Über Alkaloide der Papaver‐Arten, I. Mitteil.: Alkaloide von Papaver armeniacum und Papaver orientale

Konowalowa, R.; Yunussoff, S.; Orechoff, A.

doi:10.1002/cber.19350681135

Cited by 17 publications

(5 citation statements)

References 4 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Orvinols (e.g., 95-97), which typically possess about ten times higher affinity to opioid receptors than thevinols, are prepared by 3-O-demethylation of the latter compounds. Their names can be deduced from morphine alkaloid oripavine (5) [115].…”

Section: Orvinolsmentioning

confidence: 99%

Diels–Alder Adducts of Morphinan-6,8-Dienes and Their Transformations

et al. 2022

View full text Add to dashboard Cite

6,14-ethenomorphinans are semisynthetic opiate derivatives containing an ethylene bridge between positions 6 and 14 in ring-C of the morphine skeleton that imparts a rigid molecular structure. These compounds represent an important family of opioid receptor ligands in which the 6,14-etheno bridged structural motif originates from a [4 + 2] cycloaddition of morphinan-6,8-dienes with dienophiles. Certain 6,14-ethenomorphinans having extremely high affinity for opioid receptors are often non-selective for opioid receptor subtypes, but this view is now undergoing some revision. The agonist 20R-etorphine and 20R-dihydroetorphine are several thousand times more potent analgesics than morphine, whereas diprenorphine is a high-affinity non-selective antagonist. The partial agonist buprenorphine is used as an analgesic in the management of post-operative pain or in substitution therapy for opiate addiction, sometimes in combination with the non-selective antagonist naloxone. In the context of the current opioid crisis, we communicated a summary of several decades of work toward generating opioid analgesics with lesser side effects or abuse potential. Our summary placed a focus on Diels–Alder reactions of morphinan-6,8-dienes and subsequent transformations of the cycloadducts. We also summarized the pharmacological aspects of radiolabeled 6,14-ethenomorphinans used in molecular imaging of opioid receptors.

show abstract

Section: Orvinolsmentioning

confidence: 99%

Diels–Alder Adducts of Morphinan-6,8-Dienes and Their Transformations

et al. 2022

View full text Add to dashboard Cite

show abstract

“…Oripavine (1) was isolated as a major alkaloid of Papaver orientale in 1935 by a Russian research team [1]. It was shown to contain N-methyl and O-methyl groups and a phenolic hydroxyl group.…”

Section: Isolation Of Oripavinementioning

confidence: 99%

Recent Advances in the Chemistry of Oripavine and Its Derivatives

Hosztafi¹

2014

ABB

View full text Add to dashboard Cite

Oripavine is the major alkaloid of Papaver orientale. It is an important intermediate in the biosynthesis of morphine alkaloids. Recently, new Papaver somniferum strains have been developed which accumulate thebaine and oripavine, but not morphine and codeine. Therefore, the chemistry of oripavine has been studied intensively to synthesize opioid pharmaceuticals such as oxymorphone, naloxone and buprenorphine.

show abstract

“…Thabain (XI) und das Aporphinalkaloid Isothebain (XIV) sind bereits von GADAMER (1914) und KLEE (1914) nachgewiesen worden. KONOWALOWA et al (1935) wiesen als Hauptalkaloid Thebain und erstmals das fiir die Biogenese interessante Oripavin (XV) nach. Dieser ~rbeitskreis konnte kein Isothebain finden.…”

Section: R-hunclassified

Chemische Rassen Bei Alkaloidpflanzen

Gröger¹

1975

Planta Med

View full text Add to dashboard Cite

show abstract

Über Alkaloide der Papaver‐Arten, I. Mitteil.: Alkaloide von Papaver armeniacum und Papaver orientale

Cited by 17 publications

References 4 publications

Diels–Alder Adducts of Morphinan-6,8-Dienes and Their Transformations

Diels–Alder Adducts of Morphinan-6,8-Dienes and Their Transformations

Recent Advances in the Chemistry of Oripavine and Its Derivatives

Chemische Rassen Bei Alkaloidpflanzen

Contact Info

Product

Resources

About