24738-49-6Relevant academic research and scientific papers
Synthesis of Bungeanool, Isobungeanool, Dihydrobungeanool, Tetrahydrobungeanool, Hazaleamide, Lanyuamide III, and Analogues
Loo, Ying-Hui,Leakasindhu, Suleeporn,Kan, Chi-Ming,Toy, Patrick H.
, p. 1145 - 1156 (2021/11/09)
The bungeanools are a family of alkamide natural products isolated from the pericarps of Zanthoxylum bungeanum (Sichuan pepper), and they are structurally related to the sanshools. While the sanshools, especially hydroxy-?-sanshool, have been studied in a variety of contexts, research regarding the bungeanools has been much more limited. To facilitate their study, we have developed stereoselective syntheses of all four members of this family of compounds by using flexible routes that are also amenable to the synthesis of analogues. The key transformation in the syntheses was the stereoselective triphenylphosphine/ phenol-catalyzed isomerization of an alkynoate to the corresponding conjugated E,E-dienoate.
A synthetic approach to natural dienamides of insecticidal interest
Abarbri, Mohamed,Parrain, Jean-Luc,Duchene, Alain
, p. 239 - 249 (2007/10/03)
An efficient synthesis of dienamides of insecticidal interest has been stereoselectively achieved featuring a Stille cross-coupling reaction as the key step.
Synthesis of the fatty acid of pramanicin
Cow, Christopher,Valentini, David,Harrison, Paul
, p. 884 - 889 (2007/10/03)
The natural product tetradec-2-enoic acid-4,5-epoxide (2), which is also a component of the antibiotic pramanicin (1), was prepared in racemic form by a glycoluril-template directed approach. Two sequential additions of acetate units to decanoic acid are
Structure-antitumor activity relationship of semi-synthetic spicamycin derivatives
Sakai,Kawai,Kamishohara,Odagawa,Suzuki,Uchida,Kawasaki,Tsuruo,Otake
, p. 1467 - 1480 (2007/10/03)
New derivatives of spicamycin modified at the fatty acid moieties of the molecule were synthesized and their structure-activity relationships were examined. The antitumor activity was greatly influenced by modification of the fatty acid moieties to tetradecadienoyl or dodecadienoyl analogues exhibiting better antitumor activity against COL-1 human colon cancer xenograft than SPM VIII.
