Quinazoline derivative from indigenous isolate,<i>Nocardiopsis alba</i>inhibits human telomerase enzyme

Kiran, Kalarikkal Gopikrishnan; Thandeeswaran, Murugesan; Nawaz, Kiran; Easwaran, Murugesh; Jayagopi, Kishore Kumar; Ebrahimi, Lida; Palaniswamy, Muthusamy; Mahendran, Ratha; Angayarkanni, Jayaraman

doi:10.1111/jam.13281

Cited by 3 publications

(2 citation statements)

References 55 publications

(55 reference statements)

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“…To survive under the extreme condition of saltpan, Nocardiopsis species developed distinct genetic and metabolic features and hold several biosynthetic gene clusters by which they acquire the ability to form an array of bioactive compounds [ 9 , 10 ] , belonging to different chemical classes including: macrolides [ 11 ] , non ribosomal peptides [ 12 ] , macrolactams [ 13 ] , A-pyrones [ 14 ] , p-terphenyls [ 15 ] , diketopiperazine [ 16 ] , phenazine [ 17 ] and aziridine [ 18 ] . These compounds have been reported to display a potent biological activity [ 11 , 12 ] , including: antibacterial [ 15 , 18 ] , antifungal [ 19 ] , anticancer [ 20 ] , inflammatory [ 21 ] , antiparasite [ 22 ] .…”

Section: Introductionmentioning

confidence: 99%

Taxonomic Characterization, Antiviral Activity and Induction of Three New Kenalactams in Nocardiopsis sp. CG3

et al. 2022

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Exploration of secondary metabolites secreted by new Actinobacteria taxa isolated from unexplored areas, can increase the possibility to obtain new compounds which can be developed into new drugs for the treatment of serious diseases such as hepatitis C. In this context, one actinobacterial strain, CG3, has been selected based on the results of polyphasic characterization, which indicate that it represents a new putative species within the genus Nocardiopsis. Two fractions (F2 and F3), prepared from the culture of strain CG3 in soybean medium, exhibited a pronounced antiviral activity against the HCV strain Luc-Jc1. LC–HRESIMS analysis showed different bioactive compounds in both active fractions (F2 and F3), including five polyenic macrolactams (kenalactams A-E), three isoflavone metabolites, along with mitomycin C and one p-phenyl derivative. Furthermore, feeding with 1% of methionine, lysine or alanine as a unique nitrogen source, induced the production of three novel kenalactam derivatives.

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Section: Introductionmentioning

confidence: 99%

Taxonomic Characterization, Antiviral Activity and Induction of Three New Kenalactams in Nocardiopsis sp. CG3

et al. 2022

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“…Telomerase inhibitory activity was inferred from the reduction in the intensity of the telomerase-elongated TS primers, as compared to the band intensity of internal assay standard (TSNT). Compound 15 was thus suggested to be a suitable molecule for developing a future anticancer drug due to its selectivity towards G-quadruplex over normal DNA duplex and showing lower cytotoxicity for normal cells [ 34 ]. Structures are shown in Figure 2 .…”

Section: Introductionmentioning

confidence: 99%

Natural Product Potential of the Genus Nocardiopsis

et al. 2018

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Actinomycetes are a relevant source of novel bioactive compounds. One of the pharmaceutically and biotechnologically important genera that attract natural products research is the genus Nocardiopsis, mainly for its ability to produce a wide variety of secondary metabolites accounting for its wide range of biological activities. This review covers the literature from January 2015 until February 2018 making a complete survey of all the compounds that were isolated from the genus Nocardiopsis, their biological activities, and natural sources, whenever applicable.

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[BPy][OH] Immobilized Hydrotalcite Clay Catalytic System for 1,2-dihyd-roquinazolines Synthesis

Srivastava¹

2024

COCAT

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We easily synthesized two ionic liquids, [BMIM][OH] and [BPy][OH], with high yield. We found that hydrotalcite clay, mediated by these ionic liquids, is a highly effective catalyst for synthesizing biologically active 1,2-dihydroquinazoline derivatives. Using a simple reaction protocol and easy product isolation steps, we successfully synthesized 18 different 1,2-dihydroquinazoline derivatives and were able to recycle the catalysts up to 8 times. Overall, the use of hydrotalcite and [BPy][OH] catalysts provide a more efficient and environmentally friendly method for synthesizing quinazolines compared to traditional methods that often require harsh conditions and toxic reagents. Background: 1,2-Dihydroquinazolines are an important class of heterocyclic compounds with diverse biological activities, including anticancer, antifungal, and antibacterial properties. They also exhibit other pharmacological activities such as antihypertensive, anti-inflammatory, and antiviral effects. The synthesis of 1,2-dihydroquinazolines dates to the early 20th century when they were first synthesized by Pictet and Huber in 1911 by the condensation of anthranilic acid with aldehydes or ketones in the presence of strong acids. Since then, numerous methods have been developed for their synthesis, including the cyclization of o-aminobenzamides, the reaction of o-aminoaryl ketones with aldehydes or ketones, and the use of catalysts such as Lewis acids and transition metals. In recent years, the development of new synthetic methods for the efficient and selective synthesis of 1,2-dihydroquinazolines has been of great interest to synthetic chemists, particularly in the pharmaceutical industry. These methods include the use of microwave irradiation, ultrasound, and ionic liquids as green solvents. Overall, the synthesis of 1,2-dihydroquinazolines has been an active area of research, and new methods continue to be developed to improve their synthesis and properties for various applications. Methods: We easily synthesized two ionic liquids, [BMIM][OH] and [BPy][OH], with high yields. We found that hydrotalcite clay, mediated by these ionic liquids, is a highly effective catalyst for synthesizing biologically active 1,2-dihydroquinazoline derivatives. Results: Overall, our results provide insights into the development of efficient and sustainable methods for the synthesis of 1, 2-dihydroquinazolines. Conclusion: In summary, our studies demonstrated that the [BPy][OH] ionic liquid and hydrotalcite clay catalytic system could be used for the synthesis of various 1, 2-dihydroquinazolines using different aromatic carbonyl compounds, amino benzophenone derivatives, and heterocyclic aldehydes. The presence of electron-donating substituents in the phenyl group provided higher yields than electron-withdrawing groups, and the para position of the aldehyde group had a more significant effect than the ortho or meta position. Our catalytic system was also found to be recyclable for up to eight runs without significant loss of catalytic activity. Overall, our results provide insights into the development of efficient and sustainable methods for the synthesis of 1, 2-dihydroquinazolines.

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Quinazoline derivative from indigenous isolate,Nocardiopsis albainhibits human telomerase enzyme

Abstract: This particular compound can be suggested as a suitable compound for developing a future anticancer drug. The selectivity towards G-quadruplex over normal DNA duplex gives a clue that it is likely to show lower cytotoxicity in normal cells.

Cited by 3 publications

References 55 publications

Taxonomic Characterization, Antiviral Activity and Induction of Three New Kenalactams in Nocardiopsis sp. CG3

Taxonomic Characterization, Antiviral Activity and Induction of Three New Kenalactams in Nocardiopsis sp. CG3

Natural Product Potential of the Genus Nocardiopsis

[BPy][OH] Immobilized Hydrotalcite Clay Catalytic System for 1,2-dihyd-roquinazolines Synthesis

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