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Article ; Online: Palladium-Catalyzed Esterification of Carboxylic Acids with Aryl Iodides.

Kitano, Hiroyuki / Ito, Hideto / Itami, Kenichiro

Organic letters

2018 Volume 20, Issue 8, Page(s) 2428–2432

Abstract: The first palladium-catalyzed esterification of carboxylic acids with aryl iodides is described. A palladium-based catalytic system consisting of ... ...

Abstract	The first palladium-catalyzed esterification of carboxylic acids with aryl iodides is described. A palladium-based catalytic system consisting of IBn
Language	English
Publishing date	2018--20
Publishing country	United States
Document type	Journal Article ; Research Support, Non-U.S. Gov't
ISSN	1523-7052
ISSN (online)	1523-7052
DOI	10.1021/acs.orglett.8b00775
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Article: Annulative π-extension of indoles and pyrroles with diiodobiaryls by Pd catalysis: rapid synthesis of nitrogen-containing polycyclic aromatic compounds.

Kitano, Hiroyuki / Matsuoka, Wataru / Ito, Hideto / Itami, Kenichiro

Chemical science

2018 Volume 9, Issue 38, Page(s) 7556–7561

Abstract: A palladium-catalyzed one-step annulative π-extension (APEX) reaction of indoles and pyrroles that allows rapid access to nitrogen-containing polycyclic aromatic compounds is described. In the presence of palladium pivalate and silver carbonate, diverse ... ...

Abstract	A palladium-catalyzed one-step annulative π-extension (APEX) reaction of indoles and pyrroles that allows rapid access to nitrogen-containing polycyclic aromatic compounds is described. In the presence of palladium pivalate and silver carbonate, diverse indoles or pyrroles coupled with diiodobiaryls in a double direct C-H arylation manner to be transformed into the corresponding π-extended compounds in a single step. The newly developed catalytic system enables the use of various pyrroles and indoles as templates with a series of diiodobiaryls to provide structurally complicated and largely π-extended nitrogen-containing polycyclic aromatic compounds that are otherwise difficult to synthesize.
Language	English
Publishing date	2018-08-09
Publishing country	England
Document type	Journal Article
ZDB-ID	2559110-1
ISSN	2041-6539 ; 2041-6520
ISSN (online)	2041-6539
ISSN	2041-6520
DOI	10.1039/c8sc02802h
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Article: Palladium-Catalyzed Esterification of Carboxylic Acids with Aryl Iodides

Kitano, Hiroyuki / Hideto Ito / Kenichiro Itami

Organic letters. 2018 Apr. 04, v. 20, no. 8

2018

Abstract: The first palladium-catalyzed esterification of carboxylic acids with aryl iodides is described. A palladium-based catalytic system consisting of IBnF (1,3-bis((pentafluorophenyl)methyl)imidazole-2-ylidene) ligand was found to significantly accelerate ... ...

Abstract	The first palladium-catalyzed esterification of carboxylic acids with aryl iodides is described. A palladium-based catalytic system consisting of IBnF (1,3-bis((pentafluorophenyl)methyl)imidazole-2-ylidene) ligand was found to significantly accelerate the aryl–O bond-forming esterification reaction. A series of aryl iodides and carboxylic acids undergoes a palladium-catalyzed coupling reaction to provide the corresponding aryl esters in moderate to good yields. In addition, sterically hindered aryl iodides and carboxylic acids were well-tolerated yielding the corresponding aryl esters.
Keywords	carboxylic acids ; catalytic activity ; chemical structure ; esterification ; esters ; ligands ; organoiodine compounds ; palladium
Language	English
Dates of publication	2018-0404
Size	p. 2428-2432.
Publishing place	American Chemical Society
Document type	Article
ISSN	1523-7052
DOI	10.1021/acs.orglett.8b00775
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Article ; Online: Surgical Outcomes of Biventricular Repair for Hypoplastic Left Ventricle With Congenital Mitral Valve Stenosis.

Shimada, Masatoshi / Hoashi, Takaya / Nakata, Tomohiro / Ozawa, Hideto / Kurosaki, Kenichi / Kitano, Masataka / Ichikawa, Hajime

World journal for pediatric & congenital heart surgery

2019 Volume 10, Issue 1, Page(s) 11–17

Abstract: Objective: Surgical outcomes of biventricular repair for hearts with hypoplastic left ventricle with congenital mitral valve stenosis are described. Serial changes of left ventricular geometry and clinical features after biventricular repair were ... ...

Abstract	Objective: Surgical outcomes of biventricular repair for hearts with hypoplastic left ventricle with congenital mitral valve stenosis are described. Serial changes of left ventricular geometry and clinical features after biventricular repair were reviewed. Methods: Eight patients with hypoplastic left ventricle and congenital mitral valve stenosis who underwent first surgical intervention for biventricular circulation in neonatal or infantile period between 2001 and 2014 comprise the study population. Serial change in left ventricular end-diastolic diameter, left ventricular mass index, and relative wall thickness after biventricular repair were evaluated by two-dimensional echocardiography. Results: The median Z-scores of left ventricular end-diastolic diameter and mitral valve diameter before the first surgical intervention were -3.0 (range, -4.8 to -2.0) and -1.0 (-2.9 to 2.1), respectively. Mitral valves were surgically treated in five patients; they were replaced in two and repaired in three patients. Left ventricular end-diastolic diameter Z-score at five years after biventricular repair was 0.1 (-3.0 to 1.0), which was significantly larger than before first surgical intervention ( P = .005). Left ventricular mass index, on the other hand, did not change, but relative wall thickness significantly decreased ( P = .009). Postoperative catheter study showed pulmonary hypertension with high left ventricular end-diastolic pressure in more than half of survivors. Conclusions: Left ventricle increased in size after the biventricular repair with appropriate mitral valve procedures before progression of pulmonary hypertension. Left ventricular mass, however, did not accompany the increase. Some patients may have suffered from mild, but certain restrictive left ventricular physiology and subsequent pulmonary hypertension as the result of abnormal remodeling process of the myocardium.
MeSH term(s)	Abnormalities, Multiple ; Cardiac Surgical Procedures/methods ; Echocardiography ; Female ; Heart Ventricles/abnormalities ; Heart Ventricles/diagnostic imaging ; Heart Ventricles/surgery ; Humans ; Hypoplastic Left Heart Syndrome/diagnosis ; Hypoplastic Left Heart Syndrome/surgery ; Infant ; Infant, Newborn ; Male ; Mitral Valve/diagnostic imaging ; Mitral Valve/surgery ; Mitral Valve Stenosis/congenital ; Mitral Valve Stenosis/diagnosis ; Mitral Valve Stenosis/surgery ; Treatment Outcome
Language	English
Publishing date	2019-03-08
Publishing country	United States
Document type	Journal Article
ZDB-ID	2550261-X
ISSN	2150-136X ; 2150-1351
ISSN (online)	2150-136X
ISSN	2150-1351
DOI	10.1177/2150135118808748
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Article: Discovery of Plant Growth Stimulants by C–H Arylation of 2-Azahypoxanthine

Kitano, Hiroyuki / Ayaka Ueda / Hideto Ito / Hirokazu Kawagishi / Jae-Hoon Choi / Kenichiro Itami / Shinya Hagihara / Toshiyuki Kan

Organic letters. 2018 Sept. 04, v. 20, no. 18

2018

Abstract: A series of new AHX derivatives were synthesized by Pd-catalyzed C–H arylation. Their rice-growth-promoting activity was evaluated in vivo. Among the synthesized compounds, C8 phenyl-substituted AHX showed remarkable growth-promoting activity on rice. ... ...

Abstract	A series of new AHX derivatives were synthesized by Pd-catalyzed C–H arylation. Their rice-growth-promoting activity was evaluated in vivo. Among the synthesized compounds, C8 phenyl-substituted AHX showed remarkable growth-promoting activity on rice. The present study shows the power and significant opportunity of C–H functionalization chemistry to rapidly transform biologically active natural products into more active compounds.
Keywords	active ingredients ; arylation ; carbon-hydrogen bond activation ; catalytic activity ; chemical structure ; organic compounds ; palladium ; rice
Language	English
Dates of publication	2018-0904
Size	p. 5684-5687.
Publishing place	American Chemical Society
Document type	Article
ISSN	1523-7052
DOI	10.1021/acs.orglett.8b02407
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Article ; Online: Discovery of Plant Growth Stimulants by C-H Arylation of 2-Azahypoxanthine.

Kitano, Hiroyuki / Choi, Jae-Hoon / Ueda, Ayaka / Ito, Hideto / Hagihara, Shinya / Kan, Toshiyuki / Kawagishi, Hirokazu / Itami, Kenichiro

Organic letters

2018 Volume 20, Issue 18, Page(s) 5684–5687

Abstract: A series of new AHX derivatives were synthesized by Pd-catalyzed C-H arylation. Their rice-growth-promoting activity was evaluated in vivo. Among the synthesized compounds, C8 phenyl-substituted AHX showed remarkable growth-promoting activity on rice. ... ...

Abstract	A series of new AHX derivatives were synthesized by Pd-catalyzed C-H arylation. Their rice-growth-promoting activity was evaluated in vivo. Among the synthesized compounds, C8 phenyl-substituted AHX showed remarkable growth-promoting activity on rice. The present study shows the power and significant opportunity of C-H functionalization chemistry to rapidly transform biologically active natural products into more active compounds.
Language	English
Publishing date	2018-09-04
Publishing country	United States
Document type	Journal Article ; Research Support, Non-U.S. Gov't
ISSN	1523-7052
ISSN (online)	1523-7052
DOI	10.1021/acs.orglett.8b02407
Database	MEDical Literature Analysis and Retrieval System OnLINE

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Article ; Online: NY-ESO-1-specific redirected T cells with endogenous TCR knockdown mediate tumor response and cytokine release syndrome.

Ishihara, Mikiya / Kitano, Shigehisa / Kageyama, Shinichi / Miyahara, Yoshihiro / Yamamoto, Noboru / Kato, Hidefumi / Mishima, Hideyuki / Hattori, Hiroyoshi / Funakoshi, Takeru / Kojima, Takashi / Sasada, Tetsuro / Sato, Eiichi / Okamoto, Sachiko / Tomura, Daisuke / Nukaya, Ikuei / Chono, Hideto / Mineno, Junichi / Kairi, Muhammad Faris / Diem Hoang Nguyen, Phuong /

Simoni, Yannick / Nardin, Alessandra / Newell, Evan / Fehlings, Michael / Ikeda, Hiroaki / Watanabe, Takashi / Shiku, Hiroshi

Journal for immunotherapy of cancer

2022 Volume 10, Issue 6

Abstract: Background: Because of the shortage of ideal cell surface antigens, the development of T-cell receptor (TCR)-engineered T cells (TCR-T) that target intracellular antigens such as NY-ESO-1 is a promising approach for treating patients with solid tumors. ... ...

Abstract	Background: Because of the shortage of ideal cell surface antigens, the development of T-cell receptor (TCR)-engineered T cells (TCR-T) that target intracellular antigens such as NY-ESO-1 is a promising approach for treating patients with solid tumors. However, endogenous TCRs in vector-transduced T cells have been suggested to impair cell-surface expression of transduced TCR while generating mispaired TCRs that can become self-reactive. Methods: We conducted a first-in-human phase I clinical trial with the TCR-transduced T-cell product (TBI-1301) in patients with NY-ESO-1-expressing solid tumors. In manufacturing TCR-T cells, we used a novel affinity-enhanced NY-ESO-1-specific TCR that was transduced by a retroviral vector that enables siRNA (small interfering RNA)-mediated silencing of endogenous TCR. The patients were divided into two cohorts. Cohort 1 was given a dose of 5×10 Results: In vitro study showed that both the CD8 Conclusions: The trial showed that endogenous TCR-silenced and affinity-enhanced NY-ESO-1 TCR-T cells were safely administered except for grade 3 lung injury. The TCR-T cell infusion exhibited significant tumor response and early-onset CRS in patients with tumors that express NY-ESO-1 at high levels. The differentiation properties of the manufactured T cells may be prognostic for TCR-T-related CRS. Trial registration number: NCT02366546.
MeSH term(s)	Antigens, Neoplasm ; Cyclophosphamide ; Cytokine Release Syndrome/therapy ; Cytokines/metabolism ; Humans ; Immunotherapy ; Membrane Proteins ; Neoplasms/immunology ; Neoplasms/therapy ; Receptors, Antigen, T-Cell/genetics ; T-Lymphocytes/immunology
Chemical Substances	Antigens, Neoplasm ; CTAG1B protein, human ; Cytokines ; Membrane Proteins ; Receptors, Antigen, T-Cell ; Cyclophosphamide (8N3DW7272P)
Language	English
Publishing date	2022-06-29
Publishing country	England
Document type	Clinical Trial, Phase I ; Journal Article
ZDB-ID	2719863-7
ISSN	2051-1426 ; 2051-1426
ISSN (online)	2051-1426
ISSN	2051-1426
DOI	10.1136/jitc-2021-003811
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Article ; Online: Application of hybrid Stage I palliation for patients with two ventricular cavities and hypoplastic left heart structures.

Higashida, Akihiko / Hoashi, Takaya / Kitano, Masataka / Shimada, Masatoshi / Nakata, Tomohiro / Ozawa, Hideto / Kurosaki, Kenichi / Ichikawa, Hajime

Interactive cardiovascular and thoracic surgery

2017 Volume 26, Issue 6, Page(s) 906–911

Abstract: Objectives: To assess the feasibility of hybrid Stage I palliation consisting of bilateral pulmonary artery bandings and ductal stenting for patients with 2 ventricular cavities and hypoplastic left heart structures.: Methods: Eleven consecutive ... ...

Abstract	Objectives: To assess the feasibility of hybrid Stage I palliation consisting of bilateral pulmonary artery bandings and ductal stenting for patients with 2 ventricular cavities and hypoplastic left heart structures. Methods: Eleven consecutive patients who underwent hybrid Stage I palliation between 2010 and 2017 were enrolled. The diagnoses were interrupted aortic arch/coarctation of the aorta, ventricular septal defect and significant left ventricular (LV) outflow tract obstruction in 5 patients, critical aortic stenosis and reduced LV contraction in 3 patients and hypoplastic left heart complex in 3 patients. Results: The median age at definitive surgery was 12 months (range 6-22 months). During the mean follow-up period of 24 months (range 9-83 months) following the definitive surgery, there was 1 death. Two patients with interrupted aortic arch/coarctation of the aorta did not undergo the Yasui operation but underwent arch repair and ventricular septal defect closure after the growth of the aortic valve and LV outflow tract. For 2 of the 3 patients with critical aortic stenosis, biventricular repair was performed. Of the 3 patients with hypoplastic left heart complex, 2 patients showed growth of the mitral valve and left ventricle following LV rehabilitation by balloon pulmonary artery dilatation or surgical debanding of the banded pulmonary arteries and subsequently underwent biventricular repair, which resulted in 1 death. Conclusions: Hybrid Stage I palliation would be a safe and beneficial treatment for patients with 2 ventricles, as a bridge to decide whether and how to achieve a biventricular repair and whether it should be preceded by a preliminary LV rehabilitation.
MeSH term(s)	Aortic Coarctation/surgery ; Aortic Valve Stenosis/surgery ; Female ; Heart Septal Defects, Ventricular/surgery ; Heart Ventricles/abnormalities ; Humans ; Hypoplastic Left Heart Syndrome/surgery ; Infant ; Male ; Palliative Care ; Stents ; Vascular Surgical Procedures/methods
Language	English
Publishing date	2017-12-02
Publishing country	England
Document type	Journal Article
ZDB-ID	2095298-3
ISSN	1569-9285 ; 1569-9293
ISSN (online)	1569-9285
ISSN	1569-9293
DOI	10.1093/icvts/ivx428
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Zs.A 5730: Show issues

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Article ; Online: Estradiol attenuates neuroprotective benefits of isoflurane preconditioning in ischemic mouse brain.

Wang, Lan / Kitano, Hideto / Hurn, Patricia D / Murphy, Stephanie J

Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism

2008 Volume 28, Issue 11, Page(s) 1824–1834

Abstract: Isoflurane preconditioning (IsoPC) neuroprotection in experimental stroke is male-specific. We determined whether estradiol alters ischemic outcomes in IsoPC brain and examined the role of estrogen receptors (ERs). Seven to 10 days before preconditioning, ...

Abstract	Isoflurane preconditioning (IsoPC) neuroprotection in experimental stroke is male-specific. We determined whether estradiol alters ischemic outcomes in IsoPC brain and examined the role of estrogen receptors (ERs). Seven to 10 days before preconditioning, ovariectomized (OVX) mice were implanted with estradiol, vehicle, or ER subtype agonists. OVX+/-estradiol, OVX+/-vehicle, OVX+/-ER agonists, and ER subtype wild-type (WT) and knockout (KO) mice were preconditioned for 4 h with sham anesthetic preconditioning (sham PC) or 1% IsoPC and recovered for 24 h. Mice then underwent 2 h of middle cerebral artery occlusion followed by 22 h of reperfusion. Infarct volumes were determined by 2,3,5-triphenyltetrazolium chloride staining, with comparisons between IsoPC and corresponding sham PC for each treatment group. Decreased infarct injury was seen in IsoPC OVX+/-vehicle, whereas estradiol in IsoPC OVX mice enhanced ischemic damage. In ER studies, increased infarct volumes were seen in IsoPC ERWT mice regardless of ER subtype. IsoPC in ERalphaKO mice had no effect on infarction volume but reduced only cortical ischemic damage in ERbetaKO mice. In OVX+ERalpha agonist, IsoPC had no effect on infarction volume. In OVX+ERbeta agonist, IsoPC increased cortical infarct volume. Estradiol depresses the brain's protective response to IsoPC and may exacerbate cortical ischemic injury mainly through an ERbeta-dependent mechanism.
MeSH term(s)	Animals ; Brain Ischemia/genetics ; Brain Ischemia/physiopathology ; Disease Models, Animal ; Drug Implants ; Estradiol/administration & dosage ; Estradiol/pharmacology ; Estrogen Receptor alpha/deficiency ; Estrogen Receptor beta/genetics ; Female ; Ischemic Attack, Transient/genetics ; Ischemic Attack, Transient/physiopathology ; Ischemic Preconditioning/methods ; Isoflurane/pharmacology ; Mice ; Mice, Knockout ; Neuroprotective Agents/antagonists & inhibitors ; Ovariectomy ; Receptors, Estrogen/deficiency ; Receptors, Estrogen/genetics ; Receptors, Estrogen/physiology ; Sex Characteristics
Chemical Substances	Drug Implants ; Estrogen Receptor alpha ; Estrogen Receptor beta ; Neuroprotective Agents ; Receptors, Estrogen ; Estradiol (4TI98Z838E) ; Isoflurane (CYS9AKD70P)
Language	English
Publishing date	2008-07-09
Publishing country	United States
Document type	Journal Article ; Research Support, N.I.H., Extramural ; Research Support, Non-U.S. Gov't
ZDB-ID	604628-9
ISSN	1559-7016 ; 0271-678X
ISSN (online)	1559-7016
ISSN	0271-678X
DOI	10.1038/jcbfm.2008.70
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Zs.A 1663: Show issues

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Article: Inhalational anesthetics as neuroprotectants or chemical preconditioning agents in ischemic brain.

Kitano, Hideto / Kirsch, Jeffrey R / Hurn, Patricia D / Murphy, Stephanie J

Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism

2007 Volume 27, Issue 6, Page(s) 1108–1128

Abstract: This review will focus on inhalational anesthetic neuroprotection during cerebral ischemia and inhalational anesthetic preconditioning before ischemic brain injury. The limitations and challenges of past and current research in this area will be ... ...

Abstract	This review will focus on inhalational anesthetic neuroprotection during cerebral ischemia and inhalational anesthetic preconditioning before ischemic brain injury. The limitations and challenges of past and current research in this area will be addressed before reviewing experimental and clinical studies evaluating the effects of inhalational anesthetics before and during cerebral ischemia. Mechanisms underlying volatile anesthetic neuroprotection and preconditioning will also be examined. Lastly, future directions for inhalational anesthetics and ischemic brain injury will be briefly discussed.
MeSH term(s)	Anesthetics, Inhalation/pharmacology ; Anesthetics, Inhalation/therapeutic use ; Brain Ischemia/drug therapy ; Humans ; Ischemic Preconditioning/methods ; Neuroprotective Agents/therapeutic use
Chemical Substances	Anesthetics, Inhalation ; Neuroprotective Agents
Language	English
Publishing date	2007-06
Publishing country	United States
Document type	Journal Article ; Research Support, N.I.H., Extramural ; Research Support, Non-U.S. Gov't ; Review
ZDB-ID	604628-9
ISSN	1559-7016 ; 0271-678X
ISSN (online)	1559-7016
ISSN	0271-678X
DOI	10.1038/sj.jcbfm.9600410
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