Tautomerism in Flindersine - A DFT Treatment-Reference-Cited by-同舟云学术

Tautomerism in Flindersine - A DFT Treatment

Published:2020-06-13 Issue: Volume: Page:89-104
ISSN:2581-9003
Container-title:Earthline Journal of Chemical Sciences
language:en
Short-container-title:EJCS

Author:

Türker Lemi

Abstract

Flindersine is a natural product of plant kingdom. Its structure contains a lactam group which could undergo 1,3-type proton tautomerism. It also has an embedded pyran moiety which might show valence tautomerism. Presently, those tautomers are investigated within the restrictions of density functional theory at the level of B3LYP/6-311++G(d,p). Certain quantum chemical output has been collected compared and discussed. Also the possibility of valence tautomerism has been searched by proposing two transition state paths.

Publisher

Earthline Publishers

Reference42 articles.

1. H. Matthes and E. Schreiber, Flindersine from wood of Flindersia australis R.Br., Rutaceae, Ber. Dtsch. Pharm. Ges. 24 (1914), 385-444.

2. R. F. C. Brown, J. J. Hobbs, G. K. Hughes and E. Ritchie, The chemical constituents of Australian Flindersia species. VI. The structure and chemistry of Flindersine, Aust. J. Chem. 7 (1954), 348-377. https://doi.org/10.1071/CH9540348

3. R. F. C. Brown, G. K. Hughes and E. Ritchie, The chemical constituents of Australian Flindersia species. IX. A synthesis of Flindersine, Aust. J. Chem. 9 (1956), 277-282. https://doi.org/10.1071/CH9560277

4. R. F. C. Brown, The chemical constituents of Australian Flindersia Species. VII. The synthesis of derivatives of kokusagininic and skimmianinic acids, Aust. J. Chem. 8(1) (1955), 121-124. https://doi.org/10.1071/CH9550121

5. V. Duraipandiyan and S. Ignacimuthu, Antibacterial and antifungal activity of Flindersine isolated from the traditional medicinal plant, Toddalia asiatica (L.) Lam, J. Ethnopharmacol. 123(3) (2009), 494-498. https://doi.org/10.1016/j.jep.2009.02.020