NMR characterization of the structure of a β-(1→3)-d-glucan isolate from cultured fruit bodies of Sparassis crispa

Sparassis crispa (SC), known as Hanabiratake in Japanese, is an edible mushroom with various medicinal properties. We isolated 3 novel phthalides, designated hanabiratakelide A (1), B (2), and C (3), from the SC fruit body. In this investigation, 3 known phthalides (4-6), ubiquinone-9, and 2 known unsaturated fatty acids were also isolated. Their structures were elucidated primarily through extensive NMR experiments. The isolated compounds 1-6 were tested for their anti-oxidant activity. The in vitro superoxide dismutase-like activity of the 3 hanabiratakelides was stronger than that of vitamin C. The compounds also exerted inhibitory effects on lipopolysaccharide-stimulated nitric oxide and prostaglandin E2 production by a murine macrophage cell line, RAW264. In addition, the growth of the colon cancer cell lines Caco-2 and colon-26 was significantly inhibited by treatment with the 3 hanabiratakelides. In vivo, the frequency of azoxymethane-induced aberrant crypt foci was reduced in SC-fed F344/N rats compared to rats fed a standard diet. In conclusion, 3 novel phthalides, hanabiratakelides, derived from SC were shown to possess anti-oxidant, anti-inflammatory, and anti-tumor activity.

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“…The chemical structures of the isolated compounds (1)(2)(3)(4)(5)(6) are shown in Fig. 1 br s), and an aromatic proton at d 6.85 (1H, br s).…”

Section: Chemical Characterizations Of Isolated Compoundsmentioning

confidence: 99%

Novel Phthalide Compounds from Sparassis crispa (Hanabiratake), Hanabiratakelide A—C, Exhibiting Anti-cancer Related Activity

Yoshikawa

Kokudo

Hashimoto

et al. 2010

Biological & Pharmaceutical Bulletin

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“…10) More than 40% of SC consists of β-D-glucan, which is comprised of a β-(1→3)-D-glucan backbone with a single β-(1→6) or β-(1→2)-D-glucosyl side-branching unit occurring every three or four residues. [11][12][13] SC has been reported to have many biological activities such as tumor-suppressing effects, 11,13,14) improve- Vol. 56 (2010) ment in natural killer cell activity, 14) antiangiogenic effects, 13) antiallergic effects, 15) wound healing effects, 16) and enhancements in hematopoietic responses.…”

Section: Introductionmentioning

confidence: 99%

Dietary Sparassis crispa (Hanabiratake) Ameliorates Plasma Levels of Adiponectin and Glucose in Type 2 Diabetic Mice

Yamamoto

Kimura

2010

JOURNAL OF HEALTH SCIENCE

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Sparassis crispa (SC), known as Hanabiratake in Japanese, is an edible mushroom with medicinal properties; however, its antidiabetic activity is not well established. In the present study, we examined the effects of dietary SC on diabetic mice. KK-Ay mice that were fed SC for 3 or 6 weeks showed pronounced increase of plasma levels of adiponectin. Significant decrease of blood glucose and insulin levels were also observed by 3 week-administration of SC. Moreover, mice that were fed the SC diet exhibited relatively decreased serum levels of triglycerides and total cholesterol. Although the SC diet had no effect on body and adipose tissue weights in KK-Ay mice, the size of the mesenteric adipose cells of SC group was smaller than control group though it was not significant difference. Thus, the SC diet might decrease the adipose cell size in order to increase plasma adiponectin levels. Considering the physiological significance of adiponectin in type 2 diabetes, insulin resistance, and cardiovascular diseases, these findings imply that dietary SC has the potential to ameliorate these diseases.

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“…У народній медицині східних слов'ян настої його плодових тіл застосовували при лікуванні захворювань печінки та жовчного міхура . Сучасні відомості щодо лікувальних властивостей S. crispa свідчать про широкий біологічний спектр дії цього гриба (Tada et al, 2007;Dalonso et al, 2015). Встановлено, що екстракти, отримані як з плодових тіл, так і міцеліальної маси даного виду, мають імуномодулюючий, онкостатичний і антиметастатичний ефекти (Woodward et al, 1993;Kwon et al, 2009;Yamamoto et al, 2009;Yoshikawa et al, 2010;Takashi, 2013).…”

unclassified

“…Виявлено здатність S. crispa продукувати значну кількість полісахаридів, зокрема β-(1→3)-глюканів (Tada et al, 2007, Kimura et al, 2013. Сьогодні цей вид розглядають як перспективний об'єкт для біотехнології отримання не лише їстівних плодових тіл, а і як джерело β -глюканів у промислових масштабах (Hadara et al, 2003;Kim et al, 2013;Takashi, 2013;Yang et al, 2014).…”

unclassified

Морфолого-культуральні властивості рідкісного лікарського гриба Sparassis crispa (Sparassidaceae, Polyporales)

Mykchaylova¹,

Gryganskyi²,

Lomberg³

et al. 2017

Ukr J Ecol

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A verification of Sparassis crispa (Wulfen) Fr. strains of the IBK Mushroom Culture Collection using molecular-genetic and cultural-morphological methods were done. For all S. crispa strains a complete determination of the nucleotide sequences of the internal transcribed spacer: ITS1, 5.8S and ITS2 regions of rRNA, as well as the partial determination of 18S and 28S sequences surrounding the ITS, was performed. As a result of the search in the gene bank, the S. crispa samples deposited there showed 99-98% identity with the sequences we received, thus confirming the species of the examined strains. On the basis of the sequences we received, investigated strains were registered in NCBI GenBank. To confirm the taxonomic affiliation of the strains we studied their cultural and morphological characteristics. Microstructures of vegetative mycelium by optical and scanning electron microscopy were investigated. In all S. crispa cultures we observed the hyphae with regular one-sided gapless clamp connections, numerous secretory cells on the surface of the hyphae, anastomoses, filamentous strands and films. We studied the growth rate and morphology of the strains on seven agar nutrient media. According to the radial growth rate of S. crispa cultures can be placed to the very slowly growing mushrooms, growth rate of 0,5−2,8 mm/day. We found the selective media such as malt agar with the addition of pine sawdust (SS) and larch sawdust (SM) as most favorable for the vegetative growth and generative stage for all strains, temperature of incubation was 26 ± 0.1 °C. For mycelial growth the critical temperature was 39 ± 0.1 °C for S. crispa strains 312, 314 and 40 ± 0.1 °C for the strains 304, 2004. We confirmed belonging of studied strains to S. сrispa species according to established morphological and cultural characteristics. This result coincided with the results of DNA typing. Thus, the obtained mycelium growth parameters on nutrient media, micro-and macromorphological characteristics can be used as additional taxonomic characteristics of S. сrispa culture in the vegetative stage of growth. The strain S. сrispa 314 may become a potential producer for new fungal biotechnologies in Ukraine in the near future and reintroduction of this species in the nature.

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NMR characterization of the structure of a β-(1→3)-d-glucan isolate from cultured fruit bodies of Sparassis crispa

Cited by 90 publications

References 31 publications

Novel Phthalide Compounds from <i>Sparassis crispa</i> (Hanabiratake), Hanabiratakelide A—C, Exhibiting Anti-cancer Related Activity

Novel Phthalide Compounds from <i>Sparassis crispa</i> (Hanabiratake), Hanabiratakelide A—C, Exhibiting Anti-cancer Related Activity

Dietary <i>Sparassis crispa</i> (Hanabiratake) Ameliorates Plasma Levels of Adiponectin and Glucose in Type 2 Diabetic Mice

Морфолого-культуральні властивості рідкісного лікарського гриба Sparassis crispa (Sparassidaceae, Polyporales)

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NMR characterization of the structure of a β-(1→3)-d-glucan isolate from cultured fruit bodies of Sparassis crispa

Cited by 90 publications

References 31 publications

Novel Phthalide Compounds from <i>Sparassis crispa</i> (Hanabiratake), Hanabiratakelide A&mdash;C, Exhibiting Anti-cancer Related Activity

Novel Phthalide Compounds from <i>Sparassis crispa</i> (Hanabiratake), Hanabiratakelide A&mdash;C, Exhibiting Anti-cancer Related Activity

Dietary <i>Sparassis crispa</i> (Hanabiratake) Ameliorates Plasma Levels of Adiponectin and Glucose in Type 2 Diabetic Mice

Морфолого-культуральні властивості рідкісного лікарського гриба Sparassis crispa (Sparassidaceae, Polyporales)

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Novel Phthalide Compounds from <i>Sparassis crispa</i> (Hanabiratake), Hanabiratakelide A—C, Exhibiting Anti-cancer Related Activity

Novel Phthalide Compounds from <i>Sparassis crispa</i> (Hanabiratake), Hanabiratakelide A—C, Exhibiting Anti-cancer Related Activity