南海红树林内生真菌ZSU-H26生物碱类代谢产物的研究

海洋微生物资源由于具有可持续开发性,而且其活性物质不像来源于其它海洋生物(如海绵、海藻、海兔、珊瑚等)产生的生物活性物质,其生产不受天然资源难再生的限制,能通过发酵进行胞外生产,与现代微生物技术相结合,较容易实现工业化生产,特别是其生产不对环境造成危害,符合当今绿色化学发展的方向.     

A new furanocoumarin from the mangrove endophytic fungus Penicillium sp. (ZH16)

A new furanocoumarin, 5-methyl-8-(3-methylbut-2-enyl) furanocoumarin (1), together with seven known compounds, sterequinone C (2), cyclo(6,7-en-Pro-L-Phe) (3), bergapten, scopoletin, umbelliferone, 1,7-dihydroxyxanthone and 3,5-dimethoxybiphenyl, was isolated from the mangrove endophytic fungus, Penicillium sp. ZH16 obtained from the South China Sea. Their structures were determined by analysis of spectroscopic data. Compound 1 exhibited cytotoxicity against KB and KB(V)200 cells in?vitro with IC(50) values 5 and 10?μg?mL(-1), respectively.     

Two new acids from mangrove endophytic fungus (No. ZZF13)

Two new acids 1 and 2, together with a known compound, purpactin A (3), were isolated from endophytic fungus No. ZZF13. Their structures were elucidated on the basis of 1D, 2D NMR, and HREIMS spectra. Published in Khimiya Prirodnykh Soedinenii, No. 4, pp.336-337, July-August, 2008. Original articlesubmitted April 24, 2007.     

Two new benzaldehyde derivatives from mangrove endophytic fungus (No. ZZF 32)

Two new benzaldehyde derivatives, 6-ethyl-2-hydroxy-4-methoxy-3-methylbenzaldehyde (1), 6-ethyl-2,4-dihydroxy-3-methylbenzaldehyde (2), together with 2, 4-dihydroxy-3,6-dimethylbenzaldehyde (3) were isolated from mangrove fungus (No. ZZF 32#) from the South China Sea. The structures of compounds 1 and 2 were established by comprehensive analysis of the spectral data, especially 2D NMR spectral results.     

Structure elucidation and NMR assignments for two xanthone derivatives from a mangrove endophytic fungus (No. ZH19)

The structure elucidations and complete ¹H and ¹³C NMR assignments are reported for two new xanthone derivatives: 1,7‐dihydroxy‐2‐methoxy‐3‐(3‐methylbut‐2‐enyl)‐9H‐xanthen‐9‐one (1) and 1‐hydroxy‐4,7‐dimethoxy‐6‐(3‐oxobutyl)‐9H‐xanthen‐9‐one (2). Both of these secondary metabolites were isolated from the fermentation medium of a mangrove endophytic fungus (No. ZH19). High‐resolution electron impact mass spectrometry (HREIMS), Fourier transform infrared (FT‐IR) absorption spectrometry, and NMR experiments including gCOSY, gHMQC, and gHMBC were used for the determination of the structures and NMR spectral assignments. Preliminary pharmacological test showed that compounds (1) and (2) inhibited KB cells with IC₅₀ values of 20 and 35 µmol/ml, and KB_V200 cells with IC₅₀ values of 30 and 41 µmol/ml, respectively. Copyright © 2009 John Wiley & Sons, Ltd.     

Pestalotiopisorin B,a new isocoumarin derivative from the mangrove endophytic fungus Pestalotiopsis sp. HHL101

Abstract

A new isocoumarin derivative pestalotiopisorin B (1), along with six known compounds, (R)-(-)- mellein methyl ether (2), pestalotiopyrone G (3), (R)-mevalonolactone (4), pestalotiollides A–B (5–6) and pestalotiopsol A(7) were isolated from Pestalotiopsis sp., an endophytic fungus obtained from Chinese mangrove plant Rhizophora stylosa. Their structures were elucidated unambiguously by the comprehensive analysis of extensive spectroscopic data. Compound 1 exhibited modest antibacterial activity against Escherichia coli and Pseudomonas aeruginosa with 12.5?μg/ml, 50?μg/ml, respectively. Compound 4 showed moderate calcineurin inhibitory activity towards p-nitrophenyl phosphate (IC₅₀ =134.29?±?5.377?μM).     

Two new paeciloxocins from a mangrove endophytic fungus Paecilomyces sp.

Paeciloxocins A and B (2-(1-hydroxy-3-methylbutyl)- and 2-(1-acetoxy-3-methylbutyl)- 11-hydroxy-9-methyl-1-methoxy-5H,7H-dibenzo[b,g]-1,5-dioxocin-5-ones), viz., two new metabolites, were isolated from the mangrove fungus Paecilomyces sp. collected from the Taiwan Strait. Their structures were elucidated by spectral methods. Paeciloxocin A exhibited strong cytotoxicity against the hepG2 cell line.     

A new isocoumarin from mangrove endophytic fungus (No. dz17) on the South China Sea coast

A new isocoumarin, 3,4-dihydro-6-methoxy-8-hydroxy-3,4,5-trimethylisocoumarin-7-carboxylic acid methyl ester (1), together with three known compounds, 3,4-dihydro-4,8-dihydroxy-3,5-dimethylisocoumarin (2), 3,4-dihydro-8-hydroxy-3-methylisocoumarin-5-carboxylic acid (3), and Entinclole SB (4) were isolated from the mangrove endophytic fungus (No. dz17). The structure of the compound 1 was elucidated by analysis of spectroscopic data. Primary bioassays showed that 1 exhibited weak cytotoxicity against Hep-2 and HepG2 cells. Published in Khimiya Prirodnykh Soedinenii, No. 6, pp. 543–545, November–December, 2007.     

A new depsidone derivative from mangrove sediment derived fungus Lasiodiplodia theobromae

A new depsidone derivative botryorhodine I (1), along with eight known compounds (2-9) were obtained from solid rice cultures of the fungal strain, Lasiodiplodia theobromae M4.2-2 isolated from a mangrove sediment sample. The structures of the isolated compounds were elucidated on the basis of 1?D and 2?D NMR analysis as well as by HRESIMS. All compounds were evaluated for their cytotoxic potential against the mouse lymphoma cell line L5178Y as well as for their antibacterial activities against a panel of Gram-positive and Gram-negative bacterial strains. Compound 3 revealed potent cytotoxic activity with an IC₅₀ of 7.3?µM whereas compound 7 showed selective anti-bacterial activity against different S. aureus and E. faecium bacterial strains with MIC value of 25?µg/ml.     

南海红树林内生真菌No．ZZF71代谢产物研究

由于海洋环境的特殊性和微生物在生态系统的功能,海洋微生物已经发展出独特的代谢方式,提供了在陆地微生物中未遇到过的代谢产物。研究海洋微生物的活性物质,不但能发现结构新颖的化合物,丰富和发展有机化学理论,而且为寻找新的强效活性药物及其它有用物质提供了一个重要途径[1     

A new isoflavone from the mangrove endophytic fungus Fusarium sp. (ZZF60)

A new isoflavone, 5-hydroxy-7-methoxy-4'-O-(3-methylbut-2-enyl) isoflavone (1), together with five known compounds, eriodictyol (2), vittarin-B (3), 3,6,7-trihydroxy-1-methoxyxanthone (4), 1,3,6-Trihydroxy-8-methylxanthone (5) and cyclo (Phe-Tyr) (6), was isolated from the mangrove endophytic fungus, Fusarium sp. ZZF60 obtained from the South China Sea. Their structures were determined by the analysis of spectroscopic data.     

A new pyrone derivative from the endophytic fungus Penicillium paxilli PSU-A71

One new pyrone derivative, named penicillone (1), together with paxilline, pyrenocines A (2) and B (3) were isolated from the endophytic fungus Penicillium paxilli PSU-A71. The structures were elucidated by spectroscopic methods. Pyrenocine B (3) mildly inhibited the growth of Microsporum gypseum SH-MU-4 with a MIC value of 32 microg/ml.     

A new dihydrobenzofuran derivative from the endophytic fungus Botryosphaeria mamane PSU-M76

One new dihydrobenzofuran derivative, botryomaman (1), was isolated from the broth extract of the endophytic fungus Botryosphaeria mamane PSU-M76 along with six known compounds, 2,4-dimethoxy-6-pentylphenol, (R)-(-)-mellein, primin, cis-4-hydroxymellein, trans-4-hydroxymellein and 4,5-dihydroxy-2-hexenoic acid. The structures were assigned by spectroscopic methods. All compounds were tested for antibacterial activity against Staphylococcus aureus ATCC 25923 and methicillin-resistant S. aureus SK1. Primin showed the best activity against both strains with equal MIC values of 8 microg/ml.     

Lasiodiplodins from mangrove endophytic fungus Lasiodiplodia sp. 318#

Four new lasiodiplodins (1–4), together with three known analogues, have been isolated from a mangrove endophytic fungus, Lasiodiplodia sp. 318#. Their structures were elucidated by spectroscopic techniques. Cytotoxic activities of compounds 1–7 were evaluated in vitro against human cancer lines THP1, MDA-MB-435, A549, HepG2 and HCT-116. Compound 4 exhibited moderate cytotoxic activities.     

A new antimicrobial sesquiterpene isolated from endophytic fungus Cytospora sp. from the Chinese mangrove plant Ceriops tagal

Abstract

Chemical examination of Chinese mangrove Ceriops tagal endophytic Cytospora sp., yielded a new biscyclic sesquiterpene seiricardine D (1), and eight known metabolites, xylariterpenoid A (2a), xylariterpenoid B (2b) and regiolone (3) 4-hydroxyphenethyl alcohol (4), (22E, 24R)5, 8-epidioxy-5α, 8α-ergosta-6,22E-dien-3ß-ol (5), (22E, 24R)5, 8-epidioxy-5α, 8α-ergosta-6,9(11), 22-trien-3 ß-ol (6), ß-sitosterol (7) and stigmast-4-en-3-one (8). These structures were unambiguously elucidated on the basis of extensive NMR spectroscopic and mass spectrometric analyses. The antimicrobial activities of compounds 1–8 and their effects on a panel of plant and human pathogens were evaluated.     

Three xanthones from a marine-derived mangrove endophytic fungus

Three xanthones were produced from the marine-derived endophytic fungus isolate 1850 from a leaf of Kandelia candel from an estuarine mangrove in Hong Kong. Their structures were elucidated as sterigmatocystin (1), dihydrosterigmatocystin (2), and secosterigmatocystin (3) by analysis of spectroscopic data. Published in Khimiya Prirodnykh Soedinenii, No. 2, pp. 111–113, March–April, 2007.