Benzopyrans from Hypericum polyanthemum

Antinociceptive activity of Hypericum caprifoliatum and Hypericum polyanthemum (Guttiferae)

“…Interestingly, the magnitude of the antinociceptive effect of CH in the writhing test (oral route) was similar to that observed in the . The CH extract is rich in phloroglucinol (7) and the POL extract contains benzopyrans as its main constituent (9). Phloroglucinol derivatives may be responsible for the opioidlike effect since Simmen et al (10) have reported that hyperforin -a phloroglucinol isolated from H. perforatum -inhibited binding to opioid receptors.…”

Supercritical fluid extraction and high performance liquid chromatographic determination of benzopyrans and phloroglucinol derivative in Hypericum polyanthemum

“…The dimeric compounds frequently present a benzopyran nucleus formed by the cyclization of the prenyl unit with an adjacent hydroxyl group. Together with these dimeric compounds, some species, such as H. polyanthemum, also present the benzopyran nucleus found as monomers [1,2]. Therefore, such difference in the composition of the lipophilic fraction may account for specific extraction conditions of the plant studied in this work.…”

“…Among them, Hypericum polyanthemum showed in its lipophilic extract the presence of uliginosin B, a phloroglucinol derivative, and three benzopyrans: 6-isobutyryl-5,7-dimethoxy-2,2-dimethylbenzopyran (HP1), 7-hydroxy-6-isobutyryl-5-methoxy-2,2-dimethyl-benzopyran (HP2) and 5-hydroxy-6-isobutyryl-7-methoxy-2,2-dimethylbenzopyran (HP3), isolated from aerial plant parts [1,2]. These substances have been found to be involved with some biological properties as antiviral [3], antimicrobial [4], antinociceptive [5], antitumor [6,7], acaricidal [8] and antioxidant [9], presented by the plant extracts.…”

Antioxidant Activityin Southern Brazil Hypericum Species

“…This can be related to an important contribution of benzopyrans, such as HP3, whose structures are devoid of phenolic groups or present only one of these moieties). 23 The data collected in Table 2 can be compared with that reported for Hypericum perforatum extracts. Zheng and Wang 38 have determined the presence of 0.28 g of phenols (taking gallic acid as reference) per 100 grams of fresh plant.…”

“…[8][9][10][11][12] The antidepressant activity of Hypericum perforatum (Guttiferae) 13 and evidence on the antioxidant activity of Hypericum species in vitro, [14][15][16][17][18][19][20][21][22] has encouraged us to further survey the chemical composition of several Hypericum species native to southern Brazil. Recently, some species were studied in our laboratory, affording a variety of phenolic compounds, such as benzopyrans, 23 benzophenones, 24 flavonoids 25 and phloroglucinol derivatives. 26,27 Some of the species were evaluated for antidepressant, 28 antiproliferative, 29 antimicrobial, 25,30 and analgesic activity.…”