Two New Succinimide Derivatives Cladosporitins A and B from the Mangrove-derived Fungus Cladosporium sp. HNWSW-1

Wang, Pei; Cui, Yan; Cai, Cai-Hong; Chen, Huiqin; Dai, Yu Cheng; Chen, Pengwei; Kong, Fan-Dong; Yuan, Jing-Zhe; Xia, Song; Mei, Wen‐Li; Dai, Hao‐Fu

doi:10.3390/md17010004

Cited by 21 publications

(35 citation statements)

References 28 publications

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“…Recently, a chemical analysis of the culture broth of the mangrove-derived fungus Cladosporium sp. HNWSW-1 resulted in the discovery of two new succinimide-containing derivatives, cladosporitins A and B (63 and 64), together with talaroconvolutin A (65) [60]. Compound 64 showed moderate cytotoxicity against three HTCLs, with IC 50 values from 25.6 to 41.7 µM, whereas 65 exhibited moderate cytotoxicity towards two HTCLs (IC 50 = 14.9 and 26.7 µM), as well as significant inhibitory activity against α-glycosidase (IC 50 = 78.2 µM) [60].…”

Section: -Decalinoyltetramic Acidsmentioning

confidence: 99%

“…Among them, compounds 90-92 are diastereomers of 103 [93], which was first reported in a patent as being able to induce differentiation of leukemic cells, as well as to have antibacterial and antifungal activities [81,96]. Cytotoxicity experiments revealed that cephalimysins 89-100 (except for 90) and 103, have moderate cytotoxic activity against several HTCLs [92,93,95], particularly 89, which is cytotoxic against the murine P388 and human HL- 60 [97].…”

Section: -Spirotetramic Acidsmentioning

confidence: 99%

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The Biological and Chemical Diversity of Tetramic Acid Compounds from Marine-Derived Microorganisms

Jiang

Chen

et al. 2020

Marine Drugs

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Tetramic acid (pyrrolidine-2,4-dione) compounds, isolated from a variety of marine and terrestrial organisms, have attracted considerable attention for their diverse, challenging structural complexity and promising bioactivities. In the past decade, marine-derived microorganisms have become great repositories of novel tetramic acids. Here, we discuss the biological activities of 277 tetramic acids of eight classifications (simple 3-acyl tetramic acids, 3-oligoenoyltetramic acids, 3-decalinoyltetramic acid, 3-spirotetramic acids, macrocyclic tetramic acids, N-acylated tetramic acids, α-cyclopiazonic acid-type tetramic acids, and other tetramic acids) from marine-derived microbes, including fungi, actinobacteria, bacteria, and cyanobacteria, as reported in 195 research studies up to 2019.

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Section: -Decalinoyltetramic Acidsmentioning

confidence: 99%

Section: -Spirotetramic Acidsmentioning

confidence: 99%

The Biological and Chemical Diversity of Tetramic Acid Compounds from Marine-Derived Microorganisms

Jiang

Chen

et al. 2020

Marine Drugs

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“…Many isolated metabolites were aromatic compounds, i.e., phenalenones (190)(191)(192)(193)(194)(195)(196)(197)(198), grisane metabolites (199)(200)(201), and azaphilones . Linear polyketides with various side chains and other polyketides (246)(247)(248)(249)(250)(251)(252)(253)(254)(255)(256)(257) were also obtained.…”

Section: Other Polyketidesmentioning

confidence: 99%

“…A thermophilic micromycete of the Penicillium genus [73] was isolated from hot springs in Saudi Arabia using bioactivity-based separation of a culture liquid extract, from which a new polyketide was obtained (246).…”

Section: Other Polyketidesmentioning

confidence: 99%

“…Two new stereoisomeric alkaloids, cladosporitins A ( 313 ) and B ( 314 ), were isolated from the culture fluid of the mangrove micromycete Cladosporium sp. HNWSW-1 [ 246 ], along with a known analog, talaroconvolutin A ( 315 ) [ 247 ]. Interestingly, despite the same planar structure, only cladosporitin B ( 314 ) showed noticeable cytotoxicity.…”

Section: Alkaloidsmentioning

confidence: 99%

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Antibiotics from Extremophilic Micromycetes

et al. 2020

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Extremophilic microorganisms, which are capable of functioning normally at extremely high or low temperatures, pressure, and in other environmental conditions, have been in the focus of microbiologists’ attention for several decades due to the biotechnological potential of enzymes inherent in extremophiles. These enzymes (also called extremozymes) are used in the production of food and detergents and other industries. At the same time, the inhabitants of extreme econiches remained almost unexplored for a long time in terms of the chemistry of natural compounds. In recent years, the emergence of new antibiotic-resistant strains of pathogens, which affect humans and animals has become a global problem. The problem is compounded by a strong slowdown in the development of new antibiotics. In search of new active substances and scaffolds for medical chemistry, researchers turn to unexplored natural sources. In recent years, there has been a sharp increase in the number of studies on secondary metabolites produced by extremophiles. From the discovery of penicillin to the present day, micromycetes, along with actinobacteria, are one of the most productive sources of antibiotic compounds for medicine and agriculture. Many authors consider extremophilic micromycetes as a promising source of small molecules with an unusual mechanism of action or significant structural novelty. This review summarizes the latest (for 2018–2019) experimental data on antibiotic compounds, which are produced by extremophilic micromycetes with various types of adaptation. Active metabolites are classified by the type of structure and biosynthetic origin. The data on the biological activity of the isolated metabolites are summarized.

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Total Synthesis and Stereochemical Assignment of Talaroconvolutin A and Talarofuranone: Gram‐scale Synthesis of Ferroptosis Inducer Talaroconvolutin A

Yao,

Yang,

et al. 2024

Chin. J. Chem.

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Comprehensive SummaryThe first total synthesis of talaroconvolutin A (1.1 g obtained) and talarofuranone has been achieved using accessible materials (12 steps, 7.5% and 8.2% yields, respectively). Convergent routes involved intramolecular Diels−Alder reactions in two approaches for creating the decalin moiety. Additionally, an unprecedented DMP‐mediated domino reaction resulted in the deoxy‐tetramic acid system. These syntheses not only establish the absolute configuration of talaroconvolutin A but also enable further collaborative studies of this type of ferroptosis inducers.

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Two New Succinimide Derivatives Cladosporitins A and B from the Mangrove-derived Fungus Cladosporium sp. HNWSW-1

Cited by 21 publications

References 28 publications

The Biological and Chemical Diversity of Tetramic Acid Compounds from Marine-Derived Microorganisms

The Biological and Chemical Diversity of Tetramic Acid Compounds from Marine-Derived Microorganisms

Antibiotics from Extremophilic Micromycetes

Total Synthesis and Stereochemical Assignment of Talaroconvolutin A and Talarofuranone: Gram‐scale Synthesis of Ferroptosis Inducer Talaroconvolutin A

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