Article
Physics, Applied
H. R. Barnard, G. R. Nash
Summary: The characteristics of four-layer chiral metamaterials, optically active in the mid-infrared region, have been studied through simulations and experiments. The spectral response of the materials can be tailored while maintaining the magnitude of circular dichroism relative to standard double layer metamaterials. Analysis shows that these four-layer structures offer greater design freedom in coupling than expected from simple consideration of double layer structures.
APPLIED PHYSICS LETTERS
(2021)
Article
Biochemistry & Molecular Biology
Pankaj Pandey, William M. Neal, Fazila Zulfiqar, Zulfiqar Ali, Ikhlas A. Khan, Daneel Ferreira, Amar G. Chittiboyina
Summary: Chiral natural products can exist as single stereoisomers or as mixtures of enantiomers. Determining the absolute configuration (AC) of these products is essential for understanding their biological properties. Specific rotation data, as well as electronic circular dichroism (ECD) data and computational analysis, were used in this study to establish the AC of licochalcone L and propose a biosynthetic pathway.
Article
Agriculture, Multidisciplinary
Yingying Gao, Xuejun Zhao, Xiaofang Sun, Zhen Wang, Jing Zhang, Lianshan Li, Haiyan Shi, Minghua Wang
Summary: The study established an effective analytical method for enantioselective detection of oxathiapiprolin and revealed that R-(-)-oxathiapiprolin exhibits higher bioactivity and preferential degradation compared to S-(+)-oxathiapiprolin. This suggests that the R-enantiomer may be a better choice in enhancing bioactivity and reducing pesticide residues at lower application rates.
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
(2021)
Article
Multidisciplinary Sciences
Jing Ai, Xueliang Zhang, Te Bai, Qing Shen, Peter Oleynikov, Yingying Duan, Osamu Terasaki, Shunai Che, Lu Han
Summary: This study presents a general approach based on three-dimensional electron diffraction tomography for determining chiral hierarchical mesostructures, providing more precise and comprehensive identification.
NATURE COMMUNICATIONS
(2022)
Article
Chemistry, Physical
Weike Liao, Yu Zhang, Zhixu Zhou, Xing Cui, Jianta Wang, Zhongyuan Wang, Lei Tang
Summary: This study designed and synthesized potent inhibitors, xanthine-quinazoline derivatives, for the treatment of type 2 diabetes. The relative and absolute configurations of the compound were determined through a series of experiments and theoretical calculations.
JOURNAL OF MOLECULAR STRUCTURE
(2022)
Article
Chemistry, Multidisciplinary
Luke Hodson, Kevin J. Visagie, Michael-Phillip Smith, Leigh Loots, David Kuter, Tregen M. Snayer, Gareth E. Arnott
Summary: Inherently chiral calix[4]arenes with C-4-symmetry are rare and difficult to synthesise, but this study successfully obtained a high-yield product through a specific reaction. The use of a specific chiral group enabled the separation of the diastereomers formed, leading to the pure enantiomers.
CHEMICAL COMMUNICATIONS
(2021)
Article
Chemistry, Organic
Jie Wen, Lei Feng, Hongmei Zhao, Li Zheng, Pericles Stavropoulos, Lin Ai, Jiaxin Zhang
Summary: This study successfully established an unconventional enantiomeric discrimination method for hydantoin derivatives, representatives of five-membered N,N-heterocycles, and observed non-equivalent chemical shifts through H-1 NMR spectroscopy. Additionally, theoretical calculations were performed to understand the intermolecular interactions between chiral solvating agents and enantiomers.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Applied
Dinh Xuan Doan, Sijia Sun, Ashraf M. Omar, Dong Thuong Nguyen, Anh Le Tuan Hoang, Hironori Fujiwara, Kinzo Matsumoto, Hang Thi Nguyet Pham, Suresh Awale
Summary: A new megastigmane glucoside called sedumoside K (1) was isolated from a methanolic extract of Sedum sarmentosum collected from Vietnam, along with 17 previously reported compounds (2-18). The structure of the new compound was determined using various analytical techniques, and the absolute configuration of compounds 2-6 was revised. The major isolates were tested for their cytotoxic activity against HeLa human cervical cancer cells and showed moderate activities.
NATURAL PRODUCT RESEARCH
(2022)
Article
Chemistry, Organic
Jessica C. Neville, Michelle Y. Lau, Tilo Sohnel, Jonathan Sperry
Summary: Chitin-derived platforms have emerged as valuable chemical entities for nitrogenous fine chemicals construction independent of the Haber ammonia process. However, much of the research in this field has focused on achiral platforms, limiting the access to enantiopure, bio-based nitrogenous chemical space. In this study, dihydroxyethyl acetamidofuran (Di-HAF), a chiral synthon easily available from chitin, has been transformed into epi-leptosphaerin, a marine alkaloid. This work extends the concept of Haber-independent synthesis to enantiopure chemical space that is not routinely accessible from existing achiral platforms.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Agriculture, Multidisciplinary
Lianshan Li, Xiaofang Sun, Xuejun Zhao, Yudie Xiong, Beibei Gao, Jing Zhang, Haiyan Shi, Minghua Wang
Summary: The study established a new method to investigate the biological activity and degradation of mefentrifluconazole enantiomers against target fungi, revealing that R-(-)-mefentrifluconazole has higher bioactivity compared to S-(+)-mefentrifluconazole and exhibits stronger binding with the target protein.
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
(2021)
Review
Environmental Sciences
Ye Li, Jiyun Nie, Jia Zhang, Guofeng Xu, Hui Zhang, Mingyu Liu, Xiaoqin Gao, Bacha Syde Asim Shah, Ning Yin
Summary: Traditional evaluation methods may not accurately assess the properties of chiral pesticides. This study investigated the absolute configuration, bioactivity, ecotoxicity, and stereoselective degradation of penconazole enantiomers. The results provided new insights and emphasized the importance of risk assessments at the enantiomeric level for chiral pesticides.
SCIENCE OF THE TOTAL ENVIRONMENT
(2022)
Article
Chemistry, Multidisciplinary
Riccardo Mobili, Giovanni Preda, Sonia La Cognata, Lucio Toma, Dario Pasini, Valeria Amendola
Summary: A chiral cage is proposed as an effective chiroptical sensor for detecting perrhenate in water, fruit juice, and artificial urine media. The key mechanism for chiroptical sensing involves changes in the dihedral angle of the binaphthyl unit and H-bonding with the guest, leading to significant changes in the CD signal.
CHEMICAL COMMUNICATIONS
(2022)
Article
Chemistry, Organic
Dawid J. Kucharski, Rafal Kowalczyk, Przemyslaw J. Boratynski
Summary: Novel 1,2-diamines based on the mefloquine scaffold were prepared, with the most effective 11-aminomefloquine obtained through conversion of the 11-alcohol and subsequent alkylation. The substitution reactions mostly retained the configuration, and enantiomerically pure products were obtained through resolution. The efficacy evaluation of the obtained vicinal diamines showed that erythro-11-aminomefloquine is a superior catalyst in asymmetric transformations.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Medicinal
Orsola Baydoun, Thierry Buffeteau, Thierry Brotin
Summary: This review first discusses the synthesis of enantiopure cryptophane and their properties, followed by a detailed exploration of the chiroptical properties of these molecular hosts, including their absolute configuration and conformation information under different conditions.
Article
Biochemistry & Molecular Biology
Rui Li, Yanqing Zhang, Yanhong Li, Zihao Chen, Zhen Wang, Minghua Wang
Summary: This study systematically investigated fenpropidin enantiomers for the first time, obtaining optimized enantio-separation parameters using ultra-performance liquid chromatography-tandem mass spectrometry and developed a method for trace determination in food and environmental substrates. Additionally, the enantioselective dissipation study revealed the dynamic changes of the two enantiomers in soil.
Article
Oncology
Masaru Terasaki, Takahiro Hamoya, Atsuhito Kubota, Hiroyuki Kojima, Takuji Tanaka, Hayato Maeda, Kazuo Miyashita, Michihiro Mutoh
Summary: Fucoxanthin (Fx) possesses chemopreventive potential against progression of colorectal carcinogenesis in Apc (Min/+) mice that receive inflammatory stimuli, suppressing the number of colorectal adenocarcinomas and down-regulating cyclin D1 expression in colorectal mucosa.
ANTICANCER RESEARCH
(2021)
Article
Oncology
Masaru Terasaki, Shouta Takahashi, Ryuta Nishimura, Atsuhito Kubota, Hiroyuki Kojima, Tohru Ohta, Junichi Hamada, Yasuhiro Kuramitsu, Hayato Maeda, Kazuo Miyashita, Mami Takahashi, Michihiro Mutoh
Summary: Fucoxanthinol, a metabolite of fucoxanthin, accelerates the growth of human pancreatic cancer cells by up-regulating the expression of integrin beta 1, FAK, Paxillin, FYN, AKT, and PPAR gamma. It induces apoptosis in human colorectal cancer cells by exerting opposite effects on key proteins. The effects of FxOH on pancreatic cancer cells involve alterations in multiple gene sets and protein activation levels.
NUTRITION AND CANCER-AN INTERNATIONAL JOURNAL
(2022)
Article
Nutrition & Dietetics
Kayo Horie, Naoki Nanashima, Hayato Maeda, Toshiko Tomisawa, Indrawati Oey
Summary: The study demonstrated that blackcurrant extract (BCE) treatment in ovariectomized rats reduced elastin degradation and prevented pathological vascular remodeling by reducing MMP-12 expression and vascular smooth muscle cell proliferation, thus exerting vascular protective effects during menopause.
Article
Oncology
Masaru Terasaki, Takuya Inoue, Wataru Murase, Atsuhito Kubota, Hiroyuki Kojima, Mareshige Kojoma, Tohru Ohta, Hayato Maeda, Kazuo Miyashita, Michihiro Mutoh, Mami Takahashi
Summary: The study demonstrated that Fucoxanthinol (FxOH) can inhibit cell proliferation in a pancreatic cancer cell line by arresting cells at S phase and suppressing the expression of various gene sets, including cytokine-cytokine receptor interaction and cell adhesion molecule CAMS. This suggests that FxOH may have potential in preventing pancreatic cancer development in murine cancer models.
CANCER GENOMICS & PROTEOMICS
(2021)
Review
Oncology
Masaru Terasaki, Atsuhito Kubota, Hiroyuki Kojima, Hayato Maeda, Kazuo Miyashita, Chikara Kawagoe, Michihiro Mutoh, Takuji Tanaka
Summary: Fucoxanthin (Fx), found in edible brown algae, has been shown to have anticancer potential by improving colorectal cancer (CRC) and certain risk factors through various molecular mechanisms. It is suggested that dietary intervention with Fx and brown algae may contribute to reducing the risk of human CRC.
Article
Optics
Shinsaku Tsuyama, Akinori Taketani, Takeharu Murakami, Michio Sakashita, Saki Miyajima, Takayo Ogawa, Satoshi Wada, Hayato Maeda, Yasutaka Hanada
Summary: A method for predicting the concentration of procyanidin in apples using Raman spectroscopy and multivariate calibration analysis was proposed, with a regression model constructed to achieve the prediction. Results showed that Raman spectroscopy combined with multivariate analysis has strong potential for the quantitative analysis of procyanidin in apples.
APPLIED PHYSICS B-LASERS AND OPTICS
(2021)
Article
Biochemistry & Molecular Biology
Wataru Murase, Yukino Kamakura, Serina Kawakami, Ayaka Yasuda, Momoka Wagatsuma, Atsuhito Kubota, Hiroyuki Kojima, Tohru Ohta, Mami Takahashi, Michihiro Mutoh, Takuji Tanaka, Hayato Maeda, Kazuo Miyashita, Masaru Terasaki
Summary: Fucoxanthin shows chemopreventive effects in a pancreatic cancer mouse model, suppressing key cancer-related genes and protein expressions to slow down tumor growth.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2021)
Article
Biochemistry & Molecular Biology
Masaru Terasaki, Shion Ono, Saki Hashimoto, Atsuhito Kubota, Hiroyuki Kojima, Tohru Ohta, Takuji Tanaka, Hayato Maeda, Kazuo Miyashita, Michihiro Mutoh
Summary: The study demonstrated the potential cancer chemopreventive functions of Fucoxanthin in a murine colorectal adenocarcinoma model, showing significant effects on multiple cancer-associated signals, particularly through modulation of CCR1 expression.
JOURNAL OF NUTRITIONAL BIOCHEMISTRY
(2022)
Article
Biochemistry & Molecular Biology
Kayo Horie, Hayato Maeda, Naoki Nanashima, Indrawati Oey
Summary: The study indicates that anthocyanin-rich blackcurrant extract has protective effects on blood vessels in diabetic patients, reducing the risk of atherosclerosis.
Article
Biochemistry & Molecular Biology
Jun Liu, Shuya Kasai, Yota Tatara, Hiromi Yamazaki, Junsei Mimura, Seiya Mizuno, Fumihiro Sugiyama, Satoru Takahashi, Tsubasa Sato, Taku Ozaki, Kunikazu Tanji, Koichi Wakabayashi, Hayato Maeda, Hiroki Mizukami, Yasuhiro Shinkai, Yoshito Kumagai, Hirofumi Tomita, Ken Itoh
Summary: This study found that GCN1 is involved in hepatic lipid metabolism in adult mice. Tamoxifen treatment caused weight loss, decreased liver weight, hepatic glycogen and lipid contents, blood glucose and non-esterified fatty acids, and visceral white adipose tissue weight in mice, while food intake and viability remained unchanged.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2022)
Article
Biochemistry & Molecular Biology
Minori Shimada, Hayato Maeda, Naoki Nanashima, Kiyofumi Yamada, Akira Nakajima
Summary: Anthocyanin-rich blackcurrant extract (BCE) has shown potential in improving cognitive function and emotional disturbance associated with Alzheimer's disease, as demonstrated in a mouse model.
JOURNAL OF FOOD BIOCHEMISTRY
(2022)
Article
Oncology
Masaru Terasaki, Wataru Murase, Yukino Kamakura, Serina Kawakami, Atsuhito Kubota, Hiroyuki Kojima, Tohru Ohta, Takuji Tanaka, Hayato Maeda, Kazuo Miyashita, Michihiro Mutoh
Summary: The study found that supplementation of biscuits containing Fucoxanthin significantly inhibited colorectal carcinogenesis in AOM/DSS mice and altered gene expression to achieve its effects.
NUTRITION AND CANCER-AN INTERNATIONAL JOURNAL
(2022)
Article
Plant Sciences
Ryuhi Kanehara, Yuki Oinuma, Hayato Maeda, Masaaki Okazaki, Katsuhiro Konno, Kazuaki Tanaka, Masaru Hashimoto
Summary: Paraphaeolactones A1, A2, B1, B2, massariphenone, and massarilactones E, G were isolated from Paraphaeosphaeria sp. KT4192, and they all have the same absolute configuration. The biosynthetic routes of these compounds may involve Favorskii rearrangement.
JOURNAL OF NATURAL PRODUCTS
(2023)
Article
Oncology
Reo Yokoyama, Ayumi Kushibiki, Shiori Yamada, Atsuhito Kubota, Hiroyuki Kojima, Tohru Ohta, Junichi Hamada, Hayato Maeda, Michihiro Mutoh, Masaru Terasaki
Summary: Fucoxanthinol inhibits human colorectal cancer cell growth by regulating the expression of chloride intracellular channel 4 (CLIC4), and CLIC4 expression is associated with its sensitivity.
CANCER GENOMICS & PROTEOMICS
(2022)
Article
Oncology
Masaru Terasaki, Yusaku Nishizaka, Wataru Murase, Atsuhito Kubota, Hiroyuki Kojima, Mareshige Kojoma, Takuji Tanaka, Hayato Maeda, Kazuo Miyashita, Michihiro Mutoh, Mami Takahashi
Summary: This study showed that FxOH has a significant inhibitory effect on certain pancreatic cancer cells by regulating cell cycle and multiple signaling pathways.
CANCER GENOMICS & PROTEOMICS
(2021)
Article
Chemistry, Organic
Fuying Zhu, Yamei Lin
Summary: In this study, a low-metal iron-supported catalyst (Fe20/NC-Mg) was reported for the efficient synthesis of quinoxaline compounds, using water as a solvent and without additional bases. The synergistic effect of FeNx site and Mg (OH)2 nanorods in the catalyst played a key role in achieving high yields (82-91%) in 16 examples. The gram-level synthesis and reusability of the catalysts after four cycles demonstrated its industrial application potential.
Article
Chemistry, Organic
Mikhail Kozlov, Alexey Tyurin, Andrey Dmitrenok, Vyacheslav Rusak, Aleksander Fedorov, Igor Zavarzin, Yulia Volkova
Summary: This study presents a novel and practical synthesis method for phosphorus-substituted 1,3,4-thiadiazolines using phosphorylthioformic acid hydrazides and ketones. The protocol demonstrates operational simplicity, availability of reagents, and tolerance towards different functional groups.
Article
Chemistry, Organic
Jisna Jose, Thomas Mathew
Summary: 2-Cyclopentenone and its derivatives are highly esteemed synthetic intermediates with exceptional utility in organic synthesis. They are favored structural motifs in numerous pharmaceutical drugs and natural products, highlighting their significance. The review discusses the various methods used to synthesize cyclopentenones from 2016 to 2023.
