Die natürlichen Cumarine

Späth, Ernst

doi:10.1002/cber.19370700648

Cited by 72 publications

(22 citation statements)

References 20 publications

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“…IR (KBr): 3360, 3300 cm −1 (ν NH ), 1758 cm −1 (ν CO saturated δ-lactone), 1663 cm −1 (ν CO amide ). 1 …”

Section: Methodsmentioning

confidence: 99%

“…IR (KBr): 3345 cm −1 (ν NH ), 1726 (ν CO α,β-unsaturated δ-lactone), 1632 cm −1 (ν C=N ). 1 (B) With benzidine gives 6-nitro-3-N-(4-aminobiphenyl)carboxamido benzo-2-pyrone (10) and its N-acetylated derivative (11): A mixture of 1 (2.63 g, 0.01 mol) and benzidine (1.84 g, 0.01 mol) in abs. ethanol (50 mL) was refluxed for 3h (TLC).…”

Section: Reaction Of 1 With Diamine (A) With O-phenylenediamine Givesmentioning

confidence: 99%

“…Thus, IR spectrum displayed the stretching absorption bands at 3360,3300 cm −1 (ν NH ), 1758 cm −1 (ν C=O saturated δ-lactone), 1663 cm −1 (ν C=O amide) and at 1600 (ν C=C ) which were consistent with the proposed structure. 1 …”

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confidence: 99%

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Synthesis and Spectral Study of Novel Benzopyrone and Quinolinone Derivatives

Mahmoud

El‐Azm

2013

Journal of Chemical Research

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A series of novel benzopyrones and quinolinone derivatives were prepared using the readily obtainable 6-nitrobenzo-2-pyron-3-carboxylate through the reaction with nitrogen nucleophilic reagents such as cyclohexyl amine, p-aminoacetophenone, diamines, hydrazine hydrate, thiosemicarbazide, anthranilic acid and carbon nucleophile as malononitrile. The IR, 1 H NMR and mass spectra of the new synthesised compounds were discussed.The coumarin nucleus is widely available from plants and is an important class of oxygen heterocycle. 1-3 The useful medical properties associated with these naturally occurring coumarins have lead to the investigation of several synthetic analogues. A large number of compounds containing coumarin have been investigated because of their anti-inflammatory 4 , antibacterial 5 , vasorelaxant 6 , antihepatitis-C virus agent 7 and antiproliferative activities 8 . In view of this, and as continuation of our effort 9-15 to identify new, potent, selective and less toxic antimicrobial agents, we aimed to synthesise a new coumarin derivative that exhibits high therapeutic activity. Results and discussionNitration of 3-carboethoxy coumarin in HNO 3 /AcOH mixture afforded 3-carboethoxy-6-nitrocoumarin 1 as the sole product (one spot in the TLC). The structure of 1 was characterised by its analytical and spectroscopic data (IR, 1 H NMR, MS). Thus, the IR spectrum of 1 showed sharp bands at 1736 cm −1 (ν C=O of α,β-unsaturated δ-lactone), 1706 cm −1 (ν C=O of ester group). However, 1 H NMR spectrum of 1 in CDCl 3 showed the following absorptions from low to high field: δ (ppm) 7.89-7.2 (m, 4H arom. + olefinic C 4 -H), 4.2 (q, 2H, CH 2 CH 3 , J = 6.7 Hz) and 1.2 (t, 3H, CH 2 CH 3 , J = 6.7 Hz).

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“…IR (KBr): 3360, 3300 cm −1 (ν NH ), 1758 cm −1 (ν CO saturated δ-lactone), 1663 cm −1 (ν CO amide ). 1 …”

Section: Methodsmentioning

confidence: 99%

Section: Reaction Of 1 With Diamine (A) With O-phenylenediamine Givesmentioning

confidence: 99%

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Synthesis and Spectral Study of Novel Benzopyrone and Quinolinone Derivatives

Mahmoud

El‐Azm

2013

Journal of Chemical Research

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“…Über Rosskastanien-Inhaltsstoffe und Versuche damit wurde jüngst umfassend berichtet [4]. Wir wollen hier über das verwandte, in der Gemeinen Esche (Baum des Jahres 2001) neben Aesculin vorkommende Glycosid Fraxin berichten, das erstmals auch in [1] [7] (Abbildung 6). Über Fluoreszenzfarbstoffe in der Natur und den Fluoreszenzeffekt selbst wurde kürzlich in dieser Zeitschrift ausführlich berichtet [8].…”

Section: -(β-D-glucopyranosyloxy)-7-hydroxy-6-methoxy-2h-1-benzopyraunclassified

Die optischen Aufheller Fraxin und Aesculin

Drosky

Sander

Nakata

et al. 2014

Chemie in nserer Zeit

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“…* To whom correspondence should be addressed; e-mail: noorsb@ rediffmail.com reported to possess diverse pharmacological properties viz., antibacterial, 2 analgesic 3 and anthelmintic 4 activities. Coumarin derivatives are also found in varieties of natural products 5 and many of them display pharmacological properties. [6][7][8][9] Apart from this, coumarins are of considerable general importance and are prominent in natural products chemistry.…”

Section: Introductionmentioning

confidence: 99%