105037-85-2Relevant academic research and scientific papers
Total Synthesis of 1-Oxomiltirone and Arucadiol
Chai, Uiseong,Kang, Juyeon,Mac, Dinh Hung,Oh, Chang Ho,Seong, Chaehyeon
, p. 1953 - 1956 (2020)
A practical and efficient approach for the total synthesis of arucadiol and 1-oxomiltirone is reported. The key step which involves an intramolecular [4+2] cycloaddition catalyzed by gold(III) bromide or copper(II) triflate leads to the formation of 6-6-6-fused aromatic abietane core.
Hydrogen-donating mechanism of rosmariquinone, an antioxidant found in rosemary
Hall III, Clifford A.,Cuppett, Susan L.,Dussault, Pat
, p. 1147 - 1154 (1998)
Rosmariquinone (RQ), an ortho-quinone diterpenoid found in rosemary, was shown to act as a hydrogen-donating antioxidant. The proposed mechanism is based on the isolation of the catechol intermediate arucadiol (AD) in methyl oleate test systems. AD was also observed in a bulk soybean oil oxidation experiment, which supports the observation that RQ is converted to AD during oxidation of the oil. Because AD was found in both light-induced oxidation and autoxidation test systems, the antioxidant mechanism proceeds in a similar manner. The antioxidant activities of RQ and AD were not significantly different in the autoxidation experiments, while AD was a significantly better (P 0.05) antioxidant than RQ in the light-induced oxidation.
Use of conjugated dienones in cyclialkylations: Total syntheses of arucadiol, 1,2-didehydromiltirone, (±)-hinokione, (±)-nimbidiol, sageone, and miltirone
Majetich, George,Liu, Shuang,Fang, Jing,Siesel, David,Zhang, Yong
, p. 6928 - 6951 (2007/10/03)
Functionalized hydrophenanthrenes can be prepared using a cyclialkylation-based strategy. These annulations are highly dependent on the directing effects of the arene substitutents and on conformational considerations. The utility of this methodology was featured in the syntheses of six diterpenoids.
