanin A(5),(S)-pestalasin A(6),peniazaphilin B(7),化合物1~4为少有的苄基吡啶酮类生物碱,首次从蓝状菌属真菌中分离得到。化合物5和6对KLF2具有 一定的上调活性。     

A new alkaloid from Chaetomium globosum

A new alkaloid, methyl 6-(isoprenyl)-1H-indole-3-carboxylate (1), was isolated from the solid culture broth of fungus Chaetomium globosum, together with five known compounds, including N-acetyl-L-tryptophan (2), xylariol B (3), 5-(methoxymethyl)-1H-pyrrole-2-carbaldehyde (4), ergosterol (5) and ergosta-4,6,8(14),22-tetraen-3-one (6). Their chemical structures were elucidated by spectroscopic data (UV, IR, HRESIMS, and NMR). In addition, it is the first report of compounds 2 and 3 from the fungus Chaetomium globosum.     

(+)-Cyclopenol,a new naturally occurring 7-membered 2,5-dioxopiperazine alkaloid from the fungus Penicillium sclerotiorum endogenous with the Chinese mangrove Bruguiera gymnorrhiza

One new naturally occurring 7-membered 2,5-dioxopiperazine alkaloid named (+)-cyclopenol (1), along with nine known compounds including viridicatol (2), 3-(dimethylaminomethyl)-1-(1,1-dimethyl-2-propenyl)indole (3), anacine (4), aurantiomide C (5), viridicatin (6), 3-O-methylviridicatin (7), verrucosidin (8), ergosterol (9), and ergosterol peroxide (10), was isolated from the EtOAc extract of fungus Penicillium sclerotiorum, an endophytic fungal strain isolated from Chinese mangrove Bruguiera gymnorrhiza. The chemical structure of the new compound 1 was elucidated on the basis of detailed spectroscopic analysis. The absolute configuration of 1 was determined by single-crystal X-ray analysis with Cu Kα radiation (λ = 1.54178 Å). To our knowledge, (+)-cyclopenol (1) represents the first example of 7-membered 2,5-dioxopiperazine isolated from mangrove endophytic fungus.     

真菌Penicillium sp. DT-F27次级代谢产物及其活性研究

摘要：目的 一株海洋来源真菌Penicillium sp. DT-F27次级代谢产物及其抗肿瘤活性的研究。方法 采用硅胶柱色谱、反相高效液相制备色谱等方法,对该真菌发酵产物的乙酸乙酯提取物进行分离纯化;采用波普解析方法对化合物的结构进行鉴定;采用MTT法测定化合物对人前列腺癌PC-3细胞的抗肿瘤作用。结果 从真菌Penicillium sp. DT-F27的发酵物中分离得到15个化合物,分别为麦角甾醇（1）,dehydrocyclopeptine（2）,3-O-methylviridicatin（3）,verrucofortine（4）,cyclopenin（5）,cyclo(dehydroala-L-Leu)（6）,cyclopenol（7）,4-hydroxy-2-methoxy acetanilide（8）,trans-(3RS,4RS)-3,4-dihydro-3,4,8-trihydroxynaphthalen-1(2H)-one（9）,cyclo(D-Pro-D-Val)（10）,brevianamide F（11）,cyclo(L-Pro-L-Val)（12）,anacine（13）,cyclo(L-Orn-L-Tyr-L-Orn-L-Ala)（14）,cyclo(L-Pro-L-Tyr)（15）。结论 从真菌Penicillium sp. DT-F27的次级代谢产物中分离15化合物,其中麦角甾醇（1）和3-O-methylviridicatin（3）具有较强的抗肿瘤活性,抑制率分别为45.6%和34.8%。     

Chemical constituents isolated from the endophytic fungus Penicillium commune

Phytochemical investigation of the endophytic fungus Penicillium communeled to the isolation of nine known compounds.Based on the spectroscopic and chemical properties, their structures were identified as 6-acetyl-2α,5-dihydroxy-2-(2-hydroxypropyl)-3α,8-dimethylchroman (1), communol B (2), communol E (3), communol G (4), 2-hydroxy-4-phenylquinoline (5), viridicatol (6), 3-O-methylviridicatin (7), trans-ferulic acid (8), 1,2-benzenediol,4-(2-methoxyethenyl) (9). Compounds 1 and 5-9 were isolated from this fungus for the first time.     

Cytotoxic activities of trichothecenes isolated from an endophytic fungus belonging to order hypocreales

Bioassay-guided fractionation of the extract of the endophytic fungus KLAR 5 belonging to order Hypocreales, which was isolated from the twig of Knema laurina (Blume) Warb., resulted in the isolation of brefeldin A (1), 8-deoxy-trichothecin (2), trichothecolone (3), 7alpha-hydroxytrichodermol (4), and 7alpha-hydroxyscirpene (5). Compound 5 was isolated from natural source for the first time. Compound 1 was very highly active against human epidermoid carcinoma of the mouth, human breast cancer (BC-1), and human small cell lung cancer (NCI-H187) cells whereas compounds 2 and 4 were selectively active against BC-1 and NCI-H187 cells. Compounds 3 and 5 were moderately active against these three cancer cell lines.     

Metabolites from endophytic fungus A12 of Dracaena cambodiana

A new drimane sesquiterpene, 1α,7α-dihydroxyconfertifolin (1), along with two known compounds 2 and 3, was isolated from endophytic fungus A12 of Dracaena cambodiana. The new compound was elucidated by HR-ESI-MS and spectroscopic techniques (IR, UV, 1D, and 2D NMR). Compound 2 showed inhibitory bacterial activity against Staphylococcus aureus with diameter of the inhibition zone of 13.5?mm.     

海南海桑内生真菌Bionectria ochroleuca HHS111023次生代谢产物的研究

目的 研究中国特有红树植物海南海桑内生真菌Bionectria ochroleuca HHS111023的次生代谢产物及其生物活性。方法 利用多种柱色谱技术对次生代谢产物进行分离纯化;通过核磁与质谱数据分析结合理化常数及文献比对,鉴定化合物的结构;分别采用纸片琼脂扩散法和MTT法对化合物的抗菌活性和细胞毒活性进行测试。结果 从海南海桑内生真菌Bionectria ochroleuca HHS111023的次生代谢产物中分离鉴定了7个化合物：Lasiodiplodin (1)、(R)-de-O-methyllasiodiplodin (2)、(5S)-5-hydroxylasiodiplodin (3)、 (5R)-5-hydroxylasiodiplodin (4)、methyl (E)-11,12,15-trihydroxyoctadec-13-enoate (5)、对羟基苯乙醇 (6)、对羟基苯乙酸甲酯 (7)。化合物1和2分别对白色念珠菌和青枯雷尔氏菌具有抗菌活性,且分别对SGC-7901和K-562具有体外细胞毒活性。结论 化合物1 ~ 4为首次从淡色生赤壳菌Bionectria ochroleuca次生代谢产物中分离得到,化合物5为首次分离自微生物次生代谢产物;海南海桑内生真菌Bionectria ochroleuca HHS111023能产生具有抗菌和细胞毒活性的化合物。     

Five nitro-phenyl compounds from the South China Sea mangrove fungus

A novel nitro-phenyl glucoside (1) was isolated from mangrove endophytic fungus (fungus B60), collected from the Shenzhen mangrove Acanthus ilicifolius linn. Four related nitro-phenyl compounds (2-5) were also obtained, which were isolated for the first time as natural products. Their structures were established on the basis of NMR spectroscopic, mass spectrometric data and some chemical transformations. In the preliminary bioassay, compound 1 had a slight inhibitory effect on alpha-glucosidase with an IC(50) of 160.3 microM.     

滑桃树内生真菌Fusarium sp.2TnP1-2次生代谢产物研究

目的对滑桃树内生真菌Fusariumsp.2TnP1-2的抗菌活性次生代谢产物进行研究。方法采用硅胶柱色谱、Sephadex LH-20、制备性薄层色谱等对次生代谢产物进行分离纯化。根据理化性质和波谱分析进行结构鉴定。利用纸片扩散法对这些化合物的抗真菌及抗细菌活性进行测试。结果从该菌株PDA培养基发酵产物中分离得到3个化合物,分别鉴定为：trichosetin（-Ndemethyl equisetin,1）,lateritin（4-methyl-6-（1-methylethyl）-3-phenylmethyl-1,4-perhydrooxazine-2,5-dione,2）,5α,6-αepoxy-24（R）-methylcholesta-7,22-dien-3-βol（3）。结论3个化合物均为首次从该真菌的代谢物中分离得到,trichosetin和lateritin具有抗金黄色葡萄球菌活性。     

Pyrrole and indole alkaloids from an endophytic Fusarium incarnatum (HKI00504) isolated from the mangrove plant Aegiceras corniculatum

Two new pyrrole alkaloids, N-[4-(2-formyl-5-hydroxymethyl-pyrrol-1-yl)-butyl]-acetamide (1) and N-[5-(2-formyl-5-hydroxymethyl-pyrrol-1-yl)-pentyl]-acetamide (2), and a new indole derivative (3aR,8aR)-3a-acetoxyl-1,2,3,3a,8,8a-hexahydropyrrolo-[2,3-b]indol (3) were isolated, together with ( - )-3a-hydroxyfuroindoline, (3aR,8aS)-1-acetyl-1,3,3a,8,8a-hexahydropyrrolo-[2,3-b]indol-3a-ol, and N-acetyltryptamine A, from an endophytic ascomycetous fungus, Fusarium incarnatum (HKI00504), which was isolated from the mangrove plant Aegiceras corniculatum. The structures of compounds 1-3 were determined on the basis of extensive spectroscopic data analyses.     

Pyrrole and indole alkaloids from an endophytic Fusarium incarnatum (HKI00504) isolated from the mangrove plant Aegiceras corniculatum

Two new pyrrole alkaloids, N-[4-(2-formyl-5-hydroxymethyl-pyrrol-1-yl)-butyl]-acetamide (1) and N-[5-(2-formyl-5-hydroxymethyl-pyrrol-1-yl)-pentyl]-acetamide (2), and a new indole derivative (3aR,8aR)-3a-acetoxyl-1,2,3,3a,8,8a-hexahydropyrrolo-[2,3-b]indol (3) were isolated, together with ( - )-3a-hydroxyfuroindoline, (3aR,8aS)-1-acetyl-1,3,3a,8,8a-hexahydropyrrolo-[2,3-b]indol-3a-ol, and N-acetyltryptamine A, from an endophytic ascomycetous fungus, Fusarium incarnatum (HKI00504), which was isolated from the mangrove plant Aegiceras corniculatum. The structures of compounds 1-3 were determined on the basis of extensive spectroscopic data analyses.     

植物来源内生真菌Bipolaris sp. TJ-1的次生代谢产物研究

目的：研究植物内生真菌Bipolaris sp. TJ-1的次生代谢产物。方法：利用硅胶、凝胶Sephadex LH-20、高效液相等色谱方法，对菌种的大米发酵提取物进行系统的分离纯化，并根据波谱学数据和理化常数分析等手段鉴定化合物结构。结果：共分离鉴定9个化合物，分别为penicillide （1），dehydroisopenicillide （2），3，4-二甲氧基肉桂酸 （3），N-苯乙基乙酰胺 （4），（2R，4R）-harzialactone A （5），4-hydroxykigelin （6），6-methoxymellein （7），3，4-dihydro-6，8-dihydroxy-3-methylisocoumarin （8）和4-hydroxy-6-methoxymellein （9）。结论：化合物1~9均为首次从离蠕孢属内生真菌中分离得到。     

Depsitinuside: a new depside galactoside from an endophytic fungus isolated from Viburnum tinus

Chromatographic purification of the extract of an endophytic fungal culture yielded depsitinuside (1), a new phenolic ester together with ergosterol (2) and (22E,24S)-24-methyl-5-α-cholesta-7,22-diene-3β,5,6β-triol (3). The structure of 1 was elucidated based on 1D, 2D NMR spectroscopy and high-resolution mass spectrometry, whereas the known compounds (2 and 3) were identified by (1)H NMR, mass spectrometry, and in comparison with the literature values. Compound 1 was evaluated for its enzyme inhibitory potential against acetylcholinesterase, butyrylcholinesterase and lipoxygenase, and was found inactive (10%-40% inhibition at a concentration of 2 mg/ml).