Article
Microbiology
Tongxu Cui, Simin Lin, Zizhen Wang, Peng Fu, Cong Wang, Weiming Zhu
Summary: Under the guidance of global natural product social molecular networking, three new indolocarbazoles named streptocarbazoles F-H (1-3) were isolated from the marine-derived Streptomyces sp. OUCMDZ-5380. These compounds showed a selective antiproliferation effect on the acute myeloid leukemia cell line MV4-11.
FRONTIERS IN MICROBIOLOGY
(2022)
Article
Chemistry, Multidisciplinary
Mohamed S. Elnaggar, Ahmed M. Elissawy, Fadia S. Youssef, Mate Kicsak, Tibor Kurtan, Abdel Nasser B. Singab, Rainer Kalscheuer
Summary: An in-depth chemical investigation of an extract from Aspergillus sp. isolated from the soft coral Sinularia species led to the discovery of a new compound, austalide Z (1), along with a known compound, austalide W (2), and several other known compounds. The structures were confirmed through various spectroscopic techniques. In vitro cytotoxic evaluation showed that these compounds had weak to moderate activities against a cancer cell line. In silico analysis indicated that the isolated compounds had reasonable pharmacokinetic, pharmacodynamic, and toxicity properties. Aspergillus sp. could serve as a potential source of drug leads for cancer prevention.
Article
Chemistry, Medicinal
Lu-Ting Dai, Li Yang, Fan-Dong Kong, Qing-Yun Ma, Qing-Yi Xie, Hao-Fu Dai, Zhi-Fang Yu, You-Xing Zhao
Summary: Four new indole-diterpenoids, along with twelve known ones, were isolated from the fermentation broth produced by adding L-tryptophan to the culture medium of the marine-derived fungus Penicillium sp. KFD28. Some of these compounds showed cytotoxicity against cancer cell lines and antibacterial activities against Staphylococcus aureus and Bacillus subtilis.
Article
Chemistry, Organic
Md Rokon Ul Karim, Yasuko In, Tao Zhou, Enjuro Harunari, Naoya Oku, Yasuhiro Igarashi
Summary: Two bicyclic peptides, nyuzenamides A and B, isolated from Streptomyces in deep sea water collected in the Sea of Japan, exhibited antifungal activity against pathogenic fungi and cytotoxicity against P388 murine leukemia cells. The structures of these compounds, comprising ten amino acid residues with four unusual amino acids and aromatic acyl units, were determined through various analytical methods.
Review
Biochemistry & Molecular Biology
Ahmed M. Elissawy, Ebrahim Soleiman Dehkordi, Negin Mehdinezhad, Mohamed L. Ashour, Pardis Mohammadi Pour
Summary: Marine sponges are a rich source of unique bioactive secondary metabolites, with alkaloids standing out for their unprecedented structures and outstanding biological activities. A comprehensive survey of demospongian bioactive alkaloids from 1987 to 2020 revealed that sponges from different genera within the phylum porifera are prolific sources of alkaloidal molecules. The production of alkaloids from sponges is a promising approach that merits more attention in future studies to address constraints related to drug supply from marine organisms.
Article
Biochemistry & Molecular Biology
Gaoran Liu, Ruiyun Huo, Shubin Niu, Fuhang Song, Ling Liu
Summary: Two new decalin derivatives, fusarielins O and P, were isolated from the crude extract of Talaromyces sp., along with seven known compounds. The structures of the new compounds were determined through comprehensive spectroscopic analyses. The compounds were evaluated for their cytotoxic and radical scavenging activities.
CHEMISTRY & BIODIVERSITY
(2022)
Article
Biochemistry & Molecular Biology
Wenwen Yi, Xiao-Yuan Lian, Zhizhen Zhang
Summary: Marine-derived actinomycetes from the genus Streptomycete are a rich source of metabolites with unique and diverse structures and bioactivities. This study isolated and characterized twenty metabolites from a marine-associated Streptomycete, including seven previously unidentified compounds. The structures of the isolated compounds were determined using various analytical techniques. Two of the compounds exhibited potent activity against multiple cancer cell lines, with one compound blocking cell cycle and the other inducing apoptosis.
Article
Biochemistry & Molecular Biology
Elena V. Girich, Phan Thi Hoai Trinh, Liliana E. Nesterenko, Roman S. Popov, Natalya Yu Kim, Anton B. Rasin, Ekaterina S. Menchinskaya, Aleksandra S. Kuzmich, Ekaterina A. Chingizova, Artem S. Minin, Ngo Thi Duy Ngoc, Tran Thi Thanh Van, Ekaterina A. Yurchenko, Anton N. Yurchenko, Dmitry V. Berdyshev
Summary: The metabolic profile of a sponge-associated fungal strain, Aspergillus sp. 1901NT-1.2.2, was investigated using HPLC MS technique. The analysis revealed more than 23 peaks in the HPLC MS chromatogram, with two minor peaks identified as endocrocin and terpene derivative. The main compound, vismione E, was isolated and found to exhibit high cytotoxic activity against human breast cancer MCF-7 cells, with low toxicity for normal human breast MCF-10A cells. Vismione E inhibits MCF-7 cell proliferation, arrests the cell cycle in the G1 phase, and negatively affects cell migration. Molecular docking suggests that vismione E targets the IMPDH2 enzyme.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2023)
Article
Chemistry, Applied
Tran Hong Quang, Nguyen Viet Phong, Tran Thi Hong Hanh, Nguyen Xuan Cuong, Nguyen Thi Thanh Ngan, Hyuncheol Oh, Nguyen Hoai Nam, Chau Van Minh
Summary: The chemical investigation of the marine-derived endophytic fungus led to the isolation of a new compound and five known compounds, with cytotoxic and anti-inflammatory effects on cancer cells observed.
NATURAL PRODUCT RESEARCH
(2021)
Article
Chemistry, Medicinal
Diaa T. A. Youssef, Lamiaa A. Shaala, Gregory Genta-Jouve
Summary: Investigation of the fermentation broth of the tunicate-derived Aspergillus sp. DY001 led to the isolation of two new dipeptides and two previously reported compounds. The new dipeptides showed higher antimicrobial and antitumor activities.
Article
Biochemistry & Molecular Biology
Lei Xu, Renshuang Liu, Jiebin Fang, Ningjing Zhang, Fanqi Pu, Zhen Lei, Wanjing Ding, Yongjun Jiang
Summary: A novel staurosporine derivate, streptomholyrine A, and 6 known compounds were identified from the rice-based solid fermentation of marine-derived Streptomyces sp. ZS-A121. Streptomholyrine A showed cytotoxic activity against HCT-116 cell lines and exhibited activities against Candida albicans, along with two known staurosporine derivatives.
CHEMISTRY & BIODIVERSITY
(2023)
Article
Biochemistry & Molecular Biology
Hui Zhang, Xiaohan Ren, Haiju Xu, Huan Qi, Shihua Du, Jun Huang, Ji Zhang, Jidong Wang
Summary: Two previously unknown pyrrolizine alkaloids, phenopyrrolizins A and B, were discovered from marine-derived Micromonospora sp. HU138. Their structures were determined through extensive spectroscopic analysis and the racemization mechanism of one compound was proposed. Antifungal activity testing showed that one of the compounds exhibited inhibition against the mycelial growth of Botrytis cinerea.
Article
Biochemistry & Molecular Biology
Kristof B. Cank, Robert A. Shepherd, Sonja L. Knowles, Manuel Rangel-Grimaldo, Huzefa A. Raja, Zoie L. Bunch, Nadja B. Cech, Christopher A. Rice, Dennis E. Kyle, Joseph O. Falkinham, Joanna E. Burdette, Nicholas H. Oberlies
Summary: Studies on an organic extract of marine fungus Periconia sp. led to the discovery of three rare halogenated cyclopentenes. The structures and configurations of these compounds were determined using various analytical techniques. The compounds were found to be inactive in the tested activities.
Article
Plant Sciences
Chuanhai Wu, Jianwei Tang, Jessie James Limlingan Malit, Ruojun Wang, Herman H-Y Sung, Ian D. Williams, Pei-Yuan Qian
Summary: Bacteria in marine biofilms are a valuable source of natural products. In this study, the metabolic profile of a Bacillus sp. B19-2 derived from a marine biofilm was investigated to discover novel secondary metabolites. A new family of compounds called bathiapeptides was identified and their structures, as well as cytotoxicity against different cell lines, were elucidated. An iterative biosynthesis logic for bathiapeptides was proposed based on the chemical structures and gene cluster analysis.
JOURNAL OF NATURAL PRODUCTS
(2022)
Article
Chemistry, Medicinal
Sun Wook Jeong, Jung Eun Yang, Yong Jun Choi
Summary: In this study, a yellow xanthophyll pigment-producing marine bacterium, identified as the Erythrobacter sp. SDW2 strain, was isolated from coastal seawater. The SDW2 strain can efficiently produce yellow xanthophyll pigment and exhibits remarkable antioxidative activities. These results suggest that the SDW2 strain could be a promising industrial microorganism for producing marine-derived bioactive compounds.
Article
Chemistry, Organic
Tobias Seitz, Peng Fu, Franz-Lucas Haut, Lutz Adam, Marija Habicht, Dieter Lentz, John B. MacMillan, Mathias Christmann
Article
Cell Biology
Sarah R. Elkin, Nathaniel W. Oswald, Dana K. Reed, Marcel Mettlen, John B. MacMillan, Sandra L. Schmid
Article
Plant Sciences
Peng Fu, Scott La, John B. MacMillan
JOURNAL OF NATURAL PRODUCTS
(2017)
Article
Chemistry, Medicinal
Rachel M. Vaden, Nathaniel W. Oswald, Malia B. Potts, John B. MacMillan, Michael A. White
Article
Chemistry, Organic
Peng Fu, John B. MacMillan
ORGANIC & BIOMOLECULAR CHEMISTRY
(2017)
Review
Biochemistry & Molecular Biology
James B. McAlpine, Shao-Nong Chen, Andrei Kutateladze, John B. MacMillan, Giovanni Appendino, Andersson Barison, Mehdi A. Beniddir, Maique W. Biavatti, Stefan Bluml, Asmaa Boufridi, Mark S. Butler, Robert J. Capon, Young H. Choi, David Coppage, Phillip Crews, Michael T. Crimmins, Marie Csete, Pradeep Dewapriya, Joseph M. Egan, Mary J. Garson, Gregory Genta-Jouve, William H. Gerwick, Harald Gross, Mary Kay Harper, Precilia Hermanto, James M. Hook, Luke Hunter, Damien Jeannerat, Nai-Yun Ji, Tyler A. Johnson, David G. I. Kingston, Hiroyuki Koshino, Hsiau-Wei Lee, Guy Lewin, Jie Li, Roger G. Linington, Miaomiao Liu, Kerry L. McPhail, Tadeusz F. Molinski, Bradley S. Moore, Joo-Won Nam, Ram P. Neupane, Matthias Niemitz, Jean-Marc Nuzillard, Nicholas H. Oberlies, Fernanda M. M. Ocampos, Guohui Pan, Ronald J. Quinn, D. Sai Reddy, Jean-Hugues Renault, Jose Rivera-Chavez, Wolfgang Robien, Carla M. Saunders, Thomas J. Schmidt, Christoph Seger, Ben Shen, Christoph Steinbeck, Hermann Stuppner, Sonja Sturm, Orazio Taglialatela-Scafati, Dean J. Tantillo, Robert Verpoorte, Bin-Gui Wang, Craig M. Williams, Philip G. Williams, Julien Wist, Jian-Min Yue, Chen Zhang, Zhengren Xu, Charlotte Simmler, David C. Lankin, Jonathan Bisson, Guido F. Pauli
NATURAL PRODUCT REPORTS
(2019)
Article
Multidisciplinary Sciences
Binita Das, Beth K. Neilsen, Kurt W. Fisher, Drew Gehring, Youcai Hu, Deanna J. Volle, Hyun Seok Kim, Jamie L. McCall, David L. Kelly, John B. MacMillan, Michael A. White, Robert E. Lewis
SCIENTIFIC REPORTS
(2018)
Article
Chemistry, Organic
Junyu Gong, Wei Li, Peng Fu, John MacMillan, Jef K. De Brabander
Article
Chemistry, Organic
Rahul D. Shingare, Victor Aniebok, Hsiau-Wei Lee, John B. MacMillan
Article
Chemistry, Medicinal
Rahul D. Shingare, John B. MacMillan, D. Srinivasa Reddy
Summary: This study describes the design and synthesis of a library of compounds based on the antibiotic natural product hunanamycin A scaffold, and their biological evaluation. A lead compound 36 was identified, which is a simplified analogue of the original hunanamycin A and exhibits impressive activity against Salmonella enterica. It also possesses other druggable properties. In addition, compound 36 showed no acute oral toxicity in Swiss albino mice dosed up to 2 g/kg. It has the potential to be developed for the treatment of food infections caused by Salmonella.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2022)
Article
Chemistry, Organic
Jocelyn M. Macho, Riley M. Blue, Hsiau-Wei Lee, John B. MacMillan
Summary: This study utilized innovative NMR screening techniques and an optimized B-11 experiment to successfully discover novel boron-containing metabolites from natural sources. The findings suggest limitations in existing discovery methods and a higher presence of boron-containing compounds in nature than previously known.
Article
Chemistry, Multidisciplinary
Victor Aniebok, Rahul D. Shingare, Hsiau Wei-Lee, Timothy C. Johnstone, John B. MacMillan
Summary: This study reports the first total synthesis of oxazinin A, utilizing a multi-component cascade reaction of anthranilic acid and a precursor polyketide, and validates a previously proposed biosynthetic mechanism. The research found a consistent ratio of oxazinin diastereomers in synthetic products and fermentation media, and used HMBC NMR spectroscopy to investigate the non-enzymatic formation mechanism. The developed route is suitable for synthesizing various analogs for studying structure-activity relationships around the oxazinin scaffold.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Review
Chemistry, Multidisciplinary
Leah M. Bouthillette, Victor Aniebok, Dominic A. Colosimo, David Brumley, John B. MacMillan
Summary: Biosynthetic mechanisms of natural products primarily rely on protein catalysts, but there are also nonenzymatic reactions. These reactions can be classified into intramolecular, multicomponent, tailoring, and light-induced reactions.
Article
Plant Sciences
Riley M. Blue, Jocelyn M. Macho, Hsiau-Wei Lee, John B. MacMillan
Summary: This study describes the use of 11B NMR to isolate and characterize boron-containing natural products. By optimizing experimental parameters, it is possible to analyze small quantities of boron-containing compounds. This work provides an effective method for studying the role of boron across various applications, from synthetic chemistry to natural systems.
JOURNAL OF NATURAL PRODUCTS
(2022)
Correction
Biochemistry & Molecular Biology
James B. McAlpine, Shao-Nong Chen, Andrei Kutateladze, John B. MacMillan, Giovanni Appendino, Andersson Barison, Mehdi A. Beniddir, Maique W. Biavatti, Stefan Bluml, Asmaa Boufridi, Mark S. Butler, Robert J. Capon, Young H. Choi, David Coppage, Phillip Crews, Michael T. Crimmins, Marie Csete, Pradeep Dewapriya, Joseph M. Egan, Mary J. Garson, Gregory Genta-Jouve, William H. Gerwick, Harald Gross, Mary Kay Harper, Precilia Hermanto, James M. Hook, Luke Hunter, Damien Jeannerat, Nai-Yun Ji, Tyler A. Johnson, David G. I. Kingston, Hiroyuki Koshino, Hsiau-Wei Lee, Guy Lewin, Jie Li, Roger G. Linington, Miaomiao Liu, Kerry L. McPhail, Tadeusz F. Molinski, Bradley S. Moore, Joo-Won Nam, Ram P. Neupane, Matthias Niemitz, Jean-Marc Nuzillard, Nicholas H. Oberlies, Fernanda M. M. Ocampos, Guohui Pan, Ronald J. Quinn, D. Sai Reddy, Jean-Hugues Renault, Jose Rivera-Chavez, Wolfgang Robien, Carla M. Saunders, Thomas J. Schmidt, Christoph Seger, Ben Shen, Christoph Steinbeck, Hermann Stuppner, Sonja Sturm, Orazio Taglialatela-Scafati, Dean J. Tantillo, Robert Verpoorte, Bin-Gui Wang, Craig M. Williams, Philip G. Williams, Julien Wist, Jian-Min Yue, Chen Zhang, Zhengren Xu, Charlotte Simmler, David C. Lankin, Jonathan Bisson, Guido F. Pauli
NATURAL PRODUCT REPORTS
(2019)