Bacterial polyynes uncovered: a journey through their bioactive properties, biosynthetic mechanisms, and sustainable production strategies

Wei-Chih Chin, Yang-Zhi Zhou, Hao-Yung Wang, Yu-Ting Feng, Ru-Yin Yang, Zih-Fang Huang and Yu-Liang Yang

Nat. Prod. Rep., 2024, 41, 977
DOI: 10.1039/D3NP00059A

Discovery of pentaene polyols by the activation of an enediyne gene cluster: biosynthetic implications for 9-membered enediyne core structures

Jian Pan, Qingwen Tan, Saibin Zhu, Xiaohui Yan, Yu Li, Zhoukang Zhuang, Xiangcheng Zhu, Yanwen Duan and Yong Huang

Chem. Sci., 2022, 13, 13475
DOI: 10.1039/D2SC04379C

Filling the Gap within 10‐Membered Heteroenediynes: Thiaenediyne – An Experimental and Theoretical Study

Natalia A. Danilkina, Ekaterina A. Khmelevskaya, Andrey A. Shtyrov, Mikhail N. Ryazantsev, Alexander F. Khlebnikov, Elena Yu. Tupikina, Andrey M. Rumyantsev, Alexander S. D'yachenko and Irina A. Balova

Eur J Org Chem, 2024, 27
DOI: 10.1002/ejoc.202401127

The occurrence and bioactivity of tetrahydronaphthoquinoline-diones (THNQ-dione)

Shahriar Khadem and Robin J. Marles

Natural Product Research, 2025, 39, 1622
DOI: 10.1080/14786419.2024.2367235

A novel deacetylase inhibitor KLX suppresses liver fibrosis by deacetylating PPARγ through promoting ubiquitination-mediated HDAC1 degradation

Feng Zhang, Jinglun Song, Han Wu, Keying Lin, Chunlei Wang, Linghua Zeng, Xue Kong, Kunkun Zou, Hongtao Diao, Zhuo Wang, Wei Si, Weitao Jiang, Yang Yang, Fangting Yao, Xinyue Zhang, Yuting Xiong, Qiaoyue Zhao, Tianqi Duo, Jiaming Ju, Tengfei Pan, Baofeng Yang and Yu Bian

Sci. China Life Sci., 2025, 68, 1740
DOI: 10.1007/s11427-024-2827-y

A discrete intermediate for the biosynthesis of both the enediyne core and the anthraquinone moiety of enediyne natural products

Minakshi Bhardwaj, Zheng Cui, Erome Daniel Hankore, Faruk H. Moonschi, Hoda Saghaeiannejad Esfahani, Edward Kalkreuter, Chun Gui, Dong Yang, George N. Phillips, Jon S. Thorson, Ben Shen and Steven G. Van Lanen

Proc. Natl. Acad. Sci. U.S.A., 2023, 120
DOI: 10.1073/pnas.2220468120

Synthesis, Reaction Mechanism, DNA Cleavage and Antitumor Properties of Naphthoquinone‐Based Enediynes

Hongyu Zheng, Yun Zeng, Xiaohua Huang, Houjun Zhang, Fangxu Pu, Haonan Cheng, Zhuoyu Li, Yun Ding and Aiguo Hu

Asian J Org Chem, 2023, 12
DOI: 10.1002/ajoc.202300306

Discovery of natural anthraquinones as potent inhibitors against pancreatic lipase: structure-activity relationships and inhibitory mechanism

Zi-Qiang Chen, Wen-Yao He, Si-Yuan Yang, Hong-Hong Ma, Jing Zhou, Hao Li, Ya-Di Zhu, Xing-Kai Qian and Li-Wei Zou

Journal of Enzyme Inhibition and Medicinal Chemistry, 2024, 39
DOI: 10.1080/14756366.2024.2398561

Facile and selective separation of anthraquinones by alizarin-modified iron oxide magnetic nanoparticles

Yuexuan Li, Jiaxing Zhang, Chengyu Zhang, Weifan Dang, Lu Xue, Hongliang Liu, Huiying Cheng and Xiaohui Yan

Journal of Chromatography A, 2023, 1702, 464088
DOI: 10.1016/j.chroma.2023.464088

Combinatorial metabolic engineering of Streptomyces sp. CB03234-S for the enhanced production of anthraquinone-fused enediyne tiancimycins

Zhoukang Zhuang, Wenping Kong, Zhongqing Wen, Nian Tong, Jing Lin, Fan Zhang, Zhiying Fan, Liwei Yi, Yong Huang, Yanwen Duan, Xiaohui Yan and Xiangcheng Zhu

Microb Cell Fact, 2024, 23
DOI: 10.1186/s12934-024-02399-w

Functionalized 10-Membered Aza- and Oxaenediynes through the Nicholas Reaction

Natalia A. Danilkina, Ekaterina A. Khmelevskaya, Anna G. Lyapunova, Alexander S. D’yachenko, Alexander S. Bunev, Rovshan E. Gasanov, Maxim A. Gureev and Irina A. Balova

Molecules, 2022, 27, 6071
DOI: 10.3390/molecules27186071

Application of a Biocatalytic Strategy for the Preparation of Tiancimycin-Based Antibody–Drug Conjugates Revealing Key Insights into Structure–Activity Relationships

Andrew D. Steele, Alexander F. Kiefer, Dobeen Hwang, Dong Yang, Christiana N. Teijaro, Ajeeth Adhikari, Christoph Rader and Ben Shen

J. Med. Chem., 2023, 66, 1562
DOI: 10.1021/acs.jmedchem.2c01771

A brief survey on the application of metal-catalyzed azide–alkyne cycloaddition reactions to the synthesis of ferrocenyl-x-1,2,3-triazolyl-R (x = none or a linker and R = organic entity) compounds with anticancer activity

Konrad Kowalski

Coordination Chemistry Reviews, 2023, 479, 214996
DOI: 10.1016/j.ccr.2022.214996

Intramolecular C–C Bond Formation Links Anthraquinone and Enediyne Scaffolds in Tiancimycin Biosynthesis

Chun Gui, Edward Kalkreuter, Yu-Chen Liu, Ajeeth Adhikari, Christiana N. Teijaro, Dong Yang, Changsoo Chang and Ben Shen

J. Am. Chem. Soc., 2022, 144, 20452
DOI: 10.1021/jacs.2c08957

Biochemical and Structural Studies of the Carminomycin 4-O-Methyltransferase DnrK

Elnaz Jalali, Fengbin Wang, Brooke R. Overbay, Mitchell D. Miller, Khaled A. Shaaban, Larissa V. Ponomareva, Qing Ye, Hoda Saghaeiannejad-Esfahani, Minakshi Bhardwaj, Andrew D. Steele, Christiana N. Teijaro, Ben Shen, Steven G. Van Lanen, Qing-Bai She, S. Randal Voss, George N. Phillips and Jon S. Thorson

J. Nat. Prod., 2024, 87, 798
DOI: 10.1021/acs.jnatprod.3c00947

Genomic Comparisons Revealed the Key Genotypes of Streptomyces sp. CB03234-GS26 to Optimize Its Growth and Relevant Production of Tiancimycins

Huiming Liu, Jing Lin, Yong Huang, Yanwen Duan and Xiangcheng Zhu

Bioengineering, 2024, 11, 1128
DOI: 10.3390/bioengineering11111128

Deciphering the pathway-specific regulatory network for production of ten-membered enediyne Tiancimycins in Streptomyces sp. CB03234-S

Manxiang Zhu, Fan Zhang, Ting Gan, Jing Lin, Yanwen Duan and Xiangcheng Zhu

Microb Cell Fact, 2022, 21
DOI: 10.1186/s12934-022-01916-z

Comprehensive review on the elaboration of payloads derived from natural products for antibody-drug conjugates

Nan Lu, Jiaqi Wu, Mengwei Tian, Shanshan Zhang, Zhiguo Li and Liming Shi

European Journal of Medicinal Chemistry, 2024, 268, 116233
DOI: 10.1016/j.ejmech.2024.116233

Functional Characterization of Cytochrome P450 Hydroxylase YpmL in Yangpumicin A Biosynthesis and Its Application for Anthraquinone-Fused Enediyne Structural Diversification

Dong Yang, Fei Ye, Christiana N. Teijaro, Dobeen Hwang, Thibault Annaval, Ajeeth Adhikari, Gengnan Li, Xiaohui Yan, Chun Gui, Christoph Rader and Ben Shen

Org. Lett., 2022, 24, 1219
DOI: 10.1021/acs.orglett.2c00009

Discovery of Tiancimycin Congeners from Streptomyces sp. CB03234-S

Lu Xue, Lihua Zhang, Chengyu Zhang, Xin Zhao, Weifan Dang, Zhaoxin Wang, Chunhua Wang, Tongchuan Suo and Xiaohui Yan

Chinese Journal of Organic Chemistry, 2022, 42, 1241
DOI: 10.6023/cjoc202111018

The exploration of high production of tiancimycins in Streptomyces sp. CB03234-S revealed potential influences of universal stress proteins on secondary metabolisms of streptomycetes

Huiming Liu, Zhiying Fan, Nian Tong, Jing Lin, Yong Huang, Yanwen Duan and Xiangcheng Zhu

Microb Cell Fact, 2024, 23
DOI: 10.1186/s12934-024-02613-9

Enantioselective Synthesis of Sealutomicin C

Stuart M. Astle, Sean Guggiari, James R. Frost, Hamish B. Hepburn, David J. Klauber, Kirsten E. Christensen and Jonathan W. Burton

J. Am. Chem. Soc., 2024, 146, 17757
DOI: 10.1021/jacs.4c02969

Micromonospora: A Prolific Source of Bioactive Secondary Metabolites with Therapeutic Potential

Suqi Yan, Mingyuan Zeng, Hong Wang and Huawei Zhang

J. Med. Chem., 2022, 65, 8735
DOI: 10.1021/acs.jmedchem.2c00626

DNA Interaction and Cleavage Modes of Anthraquinone-Fused Enediynes: A Study on Tiancimycins, Yangpumicins, and Their Semisynthetic Analogues

Zhongqing Wen, Zhoukang Zhuang, Huiming Liu, Zilong Wang, Xueqiong Feng, Xiangcheng Zhu, Xiaohui Yan, Yanwen Duan and Yong Huang

J. Med. Chem., 2024, 67, 4624
DOI: 10.1021/acs.jmedchem.3c02049

Docking and Molecular Dynamics Studies on DNA-Heterocyclic Enediynes Interaction to Identify the Preferred Binding Mode

M. A. Gureev, N. A. Danilkina, A. F. Khlebnikov and I. A. Balova

Russ J Gen Chem, 2024, 94, S100
DOI: 10.1134/S1070363224140111

Anti‐HER2 Immunoliposomes: Antitumor Efficacy Attributable to Targeted Delivery of Anthraquinone‐Fused Enediyne

Xueqiong Feng, Zhongqing Wen, Xiangcheng Zhu, Xiaohui Yan, Yanwen Duan and Yong Huang

Advanced Science, 2024, 11
DOI: 10.1002/advs.202307865

An Enzymatic Oxidation Cascade Converts δ-Thiolactone Anthracene to Anthraquinone in the Biosynthesis of Anthraquinone-Fused Enediynes

Guang-Lei Ma, Wan-Qiu Liu, Huawei Huang, Xin-Fu Yan, Wei Shen, Surawit Visitsatthawong, Kridsadakorn Prakinee, Hoa Tran, Xiaohui Fan, Yong-Gui Gao, Pimchai Chaiyen, Jian Li and Zhao-Xun Liang

JACS Au, 2024, 4, 2925
DOI: 10.1021/jacsau.4c00279

Development and validation of a liquid chromatography‐tandem mass spectrometry method for CPUL1, a novel antitumor candidate compound, and its application to pharmacokinetic studies

Yuanyuan Lu, Yanjun Zhang, Man Yuan, Jiaqin Chen, Yifan Xu, Qiong Jie, Zhilong An, Jianmin Liao, Yunxin Liu, Jun Li, Yubing Zhu, Jianjun Zou, Chun Ge, Dong Feng and Ying Wang

J of Separation Science, 2022, 45, 4397
DOI: 10.1002/jssc.202200497