Article
Chemistry, Medicinal
Dawrin Pech-Puch, Abel M. Forero, Juan Carlos Fuentes-Monteverde, Cristina Lasarte-Monterrubio, Marta Martinez-Guitian, Carlos Gonzalez-Salas, Sergio Guillen-Hernandez, Harold Villegas-Hernandez, Alejandro Beceiro, Christian Griesinger, Jaime Rodriguez, Carlos Jimenez
Summary: Three new diterpene alkaloids and three known compounds were isolated from the sponge Agelas citrina collected on the coasts of the Yucatan Peninsula (Mexico). The chemical structures were identified using various analysis techniques. The compounds showed antimicrobial activity against both Gram-positive and Gram-negative pathogens.
Article
Plant Sciences
Vitor F. Freire, Juliana R. Gubiani, Tara M. Spencer, Eduardo Hajdu, Antonio G. Ferreira, Dayana A. S. Ferreira, Erica de Castro Levatti, Joanna E. Burdette, Carlos Henrique Camargo, Andre G. Tempone, Roberto G. S. Berlinck
Summary: This study investigated the marine sponge Agelas dispar and discovered new bromopyrrole-derived metabolites using feature-based molecular networking, dereplication, and isolation techniques. The compounds were identified by analyzing spectroscopic data and MS/MS fragmentation. The antimicrobial activity of the isolated compounds was evaluated, and dibromoageliferin showed the strongest activity against multi-drug-resistant pathogenic bacteria.
JOURNAL OF NATURAL PRODUCTS
(2022)
Review
Chemistry, Multidisciplinary
Mei-Jun Chu, Meng Li, He Ma, Ping-Lin Li, Guo-Qiang Li
Summary: This review highlights the chemical structure and biological activity of 355 compounds isolated and characterized from Agelas sponges over the period of about five decades. These compounds are classified and summarized based on their carbon skeleton and biosynthetic origins. The review underscores Agelas sponges as an intriguing source for the discovery of natural compounds.
Article
Chemistry, Organic
Dare E. George, Jetze J. Tepe
Summary: Here, we report the total synthesis of nagelamide W(1), a pyrrole imidazole alkaloid of the nagelamide family isolated in 2013. The key approach in this work involves the construction of the 2-aminoimidazoline core of nagelamide W from alkene 6 through a cyanamide bromide intermediate. The synthesis of nagelamide W was accomplished with an overall yield of 6.0%.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Multidisciplinary Sciences
Julie Piron, Stephane Betzi, Jessica Pastour, Audrey Restouin, Remy Castellano, Yves Collette, Niklas Tysklind, Juliette Smith-Ravin, Fabienne Priam
Summary: This study tested the antimicrobial and antitumor activities of endemic sponge species from Martinique. The ethanolic extracts of Agelas clathrodes showed bactericidal activity against Staphylococcus aureus and Staphylococcus saprophyticus strains, as well as strong cytotoxicity on various cancer cell lines.
Article
Plant Sciences
Xiangchao Luo, Qi Wang, Xuli Tang, Jixiang Xu, Mengxue Wang, Pinglin Li, Guoqiang Li
Summary: Thirteen new linear terpenes were isolated from the sponge Luffariella variabilis collected in the South China Sea, with some compounds showing cytotoxic activities against human cancer cell lines, indicating their potential as sources for drug research.
JOURNAL OF NATURAL PRODUCTS
(2021)
Article
Microbiology
Eyal Ben-Dor Cohen, Micha Ilan, Oded Yarden
Summary: The study describes the fungal composition of Agelas oroides sponges in the mesophotic zone of the Mediterranean Sea and identifies potential interactions between some fungi and the sponge. The research also demonstrates that the fungal composition of sponges changes when they are transplanted from deep water to shallow water.
Article
Plant Sciences
Yun-Hao Ma, Wan-Tong Ma, Zhong-Kun Zhou, Xiu Huang, Xin-Rong Jiang, Kang-Jia Du, Meng-Ze Sun, Hao Zhang, Hong Fang, Yi Zhao, Hong-Mei Zhu, Huan-Xiang Liu, Peng Chen, Ying-Qian Liu
Summary: Neocryptolepine derivatives, especially 8-Fluoroneocryptolepine (8FNC), have shown promising cytotoxic activity against gastric cancer cells (AGS) with greater selectivity and cytotoxicity compared to commonly used drugs. Structural modifications improved the cytotoxic effect and reduced toxicity to normal gastric cells (GES-1), making 8FNC a potential lead compound for the development of gastric cancer treatment. Mechanistic studies suggest that 8FNC inhibits AGS cell migration and induces apoptosis through the PI3K/AKT signaling pathway.
JOURNAL OF NATURAL PRODUCTS
(2022)
Article
Chemistry, Organic
Oh-Seok Kwon, Sungjin Ahn, Ju-eun Jeon, In Guk Park, Tae Hyung Won, Chung J. Sim, Hyeung-geun Park, Dong-Chan Oh, Ki-Bong Oh, Minsoo Noh, Jongheon Shin
Summary: Psammocindoles A-C, a new class of indole alkaloids isolated from a Psammocinia vermis sponge, were found to significantly stimulate adiponectin secretion in human bone marrow mesenchymal stem cells.
Article
Chemistry, Organic
Bao-Bao Shi, Jing-Song Lu, Jing Wu, Mei-Fen Bao, Xiang-Hai Cai
Summary: A symmetric monoterpenoid indole alkaloid trimer, bousangustine A, and dimeric alkaloids bousangustines B and C were isolated from the trunks of Bousigonia angustifolia. Their structures with a symmetric 6/9/5/6 ring system were elucidated via comprehensive spectroscopic analysis and their absolute configurations were determined through X-ray crystal diffraction and computational chemistry. These compounds showed significant cytotoxicity against tumor cells.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Organic
You-Cheng Lin, Chih-Hua Chao, Chung-Wei Fu, Shu-Fen Chiou, Tzu-Yin Huang, Yen-Ju Yang, Shih-Hsiung Wu, Shu-Li Chen, Hui-Chun Wang, Meng-Chen Yu, Hui-Chi Huang, Jyh-Horng Sheu
Summary: The structures and absolute configurations of three new 2-guanidinoethanesulfonyl sesquiterpene analogues and an optical pure bromopyrrole alkaloid were determined through computational and experimental analysis. These marine natural products exhibited cytotoxic, antimicrobial, and anti-inflammatory activities.
Article
Chemistry, Medicinal
Sergey A. Dyshlovoy, Sergey N. Fedorov, Vasily Svetashev, Tatiana N. Makarieva, Anatoliy Kalinovsky, Olga P. Moiseenko, Vladimir B. Krasokhin, Larisa K. Shubina, Alla G. Guzii, Gunhild von Amsberg, Valentin A. Stonik
Summary: This study isolated six new AGE-type compounds from a marine sponge and demonstrated their weak cytotoxic activity in various human cancer cells. Furthermore, the results revealed the protective role of ERK2 and JNK1 in the cellular response to AGE-induced cytotoxic effects.
Review
Biochemistry & Molecular Biology
Andre G. Tempone, Pauline Pieper, Samanta E. T. Borborema, Fernanda Thevenard, Joao Henrique G. Lago, Simon L. Croft, Edward A. Anderson
Summary: This review focuses on the biological activity of marine alkaloids towards Neglected Tropical Diseases (NTDs) caused by protozoan parasites, and malaria, covering the period from 2000 up to 2021. It highlights the potential of marine alkaloids in academic drug discovery programs, offering a different resource to discover new chemical entities with new modes of action.
NATURAL PRODUCT REPORTS
(2021)
Article
Ecology
Amelia Clayshulte Abraham, Deborah J. Gochfeld, Bharathi Avula, Keir J. Macartney, Michael P. Lesser, Marc Slattery
Summary: The Caribbean sponge A. tubulata exhibits intraspecific variability in the production of antibacterial secondary metabolites across sites and depths, and different metabolites are associated with antibacterial activity against different pathogens.
MARINE ECOLOGY PROGRESS SERIES
(2022)
Article
Chemistry, Organic
Guoliang Zhou, Chunxiao Sun, Xuewen Hou, Qian Che, Guojian Zhang, Qianqun Gu, Chenguang Liu, Tianjiao Zhu, Dehai Li
Summary: Four new indole diterpenoids, ascandinines A-D (1-4), were isolated from an Antarctic sponge-derived fungus. One of them exhibited anti-influenza virus activity, and another showed cytotoxicity against HL-60 cells.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Applied
Tianyun Jin, Pinglin Li, Cili Wang, Xuli Tang, Xiaoli Yv, Kai Li, Lianzhong Luo, Huilong Ou, Guoqiang Li
Summary: In this study, a novel acetoxy diterpenoid and a rare 18-nor-spongian carbon skeleton compound were isolated from the marine sponge Spongia officinalis. Six related known metabolites were also obtained. These compounds showed moderate inhibition against multiple signaling pathways and exhibited cytotoxicity activities in cells.
NATURAL PRODUCT RESEARCH
(2023)
Article
Plant Sciences
Xiao Han, Xiangchao Luo, Lei Xue, Leen van Ofwegen, Wenjie Zhang, Kechun Liu, Yun Zhang, Xuli Tang, Pinglin Li, Guoqiang Li
Summary: In this study, several new compounds were isolated from the soft coral collected in the South China Sea, and their anti-inflammatory activity was demonstrated.
JOURNAL OF NATURAL PRODUCTS
(2022)
Article
Chemistry, Organic
Xiao Han, Qi Wang, Xiangchao Luo, Xuli Tang, Zhe Wang, Di Zhang, Shugeng Cao, Pinglin Li, Guoqiang Li
Summary: Three novel sesquiterpenoids were isolated from marine soft corals and their structures were elucidated using various techniques. One of the compounds showed significant angiogenesis-promoting activity.
Article
Biochemistry & Molecular Biology
Tianyun Jin, Pinglin Li, Cili Wang, Xuli Tang, Xiaoli Yu, Fengqing Sun, Lianzhong Luo, Huilong Ou, Guoqiang Li
Summary: In this study, a unique bicyclic diterpenoid compound with an irregular biogenic pathway and other related secondary metabolites were isolated from a sponge, some of which showed potential biological activities.
Article
Chemistry, Multidisciplinary
Xiangchao Luo, Rongcui Wu, Xiao Han, Xuli Tang, Qi Wang, Pinglin Li, Guoqiang Li
Summary: A new dimethylamino-substituted guaipyridine alkaloid and three new guaiane sesquiterpene lactones were isolated from the gorgonian Echinogorgia flora collected in the South China Sea. Their structures were elucidated using various analytical techniques.
Article
Chemistry, Organic
Di Zhang, Zhe Wang, Xiao Han, Xiao-Lei Li, Zhong-Yu Lu, Bei-Bei Dou, Wen-Ze Zhang, Xu-Li Tang, Ping-Lin Li, Guo-Qiang Li
Summary: Four new polyhydroxylated steroids and three known compounds were isolated from the soft coral Lobophytum pauciflorum collected at Xisha Island, China. The structures of the new compounds were determined through spectroscopic analysis and comparison with related compounds reported in the literature. Compound 1 exhibited weak cytotoxicity against K562 cells and moderate anti-inflammatory activity in zebrafish.
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Zhe Wang, Xiao Han, Guoping Liu, Di Zhang, Huiyue Hou, Li Xiao, Nicole J. de Voogd, Xuli Tang, Pinglin Li, Guoqiang Li
Summary: In this study, seven new kalihinene diterpenoids, named kalihioxepanes A-G (1-7), were discovered in the sponge Acanthella cavernosa collected from the South China Sea. These compounds possess a rare oxepane ring structure. The structures and configurations were determined through comprehensive spectroscopic analysis, X-ray diffraction, and quantum chemical calculations. Kalihioxepane A (1) exhibited strong cytotoxicity against H69 and K562 tumor cells, while kalihioxepane B (2) showed moderate cytotoxicity against K562 cells.
CHINESE JOURNAL OF CHEMISTRY
(2022)
Article
Plant Sciences
Di Zhang, Yueying Li, Xiaolei Li, Xiao Han, Zhe Wang, Wenze Zhang, Beibei Dou, Zhongyu Lu, Pinglin Li, Guoqiang Li
Summary: Four new alkaloids were isolated from a marine sponge collected near Xisha Island in the South China Sea. Their structures and absolute configurations were determined, and three of them showed hepatoprotective activity in vivo.
JOURNAL OF NATURAL PRODUCTS
(2022)
Article
Biochemistry & Molecular Biology
Gang Zhang, Xuli Tang, Lianzhong Luo, Xingwang Zhang, Pinglin Li, Guoqiang Li
Summary: Five new suberosanone-purine hybrids were isolated from the South China Sea gorgonian Subergorgia suberosa. The structures and absolute configurations of these compounds were confirmed through extensive spectroscopic data and theoretical ECD calculation. Compound 4 exhibited the most potent cytotoxic activity against HL-60 cancer cells.
BIOORGANIC CHEMISTRY
(2022)
Article
Chemistry, Medicinal
Cili Wang, Jiarui Zhang, Xing Shi, Kai Li, Fengling Li, Xuli Tang, Guoqiang Li, Pinglin Li
Summary: Five new cembranes, named sarcoeleganolides C-G (1-5), were isolated from soft coral Sarcophyton elegans collected from the Yagong Island, South China Sea. Compound 3 exhibited better anti-inflammation activity compared to the positive control indomethacin in zebrafish at 20 mu M.
Article
Chemistry, Medicinal
Xing Shi, Zhihui Wu, Tianyun Jin, Cili Wang, Pinglin Li
Summary: Natural products with complex structures pose challenges for structural elucidation. We introduced a novel module-assembly calculation method that combines grafting, ring-contraction strategy, and self-assemble calculation in Python programming. The method was successfully applied to determine the structure of a compound isolated from a marine sponge, demonstrating its effectiveness.
Article
Plant Sciences
Jixiang Xu, Mengxue Wang, Zhaonan Liu, Wenjie Zhang, Junye Ma, Guoqiang Li, Pinglin Li
Summary: Four new butenolide sesterterpenes (Sarcotragusolides A-D) and an unprecedented monocyclic diterpenoid (Echinohali-mane B) were isolated from the sponge Sarcotragus sp. Other compounds, including a sesterterpene derivative, a scalarane sesterterpene, and a subersin-type diterpenoid, were also identified. The cytotoxic activities of compounds 1a, 1b, and 2 against several human cancer cell lines were found to be modest.
JOURNAL OF NATURAL PRODUCTS
(2023)
Article
Chemistry, Medicinal
Jiarui Zhang, Huixue Ma, Shuangshuang Jin, Xuehuan Liu, Lei Li, Zhaonan Liu, Guoqiang Li, Pinglin Li
Summary: Seven new lobane diterpenoids (1-7), named lobocatalens A-G, were isolated from the Xisha soft coral Lobophytum catalai. Their structures and absolute configurations were determined through spectroscopic analysis, comparison with literature data, QM-MNR, and TDDFT-ECD calculations. Among them, lobocatalen A (1) is a new lobane diterpenoid featuring an unusual ether linkage between C-14 and C-18. Additionally, compound 7 exhibited moderate anti-inflammatory activity in zebrafish models and cytotoxic activity against the K562 human cancer cell line.
Article
Biochemistry & Molecular Biology
Cili Wang, Jiarui Zhang, Yu Gan, Mengfei Wang, Xiaolei Li, Xuehuan Liu, Xing Shi, Yue Mi, Kechun Liu, Yun Zhang, Guoqiang Li, Pinglin Li
Summary: Chemical investigation of Sarcophyton elegans resulted in the discovery of eight new cembrane compounds, named sarcoelegans A-H. The structures and absolute configurations of these compounds were determined using various analytical techniques. Among them, sarcoelegan A is composed of a rare tricyclo [11.2.1.0] hexadecane carbon framework, making it the third compound of its kind. Sarcoelegan B and sarcoelegan C possess an unusual seven-membered ether ring, while (+/-)-sarcoelegan D contains a rare peroxo bridge in its seven-membered ring. Furthermore, sarcoelegan A, (+/-)-sarcoelegan D, sarcoelegan E, (+)-sarcoelegan F, and (+)-sarcoelegan H exhibited anti-inflammatory activity in zebrafish, and sarcoelegan C showed anti-thrombotic activity in zebrafish.
Review
Chemistry, Multidisciplinary
Mei-Jun Chu, Meng Li, He Ma, Ping-Lin Li, Guo-Qiang Li
Summary: This review highlights the chemical structure and biological activity of 355 compounds isolated and characterized from Agelas sponges over the period of about five decades. These compounds are classified and summarized based on their carbon skeleton and biosynthetic origins. The review underscores Agelas sponges as an intriguing source for the discovery of natural compounds.
Article
Chemistry, Organic
Geeta Devi Yadav, Pooja Chaudhary, Balaram Pani, Surendra Singh
Summary: Chiral transition metal complexes with privileged ligands are efficient catalysts for various asymmetric organic transformations. Transition metal complexes of C1-symmetric pyrrolidine-based ligands have been widely used in asymmetric organic reactions. However, a comprehensive review article on the transition metal complexes of chiral C1-symmetric pyrrolidine-based ligands derived from (L)-proline has not been published.
TETRAHEDRON LETTERS
(2024)
