Antioxidant Prenylated Flavonoids from Propolis Collected in Okinawa, Japan

Kumazawa, Shigenori; Ueda, Reika; Hamasaka, Tomoko; Fukumoto, Syuichi; Fujimoto, Takunori; Nakayama, Tsutomu

doi:10.1021/jf071187h

Cited by 95 publications

(90 citation statements)

References 26 publications

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“…(Fabaceae) possessed good anti-inflammatory activity as well as antioxidant activity by detecting 2,2 0 -azino-bis-3-ethylbenzothiazoline-6-sulfonic acid (ABTS), 1,1-diphenyl-2-picrylhydrazyl (DPPH), peroxynitrite (ONOO(À)) and total reactive oxygen species (ROS) (Jung et al, 2008). More emerging evidences also demonstrated that the prenylflavonoids had strong radical scavenging properties toward the DPPH radical (Dufall et al, 2003;Jayasinghe et al, 2008;Kumazawa et al, 2007;Lee et al, 2006;Park et al, 2006).…”

Section: Antioxidant Activitymentioning

confidence: 99%

A systematic review on biological activities of prenylated flavonoids

Chen

Mukwaya

Wong

et al. 2013

Pharmaceutical Biology

190

136

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Context: Prenylated flavonoids are a unique class of naturally occurring flavonoids that exist especially for the plant's self-defensive strategy. This special class of flavonoids increases the bioactivities of their backbone flavonoids with non-prenylation; therefore, prenylated flavonoids have more potential to be developed and utilized. Objective: The number, position and type of the prenyl group on the flavonoids backbone structure may have close relationships with the bioactivities of flavonoids. Methods: PubMed and WEB OF KNOWLEDGEÕ were used to search articles published in English between 1 January 2002 and 31 December 2012, which discuss the structure-activity relationship between prenylated flavonoids and their bioactivities. Results: It is proposed that the prenyl-moiety makes the backbone compound more lipophilic, which leads to its high affinity with cell membranes. The prenylation brings the flavonoids with enhancement of antibacterial, anti-inflammatory, antioxidant, cytotoxicity, larvicidal as well as estrogenic activities. However, it is reported that the prenyl-moiety decreases the bioavailability and plasma absorption of prenylated flavonoids. Conclusion: The prenyl group affects the bioactivities of flavonoids in certain ways, while the action mechanisms and the structure-activity relationship as well as more in vivo studies even clinical validation trials need to be further investigated.

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Section: Antioxidant Activitymentioning

confidence: 99%

A systematic review on biological activities of prenylated flavonoids

Chen

Mukwaya

Wong

et al. 2013

Pharmaceutical Biology

190

136

View full text Add to dashboard Cite

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“…To determine the scavenging activity of an EEP sample, 180 μL of diluted ABTS· + solution was added to each well of a clearbottom, 96-well microplate. EEP solution (20 μL, 1 mg/mL) Previously, we reported prenylated flavonoids with potent antioxidant activity from propolis collected in Okinawa, Japan (Kumazawa et al, 2004a;Kumazawa et al, 2007). Some of these flavonoids were also isolated from Taiwanese propolis (Chen et al, 2008), although Okinawan propolis contains higher amounts of prenylated flavonoids than Taiwanese propolis .…”

Section: Introductionmentioning

confidence: 99%

Antioxidant Activity and Phenolic Constituents of Red Propolis from Shandong, China

Hatano

Nonaka

Yoshino

et al. 2012

FSTR

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Propolis is a resinous substance collected by honeybees from various plant sources and whose composition depends on the area of collection. This study examined the antioxidant activity of red propolis from Shandong, China. Ethanol extracts of propolis (EEP) were prepared and evaluated for their antioxidant activities using four assays: 2,2-diphenyl-1-picrylhydrazyl free radical-scavenging, 2,2′-azinobis (3-ethylbenzothiazoline-6-sulfonic acid) radical cation decolorization, ferric ion reducing antioxidant and oxygen radical absorbance capacity assays. Red propolis from Shandong, China showed strong antioxidant activity across all assay systems used. Furthermore, the major constituents in EEP from Shandong, China were identified by HPLC analysis using photodiode array detection, and each component was quantitatively analyzed. In total, 17 compounds were identified: 9 flavonoids, 5 aromatic carboxylic acids and 3 phenolic acid esters. Red propolis from Shandong, China contains a large amount of the antioxidant compounds galangin and phenethyl caffeate (101.6 and 32.7 mg/g of EEP, respectively).Keywords: propolis, red, antioxidant, phenolics, Shandong, China *To whom correspondence should be addressed. E-mail: kumazawa@u-shizuoka-ken.ac.jp IntroductionPropolis is a resinous substance that honeybees forage from the buds and exudates of certain plants and is stored by the bees inside the beehive (Bankova et al., 2000;Marcucci, 1995). It has been used in folk medicine from ancient times in many countries and has been extensively studied in Eastern European countries (Bankova et al., 2000;Castaldo and Capasso, 2002). Recently, propolis was reported to possess important biological activities such as antibacterial (Kartal et al., 2003;Kujumgiev et al., 1999), antiviral (Amoros et al., 1994Kujumgiev et al., 1999), anti-inflammatory (Paulino et al., 2008Strehl et al., 1994), anticancer (Kumoto et al., 2001Matsuno, 1995), antifungal (Kujumgiev et al., 1999Murad et al., 2002), and antitumoral (Ikeno et al., 1991) properties. For this reason, propolis is extensively used in food and beverages to improve health and prevent diseases such as inflammation, diabetes, heart disease, and cancer (Banskota et al., 2001;Burdock, 1998).Propolis usually contains a variety of chemical compounds such as polyphenols (flavonoids, phenolic acids and their esters), terpenoids, steroids and amino acids. Propolis is composed of more than 150 compounds, which differ greatly depending on the geographical and botanical origin of propolis (Bonvehí and Coll, 1994; Nieva Moreno et al., 2000). Some of the observed biological activities might be attributable to identified chemical constituents, in particular its high content of polyphenols. The composition of propolis varies both qualitatively and quantitatively, depending on the vegetation in the area from which it was collected. Thus, propolis from Europe, South America and Asia has different chemical compositions (Bankova et al., 1992;Kumazawa et al., 2004a;Kumazawa et al., 2004b;Velikova et al...

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“…Previously we found that the propolis from Okinawa, Japan, contains some prenylflavonoids not seen in other regions such as Europe and Brazil, suggesting that the plant origin of Okinawan propolis is a plant that grows in Okinawa (Figure 2) [7]. To identify the plant origin of Okinawan propolis, we observed the behavior of honeybees as they collected material from plants and caulked it inside the hive.…”

Section: Pacific Propolismentioning

confidence: 99%

“…These Pacific propolis and prenylflavonoids in it had potent antioxidant and antimicrobial activities. [7].…”

Section: -2mentioning

confidence: 99%