Isolation and chemical characterization of a glucogalactomannan of the medicinal mushroom Cordyceps militaris

Published on Aug 1, 2013in Carbohydrate Polymers6.044
· DOI :10.1016/j.carbpol.2013.04.049
Fhernanda R. Smiderle18
Estimated H-index: 18
(UFPR: Federal University of Paraná),
Guilherme L. Sassaki37
Estimated H-index: 37
(UFPR: Federal University of Paraná)
+ 1 AuthorsMarcello Iacomini39
Estimated H-index: 39
(UFPR: Federal University of Paraná)
Cordyceps militaris dried fruiting bodies were extracted with 5% KOH solution. The extract was purified by freeze-thawing treatment, and dialysis (100 kDa), giving rise to a homogeneous polysaccharide (M-w 23,000 Da). Its monosaccharide composition was mannose (56.7%), galactose (34.5%), and glucose (8.8%). The anomeric configurations were determined by their coupling constants. A complex polysaccharide was identified by NMR and methylation analysis. The HSQC spectrum showed signals at delta 107.7/5.06 and 106.1/5.14; 105.9/5.12 relative to beta-D-Galf, and O-2-substituted beta-D-Galf units, respectively. The sign at delta 104.4/5.21 corresponded to alpha-D-Galf. Other signals corresponded to alpha-D-Manp O-6- and O-2-substituted (delta 100.2/4.94; 100.5/5.27; 100.6/5.23; 100.7/5.16), and alpha-D-Manp 2,6-di-O-substituted (from delta 99.3 to 99.9). The main linkages, confirmed by methylation analysis, showed the derivatives: 2,3,4-Me-3-Manp (11.9%) and 3,4,6-Me-3-Manp (28.6%). The branches were (1 -> 6)-linked-alpha-D-Manp or (1 -> 2)-linked-beta-D-Galf, terminating with beta-D-Galf, alpha-D-Galf, alpha-D-Galp, or alpha-D-Manp. 42.7% of the partially hydrolyzed product consisted of 3,4,6-Me-3-Manp, suggesting a (1 -> 2)-linked backbone. (C) 2013 Elsevier Ltd. All rights reserved.
  • References (52)
  • Citations (30)
📖 Papers frequently viewed together
2,757 Citations
157 Citations
88 Citations
78% of Scinapse members use related papers. After signing in, all features are FREE.
#1Fhernanda R. Smiderle (UFPR: Federal University of Paraná)H-Index: 18
#2Giovana Alquini (UFPR: Federal University of Paraná)H-Index: 4
Last. Leo J.L.D. Van Griensven (WUR: Wageningen University and Research Centre)H-Index: 29
view all 6 authors...
Abstract The (1 → 6)-β- d -glucans from Agaricus bisporus and Agaricus brasiliensis were purified to evaluate their effects on the innate immune system. THP-1 macrophages were used to investigate the induction of the expression of TNF-α, IL1β, and COX-2 by RT-PCR. The purification of the polysaccharides gave rise to fractions containing 96–98% of glucose. The samples were analyzed by GC–MS, HPSEC and 13 C NMR, which confirmed the presence of homogeneous (1 → 6)-β- d -glucans. The β-glucans were ...
57 CitationsSource
#1Lu Ren (University of Auckland)H-Index: 5
#2Conrad O. Perera (University of Auckland)H-Index: 33
Last. Yacine Hemar (University of Auckland)H-Index: 35
view all 3 authors...
Mushrooms were considered as a special delicacy by early civilizations and valued as a credible source of nutrients including considerable amounts of dietary fiber, minerals, and vitamins (in particularly, vitamin D). Mushrooms are also recognized as functional foods for their bioactive compounds offer huge beneficial impacts on human health. One of those potent bioactives is β-glucan, comprising a backbone of glucose residues linked by β-(1→3)-glycosidic bonds with attached β-(1→6) branch point...
170 CitationsSource
#1Mi Wang (NAU: Nanjing Agricultural University)H-Index: 6
#2Xin Yu MengH-Index: 1
Last. Fei Qun XueH-Index: 1
view all 10 authors...
Abstract To evaluate the immune activation and reactive oxygen species scavenging activity of Cordyceps militaris polysaccharides (CMP) in vivo, 90 male BALB/c mice were randomly divided into six groups. The mice in the three experimental groups were given cyclophosphamide at 80 mg/kg/d via intraperitoneal injection and 17.5, 35, or 70 mg/kg body weight CMP via gavage. The lymphocyte proliferation, phagocytic index, and biochemical parameters were measured. The results show that the administrati...
61 CitationsSource
#1Wasaporn ChanputH-Index: 10
#2Marit Reitsma (WUR: Wageningen University and Research Centre)H-Index: 7
Last. Harry J. Wichers (WUR: Wageningen University and Research Centre)H-Index: 42
view all 6 authors...
Scope We aimed to examine different immunological aspects of s-glucans derived from different food sources (oat, barley and shiitake) on phorbol myristate acetate (PMA)-differentiated THP-1 macrophages. Commercially purified barley s-glucan (commercial BG) and lentinan were included to compare s-glucans from the same origin but different degree of purity and processing. Methods and results Chemical composition and molecular weight distribution of s-glucan samples were determined. Inflammation-re...
44 CitationsSource
#1Cristiane Hatsuko Baggio (UFPR: Federal University of Paraná)H-Index: 29
#2Cristina Setim Freitas (UFPR: Federal University of Paraná)H-Index: 20
Last. Adair R.S. Santos (UFSC: Universidade Federal de Santa Catarina)H-Index: 57
view all 10 authors...
Abstract β- d -Glucan, a polysaccharide isolated from an edible mushroom Pleurotus pulmonarius (Fr.) Quel., presented antinociceptive activity in mice. This study evaluated the involvement of transient receptor potential (TRP) channels and protein kinase C (PKC) on antinociceptive effect of a (1→3),(1→6)-linked β- d -glucan (GL) in mice. Intraperitoneal administration of GL potently inhibited nociceptive responses induced by intraplantar injections of capsaicin, cinnamaldehyde, menthol, acidifie...
30 CitationsSource
#1Jaung Geng Lin (PRC: China Medical University (PRC))H-Index: 31
#2Ming Jen Fan (AU: Asia University (Taiwan))H-Index: 16
Last. Jing Gung ChungH-Index: 50
view all 11 authors...
Purpose. The edible mushroom (fungus) Agaricus blazei Murill (ABM) is a health food in many countries. Importantly, it has been shown to have antitumor and immune effects. There is no available information on ABM-affected immune responses in leukemia mice in vivo. Experimental Design. In this study, the authors investigated the immunopotentiating activities of boiled water–soluble extracts from desiccated ABM in WEHI-3 leukemia mice. The major characteristic of WEHI-3 leukemia mice are enlarged ...
16 CitationsSource
#1Eshita Kar Mandal (Vidyasagar University)H-Index: 5
#2Kousik Maity (Vidyasagar University)H-Index: 9
Last. Syed S. Islam (Vidyasagar University)H-Index: 30
view all 8 authors...
Abstract An immunostimulating water-soluble glucan was isolated from hot aqueous extract of fruit bodies of an edible mushroom Calocybe indica . Structural investigation of the glucan was carried out using acid hydrolysis, methylation analysis, and NMR studies ( 1 H, 13 C, DEPT-135, TOCSY, DQF-COSY, NOESY, ROESY, HMQC, and HMBC). On the basis of above-mentioned experiments, the structure of the repeating unit of the polysaccharide was established as This glucan stimulated the splenocytes and thy...
26 CitationsSource
#1Fhernanda R. Smiderle (UFPR: Federal University of Paraná)H-Index: 18
#2Andrea Caroline Ruthes (UFPR: Federal University of Paraná)H-Index: 12
Last. Leo J.L.D. Van Griensven (WUR: Wageningen University and Research Centre)H-Index: 29
view all 7 authors...
Background Mushroom polysaccharides have traditionally been used for the prevention and treatment of a multitude of disorders like infectious illnesses, cancers and various autoimmune diseases. Crude mushroom extracts have been tested without detailed chemical analyses of its polysaccharide content. For the present study we decided to chemically determine the carbohydrate composition of semi-purified extracts from 2 closely related and well known basidiomycete species, i.e. Agaricus bisporus and...
65 CitationsSource
1,3-β-Glucans are a class of natural polysaccharides with unique pharmacological properties and the ability to form single- and triple-helical structures that can be formed into resilient gels with the application of heat and humidity. The pharmacological capabilities of 1,3-β-glucans include the impartation of tumor inhibition, resistance to infectious disease, and improvements in wound healing. Curdlan is a linear 1,3-β-glucan that has been used extensively to study the nature of these helical...
67 CitationsSource
#1Jane E. RambergH-Index: 2
#2Erika D. NelsonH-Index: 3
Last. Robert A. SinnottH-Index: 3
view all 3 authors...
Background A large body of literature suggests that certain polysaccharides affect immune system function. Much of this literature, however, consists of in vitro studies or studies in which polysaccharides were injected. Their immunologic effects following oral administration is less clear. The purpose of this systematic review was to consolidate and evaluate the available data regarding the specific immunologic effects of dietary polysaccharides.
176 CitationsSource
Cited By30
#1Ying Zhang (CAS: Chinese Academy of Sciences)H-Index: 30
#2Yan Zeng (CAS: Chinese Academy of Sciences)H-Index: 13
Last. Yuanxia Sun (CAS: Chinese Academy of Sciences)H-Index: 19
view all 6 authors...
Abstract A water-soluble neutral polysaccharide (SDQCP-1) was isolated from fruit bodies of Cordyceps militaris cultivated on hull-less barley. SDQCP-1 was composed of mannose, glucose and galactose in the mole ratio of 13.3:1.0:9.7, with an average molecular weight of 19.3 kDa. Based on results from methylation analysis, GC–MS and NMR, SDQCP-1 was elucidated to be a glucogalactomannan with a backbone composed of (1→2)-α-D-Manp (48.4 %) and (1 → 4)-β-D-Glcp (1.2 %) residues. Its side chains were...
#1Hang Qu (HIT: Harbin Institute of Technology)H-Index: 4
#2Xin Gao (HIT: Harbin Institute of Technology)H-Index: 2
Last. Juanjuan Yi (Zhengzhou University)H-Index: 2
view all 6 authors...
Abstract Previous studies have shown that Pinus koraiensis pine nut polysaccharide PNP80b-2 exerts widely protective effects against liver injury induced by chemical pollutants, alcohol and drugs. By comparison, PNP80b-2 exhibits the strongest hepatoprotection against alcohol-induced liver injury (AILI). Thus, the purpose of this study is to investigate the hepatoprotection mechanisms of PNP80b-2 against AILI in vivo. The results indicated that PNP80b-2 alleviated oxidative stress induced by alc...
#1Gabriele Beltrame (UTU: University of Turku)H-Index: 2
#2Jani Trygg (UTU: University of Turku)H-Index: 2
Last. Baoru Yang (UTU: University of Turku)H-Index: 16
view all 5 authors...
Abstract Craterellus tubaeformis (Funnel Chanterelle) is among the most abundant wild mushrooms in Finland. Three polysaccharide fractions were sequentially extracted from the fruiting bodies of C. tubaeformis, using hot water, 2% and 25% KOH solutions, respectively, and purified. The monomer composition, molecular weight, and chemical structure were determined using chromatographic and spectroscopic methods. Thermogravimetric analysis was performed as well. The hot water extract consisted mainl...
3 CitationsSource
#1Claudia Rejane Lima de Macedo Costa (UNIOESTE: State University of West Paraná)H-Index: 4
#2Rafael Andrade Menolli (UNIOESTE: State University of West Paraná)H-Index: 3
Last. Rosiane G. MelloH-Index: 1
view all 11 authors...
Abstract Aspergillus terreus, a fungus commonly used in pharmaceutical industry to produce lovastatin and other secondary metabolites, has been reported to have beneficial biological properties. In this study the exopolysaccharides (AT-EPS) produced by A. terreus were evaluated as potential modulators of certain functions of macrophages. The production parameters for EPS obtained from the liquid culture broth of the studied fungus were optimized using response surface methodology (RSM) and indic...
2 CitationsSource
#1Jixian Zhang (Jiangsu University)H-Index: 10
#2Chaoting Wen (Jiangsu University)H-Index: 9
Last. Yuqing Duan (Jiangsu University)H-Index: 13
view all 4 authors...
Abstract Polysaccharides isolated from natural products, have raised an increasing interest due to their variety of beneficial health effects. Plantago spp., a valuable Chinese herbal plant, has a long history of cultivation and is widely accepted as traditional herbal medicines and functional foods in Asian counties. Polysaccharide is a very important biological active ingredient in the Plantago spp., which has a variety of biological effects, including immunomodulatory, antioxidant, antitumor,...
6 CitationsSource
#1Jixian Zhang (Jiangsu University)H-Index: 10
#2Chaoting Wen (Jiangsu University)H-Index: 9
Last. Haile Ma (Jiangsu University)H-Index: 34
view all 5 authors...
Abstract Cordyceps militaris is a unique and precious medical fungus in Chinese Cordyceps, which has been widely used as the traditional medicines or as biocontrol agents against pests in China for centuries. Polysaccharides are one of bioactive constituents in Cordyceps militaris with a variety of biological activities, including immunomodulation, antioxidant, anti-tumor, and anti-aging activities, among others. However, natural Cordyceps militaris are very rare and expensive, most of literatur...
5 CitationsSource
#1Shumei Hu (WMU: Weifang Medical University)H-Index: 3
#2Jin Wang (WMU: Weifang Medical University)H-Index: 4
Last. Shoudong Guo (WMU: Weifang Medical University)H-Index: 5
view all 13 authors...
Abstract Water extracts of the edible mushroom Cordyceps militaris possess a lipid-lowering effect. However, the types of components and how they exert this effect are not clear. In this study, two novel polysaccharides, CM1 and CMS, were isolated, and their cholesterol efflux improving capacity was investigated in vitro . The molecular weight of CM1 was approximately 700 kDa, and its main chain was consisted of (1 → 4)-β-D-Glc p and (1 → 2)-α-D-man p branched at the O-6 positions of (1 → 2,6)-α...
4 CitationsSource
#1Adnan Saeed (PAN: Polish Academy of Sciences)
#2Mariola Paściak (PAN: Polish Academy of Sciences)H-Index: 10
Last. Andrzej Gamian (PAN: Polish Academy of Sciences)H-Index: 28
view all 8 authors...
Tsukamurella pulmonis is an opportunistic actinomycetal pathogen associated with a variety of rarely diagnosed human infections. In clinical cases of infection, T. pulmonis usually accompanies other bacterial pathogens. Because of these mixed infections, a robust diagnostic assay is important. The bacteria cell surface polysaccharides are considered not only useful targets for diagnostics but also intriguing subjects for analysis of the interactions that regulate the host response in general. He...
#1Shayane da Silva Milhorini (UFPR: Federal University of Paraná)H-Index: 1
#2Fhernanda R. Smiderle (UFPR: Federal University of Paraná)H-Index: 18
Last. Marcello Iacomini (UFPR: Federal University of Paraná)H-Index: 39
view all 6 authors...
Abstract An aqueous extract containing polysaccharides was obtained from the giant mushroom Macrocybe titans , and it was purified by amylase treatment, freeze-thawing process and dialysis. The purified fraction (ESP) was analyzed by HPSEC and GC–MS which showed a homogenous polysaccharide with M w 14.2 × 10 3 g/mol composed by galactose and fucose. NMR and methylation analysis of ESP confirmed the presence of a fucogalactan with a (1 → 6)-linked α- d -Gal p main chain partially substituted at O...
2 CitationsSource
#1Ping Xu (Hefei University of Technology)H-Index: 5
#2Ru-yue Yuan (Hefei University of Technology)H-Index: 5
Last. Ming Ye (Hefei University of Technology)H-Index: 17
view all 5 authors...
Exopolysaccharide of Lachnum YM130 (LEP) was purified by diethylaminoethyl cellulose 52 and Sepharose CL-6B column chromatography. LEP-2a was identified to be a homogeneous component with an average molecular weight of 1.31 × 106 Da, which was consisted of mannose and galactose in a molar ratio of 3.8:1.0. The structure of LEP-2a was characterized by methylation analysis, FT-IR analysis, and NMR analysis. Results indicated that LEP-2a was a galactomannan with a backbone, composed of 1,2-linked-α...
5 CitationsSource