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Phytochemistry ; 100: 103-9, 2014 Apr.
Artigo em Inglês | MEDLINE | ID: mdl-24529576

RESUMO

In searching for symbionts derived from bioactive natural products, six sulfureous diketopiperazines designated as lasiodiplines A-F (1-6) were characterized from the culture of Lasiodiplodia pseudotheobromae F2, previously residing in the apparently normal flower of Illigera rhodantha (Hernandiaceae). Identification of structures was accomplished by a combination of spectroscopic and computational approaches, in conjunction with the low-temperature (100K) single-crystal X-ray diffraction with Cu Kα radiation. Lasiodipline E (5) was demonstrated to be antibacterial against the clinical strains Streptococcus sp., Bacteroides vulgates, Peptostreptococcus sp. and Veillonella parvula, respectively, with an minimum inhibitory concentration (MIC) range of 0.12-0.25 µg/mL. In addition, compounds 4 and 6 exemplify two unusual architectures of natural cyclodipeptides, signifying the unique biochemical characteristics of the producing fungus.


Assuntos
Antibacterianos/metabolismo , Antibacterianos/farmacologia , Ascomicetos/metabolismo , Dicetopiperazinas/metabolismo , Dicetopiperazinas/farmacologia , Antibacterianos/química , Antibacterianos/isolamento & purificação , Bactérias/efeitos dos fármacos , Dicetopiperazinas/química , Dicetopiperazinas/isolamento & purificação , Testes de Sensibilidade Microbiana , Modelos Moleculares , Conformação Molecular
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