Antibacterial and Cytotoxic Bridged and Ring Cleavage Angucyclinones From a Marine Streptomyces sp

Guo, Lin; Zhang, Lu; Yang, Qiaoli; Xu, Bo; Fu, Xinzhen; Liu, Ming; Li, Zhi; Zhang, Shumin; Xie, Zeping

doi:10.3389/fchem.2020.00586

Cited by 5 publications

(4 citation statements)

References 20 publications

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“…Only compound 47 displayed moderate cytotoxicity against eight human cancer cell lines (IC 50 = 2.4 µM-67.4 µM), with small steric substituents in R 2 and R 3 . After adding 50 µM of lanthanum chloride to the liquid medium, an indolinone-naphthofuran analogue (±)-Pratensilin D (50, Figure 4) was detected in the metabolites [37]. (-)-Pratensilin D (50) exhibited more potent biological activity against Gram-positive bacteria, yeast and five human cancer cell lines.…”

Section: Other Indolesmentioning

confidence: 99%

Marine Streptomyces-Derived Novel Alkaloids Discovered in the Past Decade

Liu,

Sun,

et al. 2024

Marine Drugs

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Natural alkaloids originating from actinomycetes and synthetic derivatives have always been among the important suppliers of small-molecule drugs. Among their biological sources, Streptomyces is the highest and most extensively researched genus. Marine-derived Streptomyces strains harbor unconventional metabolic pathways and have been demonstrated to be efficient producers of biologically active alkaloids; more than 60% of these compounds exhibit valuable activity such as antibacterial, antitumor, anti-inflammatory activities. This review comprehensively summarizes novel alkaloids produced by marine Streptomyces discovered in the past decade, focusing on their structural features, biological activity, and pharmacological mechanisms. Future perspectives on the discovery and development of novel alkaloids from marine Streptomyces are also provided.

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Section: Other Indolesmentioning

confidence: 99%

Marine Streptomyces-Derived Novel Alkaloids Discovered in the Past Decade

Liu,

Sun,

et al. 2024

Marine Drugs

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“…Guo and colleagues reported the characteristics of two new cleavage angucyclinones that were isolated from a Chinese marine Streptomyces sp. The (-) pratensilin D (26) was effective against B. cereus with an MIC value of 4 µg/mL [25] . In contrast, its enantiomer (+) structure showed no effect against all tested bacteria with an MIC of up to 64 µg/mL.…”

Section: Antibacterial Activity Of Purified Streptomyces-derived Seco...mentioning

confidence: 99%

“…Previously, angucyclinones have been proven to be a prolific source of antibiotics for the production of 45% of all reported active metabolites [25] . Huang and colleagues also identified two active compounds derived by Streptomyces sp., which consist of tirandamycins A and B (31,31), isolated from a novel marine sponge.…”

Section: Antibacterial Activity Of Purified Streptomyces-derived Seco...mentioning

confidence: 99%

The Antibacterial Activities of Secondary Metabolites Derived from Streptomyces sp.

Elsalam¹,

Goh²,

Mahadi³

et al. 2022

Prog Micobes Mol Biol

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The spreading of infectious diseases caused by the emergence of Multidrug-Resistant (MDR) pathogens is a global threat that has led to numerous deaths annually. In view of this, there is an overwhelming need to discover new bioactive compounds with effective antimicrobial properties. Concurrently, the genus Streptomyces has a growing reputation as a potential biological source of various antibiotics and other bioactive metabolites. Streptomyces sp. has been isolated from different sources, including terrestrial and marine habitats with a myriad of promising compounds that could be used to treat MDR pathogens. Therefore, this study presents a systematic review of the antibacterial activities of Streptomyces-derived secondary metabolites. The Preferred Reporting Items for Systematic Reviews and Meta-Analyses (PRISMA) guidelines and checklist were employed in this studyto collect relevant articles from two research databases, namely PubMed and Science Direct. The selection process includes identification, screening, eligibility, and inclusion of articles. Several keywords and criteria were established for the screening and selection process. Based on the results, a total of 26 articles were selected from 70 potential articles. The articles were published between 2015 and 2020 with most studies being published in 2020, indicating an increased interest in Streptomyces and its derived compounds. Approximately 51 different PMMB 2022, 5, 1; a0000281 2 of 25 Streptomyces-derived compounds have been identified, ranging from crude extracts, pure compounds, and partially purified compounds. Various parameters were also used to assess their antibacterial activities, particularly the Minimum Inhibitory Concentration (MIC) (69%) and the zone of inhibition (11%). Moreover, the antibacterial activities of these compounds were effective on numerous gram-positive and gram-negative bacteria. Furthermore, 46% and 54% of the selected studies were focused on inhibiting MDR and nonMDR pathogens, respectively. In conclusion, both crude and purified compounds from Streptomyces sp. exhibited strong antibacterial effects. It is expected that extensive future research would develop a standard method to compare the antibacterial strength of eachextracted compound from Streptomyces sp. and determine the most effective bioactive compounds to treat diseases caused by MDR pathogens.

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“…The spiro[furan-2,1′-isoindolin]-3′-one unit is found in biologically active molecules and natural products . For example, spirocollequins A ( I ) and B ( II ) are alkaloids featuring spirocyclic an isoindolinone core that were isolated from Colletotrium boninense AM-12-2, and pratensilin A ( III ) and pratensilin D ( IV ) are alkaloid natural products isolated from a marine Streptomyces sp . (Figure ).…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Spiro[furan-2,1′-isoindolin]-3′-ones from 2-(4-Hydroxybut-1-yn-1-yl)benzonitriles and Aryl Aldehydes under the Action of Triflic Acid

et al. 2022

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The synthesis of spiro[furan-2,1′-isoindolin]-3′ones from 2-(4-hydroxybut-1-yn-1-yl)benzonitriles and aryl aldehydes is demonstrated. It involves the initial formation of dihydrofuranylideneisoindolinone via intramolecular sequential Prins and Ritter reactions, followed by the ring opening of the furanyl moiety to generate N-acyliminium ions and alcohols for the final cyclization reaction, and the spiro-cyclic compounds are produced in moderate to good yields. It is a one-pot, threecomponent reaction in which one new quaternary carbon, two fivemembered rings, one C−N bond, two C−O bonds, and one C−C bond are formed. The reaction is carried out with a Brønsted acid from 0 °C to room temperature within a short period of time.

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Antibacterial and Cytotoxic Bridged and Ring Cleavage Angucyclinones From a Marine Streptomyces sp

Cited by 5 publications

References 20 publications

Marine Streptomyces-Derived Novel Alkaloids Discovered in the Past Decade

Marine Streptomyces-Derived Novel Alkaloids Discovered in the Past Decade

The Antibacterial Activities of Secondary Metabolites Derived from Streptomyces sp.

Synthesis of Spiro[furan-2,1′-isoindolin]-3′-ones from 2-(4-Hydroxybut-1-yn-1-yl)benzonitriles and Aryl Aldehydes under the Action of Triflic Acid

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