Gene duplication and clustering underlie the conservation and diversification of benzylisoquinoline alkaloid biosynthesis in plants. [PDF]
Shan C +11 more
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Delta opioid receptor agonists activate PI3K-mTORC1 signaling in parvalbumin-positive interneurons in mouse infralimbic prefrontal cortex to exert acute antidepressant-lie effects. [PDF]
Yoshioka T +7 more
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Hydroxy‐morphinane. 12. Mitteilung. Die Konfiguration der Morphinane
Helvetica Chimica Acta, 1959AbstractIt has been shown that synthetic (–)‐3‐hydroxy‐N‐methyl‐morphinane (I) possesses the same steric configuration at the C‐atoms 9, 13 and 14 as the natural mor‐phine alkaloids, since it can be degraded to the known (–)‐cis‐ [2‐methyl‐carboxy‐cyclohexyl‐(l)]‐acetic‐acid.
H. Corrodi +4 more
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Enantioselective approach to morphinans
Tetrahedron Letters, 1990Abstract Enantioselective synthesis of morphinan derivative 20 from 2,7-dimethoxynaphthalene has been achieved in twelve steps (11% overall yield).
Hamid Sdassi +3 more
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Anticonvulsant effects of new morphinan derivatives
Bioorganic & Medicinal Chemistry Letters, 2001We synthesized a series of compounds that are modified in positions 3 and 17 of the morphinan ring system, with the intention of developing ideal anticonvulsant agents. We examined the effects of these compounds on kainic acid (KA)-induced seizures, and on locomotor patterns in rats.
H C, Kim +7 more
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Oxy‐morphinane. (3. Mitteilung). Optisch aktive 3‐Oxy‐morphinane
Helvetica Chimica Acta, 1951Abstract3‐Oxy‐N‐alkyl‐morphinane wurden in die optischen Antipoden gespalten und diese in Äther und Ester übergeführt.
O. Schnider, A. Grüssner
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Expeditious Access to Morphinans by Chemical Synthesis
Angewandte Chemie, 2022AbstractMorphinans are essential medicines derived entirely from poppy supply chains rendered increasingly volatile by climate change. Here, we report a seven‐step, asymmetric chemical synthesis of (−)‐codeine from simple materials that requires a total combined reaction time of fewer than 24 hours.
Lorenzo V. White +4 more
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Enzymatic transformations of morphinane alkaloids
Phytochemistry, 1982Abstract Horseradish peroxidase transforms morphinane alkaloids into N-oxides and morphine to pseudomorphine in the presence of hydrogen peroxide. The crude poppy enzyme fraction shows the same activities. The rates of reactions were influenced by phenolic compounds and their relation controlled by the concentration of hydrogen peroxide and the ...
Dezsö Vágújfalvi, Mária Petz-Stifter
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Hydroxy‐morphinane. 7. Mitteilung. (−)‐3‐Hydroxy‐N‐allyl‐morphinan und verwandte Verbindungen
Helvetica Chimica Acta, 1956Abstract1‐(p‐Hydroxybenzyl)‐1, 2,3,4,5,6,7,8‐octahydro‐isoquinoline has been resolved into the optical antipodes, from which any desired optically active 3‐hydroxy‐morphinan substituted at the nitrogen atom can easily be obtained. The (‐)‐3‐hydroxy‐N‐allyl‐morphinan thus obtained as well as its ethers and ester counteract the effect of opiates and ...
J. Hellerbach, A. Grüssner, O. Schnider
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Hydroxy‐Morphinane. Mitteilung. Über ein Photooxydationsprodukt von (+)‐3‐Methoxy‐N‐methyl‐morphinan
Helvetica Chimica Acta, 1956AbstractPhotooxydation of (+)‐3‐methoxy‐N‐methyl‐morphinan hydrobromide (I, HBr, Romilar Roche) yields (−)‐3‐methoxy‐10‐oxo‐N‐methyl‐morphinan (II). The structure of the compound has been established. The introduction of a carbonyl group in position 10 is easily achieved in good yield also by oxydation with chromic acid. Whereas reduction of the 10‐oxo‐
O. Häfliger +4 more
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