Johannes C. S. Malan, Jacobus A. Steenkamp, Jan P. Steynberg, Desmond A. Young, E. Vincent Brandt, Daneel Ferreira,
... profisetinidins and proguibourtinidins based on C-8 substituted (–)-fisetinidol units i.e. the (4α,8)-bis-(–)-fisetinidol (1), (+)-epifisetinidol-(4α,8)-(–)-fisetinidol (3), and the (+)-guibourtinidol-(4α,8)-(–)-fisetinidol (5). They are accompanied by the related functionalized ... towards the synthesis of the (4,8)-bis-fisetinidols from 6-bromo-(–)-fisetinidol and the appropriate flavan-3,4-diol, lead ...
Tópico(s): Phytochemistry and Biological Activities
1990 - | Journal of the Chemical Society. Perkin transactions I/Journal of the Chemical Society. Perkin transactions. I
Johannes C. S. Malan, Desmond A. Young, Jan P. Steynberg, Daneel Ferreira,
The range of natural bis-fisetinidol profisetinidins is extended by identification of (+)-epifisetinidol-(4α,6)-(–)-fisetinidol (5), (4α,6)-bis-(+)-epifisetinidol (7), (4β,6′)-bis-(–)-fisetinidol (13), and (–)-fisetinidol-(4β,6′)-(+)-epifisetinidol (15). They are accompanied in ... and (23), related to the (4,6)-bis-(–)-fisetinidol profisetinidins (1) and (2). Under mild basic conditions ... a C-2 epimeric relationship to the predominant (–)-fisetinidol monomeric precursor.
Tópico(s): Phytochemistry and Bioactive Compounds
1990 - | Journal of the Chemical Society. Perkin transactions I/Journal of the Chemical Society. Perkin transactions. I
Johannes C. S. Malan, Desmond A. Young, Jan P. Steynberg, Daneel Ferreira,
... Amongst these are the promopanidins, (+)-mopanane-(4β,6)-fisetinidols (5) and (7), the epimopanane-(4,6 and 4,8)-fisetinidols (9) and (11), and the unique oxidatively coupled ... accompanied by the related propeltogynidins, (+)-peltogynane-(4β,6)-fisetinidols (15) and (17), epipeltogynane-(4α,6)-(–)-fisetinidol (19), and (–)-fisetinidol-(4α,6′)-(+)-peltogynol (21), the latter compound extending ... configuration. The structures of the (+)-mopanane-(4β,6)-fisetinidols are confirmed by synthesis, the forcing conditions of ...
Tópico(s): Natural product bioactivities and synthesis
1990 - | Journal of the Chemical Society. Perkin transactions I/Journal of the Chemical Society. Perkin transactions. I
Samyah Alanazi, Naif Alenzi, Fouza Alenazi, Hajera Tabassum, David G. Watson,
... via column chromatography and size exclusion chromatography were fisetinidol and ferulic acid. High resolution electrospray ionization–mass ... at 2.4 µg/ml MIC followed by fisetinidol at 4.7 µg/ml reflecting that the ... trypanosomal activity is attributable to the presence of fisetinidol in the fraction. Similarly, all the tested samples ... of the two active compounds-ferulic acid and fisetinidol. The data obtained in the study is thus ...
Tópico(s): Insect and Pesticide Research
2021 - Nature Portfolio | Scientific Reports
Susan L. Bonnet, Jan P. Steynberg, Barend C. B. Bezuidenhoudt, Catharina M. Saunders, Daneel Ferreira,
... units in the (4β,6:4α,8)-bis-fisetinidol-catechin triflavanoid have been characterized. These comprise a ... 2,3-f:2′,3′-h]-chromene, two fisetinidol-(4α,10)-tetrahydropyrano[2,3-f]chromenes and a pair of fisetinidol-(4α,10)-tetrahydropyrano[3,2-g]chromenes. The ...
Tópico(s): Bioactive natural compounds
1996 - Elsevier BV | Phytochemistry
Susan L. Bonnet, Jan P. Steynberg, Barend C. B. Bezuidenhoudt, Catharina M. Saunders, Daneel Ferreira,
... 3-ol moieties in the hitherto unknown bis-fisetinidol-(4,6:4,8)-epicatechin profisetinidins is extended ... 10)-tetrahydropyrano[2,3-f]chromene and a fisetinidol-(4α,6)-tetrahydropyrano[2,3-h]chromene. The ... base-catalysed pyran ring rearrangement of the bis-fisetinidol-(4α,6:4α,8)-epicatechin triflavanoid.
Tópico(s): Multicomponent Synthesis of Heterocycles
1996 - Elsevier BV | Phytochemistry
Johannes C. S. Malan, Petrus J. Steynberg, Jan P. Steynberg, Desmond A. Young, Barend B. C. B. Bezuidenhoudt, Daneel Ferreira,
... 4', 7-trihy- droxy functionality) based on the fisetinidol (3,3',4',7-tetrahydroxy functionality) 5-deoxy ... is extended by identification of (+)-guibourtinidol-(4β,6)-(-)-fisetinidol and the (+)-guibourtini- dol-(4α,6) and (4β, ... via acid-catalyzed coupling of (+)-guibourtaca- cidin and (-)-fisetinidol, the high activation energy of generating a 4- ...
Tópico(s): Biological Activity of Diterpenoids and Biflavonoids
1990 - Elsevier BV | Tetrahedron
Jacobus A. Steenkamp, Johannes C. S. Malan, David G. Roux, Daneel Ferreira,
... 4,6)-coupled analogues based not only on (–)-fisetinidol [(2R,3S)-2,3-trans-flavan-3,3′, ... 7-tetraol] as constituent units, e.g. the (–)-fisetinidol-(4α,6)- and (4β,6)-(+)-epifisetinidols. They are accompanied by bis(4α,6′)-(–)-fisetinidol and (–)-fisetinidol-(4α,6′)-(+)-epifisetinidol, the first prototypes of naturally ...
Tópico(s): Phytochemistry and Bioactive Compounds
1988 - | Journal of the Chemical Society. Perkin transactions I/Journal of the Chemical Society. Perkin transactions. I
Johannes C. S. Malan, Desmond A. Young, Jacobus A. Steenkamp, Daneel Ferreira,
... profisetinidins is extended by characterization of the first (–)-fisetinidol(–)-robinetinidol dimer and of a novel analogue based ... ester of (+)-catechin. These metabolites are accompanied by (–)-fisetinidol-(4α,2′)-robinetin, (–)-fisetinidol-(4α,6)-(+)-taxifolin, and (–)-fisetinidol-(4α,6)- and (4β,6)-(+)-ampelopsins. The latter ...
Tópico(s): Cancer Treatment and Pharmacology
1988 - | Journal of the Chemical Society. Perkin transactions I/Journal of the Chemical Society. Perkin transactions. I
Desmond A. Young, Herbert Kolodziej, Daneel Ferreira, David G. Roux,
... tetraflavanoids, shown to be constituted of (2S,3R)-(+)-fisetinidol and [4,6]-bi-[(2S,3R)-(+)-fisetinidol] substituents at C-6 and C-8 on ... 8]-bi-[2,3-trans-3,4-cis-(+)-fisetinidol] and [4,6]-23 trans-3,4-trans-(+)-fisetinidol substituents on (+)-catechin. Its derivative [the revised structure ( ...
Tópico(s): Phytochemistry and Biological Activities
1985 - | Journal of the Chemical Society. Perkin transactions I/Journal of the Chemical Society. Perkin transactions. I
Phillip M. Viviers, Herbert Kolodziej, Desmond A. Young, Daneel Ferreira, David G. Roux,
... metabolites comprising four [4,6]- and [4,8]-(+)-fisetinidol-(+)-catechins and [4,8]-(+)-fisetinidol-(–)-epicatechin, and in the extension of the former ... four 'angular' triflavanoid [4,6:4,8]-bi-[(+)-fisetinidol]-(+)catechin diastereoisomers. Stoicheiometric control of in vitro condensation ... shift parameters derived from these compounds and their (–)-fisetinidol analogues are of potential diagnostic value at higher ...
Tópico(s): Plant biochemistry and biosynthesis
1983 - | Journal of the Chemical Society. Perkin transactions I/Journal of the Chemical Society. Perkin transactions. I
Produção Nacional
Revisado por pares
Horlando Carlota da Silva, Antônio Linkoln Alves Borges Leal, Mauro Macêdo de Oliveira, Humberto Medeiros Barreto, Henrique Douglas Melo Coutinho, Hélcio Silva dos Santos, Gilvandete M. P. Santiago, Thiago Sampaio de Freitas, Igor Kleber Campos Lima, Alexandre Magno Rodrigues Teixeira, C.E.S. Nogueira,
... by nuclear magnetic resonance and FT-IR of fisetinidol, a flavonoid isolated from B. pentandra stems. In ... well as inhibition of the NorA efflux pump. Fisetinidol has no intrinsic antibacterial activity. However, there is ...
Tópico(s): Ginseng Biological Effects and Applications
2020 - Elsevier BV | South African Journal of Botany
... proanthocyanidin monomers: (-)-epigallocatechin, (+)-gallocatechin, (+)-catechin hydrate, (+)-mollisacacidin, (+)-epicatechin, (-)-fisetinidol and epicatechin-3-lIgOl/Ig-gallate; and dimers: procyanidin B3, procyanidin B4, fisetinidol-(4 a -8)catechin and fisetinidol-(4 b -8)catechin, as well as gallic ...
Tópico(s): Botanical Studies and Applications
2006 - Academy of Science of South Africa | South African Journal of Science
Elin Mathisen, Drissa Diallo, Øyvind M. Andersen, Karl Egil Malterud,
... are proanthocyanidins. Two major components appear to be fisetinidol‐(4α‐ → 8)‐catechin 3‐gallate and bis‐fisetinidol‐(4α‐ → 6, 4α‐ → 8)‐catechin 3‐gallate. The ... of monomeric flavan‐3‐ols (catechin, epicatechin and fisetinidol) were also found. Copyright © 2002 John Wiley & Sons, ...
Tópico(s): Natural product bioactivities and synthesis
2002 - Wiley | Phytotherapy Research
Susan L. Bonnet, Jan P. Steynberg, Barend C. B. Bezuidenhoudt, Catharina M. Saunders, Daneel Ferreira,
... moieties in the (4β,6:4β,8)-bis-fisetinidol-catechin triflavanoid have been identified from natural sources. ... 3-f:2′,3′-h]-chromenes and a fisetinidol-(4β,10)-tetrahydropyrano[2,3-f]chromene. The ...
Tópico(s): Phytochemicals and Antioxidant Activities
1996 - Elsevier BV | Phytochemistry
Johann F. W. Burger, Jan P. Steynberg, Desmond A. Young, E. Vincent Brandt, Daneel Ferreira,
The (+)-fisetinidol-(+)-catechin profisetinidins are subject to similar base-catalyzed C-ring isomerizations to the quasi-enantiomeric (–)-fisetinidol-(+)-catechins. Whereas 'upper' 2,3-trans-3,4- ...
Tópico(s): Carbohydrate Chemistry and Synthesis
1989 - | Journal of the Chemical Society. Perkin transactions I/Journal of the Chemical Society. Perkin transactions. I
Jan P. Steynberg, Johann F. W. Burger, Desmond A. Young, E. Vincent Brandt, Jacobus A. Steenkamp, Daneel Ferreira,
... isomerization of 2,3-trans-3,4-cis-(–)-fisetinidol units present in (4β,6)- and (4β,8)- ... confirmed by synthesis via base-catalysed conversion of (–)-fisetinidol-(4β,8)- and (4β,6)-(+)-catechin O-methyl ...
Tópico(s): Cancer Treatment and Pharmacology
1988 - | Journal of the Chemical Society. Perkin transactions I/Journal of the Chemical Society. Perkin transactions. I
Desmond A. Young, Daneel Ferreira, David G. Roux, William E. Hull,
... acetates of four [4,6:4,8]-bi-(–)-fisetinidol-[4,6]-(–)-fisetinidol-(+)-catechin diastereoisomers derived from a fraction of the ... regiospecific 6-substitution on the 'upper'[4,8]-(–)-fisetinidol substituent on the (+)-catechin moiety of the triflavanoid ...
Tópico(s): Synthesis of Organic Compounds
1985 - | Journal of the Chemical Society. Perkin transactions I/Journal of the Chemical Society. Perkin transactions. I
... Isolation of (−)-7:3′:4′-trihydroxyflavan-3-ol [(−)-fisetinidol], a naturally occurring catechin from black-wattle heartwood* ... Isolation of (−)-7:3′:4′-trihydroxyflavan-3-ol [(−)-fisetinidol], a naturally occurring catechin from black-wattle heartwood. ...
Tópico(s): Ginkgo biloba and Cashew Applications
1961 - Portland Press | Biochemical Journal
Kirana P. Mugaranja, K. Ananda,
... the binding energy of prosopine (-6.499) and fisetinidol (-7.575) was considered as the best against ... drug-likeness properties of 9-hydroxycanthin-6-one, fisetinidol, picrasidine-X, and prosopine were considerable. Also, kaempferol- ...
Tópico(s): Phytase and its Applications
2022 - Elsevier BV | Heliyon
Produção Nacional
Revisado por pares
Leôncio M. de Sousa, Jarbas Lima de Carvalho, Horlando Carlota da Silva, Telma L. G. Lemos, Ângela M. C. Arriaga, Raimundo Braz‐Filho, Gardênia Carmen Gadelha Militão, Thiago D. S. Silva, Paulo Riceli Vasconcelos Ribeiro, Gilvandete M. P. Santiago,
... 5‐dimethoxybibenzyl ( 2 ), liquiritigenin ( 3 ), guibourtinidol ( 4 ) and fisetinidol ( 5 ) were isolated from the roots of Bauhinia ... known compounds identified as liquiritigenin ( 3 ), guibourtinidol ( 4 ), fisetinidol ( 5 ), taraxerol ( 6 ), betulinic acid ( 7 ), taraxerone ( 8 ), ...
Tópico(s): Phytochemicals and Antioxidant Activities
2016 - Wiley | Chemistry & Biodiversity
Koh Hashida, Masanobu Tabata, Katsushi Kuroda, Yuichiro Otsuka, Satoshi Kubo, Rei Makino, Yoshitaka Kubojima, Mario Tonosaki, Seiji Ohara,
... were investigated. Seventeen compounds, gallic acid, protocatechuic acid, (−)-fisetinidol-4β-ol, (−)-fisetinidol-4α-ol, 2-benzyl-2,6,3′,4′- ...
Tópico(s): Biological Activity of Diterpenoids and Biflavonoids
2014 - Springer Science+Business Media | Journal of Wood Science
Guoqing Yan, Shiping Li, Jun Hu, Xiangyu Zhai, W. F. Mader, Ning Li, Kai‐Jin Wang,
... dehydrodicatechin A (6), phloridzin (7), procyanidin B3 (8), fisetinidol-(4α, 8)-catechin (9), guibourtinidol- (4α, 8)-catechin (10), ent- isetinidol -(4α, 6)-catechin (11), fisetinidol-(4β, 8)-catechin (12), (Z)-3-methoxy-5- ...
Tópico(s): Plant biochemistry and biosynthesis
2013 - Elsevier BV | Biochemical Systematics and Ecology
Pieter Venter, Mirek Sisa, Marthinus J. van der Merwe, Susan L. Bonnet, Jan H. van der Westhuizen,
... is always catechin which is angularly bonded to fisetinidol extender units. By comparison of the MS2 fragmentation ... to the absence of 5-OH groups in fisetinidol, and the aDP cannot be determined via conventional ...
Tópico(s): Free Radicals and Antioxidants
2011 - Elsevier BV | Phytochemistry
Wengui Duan, Seiji Ohara, Koh Hashida, Rei Makino,
... the steamed bark. Analysis revealed them to be fisetinidol-(4β-8)-catechin, fisetinidol-(4α-8)-catechin, robinetinidol-(4β-8)-catechin, robinetinidol-( ...
Tópico(s): Fermentation and Sensory Analysis
2005 - De Gruyter | Holzforschung
Petrus J. Steynberg, Jan P. Steynberg, E. Vincent Brandt, Daneel Ferreira, Richard W. Hemingway,
... 8)-catechin and epicatechins 33 and 35, the fisetinidol-(4α,8)-catechin-(6,4β)- epifisetinidol 37 and fisetinidol-(4α,8)-epicatechin-(6,4β)- epifisetinidol 39.
Tópico(s): Bioactive natural compounds
1997 - | Journal of the Chemical Society. Perkin transactions I/Journal of the Chemical Society. Perkin transactions. I
Jan P. Steynberg, Jacobus A. Steenkamp, Johann F. W. Burger, Desmond A. Young, Daneel Ferreira,
... in, e.g., (4α,6 : 4α,8)-bis-(–)-fisetinidol-(+)-catechin triflavanoid profisetinidins, have been characterized. These include ...
Tópico(s): PI3K/AKT/mTOR signaling in cancer
1990 - | Journal of the Chemical Society. Perkin transactions I/Journal of the Chemical Society. Perkin transactions. I
Jan P. Steynberg, Johann F. W. Burger, Johannes C. S. Malan, Annemarie Cronjé, Desmond A. Young, Daneel Ferreira,
... each of the heptamethyl ether diacetates of the (−)-fisetinidol-(4α,8) and (4β,8)-(−)-epicatechins at ambient ...
Tópico(s): Phytochemistry and Biological Activities
1990 - Elsevier BV | Phytochemistry
Jan P. Steynberg, Johann F. W. Burger, Desmond A. Young, E. Vincent Brandt, Jacobus A. Steenkamp, Daneel Ferreira,
... isomerization of 2,3-trans-3,4-trans-(–)-fisetinidol units present in (4,6)- and (4,8)- ...
Tópico(s): Bioactive natural compounds
1988 - | Journal of the Chemical Society. Perkin transactions I/Journal of the Chemical Society. Perkin transactions. I
Jan P. Steynberg, Johann F. W. Burger, Desmond A. Young, E. Vincent Brandt, Jacobus A. Steenkamp, Daneel Ferreira,
The (–)-fisetinidol-(4β, 8)-(+)-catechin-O-methyl ether (1) is subject to facile C-ring isomerizations in NaHCO3–Na2CO3 ...
Tópico(s): Tea Polyphenols and Effects
1988 - Royal Society of Chemistry | Journal of the Chemical Society Chemical Communications