In:
Natural Product Communications, SAGE Publications, Vol. 18, No. 12 ( 2023-12)
Abstract:
Objective: The aim of this research was to isolate and identify the natural products responsible for the biological and fluorescence activity of the extract from the marine sponge Aaptos suberitoides. Methods: Fluorescence activity-guided separation was performed after validation of the inhibitory activity of the extract against human transient receptor potential ankyrin 1 (hTRPA1) and subsequent measurement of its fluorescence activity. Three previously reported marine alkaloids, aaptamine, isoaaptamine, and 9- O-demethylaaptamine, were obtained and identified based on their nuclear magnetic resonance and high-resolution mass spectrometry data. Results: Aaptamine showed emission of the fluorescent light at a wavelength of 485 nm with a quantum yield of 31%. Isoaaptamine and 9- O-demethylaaptamine showed marginal fluorescence activity but promising inhibitory activity against hTRPA1 with IC 50 values of 3.1 and 3.9 μM, respectively. Conclusions: This research demonstrates that natural fluorophores can be discovered in living organisms through photoactivity-guided isolation. Aaptamine, isolated as a result, provides an additional 1,6-naphthyridine fluorophore, while isoaaptamine and 9- O-demethylaaptamine suggest a chemical scaffold that could be used to study the function of ion channels.
Type of Medium:
Online Resource
ISSN:
1934-578X
,
1555-9475
DOI:
10.1177/1934578X231217942
Language:
English
Publisher:
SAGE Publications
Publication Date:
2023
detail.hit.zdb_id:
2430442-6
detail.hit.zdb_id:
2377287-6
SSG:
15,3
