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Water-Soluble Glutamic Acid Derivatives Produced in Culture by Penicillium solitum IS1‑A from King George Island, Maritime Antarctica

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posted on 2020-01-02, 20:04 authored by Julie P. G. Rodríguez, Darlon I. Bernardi, Juliana R. Gubiani, Juliana Magalhães de Oliveira, Raquel P. Morais-Urano, Ariane F. Bertonha, Karin F. Bandeira, Jairo I. Q. Bulla, Lara D. Sette, Antonio G. Ferreira, João M. Batista, Thayná de Souza Silva, Raquel Alves dos Santos, Carlos H. G. Martins, Simone P. Lira, Marcos G. da Cunha, Daniela B. B. Trivella, Nathalia Grazzia, Natália E. S. Gomes, Fernanda Gadelha, Danilo C. Miguel, Ana Carolina G. Cauz, Marcelo Brocchi, Roberto G. S. Berlinck
A new method of screening was developed to generate 770 organic and water-soluble fractions from extracts of nine species of marine sponges, from the growth media of 18 species of marine-derived fungi, and from the growth media of 13 species of endophytic fungi. The screening results indicated that water-soluble fractions displayed significant bioactivity in cytotoxic, antibiotic, anti-Leishmania, anti-Trypanosoma cruzi, and inhibition of proteasome assays. Purification of water-soluble fractions from the growth medium of Penicillium solitum IS1-A provided the new glutamic acid derivatives solitumine A (1), solitumine B (2), and solitumidines A–D (36). The structures of compounds 16 have been established by analysis of spectroscopic data, chemical derivatizations, and vibrational circular dichroism calculations. Although no biological activity could be observed for compounds 16, the new structures reported for 16 indicate that the investigation of water-soluble natural products represents a relevant strategy in finding new secondary metabolites.

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