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Photophysical properties of heteroaromatic ring-fused(di)benzosiloles

Science China Chemistry 2011年第12期54卷 1937-1947页

作者： SHIMIZU Masaki mochida kenji KATOH Masaki HIYAMA Tamejiro Department of Material Chemistry Graduate School of EngineeringKyoto University Kyoto University Katsura Current address:Research & Development Initiative Chuo University

Benzosiloles fused to heterocycles such as thiophene, benzothiophene, and benzofuran, and indole- and benzosilole-fused dibenzosiloles were prepared by palladium-catalyzed intramolecular coupling of the corresponding 2-（arylsilyl）aryl triflates in good to high yields. Molecular and crystal structures of 5,7-dihydro-5,5,7,7-tetrakis（1-methylethyl）bis[1]benzosilolo-[2,3-b：3＇, 2＇-d]thiophene, 6-methyl-12,12-diisopropyl-12H-indololo[3,2-b][1]silafluorene, and 5,5,11,11-tetraisopropyl-5,11H-benzosilolo[3,2-c]silafluorene were determined by X-ray diffraction analysis. The UV absorption spectra of the （di）benzosilole derivafives in cyclohexane red-shifted when compared to 1,1-diisopropyldibenzosilole, indicating that replacing a benzene ring of dibenzosilole by the heterocycles as well as fusion of indole and benzosilole moieties onto dibenzosilole narrowed the HOMO- LUMO gaps of the n-conjugation system. The thiophene-fused benzosiloles were faintly fluorescent in solution and in the solid state, whereas the dibenzosiloles exhibited luminescence with moderate and high quantum yields in cyclohexane and in microcrystals, respectively. In other words, aggregation-induced emission was observed for the dibenzosiloles. Notably, 5,5,11,1 1- tetraisopropyl-5,11H-benzosilolo[3,2-c]silafluorene in microcrystals exhibited violet fluorescence （λmax = 396 nm） with a quantum yield of 0.70. Density functional theory （DFT） calculations of the prepared （di）benzosiloles were also performed.

关键词： absorption benzosflole fluorescence silicon solid-state emission

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Photophysical properties of heteroaromatic ring-fused(di)benzosiloles

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中国科学：化学 2012年第1期42卷 116-117页

作者： SHIMIZU Masaki mochida kenji KATOH Masaki HIYAMA Tamejiro Department of Material Chemistry Graduate School of Engineering Kyoto University Kyoto University Katsura Nishikyo-ku Kyoto 615-8510 Japan Current address： Research ＆ Development Initiative Chuo University 1-13-27 Kasuga Bunkyo-ku Tokyo 112-8551 Japan

Benzosiloles fused to heterocycles such as thiophene,benzothiophene,and benzofuran,and indole-and benzosilole-fused dibenzosiloles were prepared by palladium-catalyzed intramolecular coupling of the corresponding 2-(arylsilyl)aryl triflates in good to high *** and crystal structures of 5,7-dihydro-5,5,7,7-tetrakis(1-methylethyl)bis[1]benzosilolo-[2,3-b:3',2'-d]thiophene,6-methyl-12,12-diisopropyl-12H-indololo[3,2-b][1]silafluorene,and 5,5,11,11-tetraisopropyl-5,11H-benzosi lolo[3,2-c]silafluorene were determined by X-ray diffraction *** UV absorption spectra of the(di)benzosilole derivatives in cyclohexane red-shifted when compared to 1,1-diisopropyldibenzosilole,indicating that replacing a benzene ring of dibenzosilole by the heterocycles as well as fusion of indole and benzosilole moieties onto dibenzosilole narrowed the HOMO-LUMO gaps of the π-conjugation *** thiophene-fused benzosiloles were faintly fluorescent in solution and in the solid state,whereas the dibenzosiloles exhibited luminescence with moderate and high quantum yields in cyclohexane and in microcrystals,*** other words,aggregation-induced emission was observed for the ***,5,5,11,11-tetraisopropyl-5,11H-benzosilolo[3,2-c]silafluorene in microcrystals exhibited violet fluorescence(λmax = 396 nm) with a quantum yield of *** functional theory(DFT) calculations of the prepared(di)benzosiloles were also performed.

关键词：杂环类光物理性质荧光量子产率环己烷衍生物 X射线衍射分析稠环密度泛函理论晶体结构

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Clinical characteristics of gastrointestinal immune-related adverse events of immune checkpoint inhibitors and their association with survival

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World Journal of Gastroenterology 2021年第41期27卷 7190-7206页

作者： Kentaro Yamada Tsunaki Sawada Masanao Nakamura Takeshi Yamamura Keiko Maeda Eri Ishikawa Tadashi Iida Yasuyuki Mizutani Naomi Kakushima Takuya Ishikawa Kazuhiro Furukawa Eizaburo Ohno Takashi Honda Hiroki Kawashima Masatoshi Ishigami Satoshi Furune Tetsunari Hase kenji Yokota Osamu Maeda Naozumi Hashimoto Masashi Akiyama Yuichi Ando Mitsuhiro Fujishiro Department of Gastroenterology and Hepatology Nagoya University Graduate School of MedicineNagoya City 4668560AichiJapan Department of Endoscopy Nagoya University HospitalNagoya City 4668560AichiJapan Department of Clinical Oncology and Chemotherapy Nagoya University HospitalNagoya City 4668560AichiJapan Department of Respiratory Medicine Nagoya University Graduate School of MedicineNagoya City 4668560AichiJapan Department of Dermatology Nagoya University Graduate School of MedicineNagoya City 4668560AichiJapan Department of Gastroenterology and Hepatology Graduate School of MedicineThe University of TokyoTokyo 1138655Japan

BACKGROUND Despite the popularity of immune checkpoint inhibitors(ICIs)in the treatment of advanced cancer,patients often develop gastrointestinal(GI)and non-GI immune-related adverse events(irAEs).The clinical characteristics and survival outcomes of GI-irAEs have not been fully elucidated in previous *** necessitates the evaluation of the impact of GI-irAEs on patients receiving ICI *** To evaluate the clinical characteristics of GI-irAEs and their impact on survival in patients treated with *** In this single-center,retrospective,observational study,we reviewed the records of 661 patients who received ICIs for various cancers at Nagoya University Hospital from September 2014 to August *** analyzed the clinical characteristics of patients who received ICI *** also evaluated the correlation between GI-irAE development and prognosis in non-small cell lung cancer(LC)and malignant melanoma(MM).Kaplan-Meier analysis was used to compare the median overall survival(OS).Multivariate Cox proportional hazards models were used to identify prognostic factors.A P value<0.05 was considered statistically *** GI-irAEs occurred in 34 of 605 patients(5.6%)treated with an anti-programmed cell death-1/programmed death-ligand 1(anti-PD-1/PD-L1)antibody alone and in nine of 56 patients(16.1%)treated with an anti-cytotoxic T-lymphocyte antigen 4(CTLA-4)antibody alone or a combination of anti-PD-1 and anti-CTLA-4 *** cumulative incidence and median daily diarrhea frequency were significantly higher in patients receiving anti-CTLA-4 antibodies(P<0.05).In 130 patients with MM,OS was significantly prolonged in the group that continued ICI treatment despite the development of GI-irAEs compared to the group that did not experience GI-irAEs(P=0.035).In contrast,in 209 patients with non-small cell LC,there was no significant difference in OS between the *** multivariate analyses showed that a performance status of 2-3(ha

关键词： Colitis Cytotoxic T-lymphocyte antigen 4 Diarrhea Drug-related side effects and adverse reactions Immune checkpoint inhibitors Prognosis

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