Article
Biochemistry & Molecular Biology
Ming Bai, Wei Xu, Xin Zhang, Qian Li, Ning-Ning Du, De-Feng Liu, Guo-Dong Yao, Bin Lin, Shao-Jiang Song, Xiao-Xiao Huang
Summary: Elephantopus tomentosus L., a perennial herb in the Asteraceae family, has been used in traditional medicine for hepatobiliary diseases. This study focused on isolating sesquiterpenoids from this plant using the HSQC-based Small Molecule Accurate Recognition Technology (SMART) strategy. Fifteen structurally diverse sesquiterpenoids, including previously unreported compounds, were identified and their structures were elucidated through various methods. Some of these sesquiterpenoids showed significant cytotoxic activities against Hep3B and HepG2 cell lines.
Article
Biochemistry & Molecular Biology
Yi Guo, Yunfang Cao, Changxing Qi, Qingyi Tong, Chunmei Chen, Jing Yang, Hucheng Zhu, Yonghui Zhang
Summary: Nine new undescribed polycyclic polyprenylated acylphloroglucinols with double bond migration, Hyperformitins A-I (1-9), and four new isomers Hyperformitins J-M (10-13) were isolated from Hypericum perforatum. These compounds showed inhibitory activities against B lymphocyte proliferation and neuroprotective effects, highlighting their potential as candidates for future drug research.
BIOORGANIC CHEMISTRY
(2021)
Article
Plant Sciences
Meimei Cheng, Pinglin Li, Yun Jiang, Xuli Tang, Wenjie Zhang, Qi Wang, Guoqiang Li
Summary: A new citrinin derivative, Penitol A (1), with a rare tricyclic spiro skeleton, was isolated from a coral-derived strain of the fungus Penicillium citrinum. Five new citrinin analogues, penicitols E-I (2-6), were also coisolated. The structures of these compounds were determined using various techniques, and biological evaluation revealed cytotoxic activity of Penitol A against K562 tumor cells. A proposed route of formation for these compounds was reported.
JOURNAL OF NATURAL PRODUCTS
(2021)
Article
Biochemistry & Molecular Biology
Shu-Hui Dong, Zhi-Kang Duan, Yun-Fei Ai, Xiao-Fang Zhou, Xin Zhang, Mei-Ya Lian, Xiao-Xiao Huang, Ming Bai, Shao-Jiang Song
Summary: Daphne bholua, a species belonging to the genus Daphne, has been extensively investigated for its secondary metabolites. Through molecular networking, seven novel guaiane-type sesquiterpenoids and thirteen known analogues were isolated and identified. The chemical structure and configurations of these compounds were determined using various spectroscopy techniques. Furthermore, two pairs of sesquiterpene isomers with remarkable biological properties and unprecedented skeletal structures were revised using computer-assisted structure elucidation and deep learning-based chemical shift calculator. The inhibitory potentials of all isolates against acetylcholinesterase were evaluated both in vitro and in silico.
BIOORGANIC CHEMISTRY
(2022)
Article
Biodiversity Conservation
Jose L. Poma-Urey, Luis H. S. Acosta, Kathia Rivero, Marisol Hidalgo-Cossio, Erika Hingst-Zaher, Juliana Gualda-Barros, Beatriz D. Da Natividade, Kathrin Barboza-Marquez, Hector E. Ramirez-Chaves, Jorge Salazar-Bravo, G. Jose Ochoa
Summary: This paper reviews the taxonomic identities of three bat species previously reported from Bolivia. It comments on some incorrectly reported taxa and taxa based on insufficient data to verify their affinities. As a result of this review, the list of bat species known to occur in Bolivia is updated to eight families and 133 species, compared to the previous nine families and 146 species. The paper also includes recommendations for future research and a brief historical revision of bat inventories in the country.
Article
Chemistry, Multidisciplinary
Yanyu Chen, Zhaobo Wang, Wutong Zhao, Shitao Sun, Lu Yang, Junpeng Zhang, Di Zhang, Maosheng Cheng, Bin Lin, Yongxiang Liu
Summary: This paper reports a chelation-controlled cycloisomerization reaction of tryptamine-ynamide catalyzed by Ag(i)/PPh3, which allows access to the spiro[indole-3,4'-piperidine] scaffold in a racemic and diastereoselective manner. Diastereoselective products are achieved through a chiron approach. Density functional theory calculations show that strong non-covalent interactions between the substrate and catalyst/ligand complex stabilize the formation of the spiroindoleninium intermediate via cation-pi-pi interactions.
CHEMICAL COMMUNICATIONS
(2022)
Article
Chemistry, Multidisciplinary
Jiayue Fu, Bingbing Li, Xiugui Wang, Qida Liang, Xiaoshi Peng, Lu Yang, Tao Wan, Xinxiu Wang, Bin Lin, Maosheng Cheng, Yongxiang Liu
Summary: In this study, a gold(I)-catalyzed 6-endo-dig cyclization of aromatic 1,5-enynes was developed to synthesize 2-(naphthalen-2-yl)anilines. The functional group tolerance of this cyclization was systematically examined, and a possible mechanism was proposed. Derivatization of 2-(naphthalen-2-yl)aniline was carried out to access benzo[alpha]carbazole, benzo[c,h]cinnoline and dibenzo[i]phenanthridine derivatives in a divergent manner.
CHINESE JOURNAL OF CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Xiang Lin, Xinli Wang, Renfu Li, Zexin Wang, Wei Liu, Liwei Chen, Nannan Chen, Shitao Sun, Zhenli Li, Jinle Hao, Bin Lin, Lijun Xie
Summary: In this study, a new class of aggregation-induced emission luminogens was designed and synthesized, which showed aggregation-induced emission effect and multistimuli-responsive chromic behavior. The emission behaviors of different single crystals were clearly elucidated by analyzing the single-crystal data.
Article
Biochemistry & Molecular Biology
Yanping Zhang, Minghao Sui, Zisong Bai, Di Zhou, Bin Lin, Gang Chen, Yue Hou, Ning Li
Summary: An undescribed tigliane diterpenoid and thirty-three known components were isolated from the stems of Croton tiglium L. var. xiaopadou. Their anti-neuroinflammatory effects were evaluated in LPS-induced BV-2 microglia, with thirteen compounds showing significant inhibitory activities. Compounds 10, 16, 18, and 21 exhibited the most potent inhibitory effects, with IC50 values comparable to that of the positive control.
CHEMISTRY & BIODIVERSITY
(2022)
Article
Agriculture, Multidisciplinary
Yu-Xi Wang, Zhi-Yong Xu, Shu-Yan Qin, Ning-Ning Du, Guo-Dong Yao, Bin Lin, Xiao-Xiao Huang, Shao-Jiang Song
Summary: This study isolated nine pairs of novel cyclohexene-type bisamide alkaloids from pepper roots and developed a strategy for their synthesis using an intermolecular Diels-Alder reaction. These compounds exhibited significant antineuroinflammatory effects and inhibitory activities against acetylcholinesterase, suggesting their potential application in functional food formulations and pharmaceutical products.
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Si-Hui Mi, Zhi-Kang Duan, Yu-Jue Wang, Shu-Hui Dong, Peng Zhao, Guo-Dong Yao, Qing-Bo Liu, Bin Lin, Shao-Jiang Song, Xiao-Xiao Huang
Summary: The biological and chemical diversity of the flower buds of Daphne genkwa Sieb. et Zucc was investigated to discover diterpenoids that naturally possess chemical weapons against cancer. Eight diterpenoids, including four new compounds, were isolated and their structures were elucidated. Compounds 1 and 8 showed potent activity against A549 and Hep3B cells.
NEW JOURNAL OF CHEMISTRY
(2023)
Article
Biochemistry & Molecular Biology
Meng-Yue Yang, Zhao-Xiang Shao, Yue-Tong Wang, Yong-Lian Hou, Ding-Kang Zhu, Sha Chen, Ya -Hui Zhang, Fei Cao, Yong-Kui Jing, Bin Lin, Zhan-Lin Li, Da-Hong Li, Hui-Ming Hua
Summary: Twenty-six stilbenes, including five undescribed compounds, were isolated from the seedcases of Paeonia suffruticosa Andrews. Some of the isolated compounds showed potent cytotoxicity against cancer cell lines, thus warranting further investigation of their antitumor activities and structure-activity relationship.
Article
Biochemistry & Molecular Biology
Ming Bai, Wei Xu, Xin Zhang, Qian Li, Ning-Ning Du, De-Feng Liu, Guo-Dong Yao, Bin Lin, Shao-Jiang Song, Xiao-Xiao Huang
Summary: Elephantopus tomentosus L., a perennial herb in the Asteraceae family, has been used in traditional medicine for hepatobiliary diseases. This study focused on isolating sesquiterpenoids from this plant using the HSQC-based Small Molecule Accurate Recognition Technology (SMART) strategy. Fifteen structurally diverse sesquiterpenoids, including previously unreported compounds, were identified and their structures were elucidated through various methods. Some of these sesquiterpenoids showed significant cytotoxic activities against Hep3B and HepG2 cell lines.
Article
Chemistry, Analytical
Zhengning Shu, Shitao Sun, Ning Gu, Zhichao Yang, Yongxin Shang, Yi Yang, Mingyu Xia, Bin Lin, Peng Yang
Summary: In this paper, an easily synthesized amphiphilic macrocyclic acylhydrazone dimer (AMAD) was successfully developed and demonstrated to selectively detect phthalate anion through color changes and turn-on fluorescence in both solution and solid state. Additionally, AMAD has the capability to remove phthalate anion from water and organic solvents. This study could lead to the discovery of more versatile receptors for dicarboxylate anions.
ANALYTICA CHIMICA ACTA
(2023)
Article
Chemistry, Medicinal
Jing-Jing Liang, Tian-Ming Lv, Zhi-Yong Xu, Ning-Ning Du, Bin Lin, Xiao-Xiao Huang, Shao-Jiang Song
Summary: Two undescribed split-ring iridoids (1-2) along with six known triterpenes (3-8) and one steride (9) were isolated from Viburnum chingii. Compound 2 exhibited a novel split-ring iridoid skeleton formed by electrocyclic reaction and split ring. The structures and absolute configurations of the new iridoids were determined using NMR, HRESIMS, and ECD calculations. All the isolated compounds were tested for their AChE inhibitory activity, with compounds 1, 2, 3, 4, and 7 showing significant effects compared to the positive control donepezil. Molecular docking studies were also conducted for these compounds.
Article
Chemistry, Organic
Zirui Chen, Yunnan Duan, Shitao Sun, Bin Lin, Xiaozu Liu, Peijun Liu
Summary: A visible-light-initiated trifluoromethylation/remote aliphatic C-H alkynylation of α-alkyl-substituted vinyl azides using acetylenic triflones as both the trifluoromethyl and alkyne donors is described. The reaction occurred under environmentally benign and radical initiator-free reaction conditions, affording α-alkynylated trifluoromethyl ketone derivatives with a broad scope of substituents. Mechanistic studies suggested that the reaction is initiated via a triplet-triplet energy transfer between the 4CzIPN catalyst and acetylenic triflone, followed by fragmentation to generate a trifluoromethyl radical and an alkynyl radical.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Haibin Zhang, Heshan Li, Shitao Sun, Lei Tan, Hongyan Shen, Bin Lin, Peng Yang
Summary: In this paper, a N-embedded cubarene (cub[4]indolocarbazole) was easily synthesized by FeCl3 center dot 6H2O-catalyzed cyclization in dichloromethane. The endo cavity of cub[4]indolocarbazole can accommodate quaternary ammonium salts in an intramolecular manner, while the intermolecular interaction between its exo walls with Cu2+ forms a two-dimensional supramolecular tessellation.
Article
Biochemistry & Molecular Biology
Yu-Fei Xi, Ming Bai, Xin Zhang, Zi-Lin Hou, Bin Lin, Guo-Dong Yao, Li-Li Lou, Xiao-Bo Wang, Shao-Jiang Song, Xiao-Xiao Huang
Summary: Nine tetrahydrofuran lignans, including three undescribed spiro-lignans, were isolated from Isatis indigotica Fortune (Brassicaceae). Extensive spectroscopic analyses and quantum chemical calculation elucidated the structures of these lignans. The spiro[dienone-tetrahydrofuran] lignans showed significant neuroprotective effects and AChE inhibitory activity.
Article
Chemistry, Organic
Shitao Sun, Jinle Hao, Maosheng Cheng, Yongxiang Liu, Bin Lin
Summary: Computational studies provide insight into the regioselectivity of gold(i)-catalyzed intramolecular cycloisomerizations of tryptamine-ynamides. The electrostatic effect is found to be the key factor for alpha-position selectivity, while the dispersion effect is the key factor for beta-position selectivity. These findings guide the understanding of other gold(i)-catalyzed asymmetric alkyne cyclization reactions.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Xinjie Liang, Bingqing Lv, Shitao Sun, Zhixuan Wu, Bin Lin, Xuefei Bao, Guoliang Chen
Summary: A novel method was developed to prepare hydroxamic acids from ester precursors in environmentally benign deep eutectic solvents. The method features a base-free reaction and the involvement of zinc oxide for product separation. Through an integrated solution of product purification and reagent recovery, the resource efficiency was improved and environmental impact was reduced. Various hydroxamic acids, including enantiomerically pure ones, were prepared in high yields. The recyclability of both zinc oxide and deep eutectic solvents was demonstrated through gram-scale preparation for multiple runs.
