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Isoflavone Constituents of the Underground Parts of Iris florentina and Their Inhibitory Activity on the Formation of Advanced Glycation End Products. 鸢尾地下部位异黄酮成分及其对晚期糖基化终产物形成的抑制作用。
IF 1.5 4区 医学
Chemical & pharmaceutical bulletin Pub Date : 2025-01-01 DOI: 10.1248/cpb.c24-00776
Yuka Yoshizawa, Nana Fujita, Akihito Yokosuka, Yoshihiro Mimaki
{"title":"Isoflavone Constituents of the Underground Parts of Iris florentina and Their Inhibitory Activity on the Formation of Advanced Glycation End Products.","authors":"Yuka Yoshizawa, Nana Fujita, Akihito Yokosuka, Yoshihiro Mimaki","doi":"10.1248/cpb.c24-00776","DOIUrl":"https://doi.org/10.1248/cpb.c24-00776","url":null,"abstract":"<p><p>Two new isoflavone glucosides, irisolone 4'-O-[O-β-d-glucopyranosyl-(1→6)-O-β-d-glucopyranosyl-(1→6)-β-d-glucopyranoside] (1) and iriskashmirianin 4'-O-[O-β-d-glucopyranosyl-(1→6)-O-β-d-glucopyranosyl-(1→6)-β-d-glucopyranoside] (2) were isolated from the underground parts of Iris florentina (Iridaceae). The structures of 1 and 2 were determined based on extensive spectroscopic data analyses and hydrolytic cleavage results. The isoflavone derivatives previously isolated from this plant were evaluated for their ability to inhibit the formation of advanced glycation end products.</p>","PeriodicalId":9773,"journal":{"name":"Chemical & pharmaceutical bulletin","volume":"73 3","pages":"168-172"},"PeriodicalIF":1.5,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143584874","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
Isolation and Identification of Three New Iridoid Glucosides from the Aerial Parts of Paederia scandens. 三种新的环烯醚萜苷类化合物的分离鉴定。
IF 1.5 4区 医学
Chemical & pharmaceutical bulletin Pub Date : 2025-01-01 DOI: 10.1248/cpb.c24-00777
Masashi Fukaya, Kaori Ryu, Tetsuro Ito
{"title":"Isolation and Identification of Three New Iridoid Glucosides from the Aerial Parts of Paederia scandens.","authors":"Masashi Fukaya, Kaori Ryu, Tetsuro Ito","doi":"10.1248/cpb.c24-00777","DOIUrl":"https://doi.org/10.1248/cpb.c24-00777","url":null,"abstract":"<p><p>Sulfur-containing compounds are found in various medicinal products, where they play crucial roles in biological activities such as antimicrobial, anticancer, and other therapeutic effects. These compounds are commonly found in species of Allium, especially onions and garlic; however, there is little evidence of their presence in other plants. In particular, sulfur-containing iridoid glycosides with anticancer properties, which are very promising compounds as pharmaceutical seeds, have been isolated from Paederia scandens (Rubiaceae), also known as the skunk vine because of its strong smell caused by methyl mercaptan. Herein, we describe the isolation and structural elucidation of 3 new iridoid glycosides from the aerial parts of P. scandens. Their biosynthetic pathways are also discussed.</p>","PeriodicalId":9773,"journal":{"name":"Chemical & pharmaceutical bulletin","volume":"73 3","pages":"156-161"},"PeriodicalIF":1.5,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143584876","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
Design, Synthesis, and Antitumor Activity of Novel Eupatilin Derivatives Based on the Mannich Reaction. 基于曼尼希反应的新型尤帕汀衍生物的设计、合成及抗肿瘤活性研究。
IF 1.5 4区 医学
Chemical & pharmaceutical bulletin Pub Date : 2025-01-01 DOI: 10.1248/cpb.c24-00599
Yaqi Meng, Yuqing Wang, Shujiao Li, Zhiyan Cai, Guo Zhuang, Yanli Yang
{"title":"Design, Synthesis, and Antitumor Activity of Novel Eupatilin Derivatives Based on the Mannich Reaction.","authors":"Yaqi Meng, Yuqing Wang, Shujiao Li, Zhiyan Cai, Guo Zhuang, Yanli Yang","doi":"10.1248/cpb.c24-00599","DOIUrl":"10.1248/cpb.c24-00599","url":null,"abstract":"<p><p>Eupatilin, a natural bioactive flavone, is the active ingredient in traditional Chinese medicine Artemisia argyi Levl. et Vant. To enhance the antitumor effect of eupatilin, we designed a series of novel eupatilin-Mannich derivatives and investigated antitumor activity against several human cancer cell lines, including gastric cancer cells (AGS), esophageal cancer cells (Eca-109), and breast cancer cells (MDA-MB-231). Among all derivatives, the majority demonstrated superior antitumor activity compared to eupatilin, with compound 3d exhibiting the most effective antitumor activity against AGS cells. Furthermore, compound 3d effectively inhibited colony formation and migration of AGS cells. Network pharmacology combined with molecular docking studies indicated that compound 3d exerts antitumor activity by targeting the Hsp90AA1 and multiple signaling pathways. In addition, the Western blot experiment results showed that compound 3d reduced the expression of Hsp90AA1 in AGS cells, indicating that Hsp90AA1 may be the potential target of compound 3d. In summary, several novel eupatilin derivatives were prepared via the Mannich reaction, representing the first structure modification study of eupatilin. The mechanism of action of compound 3d was estimated through cell experiments, network pharmacology, molecular docking, and Western blot experiments, to provide lead compounds for the discovery of natural product-based antitumor candidates.</p>","PeriodicalId":9773,"journal":{"name":"Chemical & pharmaceutical bulletin","volume":"73 2","pages":"112-120"},"PeriodicalIF":1.5,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143514806","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
In-Situ Monitoring of Dissolution and Crystallization Processes of Carbamazepine Using Low-Frequency Raman Spectroscopy and Multivariate Analysis. 利用低频拉曼光谱和多变量分析原位监测卡马西平的溶出和结晶过程。
IF 1.5 4区 医学
Chemical & pharmaceutical bulletin Pub Date : 2025-01-01 DOI: 10.1248/cpb.c24-00745
Takayuki Kudo, Haruka Uchida, Mana Yamato, Ryo Ohashi, Vasanthi Palanisamy, Toshiro Fukami
{"title":"In-Situ Monitoring of Dissolution and Crystallization Processes of Carbamazepine Using Low-Frequency Raman Spectroscopy and Multivariate Analysis.","authors":"Takayuki Kudo, Haruka Uchida, Mana Yamato, Ryo Ohashi, Vasanthi Palanisamy, Toshiro Fukami","doi":"10.1248/cpb.c24-00745","DOIUrl":"10.1248/cpb.c24-00745","url":null,"abstract":"<p><p>Optimization of the manufacturing process based on scientific evidence is essential for quality control of active pharmaceutical ingredients. Real-time monitoring can ensure the production of stable quality crystals in the crystallization process. Raman spectroscopy is an attractive tool for pharmaceutical quality evaluation and process analytical technology because of its ability to analyze samples non-destructively and rapidly. In this study, we attempted to monitor the crystal polymorphs of carbamazepine (CBZ I and CBZ III) during the dissolution and crystallization processes using low-frequency Raman spectroscopy, which can reflect differences in lattice vibrations originating from polymorphs in the scattering peaks. Furthermore, using multivariate analysis of the obtained spectra, we attempted to develop a model that enables the quantification of each polymorph. A partial least squares was performed to build the prediction model. The prediction model was built using a set of 33 calibration samples, and an external set of 12 validation samples was used to evaluate the model. The model presents a good prediction capacity. The quantitative results for the solid amount of carbamazepine in suspension calculated using the model during the dissolution and crystallization process showed results that correlated very well with the particle view results. It is suggested that low-frequency Raman spectroscopy can be used as a useful process analytical technology tool.</p>","PeriodicalId":9773,"journal":{"name":"Chemical & pharmaceutical bulletin","volume":"73 1","pages":"58-62"},"PeriodicalIF":1.5,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143064081","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
Development of Suzuki-Miyaura Coupling between 4-Pyridine Boronate Derivatives and Aryl Halide to Suppress Phenylated Impurities Derived from Phosphorus Ligands. 4-吡啶硼酸衍生物与芳基卤化物之间的Suzuki-Miyaura偶联抑制磷配体衍生的苯基化杂质。
IF 1.5 4区 医学
Chemical & pharmaceutical bulletin Pub Date : 2025-01-01 DOI: 10.1248/cpb.c24-00874
Yoshitaka Kitano, Mitsuhiro Arisawa
{"title":"Development of Suzuki-Miyaura Coupling between 4-Pyridine Boronate Derivatives and Aryl Halide to Suppress Phenylated Impurities Derived from Phosphorus Ligands.","authors":"Yoshitaka Kitano, Mitsuhiro Arisawa","doi":"10.1248/cpb.c24-00874","DOIUrl":"https://doi.org/10.1248/cpb.c24-00874","url":null,"abstract":"<p><p>A method has been developed to suppress the formation of impurities derived from the aryl group on the phosphorus atom of the ligand used in the Suzuki-Miyaura coupling of 4-pyridineboronic acid derivatives. 4-Arylpyridine, a key substructure in several active pharmaceutical ingredients (API), is typically synthesized using this coupling reaction. However, in API synthesis, the generation of impurities derived from the aryl group on the phosphorus atom of the ligand has posed a significant challenge. In previously reported Suzuki-Miyaura coupling of 4-pyridineboronic acid derivatives, both the desired product and the aforementioned impurities were obtained. Here, we present a method to address and resolve this problem.</p>","PeriodicalId":9773,"journal":{"name":"Chemical & pharmaceutical bulletin","volume":"73 4","pages":"327-335"},"PeriodicalIF":1.5,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143954031","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 Approach to Pre-Exposure Prophylaxis (PrEP) of COVID-19: Development of S-892216 Long-Acting Injectable Suspension. 新型冠状病毒暴露前预防新方法：S-892216长效注射混悬液的研制
IF 1.3 4区 医学
Chemical & pharmaceutical bulletin Pub Date : 2025-01-01 DOI: 10.1248/cpb.c25-00198
Ryo Ohashi, Ryosuke Watari, Daisuke Kondo, Shuichi Otake, Tatsuhiko Murata, Go Kimura
{"title":"Novel Approach to Pre-Exposure Prophylaxis (PrEP) of COVID-19: Development of S-892216 Long-Acting Injectable Suspension.","authors":"Ryo Ohashi, Ryosuke Watari, Daisuke Kondo, Shuichi Otake, Tatsuhiko Murata, Go Kimura","doi":"10.1248/cpb.c25-00198","DOIUrl":"https://doi.org/10.1248/cpb.c25-00198","url":null,"abstract":"<p><p>[5-(3-Chloro-4-fluorophenyl)-3-(5-chloropyridin-3-yl)-6-(6,6-difluoro-2-azaspiro[3.3]heptan-2-yl)-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl] acetonitrile (S-892216) is a small-molecule compound developed by Shionogi & Co., Ltd. as a 2nd-generation 3CLpro inhibitor against severe acute respiratory syndrome coronavirus 2. In this study, we evaluated the feasibility of developing a long-acting injectable suspension formulation of S-892216 for the future development of a coronavirus disease 2019 pre-exposure prophylaxis medicine for immunocompromised patients. We found that the S-892216 drug substance had a low solubility, suitable for long-acting injectable suspension development. The developed S-892216 injectable suspension showed prolonged plasma exposure in both rats and beagle dogs when formulated as a nanosuspension. Selecting polysorbate 20 as a stabilizer enabled the manufacturing of the nanosuspension with less wet-milling time than that required for poloxamer P338. The developed injectable suspension was stable for 12 months at 5 and 25°C/60% relative humidity after terminal sterilization by gamma irradiation. Thus, the developed injectable suspension shows potential for further development for human use.</p>","PeriodicalId":9773,"journal":{"name":"Chemical & pharmaceutical bulletin","volume":"73 8","pages":"670-677"},"PeriodicalIF":1.3,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144820688","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
Effects of the (Trialkyl)ammonium Structures in (Ammonio)amidyl Groups on π-Electron Donating Ability and Thermal Stability: Experimental and Computational Study. 氨基（氨）基（三烷基）铵结构对π给电子能力和热稳定性的影响：实验与计算研究。
IF 1.3 4区 医学
Chemical & pharmaceutical bulletin Pub Date : 2025-01-01 DOI: 10.1248/cpb.c25-00260
Hikaru Fujita, Takanari Arai, Hiroki Muraya, Yoshika Matsuyama, Munetaka Kunishima
{"title":"Effects of the (Trialkyl)ammonium Structures in (Ammonio)amidyl Groups on π-Electron Donating Ability and Thermal Stability: Experimental and Computational Study.","authors":"Hikaru Fujita, Takanari Arai, Hiroki Muraya, Yoshika Matsuyama, Munetaka Kunishima","doi":"10.1248/cpb.c25-00260","DOIUrl":"https://doi.org/10.1248/cpb.c25-00260","url":null,"abstract":"<p><p>The (ammonio)amidyl (AA) groups, with the general structure of R<sub>3</sub>N<sup>+</sup>N<sup>-</sup>-, represent a new class of π-electron-donating groups for the benzene-based π-conjugated molecules. This study investigated AA-substituted p-nitrobenzenes to assess the effects of acyclic, monocyclic, and bicyclic ammonium structures in the AA groups on the π-electron-donating ability and thermal stability of the structure. Quantum chemical calculations were performed that supported the experimentally observed favorable properties of the (quinuclidinio)amidyl (QA) group.</p>","PeriodicalId":9773,"journal":{"name":"Chemical & pharmaceutical bulletin","volume":"73 8","pages":"752-761"},"PeriodicalIF":1.3,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144944367","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
Tantalum-Catalyzed Peptide Elongation of Unprotected Amino Acids Using N-Trimethylsilylimidazole. 钽催化n -三甲基硅基咪唑对未保护氨基酸的肽延伸。
IF 1.5 4区 医学
Chemical & pharmaceutical bulletin Pub Date : 2025-01-01 DOI: 10.1248/cpb.c25-00281
Tomohiro Hattori, Haruna Watanabe, Yuki Matsunaga, Hisashi Yamamoto
{"title":"Tantalum-Catalyzed Peptide Elongation of Unprotected Amino Acids Using N-Trimethylsilylimidazole.","authors":"Tomohiro Hattori, Haruna Watanabe, Yuki Matsunaga, Hisashi Yamamoto","doi":"10.1248/cpb.c25-00281","DOIUrl":"https://doi.org/10.1248/cpb.c25-00281","url":null,"abstract":"<p><p>Unprotected amino acids are completely insoluble in organic solvents, limiting their use in organic synthesis. To address this issue, we report a Ta-catalyzed strategy for the elongation of unprotected amino acids using N-trimethylsilylimidazole. More specifically, silylation of the unprotected amino acids was carried out at both termini to generate a linear intermediate that was soluble in organic solvents, thereby permitting the efficient introduction of amino acid esters at the C-terminus. Furthermore, the in situ silicon protection approach employed herein was applicable to varying lengths of amino acid chains, leading to the generation of N-unprotected β-, γ-, and δ-peptides without any loss of enantio- or diastereopurity. These innovative results have facilitated the elimination of several steps in the preparation of desired peptides and have simplified the synthesis of peptides containing long-chain amino acids and branched peptides.</p>","PeriodicalId":9773,"journal":{"name":"Chemical & pharmaceutical bulletin","volume":"73 7","pages":"595-599"},"PeriodicalIF":1.5,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144574918","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
Chemoenzymatic Dynamic Kinetic Resolution of a Tertiary Alcohol Based on Compartmentalization of Oxovanadium and Lipase Catalysts by Means of a Polydimethylsiloxane Thimble. 基于氧化钒区隔化和脂肪酶催化剂的叔醇化学酶动力学拆分。
IF 1.5 4区 医学
Chemical & pharmaceutical bulletin Pub Date : 2025-01-01 DOI: 10.1248/cpb.c25-00065
Karla Wagner, Satoshi Horino, Anke Hummel, Kyohei Kanomata, Shuji Akai, Harald Gröger
{"title":"Chemoenzymatic Dynamic Kinetic Resolution of a Tertiary Alcohol Based on Compartmentalization of Oxovanadium and Lipase Catalysts by Means of a Polydimethylsiloxane Thimble.","authors":"Karla Wagner, Satoshi Horino, Anke Hummel, Kyohei Kanomata, Shuji Akai, Harald Gröger","doi":"10.1248/cpb.c25-00065","DOIUrl":"https://doi.org/10.1248/cpb.c25-00065","url":null,"abstract":"<p><p>Addressing the challenging field of chemoenzymatic dynamic kinetic resolution (DKR) of tertiary alcohols, for which so far only one example exists in the literature, we combined biocatalytic esterification and oxovanadium-catalyzed racemization, operating both steps in two different compartments of one reactor. The compartmentalization of the two heterogeneous catalysts, namely, immobilized lipase A from Candida antarctica (CAL-A) or its mutant and oxovanadium species on mesoporous silica, was achieved using a polydimethylsiloxane thimble, avoiding contact of the oxovanadium with water, thus maintaining the catalyst's activity and thereby successfully improving the efficiency of the DKR. Utilizing the immobilized double mutant CAL-A V278S + S429G, the ester was obtained in 62% yield with excellent enantiomeric excess of >99% ee.</p>","PeriodicalId":9773,"journal":{"name":"Chemical & pharmaceutical bulletin","volume":"73 6","pages":"511-514"},"PeriodicalIF":1.5,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144246659","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
Design, Synthesis and Radioprotective Activity Evaluation of Novel N-Phenyl-2H-chromene-3-carboxamides Derived from Ex-RAD. 新型n -苯基- 2h -铬-3-羧胺的设计、合成及辐射防护活性评价。
IF 1.5 4区 医学
Chemical & pharmaceutical bulletin Pub Date : 2025-01-01 DOI: 10.1248/cpb.c25-00105
Xin-Ru Liu, Han-Yin Feng, Xiao-Han Liu, Jing Xu, Shu-Chen Liu, Shou-Guo Zhang, Tao Peng
{"title":"Design, Synthesis and Radioprotective Activity Evaluation of Novel N-Phenyl-2H-chromene-3-carboxamides Derived from Ex-RAD.","authors":"Xin-Ru Liu, Han-Yin Feng, Xiao-Han Liu, Jing Xu, Shu-Chen Liu, Shou-Guo Zhang, Tao Peng","doi":"10.1248/cpb.c25-00105","DOIUrl":"https://doi.org/10.1248/cpb.c25-00105","url":null,"abstract":"<p><p>Exposures to ionizing radiation can cause serious damages to human body, and the development of radiation countermeasures is urgently needed. In this paper, a series of N-phenyl-2H-chromene-3-carboxamides were designed and synthesized as potential radiation countermeasures. Their radioprotective activities were evaluated in vitro and in vivo, and compound B5 was identified as the most effective molecule among the target compounds. B5 can not only accelerate the recovery of peripheral blood cells in mice exposed to total body irradiation, but also alleviate damage to the small intestine, spleen and thymus in mice exposed to abdominal irradiation. Furthermore, B5 exhibited superior ability to mitigate radiation-induced DNA damage and apoptosis in irradiated AHH-1 cells. Western blot analysis indicated that the radioprotection provided by B5 resulted in the downregulation of pro-apoptosis proteins p53 and upregulation of anti-apoptosis protein Bcl-2. In addition, the RNA-Sequencing analysis revealed that B5 primarily exerts its radioprotective effects through the Wnt signaling pathway and the mitogen-activated protein kinase (MAPK) signaling pathway. In conclusion, we identified B5 as a promising radioprotective compound, and B5 is valuable for further research in the future.</p>","PeriodicalId":9773,"journal":{"name":"Chemical & pharmaceutical bulletin","volume":"73 7","pages":"600-615"},"PeriodicalIF":1.5,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144599511","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
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