Structurally diverse and bioactive alkaloids from an insect-derived fungus Neosartorya fischeri
Seven undescribed alkaloids, namely fischeramides A and B, 5,6-dimethoxycircumdatin C, 6-hydroxyacetylaszonalenin, 3-methoxyglyantrypine, 9-methoxyfumitremorgin C, and spirotryprostatin M, one undescribed natural product, namely 11-deacetyl pyripyropene A, together with nine known congeners, were is...
Ausführliche Beschreibung
Autor*in: |
Lin, Shuang [verfasserIn] |
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E-Artikel |
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Englisch |
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2020transfer abstract |
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Übergeordnetes Werk: |
Enthalten in: β-carotene isolated from the marine red alga, - Kavalappa, Yogendra Prasad ELSEVIER, 2018, the international journal of plant biochemistry and molecular biology : the official journal of the Phytochemical Society of Europe and the Phytochemical Society of North America, New York, NY [u.a.] |
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Übergeordnetes Werk: |
volume:175 ; year:2020 ; pages:0 |
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DOI / URN: |
10.1016/j.phytochem.2020.112374 |
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ELV050530690 |
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520 | |a Seven undescribed alkaloids, namely fischeramides A and B, 5,6-dimethoxycircumdatin C, 6-hydroxyacetylaszonalenin, 3-methoxyglyantrypine, 9-methoxyfumitremorgin C, and spirotryprostatin M, one undescribed natural product, namely 11-deacetyl pyripyropene A, together with nine known congeners, were isolated from the solid cultures of fungus Neosartorya fischeri, which was separated from a medicinal insect Cryptotympana atrata. Their structures were elucidated by extensive spectroscopic data, electronic circular dichroism (ECD) calculations, and single-crystal X-ray diffraction analyses. Structurally, fischeramides A and B represented a pair of rare geometric isomers of the benzodiazepinedione derivatives with a highly conjugated feature. Fischeramide A showed potential immunosuppressive activity in LPS and anti-CD3/anti-CD28 mAbs activated murine splenocytes proliferation with IC50 values of 7.08 and 6.31 μM, respectively, and also showed anti-inflammatory activity against the lipopolysaccharide-induced nitric oxide production with an IC50 value of 25 ± 1 μM. In addition, 5,6-dimethoxycircumdatin C showed remarkable antibacterial activity against ESBL-producing E. coli with an MIC value of 2.0 μg/mL. | ||
520 | |a Seven undescribed alkaloids, namely fischeramides A and B, 5,6-dimethoxycircumdatin C, 6-hydroxyacetylaszonalenin, 3-methoxyglyantrypine, 9-methoxyfumitremorgin C, and spirotryprostatin M, one undescribed natural product, namely 11-deacetyl pyripyropene A, together with nine known congeners, were isolated from the solid cultures of fungus Neosartorya fischeri, which was separated from a medicinal insect Cryptotympana atrata. Their structures were elucidated by extensive spectroscopic data, electronic circular dichroism (ECD) calculations, and single-crystal X-ray diffraction analyses. Structurally, fischeramides A and B represented a pair of rare geometric isomers of the benzodiazepinedione derivatives with a highly conjugated feature. Fischeramide A showed potential immunosuppressive activity in LPS and anti-CD3/anti-CD28 mAbs activated murine splenocytes proliferation with IC50 values of 7.08 and 6.31 μM, respectively, and also showed anti-inflammatory activity against the lipopolysaccharide-induced nitric oxide production with an IC50 value of 25 ± 1 μM. In addition, 5,6-dimethoxycircumdatin C showed remarkable antibacterial activity against ESBL-producing E. coli with an MIC value of 2.0 μg/mL. | ||
650 | 7 | |a Alkaloids |2 Elsevier | |
650 | 7 | |a Immunosuppressive activity |2 Elsevier | |
650 | 7 | |a Trichocomaceae |2 Elsevier | |
650 | 7 | |a Anti-inflammatory activity |2 Elsevier | |
650 | 7 | |a Antibacterial activity |2 Elsevier | |
650 | 7 | |a Neosartorya fischeri TJ403-CA8 |2 Elsevier | |
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700 | 1 | |a Liu, Junjun |4 oth | |
700 | 1 | |a Li, Huaqiang |4 oth | |
700 | 1 | |a Qi, Changxing |4 oth | |
700 | 1 | |a Wang, Jianping |4 oth | |
700 | 1 | |a Hu, Zhengxi |4 oth | |
700 | 1 | |a Zhang, Yonghui |4 oth | |
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10.1016/j.phytochem.2020.112374 doi /cbs_pica/cbs_olc/import_discovery/elsevier/einzuspielen/GBV00000000001028.pica (DE-627)ELV050530690 (ELSEVIER)S0031-9422(20)30065-0 DE-627 ger DE-627 rakwb eng 630 640 610 VZ Lin, Shuang verfasserin aut Structurally diverse and bioactive alkaloids from an insect-derived fungus Neosartorya fischeri 2020transfer abstract nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Seven undescribed alkaloids, namely fischeramides A and B, 5,6-dimethoxycircumdatin C, 6-hydroxyacetylaszonalenin, 3-methoxyglyantrypine, 9-methoxyfumitremorgin C, and spirotryprostatin M, one undescribed natural product, namely 11-deacetyl pyripyropene A, together with nine known congeners, were isolated from the solid cultures of fungus Neosartorya fischeri, which was separated from a medicinal insect Cryptotympana atrata. Their structures were elucidated by extensive spectroscopic data, electronic circular dichroism (ECD) calculations, and single-crystal X-ray diffraction analyses. Structurally, fischeramides A and B represented a pair of rare geometric isomers of the benzodiazepinedione derivatives with a highly conjugated feature. Fischeramide A showed potential immunosuppressive activity in LPS and anti-CD3/anti-CD28 mAbs activated murine splenocytes proliferation with IC50 values of 7.08 and 6.31 μM, respectively, and also showed anti-inflammatory activity against the lipopolysaccharide-induced nitric oxide production with an IC50 value of 25 ± 1 μM. In addition, 5,6-dimethoxycircumdatin C showed remarkable antibacterial activity against ESBL-producing E. coli with an MIC value of 2.0 μg/mL. Seven undescribed alkaloids, namely fischeramides A and B, 5,6-dimethoxycircumdatin C, 6-hydroxyacetylaszonalenin, 3-methoxyglyantrypine, 9-methoxyfumitremorgin C, and spirotryprostatin M, one undescribed natural product, namely 11-deacetyl pyripyropene A, together with nine known congeners, were isolated from the solid cultures of fungus Neosartorya fischeri, which was separated from a medicinal insect Cryptotympana atrata. Their structures were elucidated by extensive spectroscopic data, electronic circular dichroism (ECD) calculations, and single-crystal X-ray diffraction analyses. Structurally, fischeramides A and B represented a pair of rare geometric isomers of the benzodiazepinedione derivatives with a highly conjugated feature. Fischeramide A showed potential immunosuppressive activity in LPS and anti-CD3/anti-CD28 mAbs activated murine splenocytes proliferation with IC50 values of 7.08 and 6.31 μM, respectively, and also showed anti-inflammatory activity against the lipopolysaccharide-induced nitric oxide production with an IC50 value of 25 ± 1 μM. In addition, 5,6-dimethoxycircumdatin C showed remarkable antibacterial activity against ESBL-producing E. coli with an MIC value of 2.0 μg/mL. Alkaloids Elsevier Immunosuppressive activity Elsevier Trichocomaceae Elsevier Anti-inflammatory activity Elsevier Antibacterial activity Elsevier Neosartorya fischeri TJ403-CA8 Elsevier He, Yan oth Li, Fengli oth Yang, Beiye oth Liu, Mengting oth Zhang, Sitian oth Liu, Junjun oth Li, Huaqiang oth Qi, Changxing oth Wang, Jianping oth Hu, Zhengxi oth Zhang, Yonghui oth Enthalten in Elsevier Science Kavalappa, Yogendra Prasad ELSEVIER β-carotene isolated from the marine red alga, 2018 the international journal of plant biochemistry and molecular biology : the official journal of the Phytochemical Society of Europe and the Phytochemical Society of North America New York, NY [u.a.] (DE-627)ELV001360140 volume:175 year:2020 pages:0 https://doi.org/10.1016/j.phytochem.2020.112374 Volltext GBV_USEFLAG_U GBV_ELV SYSFLAG_U SSG-OLC-PHA AR 175 2020 0 |
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10.1016/j.phytochem.2020.112374 doi /cbs_pica/cbs_olc/import_discovery/elsevier/einzuspielen/GBV00000000001028.pica (DE-627)ELV050530690 (ELSEVIER)S0031-9422(20)30065-0 DE-627 ger DE-627 rakwb eng 630 640 610 VZ Lin, Shuang verfasserin aut Structurally diverse and bioactive alkaloids from an insect-derived fungus Neosartorya fischeri 2020transfer abstract nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Seven undescribed alkaloids, namely fischeramides A and B, 5,6-dimethoxycircumdatin C, 6-hydroxyacetylaszonalenin, 3-methoxyglyantrypine, 9-methoxyfumitremorgin C, and spirotryprostatin M, one undescribed natural product, namely 11-deacetyl pyripyropene A, together with nine known congeners, were isolated from the solid cultures of fungus Neosartorya fischeri, which was separated from a medicinal insect Cryptotympana atrata. Their structures were elucidated by extensive spectroscopic data, electronic circular dichroism (ECD) calculations, and single-crystal X-ray diffraction analyses. Structurally, fischeramides A and B represented a pair of rare geometric isomers of the benzodiazepinedione derivatives with a highly conjugated feature. Fischeramide A showed potential immunosuppressive activity in LPS and anti-CD3/anti-CD28 mAbs activated murine splenocytes proliferation with IC50 values of 7.08 and 6.31 μM, respectively, and also showed anti-inflammatory activity against the lipopolysaccharide-induced nitric oxide production with an IC50 value of 25 ± 1 μM. In addition, 5,6-dimethoxycircumdatin C showed remarkable antibacterial activity against ESBL-producing E. coli with an MIC value of 2.0 μg/mL. Seven undescribed alkaloids, namely fischeramides A and B, 5,6-dimethoxycircumdatin C, 6-hydroxyacetylaszonalenin, 3-methoxyglyantrypine, 9-methoxyfumitremorgin C, and spirotryprostatin M, one undescribed natural product, namely 11-deacetyl pyripyropene A, together with nine known congeners, were isolated from the solid cultures of fungus Neosartorya fischeri, which was separated from a medicinal insect Cryptotympana atrata. Their structures were elucidated by extensive spectroscopic data, electronic circular dichroism (ECD) calculations, and single-crystal X-ray diffraction analyses. Structurally, fischeramides A and B represented a pair of rare geometric isomers of the benzodiazepinedione derivatives with a highly conjugated feature. Fischeramide A showed potential immunosuppressive activity in LPS and anti-CD3/anti-CD28 mAbs activated murine splenocytes proliferation with IC50 values of 7.08 and 6.31 μM, respectively, and also showed anti-inflammatory activity against the lipopolysaccharide-induced nitric oxide production with an IC50 value of 25 ± 1 μM. In addition, 5,6-dimethoxycircumdatin C showed remarkable antibacterial activity against ESBL-producing E. coli with an MIC value of 2.0 μg/mL. Alkaloids Elsevier Immunosuppressive activity Elsevier Trichocomaceae Elsevier Anti-inflammatory activity Elsevier Antibacterial activity Elsevier Neosartorya fischeri TJ403-CA8 Elsevier He, Yan oth Li, Fengli oth Yang, Beiye oth Liu, Mengting oth Zhang, Sitian oth Liu, Junjun oth Li, Huaqiang oth Qi, Changxing oth Wang, Jianping oth Hu, Zhengxi oth Zhang, Yonghui oth Enthalten in Elsevier Science Kavalappa, Yogendra Prasad ELSEVIER β-carotene isolated from the marine red alga, 2018 the international journal of plant biochemistry and molecular biology : the official journal of the Phytochemical Society of Europe and the Phytochemical Society of North America New York, NY [u.a.] (DE-627)ELV001360140 volume:175 year:2020 pages:0 https://doi.org/10.1016/j.phytochem.2020.112374 Volltext GBV_USEFLAG_U GBV_ELV SYSFLAG_U SSG-OLC-PHA AR 175 2020 0 |
allfields_unstemmed |
10.1016/j.phytochem.2020.112374 doi /cbs_pica/cbs_olc/import_discovery/elsevier/einzuspielen/GBV00000000001028.pica (DE-627)ELV050530690 (ELSEVIER)S0031-9422(20)30065-0 DE-627 ger DE-627 rakwb eng 630 640 610 VZ Lin, Shuang verfasserin aut Structurally diverse and bioactive alkaloids from an insect-derived fungus Neosartorya fischeri 2020transfer abstract nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Seven undescribed alkaloids, namely fischeramides A and B, 5,6-dimethoxycircumdatin C, 6-hydroxyacetylaszonalenin, 3-methoxyglyantrypine, 9-methoxyfumitremorgin C, and spirotryprostatin M, one undescribed natural product, namely 11-deacetyl pyripyropene A, together with nine known congeners, were isolated from the solid cultures of fungus Neosartorya fischeri, which was separated from a medicinal insect Cryptotympana atrata. Their structures were elucidated by extensive spectroscopic data, electronic circular dichroism (ECD) calculations, and single-crystal X-ray diffraction analyses. Structurally, fischeramides A and B represented a pair of rare geometric isomers of the benzodiazepinedione derivatives with a highly conjugated feature. Fischeramide A showed potential immunosuppressive activity in LPS and anti-CD3/anti-CD28 mAbs activated murine splenocytes proliferation with IC50 values of 7.08 and 6.31 μM, respectively, and also showed anti-inflammatory activity against the lipopolysaccharide-induced nitric oxide production with an IC50 value of 25 ± 1 μM. In addition, 5,6-dimethoxycircumdatin C showed remarkable antibacterial activity against ESBL-producing E. coli with an MIC value of 2.0 μg/mL. Seven undescribed alkaloids, namely fischeramides A and B, 5,6-dimethoxycircumdatin C, 6-hydroxyacetylaszonalenin, 3-methoxyglyantrypine, 9-methoxyfumitremorgin C, and spirotryprostatin M, one undescribed natural product, namely 11-deacetyl pyripyropene A, together with nine known congeners, were isolated from the solid cultures of fungus Neosartorya fischeri, which was separated from a medicinal insect Cryptotympana atrata. Their structures were elucidated by extensive spectroscopic data, electronic circular dichroism (ECD) calculations, and single-crystal X-ray diffraction analyses. Structurally, fischeramides A and B represented a pair of rare geometric isomers of the benzodiazepinedione derivatives with a highly conjugated feature. Fischeramide A showed potential immunosuppressive activity in LPS and anti-CD3/anti-CD28 mAbs activated murine splenocytes proliferation with IC50 values of 7.08 and 6.31 μM, respectively, and also showed anti-inflammatory activity against the lipopolysaccharide-induced nitric oxide production with an IC50 value of 25 ± 1 μM. In addition, 5,6-dimethoxycircumdatin C showed remarkable antibacterial activity against ESBL-producing E. coli with an MIC value of 2.0 μg/mL. Alkaloids Elsevier Immunosuppressive activity Elsevier Trichocomaceae Elsevier Anti-inflammatory activity Elsevier Antibacterial activity Elsevier Neosartorya fischeri TJ403-CA8 Elsevier He, Yan oth Li, Fengli oth Yang, Beiye oth Liu, Mengting oth Zhang, Sitian oth Liu, Junjun oth Li, Huaqiang oth Qi, Changxing oth Wang, Jianping oth Hu, Zhengxi oth Zhang, Yonghui oth Enthalten in Elsevier Science Kavalappa, Yogendra Prasad ELSEVIER β-carotene isolated from the marine red alga, 2018 the international journal of plant biochemistry and molecular biology : the official journal of the Phytochemical Society of Europe and the Phytochemical Society of North America New York, NY [u.a.] (DE-627)ELV001360140 volume:175 year:2020 pages:0 https://doi.org/10.1016/j.phytochem.2020.112374 Volltext GBV_USEFLAG_U GBV_ELV SYSFLAG_U SSG-OLC-PHA AR 175 2020 0 |
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10.1016/j.phytochem.2020.112374 doi /cbs_pica/cbs_olc/import_discovery/elsevier/einzuspielen/GBV00000000001028.pica (DE-627)ELV050530690 (ELSEVIER)S0031-9422(20)30065-0 DE-627 ger DE-627 rakwb eng 630 640 610 VZ Lin, Shuang verfasserin aut Structurally diverse and bioactive alkaloids from an insect-derived fungus Neosartorya fischeri 2020transfer abstract nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Seven undescribed alkaloids, namely fischeramides A and B, 5,6-dimethoxycircumdatin C, 6-hydroxyacetylaszonalenin, 3-methoxyglyantrypine, 9-methoxyfumitremorgin C, and spirotryprostatin M, one undescribed natural product, namely 11-deacetyl pyripyropene A, together with nine known congeners, were isolated from the solid cultures of fungus Neosartorya fischeri, which was separated from a medicinal insect Cryptotympana atrata. Their structures were elucidated by extensive spectroscopic data, electronic circular dichroism (ECD) calculations, and single-crystal X-ray diffraction analyses. Structurally, fischeramides A and B represented a pair of rare geometric isomers of the benzodiazepinedione derivatives with a highly conjugated feature. Fischeramide A showed potential immunosuppressive activity in LPS and anti-CD3/anti-CD28 mAbs activated murine splenocytes proliferation with IC50 values of 7.08 and 6.31 μM, respectively, and also showed anti-inflammatory activity against the lipopolysaccharide-induced nitric oxide production with an IC50 value of 25 ± 1 μM. In addition, 5,6-dimethoxycircumdatin C showed remarkable antibacterial activity against ESBL-producing E. coli with an MIC value of 2.0 μg/mL. Seven undescribed alkaloids, namely fischeramides A and B, 5,6-dimethoxycircumdatin C, 6-hydroxyacetylaszonalenin, 3-methoxyglyantrypine, 9-methoxyfumitremorgin C, and spirotryprostatin M, one undescribed natural product, namely 11-deacetyl pyripyropene A, together with nine known congeners, were isolated from the solid cultures of fungus Neosartorya fischeri, which was separated from a medicinal insect Cryptotympana atrata. Their structures were elucidated by extensive spectroscopic data, electronic circular dichroism (ECD) calculations, and single-crystal X-ray diffraction analyses. Structurally, fischeramides A and B represented a pair of rare geometric isomers of the benzodiazepinedione derivatives with a highly conjugated feature. Fischeramide A showed potential immunosuppressive activity in LPS and anti-CD3/anti-CD28 mAbs activated murine splenocytes proliferation with IC50 values of 7.08 and 6.31 μM, respectively, and also showed anti-inflammatory activity against the lipopolysaccharide-induced nitric oxide production with an IC50 value of 25 ± 1 μM. In addition, 5,6-dimethoxycircumdatin C showed remarkable antibacterial activity against ESBL-producing E. coli with an MIC value of 2.0 μg/mL. Alkaloids Elsevier Immunosuppressive activity Elsevier Trichocomaceae Elsevier Anti-inflammatory activity Elsevier Antibacterial activity Elsevier Neosartorya fischeri TJ403-CA8 Elsevier He, Yan oth Li, Fengli oth Yang, Beiye oth Liu, Mengting oth Zhang, Sitian oth Liu, Junjun oth Li, Huaqiang oth Qi, Changxing oth Wang, Jianping oth Hu, Zhengxi oth Zhang, Yonghui oth Enthalten in Elsevier Science Kavalappa, Yogendra Prasad ELSEVIER β-carotene isolated from the marine red alga, 2018 the international journal of plant biochemistry and molecular biology : the official journal of the Phytochemical Society of Europe and the Phytochemical Society of North America New York, NY [u.a.] (DE-627)ELV001360140 volume:175 year:2020 pages:0 https://doi.org/10.1016/j.phytochem.2020.112374 Volltext GBV_USEFLAG_U GBV_ELV SYSFLAG_U SSG-OLC-PHA AR 175 2020 0 |
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10.1016/j.phytochem.2020.112374 doi /cbs_pica/cbs_olc/import_discovery/elsevier/einzuspielen/GBV00000000001028.pica (DE-627)ELV050530690 (ELSEVIER)S0031-9422(20)30065-0 DE-627 ger DE-627 rakwb eng 630 640 610 VZ Lin, Shuang verfasserin aut Structurally diverse and bioactive alkaloids from an insect-derived fungus Neosartorya fischeri 2020transfer abstract nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Seven undescribed alkaloids, namely fischeramides A and B, 5,6-dimethoxycircumdatin C, 6-hydroxyacetylaszonalenin, 3-methoxyglyantrypine, 9-methoxyfumitremorgin C, and spirotryprostatin M, one undescribed natural product, namely 11-deacetyl pyripyropene A, together with nine known congeners, were isolated from the solid cultures of fungus Neosartorya fischeri, which was separated from a medicinal insect Cryptotympana atrata. Their structures were elucidated by extensive spectroscopic data, electronic circular dichroism (ECD) calculations, and single-crystal X-ray diffraction analyses. Structurally, fischeramides A and B represented a pair of rare geometric isomers of the benzodiazepinedione derivatives with a highly conjugated feature. Fischeramide A showed potential immunosuppressive activity in LPS and anti-CD3/anti-CD28 mAbs activated murine splenocytes proliferation with IC50 values of 7.08 and 6.31 μM, respectively, and also showed anti-inflammatory activity against the lipopolysaccharide-induced nitric oxide production with an IC50 value of 25 ± 1 μM. In addition, 5,6-dimethoxycircumdatin C showed remarkable antibacterial activity against ESBL-producing E. coli with an MIC value of 2.0 μg/mL. Seven undescribed alkaloids, namely fischeramides A and B, 5,6-dimethoxycircumdatin C, 6-hydroxyacetylaszonalenin, 3-methoxyglyantrypine, 9-methoxyfumitremorgin C, and spirotryprostatin M, one undescribed natural product, namely 11-deacetyl pyripyropene A, together with nine known congeners, were isolated from the solid cultures of fungus Neosartorya fischeri, which was separated from a medicinal insect Cryptotympana atrata. Their structures were elucidated by extensive spectroscopic data, electronic circular dichroism (ECD) calculations, and single-crystal X-ray diffraction analyses. Structurally, fischeramides A and B represented a pair of rare geometric isomers of the benzodiazepinedione derivatives with a highly conjugated feature. Fischeramide A showed potential immunosuppressive activity in LPS and anti-CD3/anti-CD28 mAbs activated murine splenocytes proliferation with IC50 values of 7.08 and 6.31 μM, respectively, and also showed anti-inflammatory activity against the lipopolysaccharide-induced nitric oxide production with an IC50 value of 25 ± 1 μM. In addition, 5,6-dimethoxycircumdatin C showed remarkable antibacterial activity against ESBL-producing E. coli with an MIC value of 2.0 μg/mL. Alkaloids Elsevier Immunosuppressive activity Elsevier Trichocomaceae Elsevier Anti-inflammatory activity Elsevier Antibacterial activity Elsevier Neosartorya fischeri TJ403-CA8 Elsevier He, Yan oth Li, Fengli oth Yang, Beiye oth Liu, Mengting oth Zhang, Sitian oth Liu, Junjun oth Li, Huaqiang oth Qi, Changxing oth Wang, Jianping oth Hu, Zhengxi oth Zhang, Yonghui oth Enthalten in Elsevier Science Kavalappa, Yogendra Prasad ELSEVIER β-carotene isolated from the marine red alga, 2018 the international journal of plant biochemistry and molecular biology : the official journal of the Phytochemical Society of Europe and the Phytochemical Society of North America New York, NY [u.a.] (DE-627)ELV001360140 volume:175 year:2020 pages:0 https://doi.org/10.1016/j.phytochem.2020.112374 Volltext GBV_USEFLAG_U GBV_ELV SYSFLAG_U SSG-OLC-PHA AR 175 2020 0 |
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Lin, Shuang @@aut@@ He, Yan @@oth@@ Li, Fengli @@oth@@ Yang, Beiye @@oth@@ Liu, Mengting @@oth@@ Zhang, Sitian @@oth@@ Liu, Junjun @@oth@@ Li, Huaqiang @@oth@@ Qi, Changxing @@oth@@ Wang, Jianping @@oth@@ Hu, Zhengxi @@oth@@ Zhang, Yonghui @@oth@@ |
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structurally diverse and bioactive alkaloids from an insect-derived fungus neosartorya fischeri |
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Structurally diverse and bioactive alkaloids from an insect-derived fungus Neosartorya fischeri |
abstract |
Seven undescribed alkaloids, namely fischeramides A and B, 5,6-dimethoxycircumdatin C, 6-hydroxyacetylaszonalenin, 3-methoxyglyantrypine, 9-methoxyfumitremorgin C, and spirotryprostatin M, one undescribed natural product, namely 11-deacetyl pyripyropene A, together with nine known congeners, were isolated from the solid cultures of fungus Neosartorya fischeri, which was separated from a medicinal insect Cryptotympana atrata. Their structures were elucidated by extensive spectroscopic data, electronic circular dichroism (ECD) calculations, and single-crystal X-ray diffraction analyses. Structurally, fischeramides A and B represented a pair of rare geometric isomers of the benzodiazepinedione derivatives with a highly conjugated feature. Fischeramide A showed potential immunosuppressive activity in LPS and anti-CD3/anti-CD28 mAbs activated murine splenocytes proliferation with IC50 values of 7.08 and 6.31 μM, respectively, and also showed anti-inflammatory activity against the lipopolysaccharide-induced nitric oxide production with an IC50 value of 25 ± 1 μM. In addition, 5,6-dimethoxycircumdatin C showed remarkable antibacterial activity against ESBL-producing E. coli with an MIC value of 2.0 μg/mL. |
abstractGer |
Seven undescribed alkaloids, namely fischeramides A and B, 5,6-dimethoxycircumdatin C, 6-hydroxyacetylaszonalenin, 3-methoxyglyantrypine, 9-methoxyfumitremorgin C, and spirotryprostatin M, one undescribed natural product, namely 11-deacetyl pyripyropene A, together with nine known congeners, were isolated from the solid cultures of fungus Neosartorya fischeri, which was separated from a medicinal insect Cryptotympana atrata. Their structures were elucidated by extensive spectroscopic data, electronic circular dichroism (ECD) calculations, and single-crystal X-ray diffraction analyses. Structurally, fischeramides A and B represented a pair of rare geometric isomers of the benzodiazepinedione derivatives with a highly conjugated feature. Fischeramide A showed potential immunosuppressive activity in LPS and anti-CD3/anti-CD28 mAbs activated murine splenocytes proliferation with IC50 values of 7.08 and 6.31 μM, respectively, and also showed anti-inflammatory activity against the lipopolysaccharide-induced nitric oxide production with an IC50 value of 25 ± 1 μM. In addition, 5,6-dimethoxycircumdatin C showed remarkable antibacterial activity against ESBL-producing E. coli with an MIC value of 2.0 μg/mL. |
abstract_unstemmed |
Seven undescribed alkaloids, namely fischeramides A and B, 5,6-dimethoxycircumdatin C, 6-hydroxyacetylaszonalenin, 3-methoxyglyantrypine, 9-methoxyfumitremorgin C, and spirotryprostatin M, one undescribed natural product, namely 11-deacetyl pyripyropene A, together with nine known congeners, were isolated from the solid cultures of fungus Neosartorya fischeri, which was separated from a medicinal insect Cryptotympana atrata. Their structures were elucidated by extensive spectroscopic data, electronic circular dichroism (ECD) calculations, and single-crystal X-ray diffraction analyses. Structurally, fischeramides A and B represented a pair of rare geometric isomers of the benzodiazepinedione derivatives with a highly conjugated feature. Fischeramide A showed potential immunosuppressive activity in LPS and anti-CD3/anti-CD28 mAbs activated murine splenocytes proliferation with IC50 values of 7.08 and 6.31 μM, respectively, and also showed anti-inflammatory activity against the lipopolysaccharide-induced nitric oxide production with an IC50 value of 25 ± 1 μM. In addition, 5,6-dimethoxycircumdatin C showed remarkable antibacterial activity against ESBL-producing E. coli with an MIC value of 2.0 μg/mL. |
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Structurally diverse and bioactive alkaloids from an insect-derived fungus Neosartorya fischeri |
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