PhytochemistryPub Date : 2024-10-18DOI: 10.1016/j.phytochem.2024.114309
Peng-Jun Zhou , Xi-Ying Wu , Ze-Yu Zhao , Yi Zang , Zhong-Shuai Sun , Yue-Ling Li , Na Li , Juan Xiong , Yeun-Mun Choo , Ze-Xin Jin , Jia Li , Jin-Feng Hu
{"title":"Benzofurans and dibenzofurans from galls on twigs of the endangered Chinese endemic tree Parrotia subaequalis and their inhibitory properties against Staphylococcus aureus and ATP-citrate lyase","authors":"Peng-Jun Zhou , Xi-Ying Wu , Ze-Yu Zhao , Yi Zang , Zhong-Shuai Sun , Yue-Ling Li , Na Li , Juan Xiong , Yeun-Mun Choo , Ze-Xin Jin , Jia Li , Jin-Feng Hu","doi":"10.1016/j.phytochem.2024.114309","DOIUrl":"10.1016/j.phytochem.2024.114309","url":null,"abstract":"<div><div><em>Parrotia subaequalis</em>, an endangered Tertiary relict tree native to China and a member of the Hamamelidaceae family, is one of several host plant species in this family that exhibit unique ecological habits, such as gall formation. Tree galls are the results of complex interactions between gall-inducing insects and their host plant organs. The formation of galls may serve to protect other regions of the plant from potential damage, often through the production of phytoalexins. In this study, a preliminary investigation was carried out on the metabolites of the 90% MeOH extract derived from the closed spherical galls on the twigs of <em>P. subaequalis</em>. Consequently, nine previously undescribed benzofuran-type and dibenzofuran-type phytoalexins (parrotiagallols A−I, <strong>1</strong>−<strong>9</strong>, respectively) were isolated and characterized, along with several known miscellaneous metabolites (<strong>10</strong>−<strong>17</strong>). Their chemical structures and absolute configurations were elucidated using spectroscopic methods, a combination of calculated and experimental electronic circular dichroism data, and single crystal X-ray diffraction analyses. Among these compounds, <strong>1</strong> and <strong>2</strong> are identified as neolignan derivatives, while compounds <strong>3</strong>−<strong>5</strong> are classified as 9,10-dinorneolignans. Compound <strong>6</strong> represents a rare 2,3-<em>seco</em>-neolignan, and compounds <strong>7</strong>−<strong>9</strong> are dihydroxy-dimethyl-dibenzofuran derivatives. Parrotiagallol A (<strong>1</strong>) showed considerable antibacterial activity against <em>Staphylococcus aureus</em>, with an MIC value of 14 <em>μ</em>M. Additionally, parrotiagallol E (<strong>5</strong>) and methyl gallate (<strong>17</strong>) exhibited inhibitory effects against ATP-citrate lyase (ACL), a potential therapeutic target for hyperlipidemia, with IC<sub>50</sub> values of 5.1 and 9.8 <em>μ</em>M, respectively. The findings underscore that galls not only serve as physical defense barriers but also benefit from the chemical defense system of the host plants. These insights provide avenues for exploring potential new therapeutic agents for <em>S. aureus</em> infections and ACL-related diseases, while also promoting scientific conservation strategies for <em>P</em>. <em>subaequalis</em>.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"229 ","pages":"Article 114309"},"PeriodicalIF":3.2,"publicationDate":"2024-10-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142472497","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
PhytochemistryPub Date : 2024-10-16DOI: 10.1016/j.phytochem.2024.114298
Qianqian Yin , Gang Chen , Jinle Hao , Bin Lin , Qingqi Meng , Libin Xu , Di Zhou , Yue Hou , Ning Li
{"title":"Flavaglines with anti-neuroinflammatory activity from Aglaia edulis (Roxb.) Wall. and structure revision of related flavaglines","authors":"Qianqian Yin , Gang Chen , Jinle Hao , Bin Lin , Qingqi Meng , Libin Xu , Di Zhou , Yue Hou , Ning Li","doi":"10.1016/j.phytochem.2024.114298","DOIUrl":"10.1016/j.phytochem.2024.114298","url":null,"abstract":"<div><div>Eight cyclopenta[<em>b</em>]benzofurans (<strong>1</strong>, <strong>2</strong>, <strong>4</strong>, and <strong>5</strong>-<strong>9</strong>) and eight cyclopenta[<em>bc</em>]benzopyrans (<strong>3</strong>, <strong>10</strong>–<strong>16</strong>), including a revised (<strong>4</strong>) and three undescribed compounds (<strong>1</strong>–<strong>3</strong>), were isolated from the twigs and leaves of <em>Aglaia edulis</em> (Roxb.) Wall. Their structures were determined by a combination of spectral analysis in conjunction with NMR and ECD calculations. Moreover, based on the findings from <sup>13</sup>C NMR calculations and DP4+ statistical analysis, an empirical guideline was established to differentiate the structures of cyclopenta[<em>bc</em>]benzopyrans and cyclopenta[<em>b</em>]benzofurans by aggregating chemical shift data from known compounds. This guideline facilitated the proposal of structural revisions for three previously reported analogs (<strong>R-1</strong>, <strong>R-2</strong>, <strong>R-3</strong>). Biological assay indicated that cyclopenta[<em>b</em>]benzofuran flavalines (<strong>2</strong>, and <strong>4–8</strong>) could significantly inhibit NO production in LPS-induced BV-2 cells with IC<sub>50</sub> values from 0.002 to 0.05 μM.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"229 ","pages":"Article 114298"},"PeriodicalIF":3.2,"publicationDate":"2024-10-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142472500","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
PhytochemistryPub Date : 2024-10-16DOI: 10.1016/j.phytochem.2024.114301
Corentin Conart, Henrik Toft Simonsen
{"title":"Tamariscol biosynthesis in Frullania tamarisci","authors":"Corentin Conart, Henrik Toft Simonsen","doi":"10.1016/j.phytochem.2024.114301","DOIUrl":"10.1016/j.phytochem.2024.114301","url":null,"abstract":"<div><div>The liverwort <em>Frullania tamarisci</em> (L.) Dumort produces large amounts of terpenoids, among others the sesquiterpene alcohol tamariscol. Tamariscol has an earthy woody fragrance, and the use in perfurmes and production of it was patented in 1984. The microbial terpene synthase-like (MTPSL) enzyme <em>Ft</em>MTPSL6 is shown to be responsible for the biosynthesis of tamariscol. <em>Ft</em>MTPSL6 was obtained through RNA sequencing of wild growing <em>F. tamarisci</em> along with six other MTPSLs (<em>Ft</em>MTPSL1-7). The biochemical activity was determined for three of them, and two others where metabolic active, but the product could not be identified. The three characterized enzymes are the tamariscol synthase (<em>Ft</em>MTPSL6), copaene synthase (<em>Ft</em>MTPSL1) and gurjunene synthase (<em>Ft</em>MTPSL3). Thus, the biosynthesis of the economically attractive compound tamariscol is established, and this opens up for further exploitation of this molecule.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"229 ","pages":"Article 114301"},"PeriodicalIF":3.2,"publicationDate":"2024-10-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142472501","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
PhytochemistryPub Date : 2024-10-16DOI: 10.1016/j.phytochem.2024.114305
Kai Guo , Shi-Hong Luo , Yan-Chun Liu , Ting-Ting Zhou , Yan Liu , Sheng-Hong Li
{"title":"Immunosuppressive leucosceptrane-type sesterterpenoids with antipodal cyclopentenones isolated from Leucosceptrum canum","authors":"Kai Guo , Shi-Hong Luo , Yan-Chun Liu , Ting-Ting Zhou , Yan Liu , Sheng-Hong Li","doi":"10.1016/j.phytochem.2024.114305","DOIUrl":"10.1016/j.phytochem.2024.114305","url":null,"abstract":"<div><div>Ten undescribed leucosceptrane-type sesterterpenoids with antipodal cyclopentenone moieties were isolated from the leaves of <em>Leucosceptrum canum</em>. Their structures including absolute configurations were elucidated by comprehensive spectroscopic analyses (including 1D and 2D NMR, and HRMS) and ECD calculations. <em>In vitro</em> immunosuppressive effects of these sesterterpenoids against the proliferation of T cells and the secretion of cytokine IFN-<em>γ</em> were evaluated. Among them, 11<em>α</em>-<em>H</em>-leucosceptroid C, 5,13-dehydro-11<em>α</em>-<em>H</em>-leucosceptroid C, 5,13-dehydro-11<em>β</em>-hydroxy-leucosceptroid C, and 5,13-dehydro-11<em>α</em>-hydroxy-leucosceptroid C significantly inhibited IFN-<em>γ</em> secretion with IC<sub>50</sub> values of 12.55–23.62 μM. More remarkable inhibitory effects against IFN-<em>γ</em> secretion were observed for 5,13-dehydro-11<em>β</em>-hydroxy-leucosceptroid D, leucosceptroid U, 14-<em>epi</em>-leucosceptroid U, leucosceptroid V, and 14-<em>epi</em>-leucosceptroid V, with IC<sub>50</sub> values of 4.32–9.47 μM.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"229 ","pages":"Article 114305"},"PeriodicalIF":3.2,"publicationDate":"2024-10-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142472505","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
PhytochemistryPub Date : 2024-10-16DOI: 10.1016/j.phytochem.2024.114299
Jinchun Nie , Shuang Guo , Didi Wang , Zhenwei Li , Daidi Zhang , Wei Li , De-an Guo
{"title":"Aspongpyridiniums A−J, amino acid-derived pyridinium salts from insect species Aspongopus chinensis","authors":"Jinchun Nie , Shuang Guo , Didi Wang , Zhenwei Li , Daidi Zhang , Wei Li , De-an Guo","doi":"10.1016/j.phytochem.2024.114299","DOIUrl":"10.1016/j.phytochem.2024.114299","url":null,"abstract":"<div><div>Aspongpyridiniums A−J (<strong>1</strong>−<strong>10</strong>), ten previously undescribed amino acid-derived pyridinium salts were isolated and identified from the <em>n</em>-BuOH fraction of the 50% MeOH extract of insect species <em>Aspongopus chinensis</em>, well-known for its use in traditional Chinese medicine for the treatment of pain, indigestion and kidney diseases. Their structures were determined by extensive spectroscopic data as well as electronic circular dichroism calculations and comparisons. Aspongpyridiniums A−J are structurally characterized by a unique 1,3,4-trisubstituted pyridinium skeleton with a variable functional group derived from an amino acid unit. In bioassays, Compounds <strong>5</strong> and <strong>10</strong> exhibited certain inhibitory activities against <em>α</em>-glucosidase, while <strong>1</strong>−<strong>10</strong> showed moderate to weak acetylcholinesterase inhibitory effects.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"229 ","pages":"Article 114299"},"PeriodicalIF":3.2,"publicationDate":"2024-10-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142472496","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
PhytochemistryPub Date : 2024-10-16DOI: 10.1016/j.phytochem.2024.114302
Chuntong Li , Deduo Xu , Zhancai Zheng , Wenquan Lu , Yingbo Yang , Wansheng Chen , Zhijun Wu
{"title":"Chemical constituents from the stem bark of Illicium burmanicum and their anti-inflammatory activity","authors":"Chuntong Li , Deduo Xu , Zhancai Zheng , Wenquan Lu , Yingbo Yang , Wansheng Chen , Zhijun Wu","doi":"10.1016/j.phytochem.2024.114302","DOIUrl":"10.1016/j.phytochem.2024.114302","url":null,"abstract":"<div><div>Thirty-six compounds were isolated from extract of the stem bark of <em>Illicium burmanicum,</em> including twelve previously undescribed prenylated C6–C3 compounds and a norsesquiterpene lactone: illicidione D (<strong>1</strong>), illicidione E (<strong>2</strong>), illicidione F (<strong>3</strong>), illicidione G (<strong>4</strong>), (2<em>R</em>,4<em>S</em>,11<em>R</em>)-12-<em>O</em>-ethylillifunone C (<strong>5</strong>), (2<em>R</em>,4<em>S</em>,11<em>R</em>)-illifunone C-12-<em>O</em>-<em>β</em>-<span>d</span>-glucopyranoside (<strong>6</strong>), (2<em>R</em>,4<em>S</em>,11<em>R</em>)-2-hydroxyillifunone C (<strong>7</strong>), 4-<em>epi</em>-2,3-dehydroillifunone C (<strong>8</strong>), illiburmanone A (<strong>9</strong>), illiburmanone B (<strong>10</strong>), illiburmanlactone A (<strong>11</strong>), (2<em>S</em>,4<em>S</em>,5<em>S</em>,11<em>R</em>)-2,3-dihydroillicione E (<strong>12</strong>), and illiburmanolside A (<strong>13</strong>). Their structures were determined based on extensive spectroscopic data analyses, including MS, NMR, and ECD spectra. The anti-inflammatory activity of the isolated compounds (<strong>1</strong>–<strong>36</strong>) was evaluated, and compounds <strong>7</strong>, <strong>12</strong>, <strong>14</strong>, and <strong>18</strong> exhibited inhibitory effects in RAW 264.7 cells induced by LPS.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"229 ","pages":"Article 114302"},"PeriodicalIF":3.2,"publicationDate":"2024-10-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142472504","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Bipolaristeroid A, a 5,6-seco-9,10-seco-steroid with cytotoxic activity from the fungus Bipolaris maydis","authors":"Yong Shen , Lianghu Gu , Qun Zhou , Xiaotian Zhang, Mengru Yu, Qin Li, Yu Liang, Chunmei Chen, Yonghui Zhang, Hucheng Zhu","doi":"10.1016/j.phytochem.2024.114303","DOIUrl":"10.1016/j.phytochem.2024.114303","url":null,"abstract":"<div><div>Eleven undescribed steroids, bipolaristeroids A–K, and one known compound, demethylincisterol A<sub>3</sub>, were isolated from the fungus <em>Bipolaris maydis</em>. Bipolaristeroid A is a 5,6-seco-9,10-seco-steroid with a rearranged B ring, in which the A and C rings are connected by an ester bond. Bipolaristeroid B is a rearranged 1(10 → 6)-abeosteroid with an aromatic B ring. Their planar structures and absolute configuration were determined using NMR, HRESIMS, DP4+ analysis, ECD calculation, and single-crystal X-ray diffraction. Bipolaristeroid A shows excellent inhibitory effects against the cancer cell lines HepG2, A549, SW620, and C4–2B with IC<sub>50</sub> values of 7.94, 5.11, 5.13, and 3.83 μM, respectively.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"229 ","pages":"Article 114303"},"PeriodicalIF":3.2,"publicationDate":"2024-10-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142472499","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
PhytochemistryPub Date : 2024-10-16DOI: 10.1016/j.phytochem.2024.114304
Xue Tang , Xian-Jing Zhang , Jing-Feng Pan , Kai Guo , Chun-Lin Tan , Qiao-Zhuo Zhang , Li-Ping Long , Rui-Feng Ding , Xue-Mei Niu , Yan Liu , Sheng-Hong Li
{"title":"Z/E configuration controlled by a Taxus sesquiterpene synthase facilitating the biosynthesis of (3Z,6E)-α-farnesene","authors":"Xue Tang , Xian-Jing Zhang , Jing-Feng Pan , Kai Guo , Chun-Lin Tan , Qiao-Zhuo Zhang , Li-Ping Long , Rui-Feng Ding , Xue-Mei Niu , Yan Liu , Sheng-Hong Li","doi":"10.1016/j.phytochem.2024.114304","DOIUrl":"10.1016/j.phytochem.2024.114304","url":null,"abstract":"<div><div>Plant enzymes often present advantages in the synthesis of natural products with specific configurations. Farnesene is a pharmacologically active sesquiterpene with three natural <em>Z</em>/<em>E</em> configurations, among which the enzyme selectively responsible for the biosynthesis of (3<em>Z</em>,6<em>E</em>)-<em>α</em>-farnesene remains elusive. Herein, a sesquiterpene synthase TwSTPS1 biosynthesizing (3<em>Z</em>,6<em>E</em>)-<em>α</em>-farnesene as the major product was identified from <em>Taxus wallichiana</em> through genome mining. Utilizing molecular dynamics simulations and mutation analysis, the catalytic mechanism of TwSTPS1, especially <em>Z/E</em> configuration control, was explored. Moreover, the crucial residues associated with the specific catalytic activity of TwSTPS1 was elucidated through mutagenesis experiments. The findings contribute to our understanding of the <em>Z</em>/<em>E</em> configuration control by plant terpene synthases and also provide an alternative tool for manipulating (3<em>Z</em>,6<em>E</em>)-<em>α</em>-farnesene production using synthetic biology.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"229 ","pages":"Article 114304"},"PeriodicalIF":3.2,"publicationDate":"2024-10-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142472502","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
PhytochemistryPub Date : 2024-10-15DOI: 10.1016/j.phytochem.2024.114300
Li-Xia Wang , Shao-Jie Shi , Li-Ping Long , Xiao-Ping He , Peng Zhang , Xiao-Wen Yang , Yan Liu , Xue-Mei Niu , Kai Guo , Sheng-Hong Li
{"title":"Anti-inflammatory oxazole-, nitro- and hexahydropyrrolo[2,1-b]oxazole-containing abietane diterpenoid alkaloids from Salvia miltiorrhiza","authors":"Li-Xia Wang , Shao-Jie Shi , Li-Ping Long , Xiao-Ping He , Peng Zhang , Xiao-Wen Yang , Yan Liu , Xue-Mei Niu , Kai Guo , Sheng-Hong Li","doi":"10.1016/j.phytochem.2024.114300","DOIUrl":"10.1016/j.phytochem.2024.114300","url":null,"abstract":"<div><div>Nine undescibed abietane diterpenoid alkaloids (DAs), salviamines G‒H (<strong>1</strong>–<strong>2</strong>), isosalviamines G‒J (<strong>3</strong>–<strong>6</strong>), and miltiorramines A‒C (<strong>7</strong>–<strong>9</strong>) were isolated from the roots of <em>Salvia miltiorrhiza</em>. Their chemical structures including absolute configurations were elucidated by extensive spectroscopic analysis (including 1D and 2D NMR, and HRESIMS), combined with the calculated ECD method and single-crystal X-ray diffraction analysis. Among them, compounds <strong>1</strong>–<strong>6</strong> are unusual 20-<em>nor</em>- or 19,20-<em>bisnor</em>-abietane DAs with an oxazole ring. Compounds <strong>7</strong>–<strong>8</strong> are the first examples of DAs with a nitro group isolated from plant sources. Notably, compound <strong>9</strong> possesses a rare hexahydropyrrolo[2,1-<em>b</em>]oxazole unit that is fused in the ring B of the abietane skeleton. Bioactivity assay indicated that compound <strong>3</strong> showed significant anti-inflammatory activity by decreasing the gene expressions of IL-1<em>β</em>, IL-6, and TNF-<em>α</em> in LPS-induced RAW264.7 cells in a dose-dependent manner.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"229 ","pages":"Article 114300"},"PeriodicalIF":3.2,"publicationDate":"2024-10-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142472503","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
PhytochemistryPub Date : 2024-10-12DOI: 10.1016/j.phytochem.2024.114297
Najeeb Ur Rehman , Kashif Rafiq , Satya K. Avula , Simon Gibbons , René Csuk , Ahmed Al-Harrasi
{"title":"Triterpenoids from Frankincense and Boswellia: A focus on their pharmacology and 13C-NMR assignments","authors":"Najeeb Ur Rehman , Kashif Rafiq , Satya K. Avula , Simon Gibbons , René Csuk , Ahmed Al-Harrasi","doi":"10.1016/j.phytochem.2024.114297","DOIUrl":"10.1016/j.phytochem.2024.114297","url":null,"abstract":"<div><div>Here we report for the first time the entire <sup>13</sup>C-NMR spectral assignments of 119 (out of 127) triterpenoids from the oleo-gum resins of the medicinally important genus <em>Boswellia</em>, which includes the culturally highly valuable Frankincense species. The complete <sup>13</sup>C-NMR resonances of these triterpenoids isolated between 1998 and 2024 and their biological activities are presented. <sup>13</sup>C-NMR spectroscopy is a highly powerful tool for the characterization of these bioactive natural products. The compounds are arranged according to their skeletons, i.e., ursane, oleanane, lupane, dammarane, and tirucallane triterpenes. This review will be a future reference for the identification of these compounds, which have key medicinal properties in the areas of cytotoxicity and inflammation.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"229 ","pages":"Article 114297"},"PeriodicalIF":3.2,"publicationDate":"2024-10-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142437840","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}