Podcasts about hmqc

This video is part of a 28-lecture graduate-level course titled "Organic Spectroscopy" taught at UC Irvine by Professor James S. Nowick. The course covers infrared (IR) spectroscopy, mass spectrometry, and nuclear magnetic resonance (NMR) spectroscopy, the latter of which is the main focus. Topics covered in the NMR spectroscopy part of the course include chemical shifts, spin-spin coupling, dynamic effects in NMR spectroscopy, and 2D NMR spectroscopy (COSY, HMQC, HMBC, TOCSY, NOESY, ROESY).

This video is part of a 28-lecture graduate-level course titled "Organic Spectroscopy" taught at UC Irvine by Professor James S. Nowick. The course covers infrared (IR) spectroscopy, mass spectrometry, and nuclear magnetic resonance (NMR) spectroscopy, the latter of which is the main focus. Topics covered in the NMR spectroscopy part of the course include chemical shifts, spin-spin coupling, dynamic effects in NMR spectroscopy, and 2D NMR spectroscopy (COSY, HMQC, HMBC, TOCSY, NOESY, ROESY).

This video is part of a 28-lecture graduate-level course titled "Organic Spectroscopy" taught at UC Irvine by Professor James S. Nowick. The course covers infrared (IR) spectroscopy, mass spectrometry, and nuclear magnetic resonance (NMR) spectroscopy, the latter of which is the main focus. Topics covered in the NMR spectroscopy part of the course include chemical shifts, spin-spin coupling, dynamic effects in NMR spectroscopy, and 2D NMR spectroscopy (COSY, HMQC, HMBC, TOCSY, NOESY, ROESY).

This video is part of a 28-lecture graduate-level course titled "Organic Spectroscopy" taught at UC Irvine by Professor James S. Nowick. The course covers infrared (IR) spectroscopy, mass spectrometry, and nuclear magnetic resonance (NMR) spectroscopy, the latter of which is the main focus. Topics covered in the NMR spectroscopy part of the course include chemical shifts, spin-spin coupling, dynamic effects in NMR spectroscopy, and 2D NMR spectroscopy (COSY, HMQC, HMBC, TOCSY, NOESY, ROESY).

This video is part of a 28-lecture graduate-level course titled "Organic Spectroscopy" taught at UC Irvine by Professor James S. Nowick. The course covers infrared (IR) spectroscopy, mass spectrometry, and nuclear magnetic resonance (NMR) spectroscopy, the latter of which is the main focus. Topics covered in the NMR spectroscopy part of the course include chemical shifts, spin-spin coupling, dynamic effects in NMR spectroscopy, and 2D NMR spectroscopy (COSY, HMQC, HMBC, TOCSY, NOESY, ROESY).

This video is part of a 28-lecture graduate-level course titled "Organic Spectroscopy" taught at UC Irvine by Professor James S. Nowick. The course covers infrared (IR) spectroscopy, mass spectrometry, and nuclear magnetic resonance (NMR) spectroscopy, the latter of which is the main focus. Topics covered in the NMR spectroscopy part of the course include chemical shifts, spin-spin coupling, dynamic effects in NMR spectroscopy, and 2D NMR spectroscopy (COSY, HMQC, HMBC, TOCSY, NOESY, ROESY).

This video is part of a 28-lecture graduate-level course titled "Organic Spectroscopy" taught at UC Irvine by Professor James S. Nowick. The course covers infrared (IR) spectroscopy, mass spectrometry, and nuclear magnetic resonance (NMR) spectroscopy, the latter of which is the main focus. Topics covered in the NMR spectroscopy part of the course include chemical shifts, spin-spin coupling, dynamic effects in NMR spectroscopy, and 2D NMR spectroscopy (COSY, HMQC, HMBC, TOCSY, NOESY, ROESY).

This video is part of a 28-lecture graduate-level course titled "Organic Spectroscopy" taught at UC Irvine by Professor James S. Nowick. The course covers infrared (IR) spectroscopy, mass spectrometry, and nuclear magnetic resonance (NMR) spectroscopy, the latter of which is the main focus. Topics covered in the NMR spectroscopy part of the course include chemical shifts, spin-spin coupling, dynamic effects in NMR spectroscopy, and 2D NMR spectroscopy (COSY, HMQC, HMBC, TOCSY, NOESY, ROESY).

This video is part of a 28-lecture graduate-level course titled "Organic Spectroscopy" taught at UC Irvine by Professor James S. Nowick. The course covers infrared (IR) spectroscopy, mass spectrometry, and nuclear magnetic resonance (NMR) spectroscopy, the latter of which is the main focus. Topics covered in the NMR spectroscopy part of the course include chemical shifts, spin-spin coupling, dynamic effects in NMR spectroscopy, and 2D NMR spectroscopy (COSY, HMQC, HMBC, TOCSY, NOESY, ROESY).

This video is part of a 28-lecture graduate-level course titled "Organic Spectroscopy" taught at UC Irvine by Professor James S. Nowick. The course covers infrared (IR) spectroscopy, mass spectrometry, and nuclear magnetic resonance (NMR) spectroscopy, the latter of which is the main focus. Topics covered in the NMR spectroscopy part of the course include chemical shifts, spin-spin coupling, dynamic effects in NMR spectroscopy, and 2D NMR spectroscopy (COSY, HMQC, HMBC, TOCSY, NOESY, ROESY).

This video is part of a 28-lecture graduate-level course titled "Organic Spectroscopy" taught at UC Irvine by Professor James S. Nowick. The course covers infrared (IR) spectroscopy, mass spectrometry, and nuclear magnetic resonance (NMR) spectroscopy, the latter of which is the main focus. Topics covered in the NMR spectroscopy part of the course include chemical shifts, spin-spin coupling, dynamic effects in NMR spectroscopy, and 2D NMR spectroscopy (COSY, HMQC, HMBC, TOCSY, NOESY, ROESY).

This video is part of a 28-lecture graduate-level course titled "Organic Spectroscopy" taught at UC Irvine by Professor James S. Nowick. The course covers infrared (IR) spectroscopy, mass spectrometry, and nuclear magnetic resonance (NMR) spectroscopy, the latter of which is the main focus. Topics covered in the NMR spectroscopy part of the course include chemical shifts, spin-spin coupling, dynamic effects in NMR spectroscopy, and 2D NMR spectroscopy (COSY, HMQC, HMBC, TOCSY, NOESY, ROESY).

This video is part of a 28-lecture graduate-level course titled "Organic Spectroscopy" taught at UC Irvine by Professor James S. Nowick. The course covers infrared (IR) spectroscopy, mass spectrometry, and nuclear magnetic resonance (NMR) spectroscopy, the latter of which is the main focus. Topics covered in the NMR spectroscopy part of the course include chemical shifts, spin-spin coupling, dynamic effects in NMR spectroscopy, and 2D NMR spectroscopy (COSY, HMQC, HMBC, TOCSY, NOESY, ROESY).

This video is part of a 28-lecture graduate-level course titled "Organic Spectroscopy" taught at UC Irvine by Professor James S. Nowick. The course covers infrared (IR) spectroscopy, mass spectrometry, and nuclear magnetic resonance (NMR) spectroscopy, the latter of which is the main focus. Topics covered in the NMR spectroscopy part of the course include chemical shifts, spin-spin coupling, dynamic effects in NMR spectroscopy, and 2D NMR spectroscopy (COSY, HMQC, HMBC, TOCSY, NOESY, ROESY).

This video is part of a 28-lecture graduate-level course titled "Organic Spectroscopy" taught at UC Irvine by Professor James S. Nowick. The course covers infrared (IR) spectroscopy, mass spectrometry, and nuclear magnetic resonance (NMR) spectroscopy, the latter of which is the main focus. Topics covered in the NMR spectroscopy part of the course include chemical shifts, spin-spin coupling, dynamic effects in NMR spectroscopy, and 2D NMR spectroscopy (COSY, HMQC, HMBC, TOCSY, NOESY, ROESY).

This video is part of a 28-lecture graduate-level course titled "Organic Spectroscopy" taught at UC Irvine by Professor James S. Nowick. The course covers infrared (IR) spectroscopy, mass spectrometry, and nuclear magnetic resonance (NMR) spectroscopy, the latter of which is the main focus. Topics covered in the NMR spectroscopy part of the course include chemical shifts, spin-spin coupling, dynamic effects in NMR spectroscopy, and 2D NMR spectroscopy (COSY, HMQC, HMBC, TOCSY, NOESY, ROESY).

This video is part of a 28-lecture graduate-level course titled "Organic Spectroscopy" taught at UC Irvine by Professor James S. Nowick. The course covers infrared (IR) spectroscopy, mass spectrometry, and nuclear magnetic resonance (NMR) spectroscopy, the latter of which is the main focus. Topics covered in the NMR spectroscopy part of the course include chemical shifts, spin-spin coupling, dynamic effects in NMR spectroscopy, and 2D NMR spectroscopy (COSY, HMQC, HMBC, TOCSY, NOESY, ROESY).

This video is part of a 28-lecture graduate-level course titled "Organic Spectroscopy" taught at UC Irvine by Professor James S. Nowick. The course covers infrared (IR) spectroscopy, mass spectrometry, and nuclear magnetic resonance (NMR) spectroscopy, the latter of which is the main focus. Topics covered in the NMR spectroscopy part of the course include chemical shifts, spin-spin coupling, dynamic effects in NMR spectroscopy, and 2D NMR spectroscopy (COSY, HMQC, HMBC, TOCSY, NOESY, ROESY).

This video is part of a 28-lecture graduate-level course titled "Organic Spectroscopy" taught at UC Irvine by Professor James S. Nowick. The course covers infrared (IR) spectroscopy, mass spectrometry, and nuclear magnetic resonance (NMR) spectroscopy, the latter of which is the main focus. Topics covered in the NMR spectroscopy part of the course include chemical shifts, spin-spin coupling, dynamic effects in NMR spectroscopy, and 2D NMR spectroscopy (COSY, HMQC, HMBC, TOCSY, NOESY, ROESY).

This video is part of a 28-lecture graduate-level course titled "Organic Spectroscopy" taught at UC Irvine by Professor James S. Nowick. The course covers infrared (IR) spectroscopy, mass spectrometry, and nuclear magnetic resonance (NMR) spectroscopy, the latter of which is the main focus. Topics covered in the NMR spectroscopy part of the course include chemical shifts, spin-spin coupling, dynamic effects in NMR spectroscopy, and 2D NMR spectroscopy (COSY, HMQC, HMBC, TOCSY, NOESY, ROESY).

This video is part of a 28-lecture graduate-level course titled "Organic Spectroscopy" taught at UC Irvine by Professor James S. Nowick. The course covers infrared (IR) spectroscopy, mass spectrometry, and nuclear magnetic resonance (NMR) spectroscopy, the latter of which is the main focus. Topics covered in the NMR spectroscopy part of the course include chemical shifts, spin-spin coupling, dynamic effects in NMR spectroscopy, and 2D NMR spectroscopy (COSY, HMQC, HMBC, TOCSY, NOESY, ROESY).

This video is part of a 28-lecture graduate-level course titled "Organic Spectroscopy" taught at UC Irvine by Professor James S. Nowick. The course covers infrared (IR) spectroscopy, mass spectrometry, and nuclear magnetic resonance (NMR) spectroscopy, the latter of which is the main focus. Topics covered in the NMR spectroscopy part of the course include chemical shifts, spin-spin coupling, dynamic effects in NMR spectroscopy, and 2D NMR spectroscopy (COSY, HMQC, HMBC, TOCSY, NOESY, ROESY).

This video is part of a 28-lecture graduate-level course titled "Organic Spectroscopy" taught at UC Irvine by Professor James S. Nowick. The course covers infrared (IR) spectroscopy, mass spectrometry, and nuclear magnetic resonance (NMR) spectroscopy, the latter of which is the main focus. Topics covered in the NMR spectroscopy part of the course include chemical shifts, spin-spin coupling, dynamic effects in NMR spectroscopy, and 2D NMR spectroscopy (COSY, HMQC, HMBC, TOCSY, NOESY, ROESY).

This video is part of a 28-lecture graduate-level course titled "Organic Spectroscopy" taught at UC Irvine by Professor James S. Nowick. The course covers infrared (IR) spectroscopy, mass spectrometry, and nuclear magnetic resonance (NMR) spectroscopy, the latter of which is the main focus. Topics covered in the NMR spectroscopy part of the course include chemical shifts, spin-spin coupling, dynamic effects in NMR spectroscopy, and 2D NMR spectroscopy (COSY, HMQC, HMBC, TOCSY, NOESY, ROESY).

This video is part of a 28-lecture graduate-level course titled "Organic Spectroscopy" taught at UC Irvine by Professor James S. Nowick. The course covers infrared (IR) spectroscopy, mass spectrometry, and nuclear magnetic resonance (NMR) spectroscopy, the latter of which is the main focus. Topics covered in the NMR spectroscopy part of the course include chemical shifts, spin-spin coupling, dynamic effects in NMR spectroscopy, and 2D NMR spectroscopy (COSY, HMQC, HMBC, TOCSY, NOESY, ROESY).

This video is part of a 28-lecture graduate-level course titled "Organic Spectroscopy" taught at UC Irvine by Professor James S. Nowick. The course covers infrared (IR) spectroscopy, mass spectrometry, and nuclear magnetic resonance (NMR) spectroscopy, the latter of which is the main focus. Topics covered in the NMR spectroscopy part of the course include chemical shifts, spin-spin coupling, dynamic effects in NMR spectroscopy, and 2D NMR spectroscopy (COSY, HMQC, HMBC, TOCSY, NOESY, ROESY).

This video is part of a 28-lecture graduate-level course titled "Organic Spectroscopy" taught at UC Irvine by Professor James S. Nowick. The course covers infrared (IR) spectroscopy, mass spectrometry, and nuclear magnetic resonance (NMR) spectroscopy, the latter of which is the main focus. Topics covered in the NMR spectroscopy part of the course include chemical shifts, spin-spin coupling, dynamic effects in NMR spectroscopy, and 2D NMR spectroscopy (COSY, HMQC, HMBC, TOCSY, NOESY, ROESY).

This video is part of a 28-lecture graduate-level course titled "Organic Spectroscopy" taught at UC Irvine by Professor James S. Nowick. The course covers infrared (IR) spectroscopy, mass spectrometry, and nuclear magnetic resonance (NMR) spectroscopy, the latter of which is the main focus. Topics covered in the NMR spectroscopy part of the course include chemical shifts, spin-spin coupling, dynamic effects in NMR spectroscopy, and 2D NMR spectroscopy (COSY, HMQC, HMBC, TOCSY, NOESY, ROESY). Any questions or concerns regarding this class, please e-mail: jsnowick at uci.edu. Copyright © 2011 The Regents of the University of California All Rights Reserved Filmed by the Teaching, Learning, and Technology Center CC-BY-SA

Aus fünf Sträuchern des Croton flavens L. von Barbados wurden insgesamt zwölf Verbindungen mit Hilfe von chromatographischen Methoden isoliert, wovon vier neue Naturstoffe darstellen. Die Strukturen wurden aufgeklärt anhand ihrer UV-, IR- und Massenspektren, sowie vor allem anhand der 1H-, 13C-, DEPT-, APT-, HH-COSY-, NOE-, HMQC- und HMBC-NMR-Spektren. Elf Substanzen gehören der Stoffklasse der Alkaloide an. Ein Tetrahydroprotoberberin-Grundgerüst besitzen Scoulerin (1) und Coreximin (2). Die beiden Substanzen unterscheiden sich nur in der Anordnung einer Hydroxygruppe. Bei der Biosynthese aus Retikulin wird durch das "Berberine Bridge Enzym“ die N-Methylgruppe zur Cyclisierung oxidiert. Dies ist erst der zweite Bericht, dass Tetrahydroprotoberberine aus einer Croton-Spezies isoliert wurden. Fünf weitere Verbindungen gehören der Stoffklasse der Morphinandienone an. Aus drei Sträuchern wurde das (R)-konfigurierte Salutaridin (3a) isoliert. Die phytochemischen Untersuchungen von zwei weiteren Sträuchern haben dagegen ergeben, dass sowohl Salutaridin (3a) als auch sein Spiegelbild-Isomer Sinoacutin (3b) vorkommen. Das Enantiomerengemisch hat den Namen Salutarin (3). Die Besonderheit liegt nun darin, dass in ein und derselben Pflanze von einem Naturstoff beide Enantiomere gebildet werden. Dieses Phänomen ist im Pflanzen- bzw. Tierreich sehr selten. Für die Untersuchung des Enantiomerenüberschusses von Salutaridin, der je nach Strauch und Jahreszeit zwischen 1 und 100% schwankt, wurde eine HPLC-Methode mit chiraler Säule (Chiralcel OD-R, 20:80 Acetonitril – 0.2 M Natriumperchlorat-Puffer pH 2) entwickelt. Ein weiterer Inhaltsstoff ist das N-Demethylderivat Norsinoacutin (5). Diese Verbindung ist nur in Sträuchern zu finden, die enantiomerenreines Salutaridin (3a) und nicht das Enantiomerengemisch Salutarin (3) enthalten. Es liegt der Schluss nahe, dass diese Pflanzen ein Enzym besitzen, das selektiv und quantitativ das (S)- konfigurierte Sinoacutin N-demethylieren kann. Norsinoacutin, Salutaridin und Salutarin entstehen durch ortho-para-oxidative Kupplung der Biosynthesevorstufe Retikulin. In seltenen Fällen findet auch eine para-para-oxidative Kupplung statt und es entstehen in 2,3-Position disubstituierte Morphinandienone. Zu dieser Verbindungsklasse gehören O-Methylflavinantin (4) und Flavinantin (6), die sich nur in einer Hydroxy- bzw. Methoxygruppe in 3-Position unterscheiden. Aus einem der Sträucher wurde neben dem Hauptalkaloid Salutarin (3) auch dessen N-Oxid (10) isoliert. Diese Verbindung liegt ebenfalls als Enantiomerengemisch vor und lässt sich durch die entwickelte HPLC-Methode mit einer chiralen Säule auftrennen. In diesem Strauch wurde außerdem ein neuer Naturstoff gefunden. Es gelang die Strukturaufklärung des Phenanthrens Crotoflavol (11). Dies ist der erste Bericht über das Vorkommen eines Phenanthrens in Croton-Spezies. Darüber hinaus konnten drei weitere neue Naturstoffe isoliert und identifiziert werden. In einem der Sträucher liegen Morphinandienon-Dimere vor. Durch oxidative 1,1‘-Kupplung von zwei Salutaridin-Molekülen entstehen die beiden Rotamere Saludimerin A und B (7 und 8), welche auf Grund der eingeschränkten Rotation entlang der Biarylachse unterschiedliche spektroskopische Eigenschaften aufweisen. Die absolute Konfiguration konnte durch aufwendige CD- und ROESY-Studien aufgeklärt werden. Das dritte Dimer Salsinodimerin (9) enthält eine Salutaridin- und eine Norsinoacutin-Einheit. Mit diesen drei Verbindungen konnten zum ersten Mal CC- verknüpfte Morphinandienon-Dimere aus Pflanzen isoliert werden. Zum Strukturbeweis wurden Partialsynthesen durchgeführt. Dabei sind besonders die oxidativen Kupplungen zu den Dimeren hervorzuheben. Milde Oxidation von enantiomerenreinem Salutaridin (3a) mit Silbernitrat-Lösung in Ethanol lieferte Saludimerin A (7). Andererseits erhält man bei der Oxidation eines Gemisches aus Salutaridin und Norsinoacutin (5) mit Kaliumhexacyanoferrat(III) die dimeren Alkaloide Saludimerin B (8) und Salsinodimerin (9). Aus dem Enantiomerengemisch Salutarin (3) wurde mit Diazomethan der OMethylether hergestellt, welcher das gleiche Molekulargewicht hat wie die isolierte Verbindung O-Methylflavinantin (4). Es konnte dadurch gezeigt werden, dass OMethylflavinantin in 2,3-Position disubstituiert sein muss, wohingegen das synthetische O-Methylsalutarin in 3,4-Position die Methoxygruppen trägt. Ebenfalls aus Salutarin wurde mit Chlorameisensäure-2,2,2-trichlorethylester das NNorderivat zugänglich. Mittels chiraler HPLC-Methode konnte das Enantiomerengemisch Norsalutaridin und Norsinoacutin aufgetrennt werden. Es konnte gezeigt werden, dass die isolierte Verbindung 5 enantiomerenreines Norsinoacutin ist. Aus den fünf untersuchten Sträuchern konnten sowohl (R)-konfiguriertes Salutaridin (3a) als auch das Enantiomerengemisch Salutarin (3) isoliert werden. Mittels Razematspaltung über Kristallisation diastereomerer Salze konnte Salutaridin enantiomerenrein erhalten werden. Das (S)-konfigurierte Sinoacutin (3b) war dadurch aber nicht zugänglich. Daher wurde aus Norsinoacutin (5) durch NMethylierung mit Formaldehyd und dem Reduktionsmittel Natriumcyanoborhydrid das linksdrehende Enantiomer Sinoacutin synthetisiert. Salutaridin ist eine wichtige Vorstufe bei der Biosynthese von Thebain, Codein und Morphin. Es wurden daher die Stereochemie, die Biosynthese und die pharmakologischen Eigenschaften dieser Substanz näher beleuchtet. Wie schon beschrieben, konnte sowohl enantiomerenreines Salutaridin (3a), als auch das Enantiomerengemisch Salutarin (3) isoliert werden. Nur Salutaridin wird in Thebain, Codein und Morphin umgewandelt. Eine Zwischenstufe ist dabei Salutaridinol. Dieses wichtige Intermediat wurde partialsynthetisch aus Salutarin durch Reduktion der Dienon-Funktion zum Alkohol erhalten. Dabei entstehen zwei epimere Alkohole, die sich gut trennen lassen. Nur Salutaridinol und nicht 7-epi-Salutaridinol wird bei der Biosynthese weiter verwendet. Es konnte gezeigt werden, dass in Croton flavens L. keiner dieser Alkohole vorliegt und damit das notwendige Enzymsystem für den Reduktionsschritt fehlen muss.