Chemical & pharmaceutical bulletin最新文献_第2页

Unconventional Synthetic Approaches to Unusual Peptide Derivatives. 不寻常肽衍生物的非常规合成方法。

IF 1.5 4区医学

Chemical & pharmaceutical bulletin Pub Date : 2025-01-01 DOI: 10.1248/cpb.c24-00752

Takeshi Nanjo

{"title":"Unconventional Synthetic Approaches to Unusual Peptide Derivatives.","authors":"Takeshi Nanjo","doi":"10.1248/cpb.c24-00752","DOIUrl":"10.1248/cpb.c24-00752","url":null,"abstract":"Peptides that contain unusual motifs, such as non-proteinogenic amino acids (AAs) and/or macrocyclic substructures, have recently attracted great attention as a new modality in medium-sized-molecule drug discovery. Therefore, it is highly important to develop methods for the chemical synthesis of a wide variety of such unusual peptide derivatives, which are often difficult to prepare via conventional synthetic approaches. In this review, the development of unconventional approaches for the synthesis of unusual peptide derivatives is discussed. Specifically, a novel external-oxidant-mediated decarboxylative condensation of α-ketoacids that can be applied to the synthesis of a wide variety of unusual peptide derivatives is reported. Moreover, an organocatalytic asymmetric Mannich-type addition is discussed that provides chiral β-amino-α-ketoacids, which are required as starting materials for the decarboxylative condensation. In this reaction, the adducts corresponding to various unusual AA side chains are obtained in high yield and excellent stereoselectivity. Furthermore, the \"N-chloropeptide strategy\" is proposed as a new method for the chemical modification of peptides without the need for a reactive AA residue.","PeriodicalId":9773,"journal":{"name":"Chemical & pharmaceutical bulletin","volume":"73 4","pages":"268-282"},"PeriodicalIF":1.5,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143771457","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Novel Vial-Inner-Surface Treatment Technology Improves Chemical Durability and Vial-Inner-Surface Uniformity to Reduce Drug Adsorption on the Vial. 新型小瓶内表面处理技术提高化学耐久性和小瓶内表面均匀性，减少药物在小瓶上的吸附。

IF 1.5 4区医学

Chemical & pharmaceutical bulletin Pub Date : 2025-01-01 DOI: 10.1248/cpb.c24-00658

Norikazu Miyamoto, Kenta Ohsugi, Taishi Higashi, Keiichi Motoyama

引用次数: 0

Design, Synthesis, and Anti-SARS-CoV-2 Activity of Amodiaquine Analogs. 阿莫地喹类似物的设计、合成及其抗sars - cov -2活性

IF 1.5 4区医学

Chemical & pharmaceutical bulletin Pub Date : 2025-01-01 DOI: 10.1248/cpb.c24-00647

Shin Aoki, Tomohiro Tanaka, Kenta Yokoi, Azusa Kanbe, Tomoe Morita, Mayuka Nii, Hidetoshi Satoh, Masaki Kakihana, Shotaro Otaki, Saki Sekiguchi, Koki Nakamura, Toshifumi Tojo, Masanori Baba, Mika Okamoto

引用次数: 0

Asymmetric Synthesis of 3-Spiro-Fused 2-Oxindoles via Organocatalyst/N-Iodosuccinimide/Hydrogen Peroxide-Mediated Oxidative Cyclization. 有机催化剂/ n -碘丁二酰亚胺/过氧化氢催化氧化环化不对称合成3-螺融合2-氧吲哚。

IF 1.5 4区医学

Chemical & pharmaceutical bulletin Pub Date : 2025-01-01 DOI: 10.1248/cpb.c24-00839

Kosuke Nakashima, Yuichi Okuaki, Misaki Deguchi, Yasuyuki Matsushima, Shin-Ichi Hirashima, Tsuyoshi Miura

引用次数: 0

Potential of Waste Basil Seeds for Gadolinium Ion Removal from Aqueous Solutions. 废罗勒籽去除水溶液中钆离子的潜力。

IF 1.5 4区医学

Chemical & pharmaceutical bulletin Pub Date : 2025-01-01 DOI: 10.1248/cpb.c25-00085

Fumihiko Ogata, Noriaki Nagai, Yugo Uematsu, Nanami Matsumoto, Chalermpong Saenjum, Naohito Kawasaki

{"title":"Potential of Waste Basil Seeds for Gadolinium Ion Removal from Aqueous Solutions.","authors":"Fumihiko Ogata, Noriaki Nagai, Yugo Uematsu, Nanami Matsumoto, Chalermpong Saenjum, Naohito Kawasaki","doi":"10.1248/cpb.c25-00085","DOIUrl":"https://doi.org/10.1248/cpb.c25-00085","url":null,"abstract":"This study examined the potential of waste basil seeds (BSs) calcined at 500°C or 1000°C (BS500 or BS1000, respectively) for gadolinium removal from aqueous solutions. Gadolinium ion adsorption onto the produced adsorbents was also assessed in relation to a number of parameters, including initial concentration, adsorption temperature, exposure time, and pH. Higher initial concentrations, adsorption temperatures, and exposure times (BS, BS500 ≒ BS1000) resulted in an increase in the quantity of adsorbed gadolinium ions; To further understand the adsorption mechanism, detailed analyses of elemental distribution and binding energy were conducted. According to the proposed mechanism, gadolinium adsorption onto BS1000 may involve an ion exchange process, wherein hydrogen ions from functional groups such carboxyl and hydroxyl groups on the surface of BS1000 are replaced by gadolinium ions. Additionally, the effects of coexisting ions on gadolinium adsorption were investigated, revealing that while monovalent cations did not impact gadolinium ion adsorption capacity, divalent and trivalent cations significantly reduced it. Finally, the desorption of gadolinium ions was tested using desorption agents such as distilled water, hydrochloric acid, and sodium hydroxide. The results revealed that a 100 mmol/L hydrochloric acid solution was particularly effective for desorbing gadolinium ions. Overall, BS1000 demonstrates promising properties as an adsorbent for gadolinium ion removal from aqueous solutions.","PeriodicalId":9773,"journal":{"name":"Chemical & pharmaceutical bulletin","volume":"73 5","pages":"427-433"},"PeriodicalIF":1.5,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143974605","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Selection of Short 5'-UTR of Chemically Synthesized mRNA to Improve Translation Efficiency. 化学合成mRNA短5'-UTR的选择提高翻译效率。

IF 1.5 4区医学

Chemical & pharmaceutical bulletin Pub Date : 2025-01-01 DOI: 10.1248/cpb.c25-00048

Sana Ohashi, Sumie Ishiguro, Tsukasa Fukunaga, Akinobu Matsumoto, Mina Hirata, Masahito Inagaki, Naoko Abe, Fumitaka Hashiya, Hiroshi Abe

{"title":"Selection of Short 5'-UTR of Chemically Synthesized mRNA to Improve Translation Efficiency.","authors":"Sana Ohashi, Sumie Ishiguro, Tsukasa Fukunaga, Akinobu Matsumoto, Mina Hirata, Masahito Inagaki, Naoko Abe, Fumitaka Hashiya, Hiroshi Abe","doi":"10.1248/cpb.c25-00048","DOIUrl":"https://doi.org/10.1248/cpb.c25-00048","url":null,"abstract":"The advent of mRNA medicine, initially implemented as a vaccine during the coronavirus disease 2019 (COVID-19) pandemic, has attracted interest in diverse therapeutic applications, including cancer vaccines and protein replacement therapies. Our group recently established a method for the complete chemical synthesis of mRNA. Although this approach has some advantages, chemically synthesized mRNA is limited to approximately 150 nucleotides in length and necessitates optimized designs for untranslated regions (UTRs) and coding sequences. To address this challenge, we investigated whether the non-reporter-based selection methods, including ribosome profiling and polysome profiling, which were often used for UTR optimization in long mRNA, could be adapted for short mRNA to identify highly translated UTR sequences. Using these methods, we collected mRNAs that interacted with ribosomes and analyzed their 5'-UTR sequences. We successfully identified a 9-nucleotide 5'-UTR that demonstrated approximately double the translation efficiency of the Kozak sequence, a widely used positive control. This work highlights the adaptability of ribosome-focused selection techniques for short, chemically synthesized mRNA and provides a foundation for effective sequence design. These findings advance the development of chemically synthesized mRNA as a viable alternative to in vitro-transcribed mRNA, paving the way for innovative therapeutic applications.","PeriodicalId":9773,"journal":{"name":"Chemical & pharmaceutical bulletin","volume":"73 5","pages":"449-456"},"PeriodicalIF":1.5,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144092974","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Teleocidin Analogs Isolated from Streptomyces eurocidicus as Membrane-Vesicle-Regulated Natural Products. 从嗜酸性链霉菌中分离的嗜远杀素类似物作为膜-囊泡调节的天然产物。

IF 1.5 4区医学

Chemical & pharmaceutical bulletin Pub Date : 2025-01-01 DOI: 10.1248/cpb.c25-00197

Aya Yoshimura, Ryusuke Nakada, Toshiyuki Wakimoto

引用次数: 0

Toward the Synthesis of Strychnos Alkaloids: Effective Construction of Fused Cyclohexane and Pyrrolidine Portion of the Strychnos Skeleton via Domino Intermolecular and Intramolecular S_N2 Cyclization. 马钱子生物碱的合成研究：用Domino分子间和分子内SN2环化有效构建马钱子骨架的环己烷和吡咯烷部分。

IF 1.5 4区医学

Chemical & pharmaceutical bulletin Pub Date : 2025-01-01 DOI: 10.1248/cpb.c24-00783

Tadahiro Hosoda, Tomohiro Tsutsumi, Ichiro Hayakawa

引用次数: 0

Preparation of a Stable Indomethacin Supersaturated Solution Using Hydrophobically Modified Hydroxypropylmethylcellulose and α-Cyclodextrin. 疏水改性羟丙基甲基纤维素和α-环糊精制备稳定的吲哚美辛过饱和溶液。

IF 1.5 4区医学

Chemical & pharmaceutical bulletin Pub Date : 2025-01-01 DOI: 10.1248/cpb.c24-00748

Hiroki Akahoshi, Fumitoshi Hirayama, Kenjirou Higashi, Daisuke Iohara

{"title":"Preparation of a Stable Indomethacin Supersaturated Solution Using Hydrophobically Modified Hydroxypropylmethylcellulose and α-Cyclodextrin.","authors":"Hiroki Akahoshi, Fumitoshi Hirayama, Kenjirou Higashi, Daisuke Iohara","doi":"10.1248/cpb.c24-00748","DOIUrl":"10.1248/cpb.c24-00748","url":null,"abstract":"In the present study, the stability of a supersaturated solution of indomethacin (IM) was evaluated in hydrophobically modified hydroxypropylmethylcellulose (HM-HPMC) solutions, with and without parent cyclodextrins (CDs). A highly supersaturated state of IM was maintained in the HM-HPMC solution and was further stabilized by the addition of α-CD and β-CD. Notably, the highest level of supersaturation was achieved in HM-HPMC/α-CD solution, which maintained a high concentration of IM for up to 120 h. IM concentrations in these solutions exceeded the amorphous solubility, indicating that phase separation had occurred. To explore this phase separation, Nile Red, a fluorescent probe sensitive to hydrophobic environments, was added to the supersaturated solutions. A higher fluorescence intensity was observed in the HM-HPMC/α-CD solution compared with the HM-HPMC solution, indicating a significant formation of colloidal amorphous aggregates in the supersaturated solution. Cryogenic transmission electron microscopy (Cryo TEM) analysis confirmed the presence of these aggregates, which appeared irregularly shaped. These findings suggest that the combination of HM-HPMC and α-CD effectively stabilized the colloidal amorphous aggregates in the IM supersaturated solution. The addition of α-CD facilitated the dissociation of HM-HPMC into smaller particles, increasing the number of hydrophobic stearyl moieties available for interactions with amorphous IM aggregates, thereby enhancing the stability of the supersaturated state. The combination of HM-HPMC and α-CD offers a promising approach to improving the oral bioavailability of drugs with poor water solubility.","PeriodicalId":9773,"journal":{"name":"Chemical & pharmaceutical bulletin","volume":"73 1","pages":"39-45"},"PeriodicalIF":1.5,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143022318","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Hyaluronan Tetrasaccharides Penetrate into the Skin by Passive Diffusion and Contribute to Skin Health. 透明质酸四糖通过被动扩散渗入皮肤，促进皮肤健康。

IF 1.5 4区医学

Chemical & pharmaceutical bulletin Pub Date : 2025-01-01 DOI: 10.1248/cpb.c23-00909

Yutaka Takagi, Madoka Kage

引用次数: 0