| Full text | |
| Author(s): Show less - |
Filho, Luis C. Kellner
[1]
;
Assis, Rhenner N. A.
[1]
;
Santos, Aline O. dos
[2]
;
Targanski, Sabrina K.
[3]
;
Siqueira, Katia A.
[3]
;
Medeiros, Livia S. de
[4]
;
Angolini, Celio F. F.
[5]
;
Silva, Felipe M. A. da
[2]
;
Soares, Marcos A.
[3]
;
Dias, Gustavo M.
[6]
;
Silva, Marcio L. A.
[1]
;
Cunha, Wilson R.
[1]
;
Pauletti, Patricia M.
[1]
;
Koolen, Hector H. F.
[2]
;
Januario, Ana H.
[1]
Total Authors: 15
|
| Affiliation: | [1] Univ Franca, Nucl Pesquisa Ciencias Exatas & Tecnol, BR-14404600 Franca, SP - Brazil
[2] Univ Estado Amazonas, Grp Pesquisa Metabol & Espectrometria Massas, BR-69050010 Manaus, AM - Brazil
[3] Univ Fed Mato Grosso, Inst Biociencias, Cuiaba, MT - Brazil
[4] Univ Fed Sao Paulo, Dept Quim, BR-09920540 Diadema, SP - Brazil
[5] Fed Univ ABC, Ctr Ciencias Nat & Humanas, BR-09210580 Santo Andre, SP - Brazil
[6] Fed Univ ABC, Ctr Ciencias Nat & Humanas, BR-09606070 Sao Bernardo Do Campo -, SP - Brazil
Total Affiliations: 6
|
| Document type: | Journal article |
| Source: | Química Nova; SEP 2021. |
| Web of Science Citations: | 0 |
| Abstract | |
Ambuic acid (AA) is a highly-modified cyclohexenone and known as a promising inhibitor of quorum sensing in methicillin-resistant Staphylococcus aureus, and is thus a candidate as an antivirulence drug. This molecule is mainly produced by the species of Pestalotiopsis and, since its discovery twenty years ago, only a restricted amount of AA-derivatives have been described. Despite being a promising subject, methods for the analysis of modified AA-analogues via mass spectrometry remain unexplored. In order to adress this question, the marine fungus Pestalotiopsis sp. 4A11 associated with the ascidian Didemnum perlucidum was grown in a solid rice medium and its crude extract was chemically studied. From this extract, AA and 10-hydroxy ambuic acid (10-HAA) were isolated and identified using NMR spectroscopy with the aim of obtaining model compounds for the MS analysis. These served as reference compounds (seeds) to guide the dereplication of other AA-analogues via LC-MS/MS-based molecular networking. Based on the manual interpretation of the fragmentation pathways of the seeds and related compounds observed in the networks, six AA-derivatives were dereplicated in the extract. Furthermore, three analogues with unprecedented chemical formulas were proposed as putative unprecedented AA-derivatives. The fragmentation annotation proposed represents a fast and feasible method for characterizing AA-derivatives. (AU) | |
| FAPESP's process: | 14/19184-7 - Schistosomicidal potential investigation of marine invertebrates belonging to the Ascidiacea family |
| Grantee: | Ana Helena Januário |
| Support Opportunities: | Regular Research Grants |
| FAPESP's process: | 17/14261-1 - Investigation of the schistosomicidal, leishmanicidal and cytototoxic potential of fungal lineages associated with marine invertebrates belonging to Ascidiacea |
| Grantee: | Ana Helena Januário |
| Support Opportunities: | Regular Research Grants |