68151-26-8Relevant academic research and scientific papers
An efficient microwave technique for exo- to endo-double bond migration in natural products
Kaur, Damandeep,Setia,Chahal,Chhabra
experimental part, p. 611 - 614 (2011/06/21)
A few sesquiterpene lactones and monoterpenes when subjected to microwave irradiation on solid surface undergo facile carbon-carbon double bond migration from from exo- to endo-position.
A biomimetic total synthesis of (+)-ainsliadimer A
Li, Chao,Yu, Xueliang,Lei, Xiaoguang
supporting information; experimental part, p. 4284 - 4287 (2010/11/17)
Figure Presented. A protecting group free and biomimetic total synthesis of (+)-ainsliadimer A has been accomplished in 14 steps from α-santonin. The synthesis relies on a hydrogen bonding promoted [4 + 2]-hetero-Diels-Alder dimerization to afford the key homodimer intermediate, which demonstrates the feasibility of using nonenzymatic conditions to achieve the proposed biosynthesis.
A BIOLOGICALLY ACTIVE GUAIANOLIDE FROM SAUSSUREA LAPPA
Singh, I. P.,Talwar, K. K.,Arora, J. K.,Chhabra, B. R.,Kalsi, P. S.
, p. 2529 - 2531 (2007/10/02)
4β-Methoxydehydrocostus lactone has been isolated from costus roots (Saussurea lappa).Its structure and stereochemistry have been established by spectral methods and chemical correlation with dehydrocostus lactone.The compound displayed significant biological acitvity as a plant growth regulator. Key Word Index - Saussurea lappa; Compositae; roots; α-methylene-γ-lactone; guaianolide; dehydrocostus lactone; plant growth regulatory activity.
DEHYDROCOSTUSLACTONE AND PLANT GROWTH ACTIVITY OF DERIVED GUAIANOLIDES
Kalsi, P. S.,Kaur, Gurdeep,Sharma, Sunila,Talwar, K. K.
, p. 2855 - 2862 (2007/10/02)
Key Word Index-Saussurea lappa; Compositae; root promoters; sesquiterpene lactone; guaianolide; dehydrocostuslactone; estafiatin; isozaluzanin C; isodehydrocostuslactone.The stereostructures of two new guaianolides, isodehydrocostuslactone and isozaluzanin C, isolated previously from Saussurea lappa, have been confirmed by their correlation with dehydrocostuslactone.Twenty new derivatives have been synthesized from these guaianolides and these have been tested as plant growth regulators.The conjugated lactones which have an exocyclic methylene group at C-4, conjugated with a C-3 ketone, show distinct enhancement in their root-forming potential, as compared with their 3-deoxy derivatives.Of further significance is the fact that these ketones display maximum activity only at lower concentrations.Other compounds show the expected structure-biological activity relationships displayed in general by guaianolides.However, the presence of an epoxide at the C-3, C-4 position does not affect the biological activity, which is indeed the case when the epoxide group occupies the C-4, C-14 position in guaianolides.The major biological parameter studied was rooting in-stem cuttings of Phaseolus aureus.
