Angucycline and angucyclinone derivatives from the marine‐derived <i>Streptomyces</i> sp.

Liu, Ming; Yang, Yingjie; Gong, Ge; Li, Zhi; Zhang, Lu; Guo, Lin; Xu, Bo; Zhang, Shumin; Xie, Zeping

doi:10.1002/chir.23394

Cited by 4 publications

(3 citation statements)

References 18 publications

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“…Also introduced with this family is a decarboxylative cleavage of the tetracycle from the ACP, removing an acetate-derived carbon from the isolated natural product, hypothesized to be catalyzed by LanM2 [68]. As shown by aquayamycin and landomycin, the PKSderived core has various oxidation patterns and can be both Cand O-glycosylated [69]. Angucyclines possess both anticancer and antimicrobial activity [65].…”

Section: Figurementioning

confidence: 99%

Expanding the Biosynthetic Toolbox: The Potential and Challenges of In Vitro Type II Polyketide Synthase Research

Rivers,

Lowell

2024

SynBio

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Type II polyketide synthase (PKS) systems are a rich source of structurally diverse polycyclic aromatic compounds with clinically relevant antibiotic and chemotherapeutic properties. The enzymes responsible for synthesizing the polyketide core, known collectively as the minimal cassette, hold potential for applications in synthetic biology. The minimal cassette provides polyketides of different chain lengths, which interact with other enzymes that are responsible for the varied cyclization patterns. Additionally, the type II PKS enzyme clusters offer a wide repertoire of tailoring enzymes for oxidations, glycosylations, cyclizations, and rearrangements. This review begins with the variety of chemical space accessible with type II PKS systems including the recently discovered highly reducing variants that produce polyalkenes instead of the archetypical polyketide motif. The main discussion analyzes the previous approaches with an emphasis on further research that is needed to characterize the minimal cassette enzymes in vitro. Finally, the potential type II PKS systems hold the potential to offer new tools in biocatalysis and synthetic biology, particularly in the production of novel antibiotics and biofuels.

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Section: Figurementioning

confidence: 99%

Expanding the Biosynthetic Toolbox: The Potential and Challenges of In Vitro Type II Polyketide Synthase Research

Rivers,

Lowell

2024

SynBio

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“…Therefore, marine-derived Streptomyces and other actinobacteria are regarded as a valuable resource for the discovery of novel bioactive compounds with potential therapeutic applications [ 15 , 16 , 17 , 18 , 19 , 20 , 21 , 22 , 23 , 24 , 25 , 26 ]. Marineosins A and B are two structurally related compounds that were first discovered from this strain.…”

Section: Introductionmentioning

confidence: 99%

Actinoquinazolinone, a New Quinazolinone Derivative from a Marine Bacterium Streptomyces sp. CNQ-617, Suppresses the Motility of Gastric Cancer Cells

Pulat,

Kim,

Hillman

et al. 2023

Marine Drugs

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A HPLC-UV guided fractionation of the culture broth of Streptomyces sp. CNQ-617 has led to the isolation of a new quinazolinone derivative, actinoquinazolinone (1), as well as two known compounds, 7-hydroxy-6-methoxy-3,4-dihydroquinazolin-4-one (2) and 7-methoxy-8-hydroxy cycloanthranilylproline (3). The interpretation of 1D, 2D NMR, and MS spectroscopic data revealed the planar structure of 1. Furthermore, compound 1 suppressed invasion ability by inhibiting epithelial–mesenchymal transition markers (EMT) in AGS cells at a concentration of 5 µM. In addition, compound 1 decreased the expression of seventeen genes related to human cell motility and slightly suppressed the signal transducer and activator of the transcription 3 (STAT3) signal pathway in AGS cells. Together, these results demonstrate that 1 is a potent inhibitor of gastric cancer cells.

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“…With the detailed investigation on marine microorganisms, marine-derived actinomycetes have proven to be an inexhaustible source for bioactive secondary metabolites [ 9 ]. A number of new bioactive compounds were characterized from marine-derived Streptomyces , such as isoquinolinequinones [ 10 ], terpenoid derivatives [ 11 , 12 ], angucycline derivatives [ 13 , 14 , 15 ], glycosylated aromatic polyketides [ 16 ], bicyclic peptides [ 17 ], depsipeptides [ 18 ], benzodiazepines [ 19 ], and piericidin derivatives [ 20 ].…”

Section: Introductionmentioning

confidence: 99%

Unique Cyclized Thiolopyrrolones from the Marine-Derived Streptomyces sp. BTBU20218885

Song

Zhang

et al. 2022

Marine Drugs

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Two new cyclized thiolopyrrolone derivatives, namely, thiolopyrrolone A (1) and 2,2-dioxidothiolutin (2), together with the kn own compound, thiolutin (3) were identified from a marine-derived Streptomyces sp. BTBU20218885, which was isolated from a mud sample collected from the coastal region of Xiamen, China. Their chemical structures were determined using spectroscopic data, including HRESIMS, 1D and 2D NMR techniques. 1 possessed a unique unsymmetrical sulfur-containing thiolopyrrolone structure. All the compounds were tested for bioactivities against Staphylococcus aureus, Escherichia coli, Bacille Calmette–Guérin (BCG), Mycobacterium tuberculosis, and Candida albicans. 1 displayed antibacterial activities against BCG, M. tuberculosis, and S. aureus with minimum inhibitory concentration (MIC) values of 10, 10, and 100 μg/mL, respectively. Thiolutin (3) showed antibacterial activities against E. coli, BCG, M. tuberculosis, and S. aureus with MIC values of 6.25, 0.3125, 0.625, and 3.125 μg/mL, respectively.

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Angucycline and angucyclinone derivatives from the marine‐derived Streptomyces sp.

Cited by 4 publications

References 18 publications

Expanding the Biosynthetic Toolbox: The Potential and Challenges of In Vitro Type II Polyketide Synthase Research

Expanding the Biosynthetic Toolbox: The Potential and Challenges of In Vitro Type II Polyketide Synthase Research

Actinoquinazolinone, a New Quinazolinone Derivative from a Marine Bacterium Streptomyces sp. CNQ-617, Suppresses the Motility of Gastric Cancer Cells

Unique Cyclized Thiolopyrrolones from the Marine-Derived Streptomyces sp. BTBU20218885

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