2-Aminobenzaldehyde: The Source of the “Sweet Odor” of <i>Hebeloma Sacchariolens</i>

Wood, William F.; Brownson, Mary; Smudde, R. Allen; Largent, David L.

doi:10.1080/00275514.1992.12026230

Cited by 6 publications

(1 citation statement)

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“…It is an interesting and simple aromatic compound having two proximate functional groups (−CHO and −NH 2 ). 2ABZ plays a key role as an intermediate in the heterocyclic synthesis, , especially for quinolines . However, only rare reports have been devoted either to its neutral structure or its similar systems. , Thus, the lack of information on spectroscopy and physical characters of the considered system is noticeable in the literature.…”

Section: Introductionmentioning

confidence: 99%

Photophysics of Protonated and Microhydrated 2-Aminobenzaldehyde: Theoretical Insights into Photoswitchability of Protonated Systems

2018

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The photoswitchability of a protonated aromatic compound (2-aminobenzaldehyde, 2ABZH+) in its individual and microhydrated states has been addressed based on the RI-MP2/RI-CC2 theoretical methods. Our calculated results give insight into the ultrafast nonradiative deactivation mechanism of the 2ABZH+, driven by a conical intersection between the S 1/S 0 potential energy surfaces. Also, it has been predicted that protonation accompanies a significant blue shift effect on the first 1ππ* excited state of 2ABZ by 0.87 eV (at least 50 nm).

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Section: Introductionmentioning

confidence: 99%

Photophysics of Protonated and Microhydrated 2-Aminobenzaldehyde: Theoretical Insights into Photoswitchability of Protonated Systems

2018

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Fungal Flavours

Fraatz

Zorn

2010

Industrial Applications

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GIRK channel activity of Hungarian mushrooms: From screening to biologically active metabolites

et al. 2019

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In the current study effects of fungal extracts on the G-protein-activated inwardly rectifying potassium channel (GIRK1/4) were screened using the automated patch-clamp method. 40 organic (n-hexane, chloroform, and 50% methanol) and aqueous extracts were prepared from 10 mushroom species native to Hungary. Among the examined fungal fractions of different polarities some n-hexane and chloroform extracts exerted considerable ion channel activity. One of the most active fungal species, Hypholoma lateritium was selected for further detailed examination to determine the compounds responsible for the observed pharmacological property. Evaluation of the ion channel activity of mushroom metabolites 1-10 revealed that lanosta-7,9(11)-diene-12β,21α-epoxy-2α,3β,24β,25-tetraol (5) demonstrates remarkable blocking activity on GIRK current (IC 50 395.1 ± 31.8 nM). Investigation of the selectivity of the GIRK inhibitory effect proved that lanosta-7,9(11)-diene-12β,21α-epoxy-2α,3β,24β,25-tetraol (5) has only weak inhibitory activity on hERG channel (7.9 ± 2.8% at 100 μM), exerting more than three orders of magnitude lower blocking activity on hERG channel than on GIRK channel.

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2-Aminobenzaldehyde: The Source of the “Sweet Odor” of Hebeloma Sacchariolens

Cited by 6 publications

References 6 publications

Photophysics of Protonated and Microhydrated 2-Aminobenzaldehyde: Theoretical Insights into Photoswitchability of Protonated Systems

Photophysics of Protonated and Microhydrated 2-Aminobenzaldehyde: Theoretical Insights into Photoswitchability of Protonated Systems

Fungal Flavours

GIRK channel activity of Hungarian mushrooms: From screening to biologically active metabolites

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