Tags

Type your tag names separated by a space and hit enter

Prenylated flavonoids from Artocarpus altilis: antioxidant activities and inhibitory effects on melanin production.
Phytochemistry. 2013 May; 89:78-88.P

Abstract

Flavonoids, 10-oxoartogomezianone (1), 8-geranyl-3-(hydroxyprenyl)isoetin (2), hydroxyartoflavone A (3), isocycloartobiloxanthone (4), and furanocyclocommunin (5), together with 12 known compounds, were isolated from heartwood and cortex of Artocarpus altilis, and their structures were identified by comparing their spectra with those of similar compounds. To identify natural antioxidants and whitening agents, the ability of these prenylated flavonoids was assessed to scavenge the 1,1-diphenyl-2-picrylhydrazyl radical (DPPH), the 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS(+·)) radical cation, and the superoxide anion (O2(-·)), and their abilities to inhibit tyrosinase and melanin production. It was found that compounds 3, 4, and artoflavone A (15) had moderate DPPH(·)-scavenging activity, whereas compound 4 exhibited significant ABTS(+·)-scavenging activity, and that norartocarpetin (7) and artogomezianone (8) exhibited moderate ABTS(+·)-scavenging activity, with compounds 2, 7, and artocarpin (6) displaying good superoxide anion-scavenging activity. In addition, compounds 7, 8, cudraflavone A (14), and artonin M (17), inhibited melanin production by strongly suppressing tyrosinase activity. Compound 6 reduced the melanin content without inhibiting tyrosinase activity. These results suggest that flavonoids isolated from A. altilis may be candidate antioxidants and/or skin-whitening agents. However, further investigations are required to determine their mechanisms of action.

Authors+Show Affiliations

Department of Fragrance and Cosmetic Science, College of Pharmacy, Kaohsiung Medical University, Kaohsiung 807, Taiwan, ROC.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

23465719

Citation

Lan, Wen-Chun, et al. "Prenylated Flavonoids From Artocarpus Altilis: Antioxidant Activities and Inhibitory Effects On Melanin Production." Phytochemistry, vol. 89, 2013, pp. 78-88.
Lan WC, Tzeng CW, Lin CC, et al. Prenylated flavonoids from Artocarpus altilis: antioxidant activities and inhibitory effects on melanin production. Phytochemistry. 2013;89:78-88.
Lan, W. C., Tzeng, C. W., Lin, C. C., Yen, F. L., & Ko, H. H. (2013). Prenylated flavonoids from Artocarpus altilis: antioxidant activities and inhibitory effects on melanin production. Phytochemistry, 89, 78-88. https://doi.org/10.1016/j.phytochem.2013.01.011
Lan WC, et al. Prenylated Flavonoids From Artocarpus Altilis: Antioxidant Activities and Inhibitory Effects On Melanin Production. Phytochemistry. 2013;89:78-88. PubMed PMID: 23465719.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Prenylated flavonoids from Artocarpus altilis: antioxidant activities and inhibitory effects on melanin production. AU - Lan,Wen-Chun, AU - Tzeng,Cheng-Wei, AU - Lin,Chun-Ching, AU - Yen,Feng-Lin, AU - Ko,Horng-Huey, PY - 2012/10/05/received PY - 2012/12/25/revised PY - 2013/01/29/accepted PY - 2013/3/8/entrez PY - 2013/3/8/pubmed PY - 2013/9/27/medline SP - 78 EP - 88 JF - Phytochemistry JO - Phytochemistry VL - 89 N2 - Flavonoids, 10-oxoartogomezianone (1), 8-geranyl-3-(hydroxyprenyl)isoetin (2), hydroxyartoflavone A (3), isocycloartobiloxanthone (4), and furanocyclocommunin (5), together with 12 known compounds, were isolated from heartwood and cortex of Artocarpus altilis, and their structures were identified by comparing their spectra with those of similar compounds. To identify natural antioxidants and whitening agents, the ability of these prenylated flavonoids was assessed to scavenge the 1,1-diphenyl-2-picrylhydrazyl radical (DPPH), the 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS(+·)) radical cation, and the superoxide anion (O2(-·)), and their abilities to inhibit tyrosinase and melanin production. It was found that compounds 3, 4, and artoflavone A (15) had moderate DPPH(·)-scavenging activity, whereas compound 4 exhibited significant ABTS(+·)-scavenging activity, and that norartocarpetin (7) and artogomezianone (8) exhibited moderate ABTS(+·)-scavenging activity, with compounds 2, 7, and artocarpin (6) displaying good superoxide anion-scavenging activity. In addition, compounds 7, 8, cudraflavone A (14), and artonin M (17), inhibited melanin production by strongly suppressing tyrosinase activity. Compound 6 reduced the melanin content without inhibiting tyrosinase activity. These results suggest that flavonoids isolated from A. altilis may be candidate antioxidants and/or skin-whitening agents. However, further investigations are required to determine their mechanisms of action. SN - 1873-3700 UR - https://www.unboundmedicine.com/medline/citation/23465719/Prenylated_flavonoids_from_Artocarpus_altilis:_antioxidant_activities_and_inhibitory_effects_on_melanin_production_ DB - PRIME DP - Unbound Medicine ER -