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1.
J Antibiot (Tokyo) ; 76(9): 503-510, 2023 09.
Artigo em Inglês | MEDLINE | ID: mdl-37208457

RESUMO

Three new 22-membered polyol macrolides, dactylides A-C (1-3), were isolated from Dactylosporangium aurantiacum ATCC 23491 employing repeated chromatographic separations, and their structures were established based on detailed analysis of NMR and MS data. The relative configurations at the stereocenters were established via vicinal 1H-1H coupling constants, NOE correlations, and by application of Kishi's universal NMR database. In order to get insights into the biosynthetic pathway of 1-3, the genome sequence of the producer strain D. aurantiacum was obtained and the putative biosynthetic gene cluster encoding their biosynthesis was identified through bioinformatic analysis using antiSMASH. Compounds 1-3 showed significant in-vitro antimycobacterial and cytotoxic activity.


Assuntos
Macrolídeos , Micromonosporaceae , Macrolídeos/química , Antibacterianos/química , Espectroscopia de Ressonância Magnética
2.
Chem Biodivers ; 20(6): e202300106, 2023 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-37170660

RESUMO

The present study explores the endophyte associated with the halophyte Salicornia brachiata for uncovering new biologically important compounds. Thus, HPLC-PDA guided chemical investigation of the ethyl acetate extract of the Bacillus subtilis NPROOT3 led to the isolation of a new compound named bacillinaphthin A (1) along with previously known rubinaphthin A (2). The structure of 2 was determined by a comparison of HR-ESI-MS, 1 H and 13 C nuclear magnetic resonances (NMR) with those of reported data, whereas the structure of new compound 1 was elucidated by interpretation of 1D- and 2D-NMR and MS data. Bacillinaphthin (1) and rubinaphthin (2) feature 1,4-dihydroxy-2-naphthoic acid derivatives which have been isolated herein for the first time from the genus Bacillus. Bacillinaphthin (1) is a new congener of 2 with an additional succinic acid side chain attached to the sugar moiety. Production of succinoglycan compounds was reported to regulate symbiosis, hence the isolation of 1 exhibits an example of chemical ecology between the halophyte and its endophyte. In silico tools were used to assess the bioactive potential of both isolated molecules.


Assuntos
Bacillus subtilis , Bacillus , Endófitos/química , Espectroscopia de Ressonância Magnética
3.
ACS Omega ; 7(50): 46646-46652, 2022 Dec 20.
Artigo em Inglês | MEDLINE | ID: mdl-36570225

RESUMO

Lipopeptide (LP) biosurfactants from microbes have the potential to gradually replace chemical synthetic surfactants and fit the contemporary green and sustainable industrial production concept. However, their active participation is comparatively low in the global market pertaining to their low yield in microbial broth and costly downstream processes arising due to tedious isolation and purification methods. Herein, an efficient extraction method is developed that utilizes an aqueous biphasic system (ABS) comprising ionic liquids and polypropylene glycol 400 (PPG) to selectively extract a mixture of cyclic lipopeptides, namely, surfactin and fengycin from the culture broth of Bacillus amyloliquefaciens 5NPA-1, isolated from the halophyte Salicornia brachiata Roxb. Out of four different ABSs, the ABS composed of 2-hydroxyethyl ammonium formate and PPG displayed a maximum extraction efficiency of 82.30%. PPG-rich phase containing lipopeptides exhibited excellent antimicrobial and mosquito larvicidal properties with no toxic effect on plants. The developed method is simple, novel and accelerates the application of cyclic lipopeptides produced by the microbial source.

4.
Biotechnol Adv ; 53: 107773, 2021 12.
Artigo em Inglês | MEDLINE | ID: mdl-34022328

RESUMO

Melanin is a common name for a group of biopolymers with the dominance of potential applications in medical sciences, cosmeceutical, bioremediation, and bioelectronic applications. The broad distribution of these pigments suggests their role to combat abiotic and biotic stresses in diverse life forms. Biosynthesis of melanin in fungi and bacteria occurs by oxidative polymerization of phenolic compounds predominantly by two pathways, 1,8-dihydroxynaphthalene [DHN] or 3,4-dihydroxyphenylalanine [DOPA], resulting in different kinds of melanin, i.e., eumelanin, pheomelanin, allomelanin, pyomelanin, and neuromelanin. The enzymes responsible for melanin synthesis belong mainly to tyrosinase, laccase, and polyketide synthase families. Studies have shown that manipulating culture parameters, combined with recombinant technology, can increase melanin yield for large-scale production. Despite significant efforts, its low solubility has limited the development of extraction procedures, and heterogeneous structural complexity has impaired structural elucidation, restricting effective exploitation of their biotechnological potential. Innumerable studies have been performed on melanin pigments from different taxa of life in order to advance the knowledge about melanin pigments for their efficient utilization in diverse applications. These studies prompted an urgent need for a comprehensive review on melanin pigments isolated from microorganisms, so that such review encompassing biosynthesis, bioproduction, characterization, and potential applications would help researchers from diverse background to understand the importance of microbial melanins and to utilize the information from the review for planning studies on melanin. With this aim in mind, the present report compares conventional and modern ideas for environment-friendly extraction procedures for melanin. Furthermore, the characteristic parameters to differentiate between eumelanin and pheomelanin are also mentioned, followed by their biotechnological applications forming the basis of industrial utilization. There lies a massive scope of work to circumvent the bottlenecks in their isolation and structural elucidation methodologies.


Assuntos
Bactérias , Fungos , Melaninas , Biopolímeros , Lacase , Melaninas/biossíntese
5.
Antonie Van Leeuwenhoek ; 114(5): 591-608, 2021 May.
Artigo em Inglês | MEDLINE | ID: mdl-33674993

RESUMO

Extreme natural habitats like halophytes, marsh land, and marine environment are suitable arena for chemical ecology between plants and microbes having environmental impact. Endophytes are an ecofriendly option for the promotion of plant growth and to serve as sustainable resource of novel bioactive natural products. The present study, focusing on biodiversity of bacterial endophytes from Salicornia brachiata, led to isolation of around 336 bacterial endophytes. Phylogenetic analysis of 63 endophytes revealed 13 genera with 27 different species, belonging to 3 major groups: Firmicutes, Proteobacteria, and Actinobacteria. 30% endophytic isolates belonging to various genera demonstrated broad-spectrum antibacterial and antifungal activities against a panel of human, plant, and aquatic infectious agents. An endophytic isolate Bacillus amyloliquefaciens 5NPA-1, exhibited strong in-vitro antibacterial activity against human pathogen Staphylococcus aureus and phytopathogen Xanthomonas campestris. Investigation through LC-MS/MS-based molecular networking and bioactivity-guided purification led to the identification of three bioactive compounds belonging to lipopeptide class based on 1H-, 13C-NMR and MS analysis. To our knowledge, this is the first report studying bacterial endophytic biodiversity of Salicornia brachiata and the isolation of bioactive compounds from its endophyte. Overall, the present study provides insights into the diversity of endophytes associated with the plants from the extreme environment as a rich source of metabolites with remarkable agricultural applications and therapeutic properties.


Assuntos
Anti-Infecciosos , Chenopodiaceae , Antibacterianos/farmacologia , Biodiversidade , Cromatografia Líquida , Endófitos , Humanos , Filogenia , Plantas Tolerantes a Sal , Espectrometria de Massas em Tandem
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