The Experts below are selected from a list of 24 Experts worldwide ranked by ideXlab platform
Michio Namikoshi - One of the best experts on this subject based on the ideXlab platform.
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A New Dibenz[b,e]Oxepine Derivative, 1-Hydroxy-10-methoxy-dibenz[b,e]oxepin-6,11-dione, from a Marine-Derived Fungus, Beauveria bassiana TPU942
Marine Drugs, 2012Co-Authors: Hiroyuki Yamazaki, Hiromu Fujiwara, Kazuyo Ukai, Kazuki Murakami, Tsuyoshi Kaneko, Henki Rotinsulu, Michio NamikoshiAbstract:1-Hydroxy-10-methoxy-dibenz[b,e]oxepin-6,11-dione (1) was obtained from the culture broth of a marine-derived fungus, Beauveria bassiana TPU942, isolated from a marine sponge collected at Iriomote Island in Okinawa, together with two known compounds, chrysazin (2) and globosuxanthone A (3). The structure of 1 was elucidated on the basis of its spectroscopic data (HREIMS, 1D and 2D NMR experiments including 1H–1H COSY, HMQC and HMBC spectra). Dibenz[b,e]Oxepines are rare in nature, and only six natural products have been reported. Therefore, compound 1 is the seventh natural product in this class. Compounds 2 and 3 showed an antifungal activity against Candida albicans, and 3 inhibited the cell growth against two human cancer cell lines, HCT-15 (colon) and Jurkat (T-cell lymphoma). Compound 1 did not show an apparent activity in the same bioassays.
Andrea Strasser - One of the best experts on this subject based on the ideXlab platform.
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dibenzo b f 1 4 oxazepines and dibenzo b e Oxepines influence of the chlorine substitution pattern on the pharmacology at the h1r h4r 5 ht2ar and other selected gpcrs
Pharmacological Research, 2016Co-Authors: Franziska Naporra, Susanne Gobleder, Julia Spindler, Michael Bodensteiner, Gunther Bernhardt, Harald Hübner, Peter Gmeiner, Hans-joachim Wittmann, Andrea StrasserAbstract:Abstract Inspired by VUF6884 (7-Chloro-11-(4-methylpiperazin-1-yl)dibenzo[ b,f ][1,4]oxazepine), reported as a dual H 1 /H 4 receptor ligand (p K i : 8.11 (human H 1 R (hH 1 R)), 7.55 (human H 4 R (hH 4 R))), four known and 28 new oxazepine and related Oxepine Derivatives were synthesised and pharmacologically characterized at histamine receptors and selected aminergic GPCRs. In contrast to the oxazepine series, within the Oxepine series, the new compounds showed high affinity to the hH 1 R (p K i : 6.8–8.7), but no or moderate affinity to the hH 4 R (p K i : ≤ 5.3). For one Oxepine Derivative (1-(2-Chloro-6,11-dihydrodibenzo[ b , e ]oxepin-11-yl)-4-methylpiperazine), the enantiomers were separated and the R -enantiomer was identified as the eutomer at the hH 1 R (p K i : 8.83 ( R ), 7.63 ( S )) and the guinea-pig H 1 R (gpH 1 R) (p K i : 8.82 ( R ), 7.41 ( S )). Molecular dynamic studies suggest that the tricyclic core of the compounds is bound in a similar mode into the binding pocket, as described for dOxepine in the hH 1 R crystal structure. Moreover, docking studies of all Oxepine Derivatives at the hH 1 R indicate that the oxygen and the position of the chlorine in the tricyclic core determines, if the R - or the S -enantiomer is the eutomer. For some of the oxazepines and Oxepines the affinity to other aminergic GPCRs is in the same range as to hH 1 R or hH 4 R, thus, those compounds have to be classified as dirty drugs. However, one oxazepine Derivative (3,7-Dichloro-11-(4-methylpiperazin-1-yl)dibenzo[ b,f ][1,4]oxazepine was identified as dual hH 1 /h5-HT 2A receptor ligand (p K i : 9.23 (hH 1 R), 8.74 (h5-HT 2A R), ≤7 at other analysed GPCRs), whereas one Oxepine Derivative (1-(3,8-Dichloro-6,11-dihydrodibenzo[ b,e ]oxepin-11-yl)-4-methylpiperazine) was identified as selective hH 1 R antagonist (p K i : 8.44 (hH 1 R), ≤6.7 at other analyzed GPCRs). Thus, the pharmacological results suggest that the oxazepine/Oxepine moiety and additionally the chlorine substitution pattern toggles receptor selectivity and specificity.
Hiroyuki Yamazaki - One of the best experts on this subject based on the ideXlab platform.
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A New Dibenz[b,e]Oxepine Derivative, 1-Hydroxy-10-methoxy-dibenz[b,e]oxepin-6,11-dione, from a Marine-Derived Fungus, Beauveria bassiana TPU942
Marine Drugs, 2012Co-Authors: Hiroyuki Yamazaki, Hiromu Fujiwara, Kazuyo Ukai, Kazuki Murakami, Tsuyoshi Kaneko, Henki Rotinsulu, Michio NamikoshiAbstract:1-Hydroxy-10-methoxy-dibenz[b,e]oxepin-6,11-dione (1) was obtained from the culture broth of a marine-derived fungus, Beauveria bassiana TPU942, isolated from a marine sponge collected at Iriomote Island in Okinawa, together with two known compounds, chrysazin (2) and globosuxanthone A (3). The structure of 1 was elucidated on the basis of its spectroscopic data (HREIMS, 1D and 2D NMR experiments including 1H–1H COSY, HMQC and HMBC spectra). Dibenz[b,e]Oxepines are rare in nature, and only six natural products have been reported. Therefore, compound 1 is the seventh natural product in this class. Compounds 2 and 3 showed an antifungal activity against Candida albicans, and 3 inhibited the cell growth against two human cancer cell lines, HCT-15 (colon) and Jurkat (T-cell lymphoma). Compound 1 did not show an apparent activity in the same bioassays.
Franziska Naporra - One of the best experts on this subject based on the ideXlab platform.
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dibenzo b f 1 4 oxazepines and dibenzo b e Oxepines influence of the chlorine substitution pattern on the pharmacology at the h1r h4r 5 ht2ar and other selected gpcrs
Pharmacological Research, 2016Co-Authors: Franziska Naporra, Susanne Gobleder, Julia Spindler, Michael Bodensteiner, Gunther Bernhardt, Harald Hübner, Peter Gmeiner, Hans-joachim Wittmann, Andrea StrasserAbstract:Abstract Inspired by VUF6884 (7-Chloro-11-(4-methylpiperazin-1-yl)dibenzo[ b,f ][1,4]oxazepine), reported as a dual H 1 /H 4 receptor ligand (p K i : 8.11 (human H 1 R (hH 1 R)), 7.55 (human H 4 R (hH 4 R))), four known and 28 new oxazepine and related Oxepine Derivatives were synthesised and pharmacologically characterized at histamine receptors and selected aminergic GPCRs. In contrast to the oxazepine series, within the Oxepine series, the new compounds showed high affinity to the hH 1 R (p K i : 6.8–8.7), but no or moderate affinity to the hH 4 R (p K i : ≤ 5.3). For one Oxepine Derivative (1-(2-Chloro-6,11-dihydrodibenzo[ b , e ]oxepin-11-yl)-4-methylpiperazine), the enantiomers were separated and the R -enantiomer was identified as the eutomer at the hH 1 R (p K i : 8.83 ( R ), 7.63 ( S )) and the guinea-pig H 1 R (gpH 1 R) (p K i : 8.82 ( R ), 7.41 ( S )). Molecular dynamic studies suggest that the tricyclic core of the compounds is bound in a similar mode into the binding pocket, as described for dOxepine in the hH 1 R crystal structure. Moreover, docking studies of all Oxepine Derivatives at the hH 1 R indicate that the oxygen and the position of the chlorine in the tricyclic core determines, if the R - or the S -enantiomer is the eutomer. For some of the oxazepines and Oxepines the affinity to other aminergic GPCRs is in the same range as to hH 1 R or hH 4 R, thus, those compounds have to be classified as dirty drugs. However, one oxazepine Derivative (3,7-Dichloro-11-(4-methylpiperazin-1-yl)dibenzo[ b,f ][1,4]oxazepine was identified as dual hH 1 /h5-HT 2A receptor ligand (p K i : 9.23 (hH 1 R), 8.74 (h5-HT 2A R), ≤7 at other analysed GPCRs), whereas one Oxepine Derivative (1-(3,8-Dichloro-6,11-dihydrodibenzo[ b,e ]oxepin-11-yl)-4-methylpiperazine) was identified as selective hH 1 R antagonist (p K i : 8.44 (hH 1 R), ≤6.7 at other analyzed GPCRs). Thus, the pharmacological results suggest that the oxazepine/Oxepine moiety and additionally the chlorine substitution pattern toggles receptor selectivity and specificity.
Henki Rotinsulu - One of the best experts on this subject based on the ideXlab platform.
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A New Dibenz[b,e]Oxepine Derivative, 1-Hydroxy-10-methoxy-dibenz[b,e]oxepin-6,11-dione, from a Marine-Derived Fungus, Beauveria bassiana TPU942
Marine Drugs, 2012Co-Authors: Hiroyuki Yamazaki, Hiromu Fujiwara, Kazuyo Ukai, Kazuki Murakami, Tsuyoshi Kaneko, Henki Rotinsulu, Michio NamikoshiAbstract:1-Hydroxy-10-methoxy-dibenz[b,e]oxepin-6,11-dione (1) was obtained from the culture broth of a marine-derived fungus, Beauveria bassiana TPU942, isolated from a marine sponge collected at Iriomote Island in Okinawa, together with two known compounds, chrysazin (2) and globosuxanthone A (3). The structure of 1 was elucidated on the basis of its spectroscopic data (HREIMS, 1D and 2D NMR experiments including 1H–1H COSY, HMQC and HMBC spectra). Dibenz[b,e]Oxepines are rare in nature, and only six natural products have been reported. Therefore, compound 1 is the seventh natural product in this class. Compounds 2 and 3 showed an antifungal activity against Candida albicans, and 3 inhibited the cell growth against two human cancer cell lines, HCT-15 (colon) and Jurkat (T-cell lymphoma). Compound 1 did not show an apparent activity in the same bioassays.
