Occurrence of Mangiferin in Hiptage madablota Geartn

Finnegan, R.A.; Stephani, Ralph A.; Ganguli, G.; Ganguly, Samarendra N.

doi:10.1002/jps.2600570631

Cited by 30 publications

(13 citation statements)

References 10 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…decomposes at 265.0–275.0; Lit. 271–274°C [16]; UV (MeOH) λ max 239, 258, 316, 365 nm; IR ν max 3363, 3184, 2935, 2891, 1648, 1619, 1592, 1565, 1520, 1490, 1462, 1406, 1351, 1294, 1251, 1191, 1093, 1074, 1032, 878, 822, 735 cm −1 ; 1 H NMR (DMSO-d6, 400 MHz): δ 13.77 (s, 1H, 1-OH), 10.55 (s, 2H, 6,7-OH), 7.38 (s, 1H, H-8), 6.86 (s, 1H, H-5), 6.37 (s, 1H, H-4), 4.87 (s, 2H, 3′,4′-OH), 4.61 (d, 10.0 Hz, 1H, H-1′), 4.49 (s, 1H, 6′-OH), 4.05 (t, 8.4 Hz, 1H, H-2′), 3.70 (d, 11.2 Hz, 1H, H-6′ B ), 3.41 (m, 1H, H-6′ A ), 3.18 (m, 1H, H-3′), 3.18 (m, 1H, H-4′), 3.18 (m, 1H, H-5′). 13 C NMR (DMSO-d6, 100 MHz): δ 179.1 (C, C-9), 163.8 (C, C-3), 161.8 (C, C-1), 156.2 (C, C-4a), 154.0 (C, C-6), 150.8 (C, C-10a), 143.7 (C, C-7), 111.7 (C, C-8a), 108.1 (C, C-8), 107.5 (C, C-2), 102.6 (C, C-5), 93.3 (C, C-4), 81.5 (C, C-5′), 79.3 (C, C-3′), 73.1 (C, C-1′), 70.6 (C, C-4′), 70.3 (C, C-2′), 61.5 (C, C-6′); HRESI-MS m/z 423.1024 [M − H] − (calcd for C 19 H 19 O 11 , 423.0927).…”

Section: Methodsmentioning

confidence: 99%

Antiviral Activity of Fridericia formosa (Bureau) L. G. Lohmann (Bignoniaceae) Extracts and Constituents

Brandão

Kroon

Filho

et al. 2017

Journal of Tropical Medicine

View full text Add to dashboard Cite

A phytochemical study of Fridericia formosa (Bignoniaceae) ethanol extracts of leaves, stems, and fruits was guided by in vitro assays against vaccinia virus Western Reserve (VACV-WR), human herpes virus 1 (HSV-1), murine encephalomyocarditis virus (EMCV), and dengue virus type 2 (DENV-2) by the MTT method. All the ethanol extracts were active against DENV-2, HSV-1, and VACV-WR with best results for the fruits extract against DENV-2 (SI > 38.2). For VACV-WR and HSV-1, EC50 values > 200 μg mL−1 were determined, while no inhibition of the cytopathic effect was observed with EMCV. Five compounds were isolated and identified as the C-glucosylxanthones mangiferin (1), 2′-O-trans-caffeoylmangiferin (2), 2′-O-trans-coumaroylmangiferin (3), 2′-O-trans-cinnamoylmangiferin (5), and the flavonoid chrysin (4). The most active compound was 2′-O-trans-coumaroylmangiferin (3) with SI > 121.9 against DENV-2 and 108.7 for HSV-1. These results indicate that mangiferin cinnamoyl esters might be potential antiviral drugs.

show abstract

Section: Methodsmentioning

confidence: 99%

Antiviral Activity of Fridericia formosa (Bureau) L. G. Lohmann (Bignoniaceae) Extracts and Constituents

Brandão

Kroon

Filho

et al. 2017

Journal of Tropical Medicine

View full text Add to dashboard Cite

show abstract

“…Mangiferin is a polyphenol well-known for its antioxidant, anti-inflammatory, immunomodulatory and antiviral effects. Interestingly, mangiferin was the first xanthone to be investigated for pharmacological purposes [5]. In studying Canscora decussata extracts, a remarkable central nervous system stimulating effect was observed for mangiferin.…”

Section: Mangiferin and Its Aglycon Norathyriolmentioning

confidence: 99%

“…Since the growing interest in this class of compounds has been associated with the pharmacological properties demonstrated by both natural and synthetic derivatives, this aspect will be emphasized in this review. * Pharmacological investigations of xanthones date back to 1968, when Bhattacharya's group reported the diuretic and cardiotonic actions of the natural glycoside mangiferin [5]. Later, Da Re et al described, for the first time, central stimulating and analeptic activities of synthetic aminoalkylxanthone derivatives [6,7].…”

Section: Introductionmentioning

confidence: 98%

Xanthone Derivatives: New Insights in Biological Activities

Pinto¹,

Sousa

Nascimento

2005

CMC

435

232

View full text Add to dashboard Cite

Xanthones or xanthen-9H-ones (dibenzo-gamma-pirone) comprise an important class of oxygenated heterocycles whose role is well-known in Medicinal Chemistry. The biological activities of this class of compounds are associated with their tricyclic scaffold but vary depending on the nature and/or position of the different substituents. In this review, an array of biological/pharmacological effects is presented for both natural and synthetic xanthone derivatives, with an emphasis on some significant studies on structure-activity relationships. The antitumor activity of some xanthones as well as the related targets, particularly PKC modulation studies, is also discussed in detail. Examples of the "hit" compounds involved in cancer therapy, namely DMXAA, psorospermin, mangiferin, norathyriol, mangostins, and AH6809, a prostanoid receptor antagonist, are also mentioned. Finally, a historical perspective of these xanthonic derivatives, their relevance as therapeutic agents and/or their uses as pharmacological tools and as extract components in folk medicine are also highlighted.

show abstract

“…[6][7][8][9][10] The pharmacological properties of xanthones published in the last decades reveal the growing interest in this type of compounds. 11 The pioneering work of Finnegan et al, 12 in 1968, reported the diuretic action of mangiferin, a natural xanthone glycoside. Later on, Da Re et al 13 reported the analeptic activity of synthetic aminoalkylxanthone derivatives.…”

Section: Introductionmentioning

confidence: 99%

2,3-Diarylxanthones as strong scavengers of reactive oxygen and nitrogen species: A structure–activity relationship study

Santos

Freitas

Ribeiro

et al. 2010

Bioorganic & Medicinal Chemistry

View full text Add to dashboard Cite

a b s t r a c tXanthones are a class of oxygen-containing heterocyclic compounds widely distributed in nature. The natural derivatives can present different substitutions in the xanthone core that include hydroxyl, methoxyl, prenyl and glycosyl groups. The inclusion of aryl groups has only been reported for a few synthetic derivatives, the 2,3-diaryl moiety being recently introduced by our group. Xanthones are endowed with a broad spectrum of biological activities, many of them related to their antioxidant ability, including the scavenging of reactive oxygen species (ROS) and reactive nitrogen species (RNS), as well as metal chelating effects. Considering the interesting and promising antioxidant activities present in compounds derived from the xanthone core, the main goal of this work was to evaluate the scavenging activity of the new 2,3-diarylxanthones for ROS, including superoxide radical (O 2 ÁÀ ), hydrogen peroxide (H 2 O 2 ), singlet oxygen ( 1 O 2 ), peroxyl radical (ROO Å ) and hypochlorous acid (HOCl), and RNS, including nitric oxide ( Å NO) and peroxynitrite anion (ONOO À ). The obtained results revealed that the tested 2,3-diarylxanthones are endowed with outstanding ROS and RNS scavenging properties, considering the nanomolar to micromolar range of the IC 50 values found. The xanthones with two catechol rings were the most potent scavengers of all tested ROS and RNS. In conclusion, the new 2,3-diarylxanthones are promising molecules to be used for their potential antioxidant properties.

show abstract

Occurrence of Mangiferin in Hiptage madablota Geartn

Cited by 30 publications

References 10 publications

Antiviral Activity of Fridericia formosa (Bureau) L. G. Lohmann (Bignoniaceae) Extracts and Constituents

Antiviral Activity of Fridericia formosa (Bureau) L. G. Lohmann (Bignoniaceae) Extracts and Constituents

Xanthone Derivatives: New Insights in Biological Activities

2,3-Diarylxanthones as strong scavengers of reactive oxygen and nitrogen species: A structure–activity relationship study

Contact Info

Product

Resources

About