1999
DOI: 10.1016/s0040-4020(99)00634-1
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Grandione, a new heptacyclic dimeric diterpene from Torreya grandis Fort.

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Cited by 39 publications
(30 citation statements)
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“…The first reported example of such an icetexane dimerw as grandione, which was isolated by Riccio and co-workers in 1999 from Toreya grandis [34] and synthesized by Ta keya and co-workers in 2005 (and the structure was reassigned) [35] by solid-state hetero-Diels-Alder dimerizationo fo-quinone 31.O btusinones D( 34)a nd E ( 35), which were recently isolated by Salae and Boonnak, were suggested to originate biogeneticallyf rom as imilar Diels-Alder dimerization of przewalskin E( 32). The first reported example of such an icetexane dimerw as grandione, which was isolated by Riccio and co-workers in 1999 from Toreya grandis [34] and synthesized by Ta keya and co-workers in 2005 (and the structure was reassigned) [35] by solid-state hetero-Diels-Alder dimerizationo fo-quinone 31.O btusinones D( 34)a nd E ( 35), which were recently isolated by Salae and Boonnak, were suggested to originate biogeneticallyf rom as imilar Diels-Alder dimerization of przewalskin E( 32).…”
Section: Synthesis Of Members Of the Barbatusol Class Natural Productsmentioning
confidence: 99%
“…The first reported example of such an icetexane dimerw as grandione, which was isolated by Riccio and co-workers in 1999 from Toreya grandis [34] and synthesized by Ta keya and co-workers in 2005 (and the structure was reassigned) [35] by solid-state hetero-Diels-Alder dimerizationo fo-quinone 31.O btusinones D( 34)a nd E ( 35), which were recently isolated by Salae and Boonnak, were suggested to originate biogeneticallyf rom as imilar Diels-Alder dimerization of przewalskin E( 32). The first reported example of such an icetexane dimerw as grandione, which was isolated by Riccio and co-workers in 1999 from Toreya grandis [34] and synthesized by Ta keya and co-workers in 2005 (and the structure was reassigned) [35] by solid-state hetero-Diels-Alder dimerizationo fo-quinone 31.O btusinones D( 34)a nd E ( 35), which were recently isolated by Salae and Boonnak, were suggested to originate biogeneticallyf rom as imilar Diels-Alder dimerization of przewalskin E( 32).…”
Section: Synthesis Of Members Of the Barbatusol Class Natural Productsmentioning
confidence: 99%
“…Compound 1 appears to be particularly interesting because the two monomers are connected through a single ether linkage, which, to the best of our knowledge, is only the second example among the dimeric diterpenes [10]. A macrodiolide [9], and dimers with two ether or hemiacetal linkages have been reported [11]. Compound 2, obtained as an amorphous powder, was identical with margocillin first isolated from neem trees Azadirachta indica [12], and also from T. mairei [5].…”
Section: Resultsmentioning
confidence: 62%
“…Fraction D3 (1.38g) was passed through Sephadex LH-20, eluting with CHCl 3 :MeOH:n-hexane (1:1:2), to produce eight fractions (E1-8). Fraction E7 (304.5 mg) was identified as 7-deoxynimbidiol (1) by comparing its spectroscopic data with those previously reported [5]. Final purification of fraction E3 (358.5 mg) by CC eluting with dichlometane:n-hexane:EtOAc (40:50:10) yielded nine fractions (F1-9…”
Section: Isolation Of Bioactive Metabolitesmentioning
confidence: 75%