72622-61-8Relevant academic research and scientific papers
Efficient synthesis of lactonic and thionolactoniclignans and evaluation of their anti-oxidant, anti-inflammatory and cytotoxic activities
Golakoti, Trimurtulu,Kancharla, Hari Krishna,Meka, Bharani,Murthy
, p. 2906 - 2915 (2016/11/09)
A short and versatile synthesis of α,β-dibenzyl-γ-butyrolactones has been developed starting from inexpensive materials by applying Stobbe condensation and following the novel reductive cyclisation with sodiumborohydride. Natural products Suchilactone (5a
Stereoselective syntheses of cis- and trans-isomers of α-hydroxy-α,β-dibenzyl-γ-butyrolactone lignans: New syntheses of (±)-trachelogenin and (±)-guayadequiol
Moritani, Yasunori,Fukushima, Chiaki,Ukita, Tatsuzo,Miyagishima, Toshikazu,Ohmizu, Hiroshi,Iwasaki, Tameo
, p. 6922 - 6930 (2007/10/03)
Cis- and trans-isomers of α-hydroxy-α,β-dibenzyl-γ-butyrolactone lignans 1a,d-g and 2a,c,d were stereoselectively synthesized in good yields based on the electrophilic addition to the metal enolate of α-benzyl-γ-butyrolactone derivatives 1l-o and 3 as a key step. This method was applied to the syntheses of (±)-trachelogenin and (±)-guayadequiol, representative examples of the trans- and cis-isomers of α-hydroxy-α,β-dibenzyl-γ-butyrolactone lignan series.
Simple synthesis of trans-α,β-dibenzyl-γ-butyrolactone lignans by diastereoselective reduction of α-benzylidene-β-benzyl-γ-butyralactones using NaBH4-NiCl2
Moritani,Fukushima,Miyagishima,Ohmizu,Iwasaki
, p. 2281 - 2286 (2007/10/03)
trans-α,β-Dibenzyl-γ-butyrolactone lignans were synthesized by stereoselective reduction of α-benzylidene-β-benzyl-γ-butyrolactones using NaBH4-NiCl2. The reduction is found to proceed via conjugate addition of a hydride to an α-benz
LIGNANS, BIFLAVONES AND TAXOIDS FROM HIMALAYAN TAXUS BACCATA
Das, B.,Rao, S. Padma,Srinivas, K. V. N. S.,Yadav, J. S.
, p. 715 - 718 (2007/10/02)
Chemical investigation of the twigs (separated from the needles) of the Himalayan yew, Taxus baccata, has culminated in the isolation of a new lignan, 4'-O-demethylsuchilactone, along with eight phenolic compounds, (-)-rhododendrol, (-)-rhododendrin, sciadopytisin, ginkgetin, kayaflavone, (-)-secoisolariciresinol, suchilactone and a lignan diol, not previously encountered in nature.Three taxoids, brevifoliol, 13-decinnamoyltaxchinin B and 10-deacetylbaccatin III were also isolated.This is the first report on the phytoconstituents isolated only fom the twigs of the Himalayan yew. - Key words: Taxus baccata; Taxaceae; twigs; phenolics; biflavones; lignans; taxoids; 4'-O-demethylsuchilactone.
A convenient total synthesis of (+/-)-jatrophan and 2,3-bis-(hydroxymethyl)-6,7-methylenedioxy-1-(3',4'-dimethoxyphenyl)naphthalene, lignan constituents of Jatropha gossypifolia Linn.
Banerji, J,Bose, P,Chakrabarti, R,Das, B
, p. 709 - 712 (2007/10/02)
Convenient synthetic routes to (+/-)-jatrophan and 2,3-bis-(hydroxymethyl)-6,7-methylenedioxy-1-(3',4'-dimethoxyphenyl)naphthalene; the constituents of Jatropha gossypifolia Linn. have been reported.Stobbe condensation of piperonal with dimethyl succinate followed by methylation affords 4-(3',4'-methylenedioxyphenyl)-3-methoxy-carbonyl-methylbut-3-enoate.A second Stobbe condensation with veratraldehyde followed by Bouveault-Blanc reduction affords (+/-)-jatrophan.The aryl naphthalene lignan, 2,3-bis-(hydroxymethyl)-6,7-methylenedioxy-1-(3',4'-dimethoxyphenyl)naphthalene, has been synthesised from jatrophan by oxidative cyclisation followed by lithium aluminum hydride reduction.
