Structure-Antifouling Activity Relationship and Molecular Targets of Bio-Inspired(thio)xanthones

• Type: Article in International Scientific Journal
• Date: 2020

Authors

Almeida, JR (Author) Other; Palmeira, A (Author) FFUP; Alexandre Campos (Author) FCUP; Cunha, I (Author) Other; Freitas, M (Author) Other; Felpeto, AB (Author) Other; Turkina, MV (Author) Other; Vitor Vasconcelos (Author) FCUP; Pinto, M (Author) Other; Marta Correia da Silva (Author) FFUP; Emilia Sousa (Author) FFUP

Journal

Title: Biomolecules

Vol. 10

Pages: 1-17

ISSN: 2218-273X

Publisher: MDPI

Indexing

ISI Web of Knowledge - 26 Citations

Scopus - 29 Citations

Other information

Authenticus ID: P-00S-J3D

DOI: 10.3390/biom10081126

Abstract (EN): The development of alternative ecological and effective antifouling technologies is still challenging. Synthesis of nature-inspired compounds has been exploited, given the potential to assure commercial supplies of potential ecofriendly antifouling agents. In this direction, the antifouling activity of a series of nineteen synthetic small molecules, with chemical similarities with natural products, were exploited in this work. Six (4,5,7,10,15and17) of the tested xanthones showed in vivo activity toward the settlement ofMytilus galloprovincialislarvae (EC50: 3.53-28.60 mu M) and low toxicity to this macrofouling species (LC50> 500 mu M and LC50/EC50: 17.42-141.64), and two of them (7and10) showed no general marine ecotoxicity (Artemia salinamortality) after 48 h of exposure. Regarding the mechanism of action in mussel larvae, the best performance compounds4and5might be acting by the inhibition of acetylcholinesterase activity (in vitro and in silico studies), while7and10showed specific targets (proteomic studies) directly related with the mussel adhesive structure (byssal threads), given by the alterations in the expression ofMytiluscollagen proteins (PreCols) and proximal thread proteins (TMPs). A quantitative structure-activity relationship (QSAR) model was built with predictive capacity to enable speeding the design of new potential active compounds.

Language: English

Type (Professor's evaluation): Scientific

No. of pages: 17