Article
Chemistry, Applied
Siwen Niu, Ziming Chen, Shengxiang Pei, Zongze Shao, Gaiyun Zhang, Bihong Hong
Summary: Chemical investigation of the deep-sea-derived fungus Aspergillus sydowii MCCC 3A00324 led to the isolation of one new acremolin type alkaloid and five known alkaloids. These compounds were evaluated for their cytotoxic activities against six human cancer cell lines, with two of them exhibiting inhibitory effects at a certain concentration.
NATURAL PRODUCT RESEARCH
(2022)
Article
Plant Sciences
Pengfei Jin, Guanqun Zhan, Guijuan Zheng, Junjun Liu, Xiang Peng, Lang Huang, Biao Gao, Xinghua Yuan, Guangmin Yao
Summary: Novel triamino monoterpene indole alkaloids were isolated from Gelsemium elegans, including gelstriamine A with a unique scaffold, and exhibited discernible analgesic activities. One of the compounds, N-desmethoxyhumantenine N-4-oxide, showed more potent analgesic activities than morphine in experimental tests.
JOURNAL OF NATURAL PRODUCTS
(2021)
Article
Chemistry, Medicinal
Li-Hong Yan, Xiao-Ming Li, Lu-Ping Chi, Xin Li, Bin-Gui Wang
Summary: Six new metabolites and six known compounds were isolated and identified from a deep-sea sediment-derived fungus. The new metabolites showed inhibitory activities against bacteria and fungi.
Article
Biochemistry & Molecular Biology
Jianwei Chen, Siqi Wang, Yiming Xu, Huawei Zhang, Hong Wang
Summary: In this study, a method called assay-guided approach was used to discover compounds that modulate tyrosinase activity from marine actinomycete. A new compound, georgenione A (1), along with two previously known compounds, 5-(4'-hydroxybenzyl)hydantoin (2) and cyclo(Trp-Gly) (3), were isolated from actinomycete Georgenia sp. 40DY180. Compound 2 showed strong anti-tyrosinase activity, comparable to the commercially used positive controls kojic acid and arbutin.
CHEMISTRY & BIODIVERSITY
(2022)
Article
Biotechnology & Applied Microbiology
Masayuki Igarashi, Ryuichi Sawa, Maya Umekita, Masaki Hatano, Rie Arisaka, Chigusa Hayashi, Yoshimasa Ishizaki, Masato Suzuki, Chiaki Kato
Summary: A strain of Nonomuraea sp. MM565M-173N2 isolated from deep-sea sediment off the Sanriku coast yielded four new antibiotics, with sealutomicin A showing strong antibacterial activity against carbapenem-resistant Enterobacteriaceae (CRE) in particular.
JOURNAL OF ANTIBIOTICS
(2021)
Review
Chemistry, Medicinal
Mengwei Xu, Rui Peng, Qing Min, Siwen Hui, Xin Chen, Guang Yang, Shuanglin Qin
Summary: The number of cancer cases and deaths worldwide is increasing, making the search for effective cancer cures a top priority. Natural products, especially bisindoles, have shown promising anticancer activity and have been extensively studied. This review focuses on bisindole alkaloids extracted from various natural products and their potential therapeutic effects, highlighting the progress made in cancer treatment research with 242 bisindole alkaloids.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2022)
Article
Chemistry, Organic
Xiaodong Jiang, Zhuangjie Fang, Qingbo Zhang, Wei Liu, Liping Zhang, Wenjun Zhang, Chunfang Yang, Haibo Zhang, Yiguang Zhu, Changsheng Zhang
Summary: Benzofluorene-containing atypical angucyclines are an important family of natural products with a wide range of antibacterial and cytotoxic properties. Interestingly, symmetric and asymmetric dimers have shown better activity than monomers in this class of compounds. The structural elucidation of nenestatin C (3) highlights the essential role of Nes18 in the biosynthetic pathway of nenestatin B (2), specifically in dimerization via C-C bond formation.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
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
Plant Sciences
Hugues Fouotsa, Pierre Le Pogam, Pierre Mkounga, Alain Meli Lannang, Guillaume Bernadat, Jerome Vanheuverzwijn, Zhiyu Zhou, Karine Leblanc, Somia Rharrabti, Augustin Ephrem Nkengfack, Jean-Francois Gallard, Veronique Fontaine, Franck Meyer, Erwan Poupon, Mehdi A. Beniddir
Summary: Voatriafricine A and B, the first examples of vobasine-aspidosperma-aspidosperma monoterpene trisindole alkaloids isolated from Voacanga africana, show potent antimycobacterial activity with no discernible cytotoxic activity. Their structures and configurations were elucidated using spectroscopic methods and ECD calculations.
JOURNAL OF NATURAL PRODUCTS
(2021)
Article
Chemistry, Organic
Zhiwei Zhang, Tao Zhou, Taehui Yang, Keisuke Fukaya, Enjuro Harunari, Shun Saito, Katsuhisa Yamada, Chiaki Imada, Daisuke Urabe, Yasuhiro Igarashi
Summary: Three new tetronate-class polyketides, nomimicins B, C, and D, were isolated from the deep-sea water of Sagami Bay, Japan, showing antimicrobial activity against Gram-positive bacteria and cytotoxicity against P388 murine leukemia cells.
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Biochemistry & Molecular Biology
Yun Dong, Enjing Jin, Runyi Wang, Yilei Bao, Huayue Li
Summary: Cold-seeps refer to areas on the ocean floor where hydrogen sulfide and methane are released. Cold-seep microbes serve as a promising source for novel bioactive natural products. Four new ansa-ring opened linear ansamycin analogues, olimycins E-H (1-4), were obtained from the cold-seep-derived Streptomyces olivaceus OUCLQ19-3. The structures of these compounds were determined through extensive MS and NMR spectroscopic analyses, as well as ECD calculations.
CHEMISTRY & BIODIVERSITY
(2023)
Article
Chemistry, Medicinal
Alfarius Eko Nugroho, Yurika Ono, Eunji Jin, Yusuke Hirasawa, Toshio Kaneda, Abdul Rahman, Idha Kusumawati, Takahiro Tougan, Toshihiro Horii, Noor Cholies Zaini, Hiroshi Morita
Summary: Two new bisindole alkaloids were isolated from the leaves of Voacanga grandifolia, showing potent antimalarial activity and very low cytotoxic activity against human cells.
JOURNAL OF NATURAL MEDICINES
(2021)
Article
Biology
Timothy D. O'Hara, Ben Thuy, Andrew F. Hugall
Summary: The deep-seafloor in the tropical Indo-Pacific harbours a rich and diverse benthic fauna with numerous palaeoendemics. The discovery of a new species, genus and family of brittle-star in this region, along with similar microfossil remains from Early Jurassic sediments in Normandy, France, highlights the importance of ongoing taxonomic research in the deep-sea environment.
PROCEEDINGS OF THE ROYAL SOCIETY B-BIOLOGICAL SCIENCES
(2021)
Article
Plant Sciences
Van Anh Cao, Joo-Hee Kwon, Jong Soon Kang, Hwa-Sun Lee, Chang-Su Heo, Hee Jae Shin
Summary: Four previously undescribed ergostane-type sterols, named aspersterols A-D, were isolated from a deep-sea-derived fungus, Aspergillus unguis IV17-109. These compounds have a rare unsaturated side chain and unique structure, with aspersterol A exhibiting cytotoxic activity against cancer cells and the other compounds showing anti-inflammatory activity.
JOURNAL OF NATURAL PRODUCTS
(2022)
Article
Chemistry, Applied
Yi Zhao, Hu Chen, Lu Yang, Wenli Li, Huayue Li
Summary: A new polyene aldehyde, named amphonal (1), and two known polyketides were isolated from the deep-sea-derived Streptomyces amphotericinicus OUCT16-38 strain. Compound 2 showed significant growth inhibition against drug-resistant human lung cancer cells and exhibited cytotoxic effects towards other lung cancer cell lines as well.
NATURAL PRODUCT RESEARCH
(2023)
Article
Multidisciplinary Sciences
Bidhan Chandra De, Wenjun Zhang, Chunfang Yang, Attila Mandi, Chunshuai Huang, Liping Zhang, Wei Liu, Mark W. Ruszczycky, Yiguang Zhu, Ming Ma, Ghader Bashiri, Tibor Kurtan, Hung-wen Liu, Changsheng Zhang
Summary: Epoxide ring opening reactions are important in both biological processes and synthetic applications. Flavins are shown to catalyze both reductive and oxidative epoxide ring opening reactions, and the underlying mechanisms are proposed.
NATURE COMMUNICATIONS
(2022)
Article
Multidisciplinary Sciences
Chunfang Yang, Liping Zhang, Wenjun Zhang, Chunshuai Huang, Yiguang Zhu, Xiaodong Jiang, Wei Liu, Mengran Zhao, Bidhan Chandra De, Changsheng Zhang
Summary: This study reveals the functional role of FlsO1 in the biosynthesis of fluostatins, which not only compensates for FlsO2 but also unexpectedly catalyzes the formation of xanthone-containing products from prejadomycin. Biochemical evidence and crystal structure analysis provide insights into the physiological role and mechanism of FlsO1.
NATURE COMMUNICATIONS
(2022)
Article
Biochemical Research Methods
Tingting Xu, Qingqing Gan, Qiang Liu, Ruidong Chen, Xuhui Zhen, Changsheng Zhang, Jinsong Liu
Summary: The structure of Elaiophylin glycosyltransferase (ElaGT) was determined and found to form a 'face-to-face' symmetric homodimer. This structure presents a novel self-activating model for symmetric sugar transfer in the glycosyltransferase family and reveals a new potential regulation site for substrate specificity.
ACTA CRYSTALLOGRAPHICA SECTION D-STRUCTURAL BIOLOGY
(2022)
Article
Chemistry, Multidisciplinary
Bin Tan, Qingbo Zhang, Ji Xiao, Chengshan Yuan, Yuchan Chen, Siqiang Chen, Weimin Zhang, Yiguang Zhu, Changsheng Zhang
Summary: In this study, the function of LobP1, a P450 monooxygenase encoded in the LOB biosynthetic gene cluster, was investigated through in vivo deletion and in vitro biochemical assays. LobP1 was shown to have a broad substrate scope, with a preference for substrates with a nitrosugar. The new LOBs derivatives exhibited significant antibacterial and cytotoxic activities against various bacteria and cancer cell lines.
CHINESE JOURNAL OF CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Xuemin Ding, Weixia Ye, Bin Tan, Qiaoyun Song, Yuchan Chen, Wei Liu, Lili Sun, Wei Tang, Yulei Qiao, Qingbo Zhang, Haibo Zhang, Ying Wang, Weimin Zhang, Changsheng Zhang, Wenjun Zhang
Summary: Three new cytochalasins, talachalasins A-C (1-3), were discovered from a deep-sea-derived fungus called Talaromyces muroii sp. SCSIO 40439. The structures and absolute configurations of 1-3 were determined using various analytical techniques. Talachalasins A-C (1-3) are unique cytochalasans with a 168-methyl group, which distinguishes them from over 500 known CYTs. Talachalasin C (3) is a novel 20,21-seco-cytochalasans with a 2-oxabicyclo-[3.3.1]nonan-3-one unit. Talachalasin A (1) exhibited moderate cytotoxic activity against four tumor cell lines (IC50: 3.40-10.02 μM). Talachalasin B (2) demonstrated comparable anti-RSV and HSV-1 activities (IC50: 12.5 p.M or IC50: 20.0 μM).
CHINESE JOURNAL OF CHEMISTRY
(2023)
Article
Plant Sciences
Bin Tan, Qingbo Zhang, Jieyi Li, Yiguang Zhu, Liping Zhang, Wenjun Zhang, Haibo Zhang, Yang Chen, Changsheng Zhang
Summary: The installation of halogen atoms into aromatic and less activated polyketide substrates by halogenases is a powerful strategy to tune the bioactivity, bioavailability, and reactivity of compounds. In this study, the halogenase TotH was confirmed to catalyze the C-4 chlorination in the biosynthetic pathway of totopotensamide A (1), leading to the formation of ClMeDPG. Six new deschloro totopotensamide (TPM) congeners TPMs H2-H7 (5-10) were isolated and their structures were elucidated. Additionally, the cytotoxicity of compounds 5, 6, 8, and 9 against several cell lines was evaluated.
JOURNAL OF NATURAL PRODUCTS
(2023)
Article
Biochemistry & Molecular Biology
Ziqian Cheng, Qingbo Zhang, Jing Peng, Xiaoyang Zhao, Liang Ma, Changsheng Zhang, Yiguang Zhu
Summary: In this study, a benzoxazole alkaloid-encoding biosynthetic gene cluster (mich BGC) was identified in the marine-derived actinomycete Micromonospora sp. SCSIO 07395 and heterologously expressed in Streptomyces albus. This led to the discovery of five new benzoxazole alkaloids microechmycin A-E (1-5) and a previously synthesized compound 6. Their structures were elucidated using HRESIMS and 1D and 2D NMR data. Microechmycin A (1) exhibited moderate antibacterial activity against Micrococcus luteus SCSIO ML01 with a minimal inhibitory concentration (MIC) value of 8 μg/mL.
Article
Chemistry, Multidisciplinary
Bin Tan, Liping Zhang, Qingbo Zhang, Siqiang Chen, Weiliang Xiong, Yiguang Zhu, Changsheng Zhang
Summary: This study identified a new environmental resistance determinant, the lobophorin (LOB) resistance-related glycosidase KijX, which has an unexpected correlation with the host-dependent chemical diversity of LOBs. KijX homologues are widely found among bacteria, archaea, and fungi, and they encode the same glycohydrolytic activity on LOBs. The crystal structure of a KijX homologue, AcvX, revealed its ability to accommodate and deglycosylate LOBs. This study highlights the importance of KijX-related glycosidases as preexisting resistance determinants and provides insight into the integration of resistance genes into natural product assembly.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Plant Sciences
Lijuan Wang, Mengyi Zhu, Qingbo Zhang, Shilan Zhai, Yiguang Zhu, Haibo Zhang, Changsheng Zhang
Summary: In this study, an alternative biological route to produce structurally diverse fidaxomicin aglycones was developed by refactoring the promoter and expressing it in a different host. The resulting titers of the five fidaxomicin aglycones ranged from 4.9 to 15.0 mg L-1. Overall, these findings demonstrate the potential of using a biological strategy to construct and diversify fidaxomicin aglycones.
JOURNAL OF NATURAL PRODUCTS
(2023)
Article
Biochemistry & Molecular Biology
Ting-Ting Tang, Su-Mei Li, Bo-Wen Pan, Jun-Wei Xiao, Yu-Xin Pang, Shou-Xia Xie, Ying Zhou, Jian Yang, Ying Wei
Summary: The inhibitory activities of Scutellaria barbata extracts and its active components against HIV-1 protease and SARS-CoV2 viral cathepsin L protease were evaluated in this study. It was found that certain extracts and nine flavonoids from Scutellaria barbata exhibited inhibitory effects on HIV-1 protease. Among them, the 5,6,7,4'-tetrahydroxyl flavone scutellarein showed strong dual anti-protease activity and may serve as a lead compound for the development of more effective dual protease inhibitors.
Article
Biochemical Research Methods
Mengyi Zhu, Lijuan Wang, Haibo Zhang, Liping Zhang, Bin Tan, Qi Huang, Yiguang Zhu, Changsheng Zhang
Summary: Ribosome-targeting oligosaccharides, everninomicins (EVNs), are promising drug leads with a unique mode of action. By duplicating the biosynthetic gene cluster (BGC) in Micromonospora sp. SCSIO 07395, the production of EVNs was enhanced, allowing for bioactivity evaluation. EVNs showed significant inhibition against multidrug-resistant bacteria, with potency comparable or superior to vancomycin, linezolid, and daptomycin. The BGC duplication strategy successfully increased the titer of bioactive EVN M from trace amounts to 98.6 mg L-1, demonstrating the utility of a bioengineering approach for enhanced production and chemical diversification of EVNs.
ACS SYNTHETIC BIOLOGY
(2023)
Article
Chemistry, Multidisciplinary
Peng Jiang, Hongbo Jin, Guangtao Zhang, Wenjun Zhang, Wei Liu, Yiguang Zhu, Changsheng Zhang, Liping Zhang
Summary: This study provides mechanistic understanding of the functional differences between the homologous cytochrome P450 enzymes IkaD and CftA, which catalyze multiple C-H oxidations on the same substrate with distinct regio- and chemoselectivity. The crystal structures reveal that the differences in the conformation of the F/G region in IkaD and CftA control the substrate orientation and determine their binding patterns with polar moieties. Fine-tuning the polar subpocket of IkaD can alter its regioselectivity.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Plant Sciences
Xiaoyang Zhao, Youzhe Chen, Ting Long, Zhiying Liu, Qingbo Zhang, Haibo Zhang, Yan Yan, Changsheng Zhang, Yiguang Zhu
Summary: In this study, a depsidone encoding gene cluster from Ovatospora sp. SCSIO SY280D was heterologously reconstituted in Aspergillus nidulans A1145, resulting in the production of mollicellins, a representative family of depsidones. Furthermore, a bifunctional P450 monooxygenase that catalyzes both ether formation and hydroxylation in the biosynthesis of the mollicellins was discovered. The functions of a decarboxylase and an aromatic prenyltransferase were also characterized to understand the tailoring modification steps. This work provides important insights into the biosynthesis of mollicellins.
JOURNAL OF NATURAL PRODUCTS
(2023)
Article
Chemistry, Organic
Zhuangjie Fang, Qingbo Zhang, Weiliang Xiong, Lili Sun, Bin Tan, Mengyi Zhu, Liang Ma, Liping Zhang, Yiguang Zhu, Changsheng Zhang
Summary: In this study, four new tetronate antibiotics called kongjuemycins (KJMs) were discovered from a coral-associated actinomycete. The biosynthetic gene cluster responsible for KJMs production was identified and characterized through various experiments. It was found that KJM biosynthesis utilizes diverse precursors from primary metabolism.
Article
Biochemistry & Molecular Biology
Li Lu, Chunmei Hu, Xiaofeng Min, Zhong Liu, Xuetao Xu, Lishe Gan
Summary: A new tyrosinase inhibitor with anti-melanogenic activity was discovered through the synthesis of a series of derivatives. The compound showed inhibitory activity against tyrosinase and could suppress melanogenesis both in cells and in a zebrafish model.