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1.
Microbiol Res ; 277: 127507, 2023 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-37793281

RESUMO

The urgent need for better disposal and recycling of plastics has motivated a search for microbes with the ability to degrade synthetic polymers. While microbes capable of metabolizing polyurethane and polyethylene terephthalate have been discovered and even leveraged in enzymatic recycling approaches, microbial degradation of additive-free polypropylene (PP) remains elusive. Here we report the isolation and characterization of two fungal strains with the potential to degrade pure PP. Twenty-seven fungal strains, many isolated from hydrocarbon contaminated sites, were screened for degradation of commercially used textile plastic. Of the candidate strains, two identified as Coniochaeta hoffmannii and Pleurostoma richardsiae were found to colonize the plastic fibers using scanning electron microscopy (SEM). Further experiments probing degradation of pure PP films were performed using C. hoffmannii and P. richardsiae and analyzed using SEM, Raman spectroscopy and Fourier transform infrared spectroscopy with attenuated total reflectance (FTIR-ATR). The results showed that the selected fungi were active against pure PP, with distinct differences in the bonds targeted and the degree to which each was altered. Whole genome and transcriptome sequencing was conducted for both strains and the abundance of carbohydrate active enzymes, GC content, and codon usage bias were analyzed in predicted proteomes for each. Enzymatic assays were conducted to assess each strain's ability to degrade naturally occurring compounds as well as synthetic polymers. These investigations revealed potential adaptations to hydrocarbon-rich environments and provide a foundation for further investigation of PP degrading activity in C. hoffmannii and P. richardsiae.


Assuntos
Ascomicetos , Plásticos , Plásticos/química , Plásticos/metabolismo , Polipropilenos/metabolismo , Ascomicetos/metabolismo , Fungos/metabolismo , Biodegradação Ambiental
2.
Chem Commun (Camb) ; 56(10): 1529-1532, 2020 Feb 04.
Artigo em Inglês | MEDLINE | ID: mdl-31922172

RESUMO

The aplyronines are a family of highly cytotoxic marine natural products with potential application in targeted cancer chemotherapy. To address the severe supply issue, function-oriented molecular editing of their macrolactone scaffold led to the design of a series of simplified aplyronine analogues. Enabled by a highly convergent aldol-based route, the total synthesis of four analogues was achieved, with a significant improvement in step economy versus previous compounds, and their cancer cell growth inhibition in the HeLa cell line was determined. The modular strategy presented offers a means for significantly shortening their chemical synthesis to facilitate the continued development of this promising class of anticancer agent.


Assuntos
Antineoplásicos/síntese química , Macrolídeos/química , Proliferação de Células/efeitos dos fármacos , Células HeLa , Humanos , Macrolídeos/farmacologia , Conformação Molecular , Estereoisomerismo , Relação Estrutura-Atividade
3.
Phys Chem Chem Phys ; 11(21): 4184-97, 2009 Jun 07.
Artigo em Inglês | MEDLINE | ID: mdl-19458820

RESUMO

This paper describes experimental studies aimed at elucidating mechanisms for the formation of low-volatility organic acids in the gas-phase ozonolysis of 3-carene. Experiments were carried out in a static chamber under 'OH-free' conditions. A range of multifunctional acids-which are analogous to those observed from alpha-pinene ozonolysis-were identified in the condensed phase using gas chromatography coupled to mass spectrometry after derivation. Product yields were determined as a function of different OH radical scavengers and relative humidities to give mechanistic information about their routes of formation. Furthermore, an enone and an enal derived from 3-carene were ozonised in order to probe the early mechanistic steps in the reaction and, in particular, which of the two initially formed Criegee intermediates gives rise to which products. Branching ratios for the formation of the two Criegee Intermediates are determined. Similarities and differences in product formation from 3-carene and alpha-pinene ozonolysis are discussed and possible mechanisms-supported by experimental evidence-are developed for all acids investigated.


Assuntos
Monoterpenos/química , Ozônio/química , Monoterpenos Bicíclicos , Sequestradores de Radicais Livres/química , Umidade , Concentração de Íons de Hidrogênio , Radical Hidroxila/química
4.
Phys Chem Chem Phys ; 9(37): 5084-7, 2007 Oct 07.
Artigo em Inglês | MEDLINE | ID: mdl-17878983

RESUMO

The mechanism of formation of pinonic and norpinonic acids from alpha-pinene ozonolysis has been investigated by studying the products of the ozonolysis of an enone derived from alpha-pinene using gas chromatography coupled to mass spectrometry.

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