Notes- Synthesis of N-Acetyl-5-methoxytryptamine

Szmuszkovicz, Jacob; Anthony, William C.; Heinzelman, R. V.

doi:10.1021/jo01075a623

Cited by 41 publications

(16 citation statements)

References 3 publications

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“…An FTIR spectrum of pure melatonin standard showed major peaks of functional groups at 3306 and 3260 cm -1 (N-H bending and C-N stretching), 1492 and 1550 cm -1 (aromatic -C=), 1630 cm -1 (C=O), 1180 and 1217 cm -1 . (-C-O)in agreement with previous studies [39,40].…”

Section: Resultssupporting

confidence: 93%

Intranasal Delivery of Nanosized Melatonin-Encapsulated Niosomes in Rats

Priprem¹

2012

J Nanomedic Nanotechnol

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Encapsulation of melatonin by niosomes for intranasal delivery was developed to serve the purpose as a supportive care adjuvant in cancer patients with certain conditions such as unconsciousness or GI disturbance due to side effects of chemotherapy, and to avoid its high first pass metabolism. Intranasal administration of melatonin niosomes to male Wistar rats (average body weight 150 g) at a daily dose of 20 mg/kg/d for 90 days did not show histological changes when compared to its control. FTIR of the nasal epithelium, liver, hypothalamus and testis detected some possible effect of melatonin on the membranous lipids and proteins. Melatonin niosomes of about 100 nm, intranasally administered, could distribute melatonin to the liver, hypothalamus and testis.

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Section: Resultssupporting

confidence: 93%

Intranasal Delivery of Nanosized Melatonin-Encapsulated Niosomes in Rats

Priprem¹

2012

J Nanomedic Nanotechnol

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“…The FT-IR spectrum of MEL - figure 2 shows the major bands for functional groups at 3306 and 3260 cm -1 (vibrations for N-H bending and C-N stretching), 1492 and 1550 cm -1 (vibration for C = C aromatic), 1630 cm -1 (C = O aromatic bond vibration), 1180 and 1217 cm -1 ( C-O -bond vibration). These experimental data are in agreement with previous studies [14,15]. The FT-IR spectrum also presents absorption bands at 1650 and 1550 cm -1 , respectively, representing vibrations for the two amide groups I and II, and at 1750 cm -1 the vibration of the carbonyl bond stretch appears [16].…”

Section: Resultssupporting

confidence: 92%

A Card Double Face: Compounds Functionality and Synergy of a Topical Treatment Proposed for Oral Health Improvement in Periodontal Disease

Totu¹,

Cristache²,

Buga³

et al. 2019

Rev. Chim.

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The application of an active mixture of melatonin, hyaluronic acid and tetracycline, as antibiotic adjuvant, for scaling and root planing in periodontal disease is exploited. The hyaluronic acid gel has been used as matrix for this topical mixture. The mixture of active ingredients has been structurally studied applying UV-Vis and FT-IR spectrophotometry and fluorescence microscopy. Our target was to put in evidence if melatonin, hyaluronic acid and tetracycline were preserving their specific characteristics when they would be mixed together. The recorded results are encouraging as each active compound maintains its characteristic functional groups imparting their biological action. The improved topical treatment based on melatonin, hyaluronic acid and tetracycline is presenting itself as a promising candidate for improving the oral health for patients with periodontitis.

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“…However, one of the biggest drawbacks of the extraction process is the danger of viral contamination of the animal tissue. Therefore, melatonin is typically chemically synthesized, requiring toxic solvents and catalysts , albeit that all of these solvents and chemical intermediates are abundantly available.…”

Section: Introductionmentioning

confidence: 99%

Glucose‐based microbial production of the hormone melatonin in yeast Saccharomyces cerevisiae

Germann

Jacobsen

Schneider

et al. 2016

Biotechnology Journal

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Melatonin is a natural mammalian hormone that plays an important role in regulating the circadian cycle in humans. It is a clinically effective drug exhibiting positive effects as a sleep aid and a powerful antioxidant used as a dietary supplement. Commercial melatonin production is predominantly performed by complex chemical synthesis. In this study, we demonstrate microbial production of melatonin and related compounds, such as serotonin and N‐acetylserotonin. We generated Saccharomyces cerevisiae strains that comprise heterologous genes encoding one or more variants of an L‐tryptophan hydroxylase, a 5‐hydroxy‐L‐tryptophan decarboxylase, a serotonin acetyltransferase, an acetylserotonin O‐methyltransferase, and means for providing the cofactor tetrahydrobiopterin via heterologous biosynthesis and recycling pathways. We thereby achieved de novo melatonin biosynthesis from glucose. We furthermore accomplished increased product titers by altering expression levels of selected pathway enzymes and boosting co‐factor supply. The final yeast strain produced melatonin at a titer of 14.50 ± 0.57 mg L−1 in a 76h fermentation using simulated fed‐batch medium with glucose as sole carbon source. Our study lays the basis for further developing a yeast cell factory for biological production of melatonin.

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Notes- Synthesis of N-Acetyl-5-methoxytryptamine

Cited by 41 publications

References 3 publications

Intranasal Delivery of Nanosized Melatonin-Encapsulated Niosomes in Rats

Intranasal Delivery of Nanosized Melatonin-Encapsulated Niosomes in Rats

A Card Double Face: Compounds Functionality and Synergy of a Topical Treatment Proposed for Oral Health Improvement in Periodontal Disease

Glucose‐based microbial production of the hormone melatonin in yeast Saccharomyces cerevisiae

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