Journal of Natural Medicines最新文献

{"title":"Rhein alleviates advanced glycation end products (AGEs)-induced inflammatory injury of diabetic cardiomyopathy in vitro and in vivo models","authors":"Shao-Yang Zhao,&nbsp;Huan-Huan Zhao,&nbsp;Bao-Hua Wang,&nbsp;Cui Shao,&nbsp;Wen-Jun Pan,&nbsp;Sai-Mei Li","doi":"10.1007/s11418-023-01741-7","DOIUrl":"10.1007/s11418-023-01741-7","url":null,"abstract":"<div><p>In diabetic patients, diabetic cardiomyopathy (DCM) is one of the most common causes of death. The inflammatory response is essential in the pathogenesis of DCM. Rhein, an anthraquinone compound, is extracted from the herb rhubarb, demonstrating various biological activities. However, it is unclear whether rhein has an anti-inflammatory effect in treating DCM. In our research, we investigated the anti-inflammatory properties as well as its possible mechanism. According to the findings in vitro, rhein could to exert an anti-inflammatory effect by reducing the production of NO, TNF-α, PGE₂, iNOS, and COX-2 in RAW264.7 cells that had been stimulated with advanced glycosylation end products (AGEs). In addition, rhein alleviated H9C2 cells inflammation injury stimulated by AGEs/macrophage conditioned medium (CM). In vivo have depicted that continuous gavage of rhein could improve cardiac function and pathological changes. Moreover, it could inhibit the accumulation of AGEs and infiltration of inflammatory factors inside the heart of rats having DCM. Mechanism study showed rhein could suppress IKKβ and IκB phosphorylation via down-regulating TRAF6 expression to inhibit NF-κB pathway in AGEs/CM-induced H9C2 cells. Moreover, the anti-inflammation effect of rhein was realized through down-regulation phosphorylation of JNK MAPK. Furthermore, we found JNK MAPK could crosstalk with NF-κB pathway by regulating IκB phosphorylation without affecting IKKβ activity. And hence, the protective mechanism of rhein may involve the inhibiting of the TRAF6-NF/κB pathway, the JNK MAPK pathway, and the crosstalk between the two pathways. These results suggested that rhein may be a promising drug candidate in anti-inflammation and inflammation-related DCM therapy.</p><h3>Graphical abstract</h3>\u0000 <figure><div><div><div><picture><source><img></source></picture></div></div></div></figure>\u0000 </div>","PeriodicalId":654,"journal":{"name":"Journal of Natural Medicines","volume":"77 4","pages":"898 - 915"},"PeriodicalIF":3.3,"publicationDate":"2023-08-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4743317","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}

{"title":"Identification of a diarylpentanoid-producing polyketide synthase in the biosynthesis of 2-(2-phenylethyl)chromones in agarwood","authors":"Hiroyuki Morita,&nbsp;Yuan-E Lee,&nbsp;She-Po Shi","doi":"10.1007/s11418-023-01743-5","DOIUrl":"10.1007/s11418-023-01743-5","url":null,"abstract":"<div><p>Agarwood has been valued as an exquisite, high-grade fragrant wood since ancient times. Due to the scarcity of high-quality agarwood, it is quite expensive, and the number of original plants has been drastically reduced due to overharvesting, including illegal logging. Despite this, a reliable method of agarwood cultivation has yet to be developed. Thus, identifying the biosynthetic pathways of the fragrant components in agarwood might help developers to optimize the culture conditions and create artificial agarwood, by monitoring the expression of the biosynthetic enzymes or their genes. This review presents the characteristics of our recently identified key enzyme, 2-(2-phenylethyl)chromone precursor synthase (PECPS), which generates the common precursor of 2-(2-phenylethyl)chromones (PECs), the main fragrances in agarwood, as well as our reasoning to reach these conclusions. We also discuss the biosynthetic pathway of PECs, unveiled following the identification of PECPS.</p></div>","PeriodicalId":654,"journal":{"name":"Journal of Natural Medicines","volume":"77 4","pages":"667 - 676"},"PeriodicalIF":3.3,"publicationDate":"2023-08-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s11418-023-01743-5.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4742551","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Hydrophobic constituents of Polygonum multiflorum roots promote renal erythropoietin expression in healthy mice","authors":"Saki Shirako,&nbsp;Siti Mariyah Ulfa,&nbsp;Yuto Nishidono,&nbsp;Dinia Rizqi Dwijayanti,&nbsp;Tetsuya Okuyama,&nbsp;Richi Nakatake,&nbsp;Ken Tanaka,&nbsp;Yukinobu Ikeya,&nbsp;Mikio Nishizawa","doi":"10.1007/s11418-023-01737-3","DOIUrl":"10.1007/s11418-023-01737-3","url":null,"abstract":"<div><p>The roots of <i>Polygonum multiflorum</i> Thunberg (Polygonaceae) are used as a crude drug <i>Kashu</i> that is considered to improve <i>blood</i> deficiency based on a Kampo concept. <i>Kashu</i> has been included in Kampo formulas, such as <i>Tokiinshi</i>, which is used to treat eczema and dermatitis with itchiness by inhibiting inflammation and facilitating blood circulation in the skin. However, the effects of<i> P. multiflorum</i> roots on erythropoiesis are unclear. Previously, we isolated six phenolic constituents from an ethyl acetate (EtOAc)-soluble fraction of <i>P. multiflorum</i> root extract and identified them as (<i>E</i>)-2,3,5,4'-tetrahydroxystilbene-2-<i>O</i>-β-D-glucopyranoside [(<i>E</i>)-THSG], emodin, emodin-8-<i>O</i>-β-D-glucopyranoside, physcion, physcion-8-<i>O</i>-β-D-glucopyranoside, and catechin. To examine whether <i>P. multiflorum</i> roots facilitate erythropoiesis, the EtOAc-soluble fraction was orally administered to healthy ICR mice. When compared with mice fed a standard diet alone (Controls), the mice fed a diet including the EtOAc-soluble fraction exhibited significantly higher serum erythropoietin (Epo) levels. The renal <i>Epo</i> mRNA levels in EtOAc-soluble fraction-administered mice were significantly higher than those in the control mice. Then, we administered roxadustat, which is a drug to treat the patient suffering with renal anemia by specifically inhibiting hypoxia-inducible factor prolyl hydroxylases. Roxadustat slightly increased renal <i>Epo</i> mRNA levels in healthy mice. Administration of (<i>E</i>)-THSG, a major constituent, significantly increased serum Epo levels. It is likely that (<i>E</i>)-THSG may facilitate the process to convert inactive renal Epo-producing cells to active Epo-producing cells. Collectively, it is implied that (<i>E</i>)-THSG in the EtOAc-soluble fraction of <i>P. multiflorum</i> roots may primarily improve <i>blood</i> deficiency of Kampo concept by promoting erythropoiesis.</p><h3>Graphical abstract</h3>\u0000 <figure><div><div><div><picture><source><img></source></picture></div></div></div></figure>\u0000 </div>","PeriodicalId":654,"journal":{"name":"Journal of Natural Medicines","volume":"77 4","pages":"880 - 890"},"PeriodicalIF":3.3,"publicationDate":"2023-08-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4641143","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}

{"title":"Population genetic structure of wild Angelica acutiloba, A. acutiloba var. iwatensis, and their hybrids by atpF–atpA intergenic spacer in chloroplast DNA and genome-wide SNP analysis using MIG-seq","authors":"Motoyasu Minami,&nbsp;Ryusaku Tanaka,&nbsp;Takako Mori,&nbsp;Taichi Fujii,&nbsp;Takashi Tsuchida,&nbsp;Toshiro Shibata","doi":"10.1007/s11418-023-01742-6","DOIUrl":"10.1007/s11418-023-01742-6","url":null,"abstract":"<div><p>Sampling surveys of <i>Angelica acutiloba</i> and <i>A. acutiloba</i> var. <i>iwatensis,</i> which are medicinal plants endemic to Japan, were conducted in the Chubu region in the central area of the main island of Japan. <i>A. acutiloba</i> grows in riverbeds in mountainous areas, while <i>A. acutiloba.</i> var<i>. iwatensis</i> grows on slopes near mountain ridges at 1000 m above sea level or on constantly collapsing rocky slopes and bare fields on developed land along asphalt roads in valleys of mountainous areas. Specimens of two wild <i>Angelica</i> species collected in this region were examined for maternal lineage by DNA polymorphism analysis of the <i>atp</i>F–<i>atp</i>A region for chloroplast DNA using direct sequencing and genomic component analysis by genome-wide SNP using MIG-seq. In this study area, while all <i>A. acutiloba</i> populations were monophyletic in both maternal and ancestral lineages, <i>A. acutiloba</i> var<i>. iwatensis</i> were genetically heterogeneous due to being composed of three maternal and three ancestral lineages to various degrees. In addition, a natural hybrid population with maternal lineage presumed to be <i>A. acutiloba</i> and paternal lineage <i>A. acutiloba</i> var<i>. iwatensis</i> was also found. In the present study, we report that the combined method of <i>atp</i>F–<i>atp</i>A and MIG-seq analyses is a useful tool for determining the population genetic structure of two wild <i>Angelica</i> species and for identifying hybrids<i>.</i></p></div>","PeriodicalId":654,"journal":{"name":"Journal of Natural Medicines","volume":"77 4","pages":"1009 - 1021"},"PeriodicalIF":3.3,"publicationDate":"2023-08-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4595698","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}

{"title":"Simplified detection of the species of origin of antler velvets using single-stranded tag hybridization chromatographic printed-array strip","authors":"Hiroaki Nakanishi,&nbsp;Aya Takada,&nbsp;Katsumi Yoneyama,&nbsp;Kentaro Sakai,&nbsp;Kazuyuki Saito","doi":"10.1007/s11418-023-01734-6","DOIUrl":"10.1007/s11418-023-01734-6","url":null,"abstract":"<div><p>In this study, we developed a convenient and easy-to-use origin identification method for antler velvets based on a simple DNA extraction technique and single-stranded tag hybridization chromatographic printed-array strip (STH-PAS). The primer sets used to detect <i>Cervus elaphus</i>, <i>Rangifer tarandus</i>, and 12S rRNA did not engage in non-specific reactions such as primer dimer formation. In both the triplex and singleplex assays, the sensitivity was &lt; 1 ng DNA. Moreover, <i>Cervus elaphus</i> DNA could be detected in OTC crude drug products. Although the detection sensitivity resulting from the simplified extraction was slightly lower than that obtained with extraction by conventional methods, the amount of DNA was sufficient even from a small sample. The choice of a triplex or singleplex assay will depend on the purpose of the test. For example, if it is important to determine whether the antler velvet is derived from <i>Cervus elaphus</i> or <i>Rangifer tarandus</i>, a triplex assay is appropriate. If it is necessary to explore whether antler velvet from <i>Cervus elaphus</i> is included in an OTC crude drug product, a singleplex assay using the <i>Cervus elaphus</i> primer set is informative. If it is necessary to explore whether powdered antler velvet includes counterfeit products (from <i>Rangifer tarandus</i>), a singleplex assay employing the <i>Rangifer tarandus</i> primer is appropriate. The singleplex assay detects minor components even at a 1,000:1 ratio. Our study thus demonstrated the utility of a method combining simple DNA extraction with STH-PAS for efficient identification of the origin of antler velvets.</p></div>","PeriodicalId":654,"journal":{"name":"Journal of Natural Medicines","volume":"77 4","pages":"998 - 1004"},"PeriodicalIF":3.3,"publicationDate":"2023-08-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s11418-023-01734-6.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4564471","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Metabolite profiling of Drynariae Rhizoma using 1H NMR and HPLC coupled with multivariate statistical analysis","authors":"Yuzhuo Dong,&nbsp;Kazufumi Toume,&nbsp;Shin Kimijima,&nbsp;Hanpei Zhang,&nbsp;Shu Zhu,&nbsp;Yumin He,&nbsp;Shaoqing Cai,&nbsp;Takuro Maruyama,&nbsp;Katsuko Komatsu","doi":"10.1007/s11418-023-01726-6","DOIUrl":"10.1007/s11418-023-01726-6","url":null,"abstract":"<div><p>Drynariae Rhizoma has been used to treat bone diseases and kidney deficiency in traditional medicine. Recently its aqueous extract was reported to enhance memory function. Although the Japanese standards for non-Pharmacopoeial crude drugs 2022 prescribed <i>Drynaria roosii</i> as the botanical origin, some counterfeits and both raw and stir-fired crude drugs are available in markets. To distinguish Drynariae Rhizoma derived from <i>D. roosii</i> appropriately from others and verify the validity of uses of stir-fried ones, ¹H NMR-based metabolite profiling coupled with HPLC were performed. Raw samples derived from <i>D. roosii</i> contained naringin (<b>1</b>), neoeriocitrin (<b>2</b>), 5,7-dihydroxychromone-7-<i>O</i>-neohesperidoside (<b>3</b>), caffeic acid 4-<i>O</i>-β-<span>d</span>-glucoside (<b>4</b>), protocatechuic acid (<b>5</b>), trans-<i>p</i>-coumaric acid 4-<i>O</i>-β-<span>d</span>-glucoside (<b>6</b>), and kaempferol 3-<i>O</i>-α-<span>l</span>-rhamnoside 7-<i>O</i>-β-<span>d</span>-glucoside (<b>8</b>). Stir-fried samples were characterized by presence of 5-hydroxymethyl-2-furaldehyde (<b>13</b>), and were divided into two types; one possessing similar composition to raw samples (Type I) and another without above components except <b>5</b> (Type II). Quantitative analyses using qHNMR and HPLC, followed by principal component analysis demonstrated that the raw samples had higher contents of <b>1</b> (0.93–9.86 mg/g), <b>2</b> (0.74–7.59 mg/g), <b>3</b> (0.05–2.48 mg/g), <b>4</b> (0.27–2.51 mg/g), <b>6</b> (0.14–1.26 mg/g), and <b>8</b> (0.04–0.52 mg/g), and Type II had a higher content of <b>5</b> (0.84–1.32 mg/g). The counterfeit samples derived from <i>Araiostegia divaricata</i> var. <i>formosana</i> were characterized by higher content of ( −)-epicatechin 3-<i>O</i>-β-<span>d</span>-allopyranoside (<b>10</b>) (1.44–11.49 mg/g) without <b>1</b> and <b>2</b>. These results suggested that Drynariae Rhizoma samples derived from other botanical origins and Type II stir-fried samples cannot substitute for <i>D. roosii</i> rhizome.</p></div>","PeriodicalId":654,"journal":{"name":"Journal of Natural Medicines","volume":"77 4","pages":"839 - 857"},"PeriodicalIF":3.3,"publicationDate":"2023-08-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4111936","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}

{"title":"Publisher Correction: New biofunctional effects of oleanane-type triterpene saponins","authors":"Hisashi Matsuda,&nbsp;Toshio Morikawa,&nbsp;Seikou Nakamura,&nbsp;Osamu Muraoka,&nbsp;Masayuki Yoshikawa","doi":"10.1007/s11418-023-01736-4","DOIUrl":"10.1007/s11418-023-01736-4","url":null,"abstract":"","PeriodicalId":654,"journal":{"name":"Journal of Natural Medicines","volume":"77 4","pages":"665 - 666"},"PeriodicalIF":3.3,"publicationDate":"2023-08-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s11418-023-01736-4.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4112571","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Quantitative analysis of taxiphyllin, a cyanogenic glycoside, in the leaves of Hydrangea macrophylla var. thunbergii","authors":"Junko Tsukioka,&nbsp;Yutaro Ohki,&nbsp;Momona Nakao,&nbsp;Seikou Nakamura","doi":"10.1007/s11418-023-01733-7","DOIUrl":"10.1007/s11418-023-01733-7","url":null,"abstract":"<div><p>The dried and fermented leaves of <i>Hydrangea macrophylla</i> var. <i>thunbergii</i> are currently used as crude drugs (Sweet Hydrangea Leaf) with a sweet taste for patients with diabetes. In recent years, cases of food poisoning with symptoms of vomiting etc. have been reported after drinking a decoction of this crude drug. Cyanogenic glycosides have been suggested as potential causative agents. However, cyanogenic glycosides from <i>H. macrophylla</i> var. <i>thunbergii</i> was ambiguous. In the present study, we found that the leaves contained the cyanogenic glycoside taxiphillin (<b>1</b>). Next, the content of <b>1</b> in leaves of different sizes, colors, parts, and growth periods was quantified. In addition, we prepared the leaves of plants grown in five types of soils with different pH values (pH 5.0–7.5). The content of <b>1</b> in the leaves of the plants grown in these soils was quantified. The content of <b>1</b> varied greatly, with more than a three-fold difference, depending on when the leaves were collected from the plants. Furthermore, we compared the content of <b>1</b> in the crude drug obtained under different processing conditions for <i>H. macrophylla</i> var. <i>thunbergii.</i> The results showed that <b>1</b> was mostly hydrolyzed during plant processing. It has been suggested that cyanogenic glycosides are not the causative constituents of food poisoning.</p><h3>Graphical abstract</h3>\u0000 <figure><div><div><div><picture><source><img></source></picture></div></div></div></figure>\u0000 </div>","PeriodicalId":654,"journal":{"name":"Journal of Natural Medicines","volume":"77 4","pages":"978 - 985"},"PeriodicalIF":3.3,"publicationDate":"2023-07-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"5155963","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}

{"title":"Cordythiazole A, the first member of thiazole alkaloids from Chinese cordyceps, with α-glucosidase inhibitory activity","authors":"Xue Han,&nbsp;Li-Hua Liu,&nbsp;Xiao-Ying Fang,&nbsp;Shu-Tai Jiang,&nbsp;Huan Zhao,&nbsp;Zheng-Ming Qian,&nbsp;Zhi-Nan Yin,&nbsp;Li-Gong Lu,&nbsp;Chuan-Xi Wang,&nbsp;Xin-Sheng Yao,&nbsp;Hao Gao","doi":"10.1007/s11418-023-01732-8","DOIUrl":"10.1007/s11418-023-01732-8","url":null,"abstract":"<div><p>Chinese cordyceps, also known as Dong-Chong-Xia-Cao, is widely recognized as a famous precious tonic herb, and used as traditional Chinese medicine for centuries. It is mainly used for regulating the immune system and improving functions of the lung and kidney, with anti-tumor, anti-inflammatory, and anti-diabetic activities. Due to its rarity and preciousness, a few chemical components are isolated and identified. Moreover, most of them are common chemical components and widely distributed in other natural resources, such as nucleosides, sterols, fatty acids, sugar alcohols, and peptides. Therefore, a large number of active substances of Chinese cordyceps is still unclear. During our search for chemical constituents of Chinese cordyceps, a new thiazole alkaloid, cordythiazole A (1), was isolated and identified. Its structure was elucidated by comprehensive spectroscopic analysis and single-crystal X-ray diffraction analysis. This is the first report of the presence of thiazole alkaloid in Chinese cordyceps, which adds a new class of metabolite of Chinese cordyceps. Furthermore, a putative biosynthesis pathway of cordythiazole A was proposed based on possible biogenic precursor, genes, and literatures. In addition, it showed <i>α</i>-glucosidase inhibitory activity with potency close to that of acarbose. The discovery of cordythiazole A with α-glucosidase inhibitory activity adds a new class of potential anti-diabetes ingredient in Chinese cordyceps.</p><h3>Graphical abstract</h3>\u0000 <figure><div><div><div><picture><source><img></source></picture></div></div></div></figure>\u0000 </div>","PeriodicalId":654,"journal":{"name":"Journal of Natural Medicines","volume":"77 4","pages":"986 - 991"},"PeriodicalIF":3.3,"publicationDate":"2023-07-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s11418-023-01732-8.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"5118533","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"A monoacylglyceryltrimethylhomoserine, 21F121-A, containing a branched acyl group from Penicillium glaucoroseum","authors":"Ichiro Kimura,&nbsp;Yuki Hitora,&nbsp;Yusaku Sadahiro,&nbsp;Teppei Kawahara,&nbsp;Sachiko Tsukamoto","doi":"10.1007/s11418-023-01735-5","DOIUrl":"10.1007/s11418-023-01735-5","url":null,"abstract":"<div><p>A new monoacylglyceryltrimethylhomoserine, 21F121-A (<b>1</b>), was isolated from the culture of <i>Penicillium glaucoroseum</i> (21F00121) by LCMS-guided purification. The structure was elucidated by NMR and mass spectrometries. The absolute configuration of the homoserine moiety was analyzed by the ECD spectrum after acid hydrolysis, and the <i>S</i>-configuration of the glycerol moiety was determined based on the spectrum of the 1,2-dibenzoyl derivative after acid hydrolysis. Although a variety of diacylglyceryltrimethylhomoserine is distributed in lower plants and fungi, a limited number of studies on monoacyl derivatives have been reported. This is the fourth sample of monoacylglyceryltrimethylhomoserine discovered from a natural source, and the second sample isolated from a fungus. Compound <b>1</b> contains an unusual branched pentaene chain attached at the <i>sn</i>-1 position of glycerol and weakly inhibited the growth of HCT116 cells.</p><h3>Graphical abstract</h3>\u0000 <figure><div><div><div><picture><source><img></source></picture></div></div></div></figure>\u0000 </div>","PeriodicalId":654,"journal":{"name":"Journal of Natural Medicines","volume":"77 4","pages":"992 - 997"},"PeriodicalIF":3.3,"publicationDate":"2023-07-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s11418-023-01735-5.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"5118800","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}