Tobacco Chemistry. 49. New Labdanic Diterpenoids Isolated from Tobacco.
- 1 January 1979
- journal article
- research article
- Published by Danish Chemical Society in Acta Chemica Scandinavica
- Vol. 33b (7) , 541-543
- https://doi.org/10.3891/acta.chem.scand.33b-0541
Abstract
Labdanic compounds (17) were isolated from N. tabacum PB (Bergerac). Of these, 8 are new tobacco constituents and 7, the (12S, 13S)-, (12R, 13R)- and (12R, 13S)-8,13-epoxy-14-labden-12-ols (9, 10, 12), 12,15-epoxy-12,14-labdadien-8-ol (13), the (11E, 13S)- and (11E, 13R)-11,14-labdadiene-8,13-diols (14, 15) and (13E)-15-acetoxy-13-labden-8-ol (17) are new natural products. The isolation of compounds 9, 10 and 12-15, all of which have previously been obtained as products of the reaction of (12Z)- and/or (12E)-abienol with singlet oxygen, strongly corroborates current views on the biogenesis of the tobacco labdanoids.This publication has 5 references indexed in Scilit:
- Tobacco Chemistry. 48. Synthesis of Tobacco Labdanoids by Sensitized Photo-oxygenation of (12E)-Abienol.Acta Chemica Scandinavica, 1979
- Tobacco Chemistry. 46. Syntheses of (12R,13S)- and (12S,13R)-8,12-Epoxy-14-labden-13-ol and (12S,13R)-8,13-Epoxy-14-labden-12-ol, Three Tobacco Diterpenoids.Acta Chemica Scandinavica, 1978
- Tobacco Chemistry. 43. Sensitized Photo-oxygenation of (12Z)-Abienol. Biomimetic Synthesis of Tobacco Labdanoids.Acta Chemica Scandinavica, 1978
- Tobacco Chemistry. 40. Syntheses of (12R,13R)- and (12S,13S)-8,12-Epoxy-14-labden-13-ol and (13R)- and (13S)-8,13-Epoxy-14-labden-12-one, Four Tobacco Diterpenoids.Acta Chemica Scandinavica, 1977
- Tobacco Chemistry. 34. (3E,6E)-2,6-Dimethyl-10-oxo-3,6-undecadien-2-ol and (2E)-3-Methyl-4-oxo-2-nonen-8-ol. Two New Constituents of Greek Nicotiana tabacum L..Acta Chemica Scandinavica, 1977