Spectroscopic Techniques Applied to Flavonoids

Fossen, Torgils; Andersen, Øyvind M.

doi:10.1201/9781420039443.ch2

Cited by 59 publications

(77 citation statements)

References 500 publications

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“…Os espectros de RMN 1 H e 13 C (1D e 2D) foram registrados em espectrômetros Bruker DRX-500 ( 1 H: 500 MHz; 13 C: 125 MHz), Bruker AMX-300 ( 1 H: 300 MHz; 13 C: 75 MHz), Bruker AC-200 ( 1 H: 200 MHz; 13 C: 50 MHz) e JEOL Eclipse-400 ( 1 H: 400 MHz; 13 C: 100 MHz) em tubos de 5 mm, utilizando DMSO-d 6 , CDCl 3 ou acetonad 6 como solvente e TMS como referência interna. Utilizaram-se os programas de pulsos da Bruker [zg30 ( 1 H), zgpg30 ( 13 C BBHD), dept135 ( 13 C DEPT), cosygs ( 1 H-1 H COSY), inv4gstp (HMQC), inv4gsllmd (HMBC) e noesygpph ( 1 H-1 H NOESY)] com probe dual 13 C/ 1 H para detecção normal ( 13 C) ou com detecção inversa para ( 1 H) com z-gradient; obtiveram-se espectros com 32 e 64 K e largura de 12 e 31 kHz para 1 H e 13 C em uma dimensão, respectivamente.…”

Section: Procedimentos Experimentais Geraisunclassified

“…6 Além do padrão de substituição dos anéis presentes no esqueleto de flavonoides, os espectros de RMN 1 H permitiram deduzir a natureza e o número de grupos substituintes (sinais simples de grupos metoxílicos δ H .3,84 -3,96; grupos hidroxílicos localizados em C-5, envolvido em ligação de hidrogênio δ H 12,13 -12.94 e, as hidroxilas localizadas em outras posições revelaram-se mais sensíveis aos efeitos de solvente, H 2 O presente no solvente e temperatura. Os espectros de RMN 1 H dos derivados acetilados, 4, 5, 10, 13 e 14 mostraram também a presença de sinais simples entre δ H 2.3-2.5 referentes aos grupos metílicos das acetoxilas (Tabela 1).…”

Section: Caracterização Do Anel Cunclassified

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Estudo espectroscópico em elucidação estrutural de flavonoides de Solanum jabrense Agra & Nee e S. paludosum Moric

Silva¹,

Carvalho²,

Braz‐Filho³

2009

Quím. Nova

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Section: Procedimentos Experimentais Geraisunclassified

Section: Caracterização Do Anel Cunclassified

Estudo espectroscópico em elucidação estrutural de flavonoides de Solanum jabrense Agra & Nee e S. paludosum Moric

Silva¹,

Carvalho²,

Braz‐Filho³

2009

Quím. Nova

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“…Structural characterization of purified compounds using NMR analysis showed the presence of nine compounds which includes, quercetin, isoquercetin, quercetrin, rutin, quercetin 3-O-β-D-xyloside (Reinutrin), quercetin 3-Oarabinopyranoside (Guajaverin), quercetin 3-O-α-arabinopyranosyl (1→2) β-galactopyranoside, and Isorhamnetin 3-O-rutinoside (Narcissoside) (Figure 3). 38,39,40 Besides the expected products one unknown quercetin glycosides from in vitro cultures were noticed by NMR analysis in the plants, of which the biological significance remains to be explored.…”

Section: Effect Of Sucrose Concentration and Day Of Elicitation By Gamentioning

confidence: 99%

Isolation, Purification of Quercetin from in vitro Cell Suspension Culture of Caesalpinia pulcherrima and its Analysis by HPLC-DAD and NMR

Madanakumar¹,

Murukan²,

Lawarence³

et al. 2017

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Background: Caesalpinia pulcherrima, belongs to Caesapiniaceae, is a known medicinal plant widely distributed in India and is used in traditional medicine for the treatment of various ailments. Many phytochemicals are reported from the plant as potential source of crude drug. Materials and Methods: An efficient and simple reproducible protocol was developed for callus production using leaf explants of C. pulcherrima. The combination of 2, 4-D, kin and BA, was used for the callus induction. Subsequently, cell suspension culture and quercetin synthesis from in vitro callus was attempted. Role of effect of elicitors (Sucrose, ABA and salicylic acid) in cell suspension culture was carried in MS medium containing 2,4-D + BA + kinetin. Flavonoids was purified, fractionated by HPLC-DAD and NMR. Results: 2, 4-D (2.5 mg/L), BA (2.5 mg/L) + kin (1 mg/mL) was effective for maximum callus induction from leaf explants. Significant cell suspension culture was noticed with liquid MS medium containing 2,4-D (2 mg/L)+ BA (1mg/L)+ kinetin (1.5 mg/L). Sucrose, ABA and salicylic acid (SA) at different concentrations influenced cell biomass and quercetin accumulation. The addition of ABA/SA along with sucrose was found to have no remarkable effect on cell biomass and also quercetin synthesis. However, cells cultured in the medium fortified with 45 g/L sucrose without ABA/ SA showed the highest quercetin content (16.5 mg/g). Flavonoids was purified, fractionated by HPLC-DAD and NMR revealed the presence of 9 components such as quercetin, isoquercetin, quercetrin, rutin, quercetin 3-O-β-D-xyloside, quercetin 3-Oarabinopyranoside, quercetin 3-O-α-arabinopyranosyl (1→2) β-galactopyranoside, isorhamnetin 3-O-rutinoside and an unknown compound. Conclusion: C. pulcherima reveals significant synthesis of quercetin. Quercetin content recorded in cell suspension culture was significantly higher compared with in vivo plants grown in fields and the compounds were identified by NMR.

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“…In spite of the lack of biosynthetic studies of these natural products, much efort has been made in elucidating the biosynthetic pathways of lavonoids from a genetic perspective. Flavonoids occur naturally as compounds associated with sugar in conjugated forms (glycosides), without atached sugar as aglycones [1,36]. They are often hydroxylated in positions 3, 5, 7, 3′, 4′ and 5′.…”

Section: Flavonoids -From Biosynthesis To Human Healthmentioning

confidence: 99%

“…Studies on lavonoids by UV spectroscopy have shown that most lavonoids consist of two major absorption maxima: band II (240-285 nm) which corresponds to the benzoyl system of the A ring, while band I (300-400 nm) represents the cinnamoyl system of the B ring ( Figure 3) [36,41].…”

Section: The Chemical Structure Of Lavonoidsmentioning

confidence: 99%

Flavonoids: Classification, Biosynthesis and Chemical Ecology

Santos¹,

Maia²,

Ferriani³

et al. 2017

Flavonoids - From Biosynthesis to Human Health

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Flavonoids are natural products widely distributed in the plant kingdom and form one of the main classes of secondary metabolites. They display a large range of structures and ecological signiicance (e.g., such as the colored pigments in many lower petals), serve as chemotaxonomic marker compounds and have a variety of biological activities. Therefore, they have been extensively investigated but the interest in them is still increasing. The topics that will be discussed in this chapter describe the regulation of lavonoid biosynthesis, the roles of lavonoids in lowers, fruits and roots and mechanisms involved in pollination and their speciic functions in the plant.

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Spectroscopic Techniques Applied to Flavonoids

Cited by 59 publications

References 500 publications

Estudo espectroscópico em elucidação estrutural de flavonoides de Solanum jabrense Agra & Nee e S. paludosum Moric

Estudo espectroscópico em elucidação estrutural de flavonoides de Solanum jabrense Agra & Nee e S. paludosum Moric

Isolation, Purification of Quercetin from in vitro Cell Suspension Culture of Caesalpinia pulcherrima and its Analysis by HPLC-DAD and NMR

Flavonoids: Classification, Biosynthesis and Chemical Ecology

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