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- Author:
- Lin, Wenhan, et al. ; Zhang, Jianping; Wu, Yifan; Yuan, Bochuan; Liu, Dong; Zhu, Kui; Huang, Jian; Proksch, Peter; Show all 8 Authors
- Source:
- Tetrahedron 2019 v.75 no.14 pp. 2193-2205
- ISSN:
- 0040-4020
- Subject:
- Penicillium brasilianum; X-ray diffraction; actin; bacteria; bioinformatics; chemical structure; chromatography; ethyl acetate; fermentation; fungi; multigene family; polymerization; quantitative polymerase chain reaction; reverse transcriptase polymerase chain reaction; spectral analysis; synthetic genes
- Abstract:
- ... Bioinformatics analysis of the synthetic gene clusters in association with the qRT-PCR detection led to speculate a marine derived fungus, Penicillium brasilianum WZXY-m122-9, to be potential to produce meroterpenoids. Chromatographic separation of the EtOAc extract of this fungal strain on a large-scale fermentation resulted in the isolation of six new DMOA-related meroterpenoids, namely brasilia ...
- DOI:
- 10.1016/j.tet.2019.02.037
- https://dx.doi.org/10.1016/j.tet.2019.02.037
- Author:
- Lin, Wenhan, et al. ; Niu, Siwen; Liu, Dong; Shao, Zongze; Proksch, Peter; Show all 5 Authors
- Source:
- Tetrahedron 2018 v.74 no.51 pp. 7310-7325
- ISSN:
- 0040-4020
- Subject:
- Eutypella; X-ray diffraction; chemical reactions; chemical structure; chromatography; enzyme inhibitors; epigenetics; fungi; histone deacetylase; lipopolysaccharides; macrophages; metabolites; nitric oxide; nuclear magnetic resonance spectroscopy; sesquiterpenoids
- Abstract:
- ... Cultivation of a deep-sea-derived fungus Eutypella sp. MCCC 3A00281 by a chemical epigenetic manipulation using suberohydroxamic acid (SBHA), a histone deacetylase inhibitor (HDI), resulted in the significant change of the metabolite profile. Chromatographic application of the extended metabolites led to the isolation of a total of 30 eremophilane-type sesquiterpenoids, of which 26 were identified ...
- DOI:
- 10.1016/j.tet.2018.10.056
- http://dx.doi.org/10.1016/j.tet.2018.10.056
- Author:
- Lin, Wenhan, et al. ; Niu, Siwen; Liu, Dong; Shao, Zongze; Proksch, Peter; Show all 5 Authors
- Source:
- Tetrahedron letters 2017
- ISSN:
- 0040-4039
- Subject:
- Enterococcus; Eutypella; alkaloids; bacteria; chemical reactions; chemical structure; drug resistance; fungi; marine sediments; nuclear magnetic resonance spectroscopy; spectral analysis
- Abstract:
- ... Chemical investigation of a deep sea sediment derived fungus Eutypella sp. MCCC 3A00281 resulted in the isolation of six new thiodiketopiperazine alkaloids, namely eutypellazines N-S (1-6). Their structures were elucidated on the basis of the extensive NMR and mass spectroscopic analysis, including the ECD data for the determination of absolute configuration. The structures of eutypellazines N-P ( ...
- DOI:
- 10.1016/j.tetlet.2017.08.015
- http://dx.doi.org/10.1016/j.tetlet.2017.08.015
- Author:
- Lin, Wenhan, et al. ; Liu, Shuai; Dai, Haofu; Heering, Christian; Janiak, Christoph; Liu, Zhen; Proksch, Peter; Show all 7 Authors
- Source:
- Tetrahedron letters 2017 v.58 pp. 257-261
- ISSN:
- 0040-4039
- Subject:
- Bacillus subtilis; Fabaceae; Pestalotiopsis; axenic culture; bacteria; chemical reactions; chemical structure; coculture; endophytes; fruits; fungi; lactones; nuclear magnetic resonance spectroscopy; secondary metabolites; sesquiterpenoids
- Abstract:
- ... Two new lactones, pestalotiolactones A (1) and B (2), together with three known compounds (3–5) were isolated from the axenic culture of the endophytic fungus Pestalotiopsis sp., obtained from fruits of Drepanocarpus lunatus (Fabaceae). Co-culture of this fungus with Bacillus subtilis afforded two new sesquiterpenoids pestabacillins A (6) and B (7) as well as eight known compounds (8–15). Their st ...
- DOI:
- 10.1016/j.tetlet.2016.12.026
- http://dx.doi.org/10.1016/j.tetlet.2016.12.026
- Author:
- Lin, Wenhan, et al. ; Liu, Dong; Li, Yong; Li, Xiaodan; Cheng, Zhongbin; Huang, Jian; Proksch, Peter; Show all 7 Authors
- Source:
- Tetrahedron letters 2017
- ISSN:
- 0040-4039
- Subject:
- Stachybotrys; antineoplastic activity; chemical reactions; chemical structure; cytotoxicity; fibroblast growth factor receptor 3; fungi; humans; neoplasm cells; nuclear magnetic resonance spectroscopy; organic compounds; spectral analysis
- Abstract:
- ... Three phenylspirodrimane-based meroterpenoids with novel scaffolds, namely chartarolides A-C (1-3), were isolated from a sponge (Niphates recondite) associated fungus Stachybotrys chatarum WGC-25C-6. Their structures were determined on the basis of comprehensive analyses of the spectroscopic data (IR, 1D and 2D NMR, HRESIMS), including the TDDFT-ECD calculation for the assignments of absolute conf ...
- DOI:
- 10.1016/j.tetlet.2017.03.079
- http://dx.doi.org/10.1016/j.tetlet.2017.03.079
- Author:
- Lin, Wenhan, et al. ; Cheng, Wei; Ji, Ming; Li, Xiaodan; Ren, Jinwei; Yin, Fuling; van Ofwegen, Leen; Yu, Siwang; Chen, Xiaoguang; Show all 9 Authors
- Source:
- Tetrahedron 2017
- ISSN:
- 0040-4020
- Subject:
- Hepatitis B virus; Junceella; X-ray diffraction; anticarcinogenic activity; chemical reactions; chemical structure; corals; diterpenoids; hepatitis B antigens; macrophages; neoplasm cells; nitric oxide; spectral analysis; transcription factor NF-kappa B
- Abstract:
- ... Chemical investigation of the gorgonian coral Junceella fragilis resulted in the isolation of a new norditerpenoid fragilolide A (1), sixteen new briarane diterpenoids fragilolides B-Q (2–17), together with frajunolides H and N, and three known norcembranoids scabrolide D, sinuleptolide and 5-epi-sinuleptolide. The structures of new compounds were determined on the basis of extensive spectroscopic ...
- DOI:
- 10.1016/j.tet.2017.03.037
- http://dx.doi.org/10.1016/j.tet.2017.03.037
- Author:
- Lin, Wenhan, et al. ; Muharini, Rini; Liu, Zhen; Proksch, Peter; Show all 4 Authors
- Source:
- Tetrahedron letters 2015 v.56 no.19 pp. 2521-2525
- ISSN:
- 0040-4039
- Subject:
- Cladosporium cladosporioides; Piper retrofractum; amides; antifungal properties; biochemical pathways; chemical reactions; chemical structure; cytotoxicity; fruits; fungi; growth retardation; inhibitory concentration 50; mice; neoplasm cells; nuclear magnetic resonance spectroscopy; spectral analysis
- Abstract:
- ... Three new amides, (2E,14Z)-N-isobutyleicosa-2,14-dienamide (1), dipiperamides F and G (2 and 3), together with 30 known compounds were isolated from the fruits of Piper retrofractum. Their structures were elucidated by extensive spectroscopic analyses including 1D and 2D NMR as well as MS, and by comparison with the literature. A plausible biosynthetic pathway leading to the amides isolated in thi ...
- DOI:
- 10.1016/j.tetlet.2015.03.116
- http://dx.doi.org/10.1016/j.tetlet.2015.03.116
- Author:
- Lin, Wenhan, et al. ; Akone, Sergi Herve; Mándi, Attila; Kurtán, Tibor; Hartmann, Rudolf; Daletos, Georgios; Proksch, Peter; Show all 7 Authors
- Source:
- Tetrahedron 2016 v.72 pp. 6340-6347
- ISSN:
- 0040-4020
- Subject:
- 4-hydroxybenzoic acid; Bacillus subtilis; Chaetomium; antibacterial properties; bacteria; chemical reactions; chemical structure; coculture; cytotoxicity; endophytes; epigenetics; esters; fungi; inhibitory concentration 50; lymphoma; mice; polyketides; protocatechuic acid; rice; secondary metabolites
- Abstract:
- ... Co-culturing the fungal endophyte Chaetomium sp. with the bacterium Bacillus subtilis on solid rice medium resulted in an up to 8.3-fold increase in the accumulation of constitutively present metabolites that included a 1:1 mixture of 3- and 4-hydroxybenzoic acid methyl esters (1 and 2, respectively), and the polyketides acremonisol A (3), SB236050 (4), and SB238569 (5). In addition, seven compoun ...
- DOI:
- 10.1016/j.tet.2016.08.022
- http://dx.doi.org/10.1016/j.tet.2016.08.022
- Author:
- Lin, Wenhan, et al. ; Sun, Jingyuan; Cheng, Wei; de Voogd, Nicole J.; Proksch, Peter; Show all 5 Authors
- Source:
- Tetrahedron letters 2016 v.57 pp. 4288-4292
- ISSN:
- 0040-4039
- Subject:
- Porifera; amino acids; chemical reactions; chemical structure; chromatography; electrospray ionization mass spectrometry; fractionation; humans; inhibitory concentration 50; methylene chloride; neoplasm cells; nuclear magnetic resonance spectroscopy
- Abstract:
- ... The NMR and LC–MS guided chromatographic fractionation of the CH2Cl2 extract of the sponge Stylissa massa resulted in the isolation of three new cycloheptapeptides, namely stylissatins B–D (1–3), together with ten known cyclopeptides. The structures of stylissatins B–D were established by comprehensive analysis of 2D NMR (COSY, TOCSY, HMQC, HMBC, and ROESY) in association with the ESI-MS/MS fragme ...
- DOI:
- 10.1016/j.tetlet.2016.08.024
- http://dx.doi.org/10.1016/j.tetlet.2016.08.024
- Author:
- Lin, Wenhan, et al. ; Long, Hailin; Cheng, Zhongbin; Huang, Wei; Wu, Qi; Li, Xiaodan; Cui, Jingrong; Proksch, Peter; Show all 8 Authors
- Source:
- Organic letters 2016 v.18 no.18 pp. 4678-4681
- ISSN:
- 1523-7052
- Subject:
- Emericella; chemical structure; circular dichroism spectroscopy; cycloaddition reactions; fungi; mutants; neoplasm cells; organic compounds; spectral analysis; thioredoxins
- Abstract:
- ... Three novel asteltoxin-bearing dimers namely diasteltoxins A–C (1–3) along with asteltoxin were isolated from a mutated strain of a sponge-derived fungus Emericella variecolor XSA-07-2. Their structures were determined by extensive spectroscopic analyses including the computed electronic circular dichroism (ECD) data for the configurational assignment. The biogenetic formation of the dimers throug ...
- DOI:
- 10.1021/acs.orglett.6b02313
- http://dx.doi.org/10.1021%2Facs.orglett.6b02313
- Author:
- Lin, Wenhan, et al. ; Pérez Hemphill, Catalina Francis; Daletos, Georgios; Liu, Zhen; Proksch, Peter; Show all 5 Authors
- Source:
- Tetrahedron letters 2016 v.57 pp. 2078-2083
- ISSN:
- 0040-4039
- Subject:
- Neopestalotiopsis clavispora; Rhizophora harrisonii; chemical reactions; chemical structure; cytotoxicity; endophytes; fungi; inhibitory concentration 50; mass spectrometry; metabolites; mice; neoplasm cells; nuclear magnetic resonance spectroscopy; polyketides
- Abstract:
- ... Six new polyketide derivatives, including pestalpolyol I (1), pestapyrones A (2) and B (3), (R)-periplanetin D (6), pestaxanthone (7), norpestaphthalide A (8), and an isolation artifact pestapyrone C (4), were obtained from extracts of the endophytic fungus Pestalotiopsis clavispora isolated from the Mangrove plant Rhizophora harrisonii. In addition, seven known metabolites, including similanpyron ...
- DOI:
- 10.1016/j.tetlet.2016.03.101
- http://dx.doi.org/10.1016/j.tetlet.2016.03.101
- Author:
- Lin, Wenhan, et al. ; Wang, Hao; Umeokoli, Blessing O.; Eze, Peter; Heering, Christian; Janiak, Christoph; Müller, Werner E.G.; Orfali, Raha S.; Hartmann, Rudolf; Dai, Haofu; Liu, Zhen; Proksch, Peter; Show all 12 Authors
- Source:
- Tetrahedron letters 2017 v.58 pp. 1702-1705
- ISSN:
- 0040-4039
- Subject:
- Apiospora montagnei; Cladonia; X-ray diffraction; ammonium chloride; chemical reactions; chemical structure; cytotoxicity; diterpenoids; fungi; inhibitory concentration 50; lichens; mice; neoplasm cells; nuclear magnetic resonance spectroscopy; rice; secondary metabolites; sodium chloride; xanthone
- Abstract:
- ... The endolichenic fungus Apiospora montagnei isolated from the lichen Cladonia sp. was cultured on solid rice medium, yielding the new diterpenoid libertellenone L (1), the new pyridine alkaloid, 23-O-acetyl-N-hydroxyapiosporamide (2) and the new xanthone derivative 8-hydroxy-3-hydroxymethyl-9-oxo-9H-xanthene-1-carboxylic acid methyl ether (3) together with 19 known compounds (4–22). The structures ...
- DOI:
- 10.1016/j.tetlet.2017.03.052
- http://dx.doi.org/10.1016/j.tetlet.2017.03.052
13. Amicoumacins from the marine-derived bacterium Bacillus sp. with the inhibition of NO production
- Author:
- Lin, Wenhan, et al. ; Bai, Jian; Liu, Dong; Yu, Siwang; Proksch, Peter; Show all 5 Authors
- Source:
- Tetrahedron letters 2014 v.55 no.45 pp. 6286-6291
- ISSN:
- 0040-4039
- Subject:
- Bacillus (bacteria); chemical reactions; chemical structure; culture media; lipopolysaccharides; macrophages; mice; nitric oxide; organic compounds; spectral analysis
- Abstract:
- ... Chemical examination of the fermentation broth of the marine-derived bacterium Bacillus sp. resulted in the isolation of seven new amicoumacin-type isocoumarin derivatives, namely bacillcoumacins A–G (1–7), together with four known analogues. Their structures were elucidated on the basis of extensive spectroscopic analysis, while the absolute configurations of the new compounds were determined by ...
- DOI:
- 10.1016/j.tetlet.2014.09.100
- http://dx.doi.org/10.1016/j.tetlet.2014.09.100
- Author:
- Lin, Wenhan, et al. ; Moussa, Mariam; Ebrahim, Weaam; El-Neketi, Mona; Mándi, Attila; Kurtán, Tibor; Hartmann, Rudolf; Liu, Zhen; Proksch, Peter; Show all 9 Authors
- Source:
- Tetrahedron letters 2016 v.57 pp. 4074-4078
- ISSN:
- 0040-4039
- Subject:
- Avicennia marina; Stemphylium; beans; chemical reactions; chemical structure; culture media; endophytes; fungi; mice; neoplasm cells; nuclear magnetic resonance spectroscopy; organic compounds; secondary metabolites
- Abstract:
- ... Two new tetrahydroanthraquinone derivatives, altersolanol Q (1) and 10-methylaltersolanol Q (2), and the new dimer alterporriol X (3), together with 13 known analogues were isolated from white bean solid culture media of the endophytic fungus, Stemphylium globuliferum, obtained from the Egyptian mangrove plant Avicennia marina. The present study resulted in the production of a large diversity of s ...
- DOI:
- 10.1016/j.tetlet.2016.07.091
- http://dx.doi.org/10.1016/j.tetlet.2016.07.091
- Author:
- Lin, Wenhan, et al. ; Zhao, Yang; Si, Longlong; Liu, Dong; Proksch, Peter; Zhou, Demin; Show all 6 Authors
- Source:
- Tetrahedron 2015 v.71 pp. 2708-2718
- ISSN:
- 0040-4020
- Subject:
- Truncatella; X-ray diffraction; chemical reactions; chemical structure; fungi; organic compounds; spectroscopy; virion; viruses
- Abstract:
- ... Fourteen new isoprenylated cyclohexanols namely truncateols A–N (1–14) were isolated from the solid culture of the sponge-associated fungus Truncatella angustata. Their structures were determined on the basis of extensive spectroscopic analyses, including the modified Mosher's method and ECD, as well as X-ray diffraction for the assignment of absolute configurations. The structures of truncateols ...
- DOI:
- 10.1016/j.tet.2015.03.033
- http://dx.doi.org/10.1016/j.tet.2015.03.033
- Author:
- Lin, Wenhan, et al. ; Liu, Dong; Lin, Hong; Proksch, Peter; Tang, Xixiang; Shao, Zhongze; Show all 6 Authors
- Source:
- Organic letters 2015 v.17 no.5 pp. 1220-1223
- ISSN:
- 1523-7052
- Subject:
- Microbacterium; amino acids; chemical reactions; chemical structure; cytotoxicity; humans; neoplasm cells; nuclear magnetic resonance spectroscopy; organic compounds; spectral analysis
- Abstract:
- ... Two new peptaibols, namely microbacterins A (1) and B (2), were isolated from the deep sea inhabited actinomycete Microbacterium sediminis spp. nov. YLB-01(T). The sequences of the amino acid residues were determined on the basis of intensive NMR and ESI-MS/MS spectroscopic analysis, in addition to the Marfey’s method and CD and optical rotation data for the configurational assignment. Both 1 and ...
- DOI:
- 10.1021/acs.orglett.5b00172
- http://dx.doi.org/10.1021%2Facs.orglett.5b00172
- Author:
- Lin, Wenhan, et al. ; Rong, Zhouting; Li, Qingjiang; Jia, Yanxing; Show all 4 Authors
- Source:
- Tetrahedron letters 2013 v.54 pp. 4432-4434
- ISSN:
- 0040-4039
- Subject:
- aldehydes; chemical reactions; chemical structure
- Abstract:
- ... The simple and one-pot method for the synthesis of polysubstituted tetrahydroquinolines from readily available anilines and aldehydes under reagent-free conditions has been developed. The scope of the transformation has been demonstrated. This method has been successfully applied to the rapid formal synthesis of (±)-martinellic acid and martinelline. ...
- DOI:
- 10.1016/j.tetlet.2013.06.028
- http://dx.doi.org/10.1016/j.tetlet.2013.06.028
18. A new fusarielin analogue from Penicillium sp. isolated from the Mediterranean sponge Ircinia oros
- Author:
- Lin, Wenhan, et al. ; Chen, Huiqin; Aktas, Nihal; Konuklugil, Belma; Mándi, Attila; Daletos, Georgios; Dai, Haofu; Kurtán, Tibor; Proksch, Peter; Show all 9 Authors
- Source:
- Tetrahedron letters 2015 v.56 no.39 pp. 5317-5320
- ISSN:
- 0040-4039
- Subject:
- Ircinia; Penicillium; cell lines; chemical reactions; chemical structure; coculture; curvularin; cytotoxicity; dehydrocurvularin; fungi; griseofulvin; inhibitory concentration 50; lymphoma; mass spectrometry; mice; nuclear magnetic resonance spectroscopy; spectral analysis
- Abstract:
- ... The marine-derived fungus Penicillium sp. (strain IO1) isolated from the Mediterranean sponge Ircinia oros yielded a new fusarielin analogue (1) together with the known compounds griseofulvin (4) and dechlorogriseofulvin (5). The structure of 1 was unambiguously elucidated by comprehensive spectroscopic analysis (1D and 2D NMR, and mass spectrometry) as well as by comparison with the literature, w ...
- DOI:
- 10.1016/j.tetlet.2015.07.072
- http://dx.doi.org/10.1016/j.tetlet.2015.07.072
- Author:
- Lin, Wenhan, et al. ; Pérez Hemphill, Catalina Francis; Daletos, Georgios; Hamacher, Alexandra; Kassack, Matthias Ullrich; Mándi, Attila; Kurtán, Tibor; Proksch, Peter; Show all 8 Authors
- Source:
- Tetrahedron letters 2015 v.56 no.30 pp. 4430-4433
- ISSN:
- 0040-4039
- Subject:
- Acremonium; Sonneratia caseolaris; anthracenes; antineoplastic activity; cell lines; chemical reactions; chemical structure; circular dichroism spectroscopy; cisplatin; endophytes; fungi; inhibitory concentration 50; leaves; neoplasm cells; neoplasms
- Abstract:
- ... The dimeric anthracene derivative torrubiellin B (1) was isolated from the endophytic fungus Acremonium sp. that had been obtained from leaves of the Mangrove plant Sonneratia caseolaris. The absolute configuration of 1 was established as (5′R,10′S,10a′R) for the first time on the basis of its electronic circular dichroism (ECD) spectra aided with TDDFT-ECD calculations. Torrubiellin B (1) exhibit ...
- DOI:
- 10.1016/j.tetlet.2015.03.126
- http://dx.doi.org/10.1016/j.tetlet.2015.03.126
- Author:
- Lin, Wenhan, et al. ; Ola, Antonius R.B.; Aly, Amal H.; Wray, Victor; Debbab, Abdessamad; Show all 5 Authors
- Source:
- Tetrahedron letters 2014 v.55 no.45 pp. 6184-6187
- ISSN:
- 0040-4039
- Subject:
- acid hydrolysis; chemical structure; derivatization; gas chromatography-mass spectrometry; nuclear magnetic resonance spectroscopy; organic compounds
- Abstract:
- ... ‘Lateritin’ (1), a morpholine-2,5-dione (depsipeptide), was reinvestigated for its structure and absolute configuration. On the basis of thorough 1D and 2D NMR and mass spectrometrical analyses, the structure of 1 was revised to be identical with beauvericin (8) and confirmed that beauvericin (8) is the trimeric lactone of ‘lateritin’ (1). The absolute configuration was determined by acidic hydrol ...
- DOI:
- 10.1016/j.tetlet.2014.09.048
- http://dx.doi.org/10.1016/j.tetlet.2014.09.048