Caffeic Acid Oligomers with Hyaluronidase Inhibitory Activity from &lt;i&gt;Clinopodium gracile&lt;/i&gt;

Aoshima, Hiroaki; Miyase, Toshio; Warashina, Tsutomu

doi:10.1248/cpb.60.499

Cited by 22 publications

(17 citation statements)

References 25 publications

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“…Rosmarinic acid had anti-hyaluronidase activity with IC 50 of 309 µM, while its dimers, identified as rashomonic acid C, rashomonic acid D, meehanioside A, meehanioside B, meehanioside C and meehanioside D, also showed considerable anti-hyaluronidase activity with IC 50 of 275, 183, 1049, 873, 924 and 781 µM, respectively. Aoshima et al [ 44 ] evaluated the anti-hyaluronidase activity of caffeic acid oligomers isolated from Clinopodium gracile , and among the isolated compounds, clinopodic acid M revealed the strongest activity with an IC 50 of 19 µM.…”

Section: Hydroxycinnamic Acidsmentioning

confidence: 99%

Hydroxycinnamic Acids and Their Derivatives: Cosmeceutical Significance, Challenges and Future Perspectives, a Review

et al. 2017

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Bioactive compounds from natural sources, due to their widely-recognized benefits, have been exploited as cosmeceutical ingredients. Among them, phenolic acids emerge with a very interesting potential. In this context, this review analyzes hydroxycinnamic acids and their derivatives as multifunctional ingredients for topical application, as well as the limitations associated with their use in cosmetic formulations. Hydroxycinnamic acids and their derivatives display antioxidant, anti-collagenase, anti-inflammatory, antimicrobial and anti-tyrosinase activities, as well as ultraviolet (UV) protective effects, suggesting that they can be exploited as anti-aging and anti-inflammatory agents, preservatives and hyperpigmentation-correcting ingredients. Due to their poor stability, easy degradation and oxidation, microencapsulation techniques have been employed for topical application, preventing them from degradation and enabling a sustained release. Based on the above findings, hydroxycinnamic acids present high cosmetic potential, but studies addressing the validation of their benefits in cosmetic formulations are still scarce. Furthermore, studies dealing with skin permeation are scarcely available and need to be conducted in order to predict the topical bioavailability of these compounds after application.

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Section: Hydroxycinnamic Acidsmentioning

confidence: 99%

Hydroxycinnamic Acids and Their Derivatives: Cosmeceutical Significance, Challenges and Future Perspectives, a Review

et al. 2017

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“…Some cis-oriented LA analogues have been reported from natural sources, e.g., cis-lithospermic acid from S. yunnanensis C. H. Wright [23] and clinopodic acid N from Clinopodium gracile (Benth.) O. Kuntze [24]. However, there was insufficient discussion about the absolute configuration, and ECD data from these analogues in previous reports.…”

Section: Resultsmentioning

confidence: 97%

“…3). In many compounds with (S)-amide (10) (R)-amide (11 dihydrobenzofuran moieties, the configurations at C-7 were determined from the 220-240 nm region [24,25]. However, it has not been demonstrated whether this empirical rule is applicable to the C-7 configuration in the dihydrobenzofuran moieties of isolates (1-3 and 7).…”

Section: Resultsmentioning

confidence: 99%

Diastereomers of lithospermic acid and lithospermic acid B from Monarda fistulosa and Lithospermum erythrorhizon

et al. 2013

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“…Therefore, evaluation of HAase inhibition could be valuable for identification of compounds with anti-inflammatory activity. Many studies have reported HAase inhibition activity as a measure of anti-inflammatory activity in compounds, including caffeic acid oligomers from Clinopodium gracile [3], phlorotannins of brown algae [19], pentacyclic triterpenoids from Prismatomeris tetrandra [24], flavonols in processed onion [10], naringenin [23], and in soybeans and sword beans fermented with Bacillus subtilis [13].…”

Section: Introductionmentioning

confidence: 99%

Optimization of Hyaluronidase Inhibition Activity from Prunus davidiana (Carriere) Franch Fruit Extract Fermented by its Isolated Bacillus subtilis Strain SPF4211

Kim

Park

Koo

et al. 2016

Journal of Microbiology and Biotechnology

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Strain SPF4211, having hyaluronidase (HAase) inhibition activity, was isolated from P. davidiana (Carriere) Franch fruit (PrDF) sugar extract. The phenotypic and biochemical properties based on 16S rDNA sequencing and an API 50 CHB kit suggested that the organism was B. subtilis. To optimize the HAase inhibition activity of PrDF extract by fermentation of strain SPF4211, a central composite design (CCD) was introduced based on three variables: concentration of PrDF extract (X₁: 1-5%), amount of starter culture (X₂: 1-5%), and fermentation time (X₃: 0-7 days). The experimental data were fitted with quadratic regression equations, and the accuracy of the equations was analyzed by ANOVA. The statistical model predicted the highest HAase inhibition activity of 37.936% under the optimal conditions of X₁ = 1%, X₂ = 2.53%, and X₃ = 7 days. The optimized conditions were validated by observation of an actual HAase inhibition activity of 38.367% from extract of PrDF fermented by SPF4211. These results agree well with the predicted model value.

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Caffeic Acid Oligomers with Hyaluronidase Inhibitory Activity from <i>Clinopodium gracile</i>

Cited by 22 publications

References 25 publications

Hydroxycinnamic Acids and Their Derivatives: Cosmeceutical Significance, Challenges and Future Perspectives, a Review

Hydroxycinnamic Acids and Their Derivatives: Cosmeceutical Significance, Challenges and Future Perspectives, a Review

Diastereomers of lithospermic acid and lithospermic acid B from Monarda fistulosa and Lithospermum erythrorhizon

Optimization of Hyaluronidase Inhibition Activity from Prunus davidiana (Carriere) Franch Fruit Extract Fermented by its Isolated Bacillus subtilis Strain SPF4211

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