76863-33-7Relevant academic research and scientific papers
Total Synthesis of Mulberry Diels-Alder-Type Adducts Kuwanons G and H
Luo, Si-Yuan,Tang, Zhuo-Ya,Li, Qingjiang,Weng, Jiang,Yin, Sheng,Tang, Gui-Hua
, p. 4786 - 4793 (2021/04/06)
Mulberry Diels-Alder-type adducts (MDAAs) are a group of rare natural polyphenols biosynthetically derived from [4 + 2]-cycloaddition of chalcones and dehydroprenylphenols. In this study, kuwanons G (1) and H (2), two bioactive MDAAs with unique dehydroprenylflavonoid dienes, were totally synthesized for the first time in a biomimetic manner. The key features of the convergent route include the use of the Baker-Venkataraman rearrangement, alkylation of β-diketone, intramolecular cyclization, and Suzuki-Miyaura coupling to achieve the subunit diene.
Total synthesis of (±)-kuwanol e
Iovine, Valentina,Benni, Irene,Sabia, Rocchina,D'Acquarica, Ilaria,Fabrizi, Giancarlo,Botta, Bruno,Calcaterra, Andrea
, p. 2495 - 2503 (2016/11/09)
The total synthesis of the Diels-Alder-type adducts (±)-kuwanol E and the heptamethyl ether derivative of (±)-kuwanon Y has been accomplished via a convergent strategy involving 2′-hydroxychalcone 6 or 9 and dehydroprenylstilbene 7, in nine steps. The syn
Synthetic studies towards the mulberry Diels-Alder adducts: H-bond accelerated cycloadditions of chalcones
Boonsri, Sompong,Gunawan, Christian,Krenske, Elizabeth H.,Rizzacasa, Mark A.
, p. 6010 - 6021 (2012/08/28)
The methyl ether derivatives 2, 4 and 6 of the mulberry Diels-Alder adducts chalcomoracin (1) and mulberrofuran C (3) and kuwanon J (5) respectively have been synthesized by a thermal [4 + 2]-cycloaddition reaction between a chalcone and dehydroprenyl die
Mulberry Diels- Alder adducts: Synthesis of chalcomoracin and mulberrofuran C methyl ethers
Gunawan, Christian,Rizzacasa, Mark A.
supporting information; experimental part, p. 1388 - 1391 (2010/06/17)
(Figure Presented) The synthesis of each of the heptamethyl ethers of the mulberry Diels-Alder adducts chalcomoracin (1) and mulberrofuran J (2) is described. The key steps In each approach involved a biomimetic intermolecular [4+2]-cycloaddition between a dehydroprenylphenol diene derived from an Isoprenoid-substituted phenolic compound and an αβ-unsaturated alkene of a chalcone as the dienophlle. Critical to the success of the Diels-Alder reaction was the presence of the free phenol in the 2′-hydroxychalcone.
HYPOTENSIVE CONNSTITUENT, KUWANON H, A NEW FLAVONE DERIVATIVE FROM THE ROOT BARK OF THE CULTIVATED MULBERRY TREE (MORUS ALBA L.)
Nomura, Taro,Fukai, Toshio
, p. 1943 - 1951 (2007/10/02)
A new flavone derivative, containing condensed dihydrochalcone partial structure named kuwanon H, was isolated from the root bark of the cultivated mulberry tree (a variety of Morus alba L.).The structure was shown to be I on the basis of chemical and spectral data.The compound (I) to rabbit (1 mg/Kg, i.v.) produced a significant hypotension.
