Chemical Structures of Compounds Isolated from Mushroom Suillus granulatus

젖비단 그물버섯(Suillus granulatus)으로부터 분리한 저분자 화합물

  • 강희철 (한국생명공학연구원 항생물질연구실) ;
  • 윤봉식 (한국생명공학연구원 항생물질연구실) ;
  • 유승헌 (충남대학교 농생물학과) ;
  • 유익동 (한국생명공학연구원 항생물질연구실)
  • Published : 2001.09.01

Abstract

We have investigated the secondary metabolites from the mushroom Suillus granulatus. The methanolic extract of fruit body was separated by silica gel and Sephadex LH-20 column chromatographies. TLC and HPLC were also used for the further purification on compounds from the extracts, Nine compounds were finally isolated and their structures were assigned as 4-hydroxyphenylacetic acid 4-hydroxybenzaldehyde 2,5-dihydroxybenzoic acid methyl ester 5'-deoxy-5'methylthioadenosine. indole-3- carboxlic acid methyl ester indole 3-carboxaldehyde 1,3,5-trihydroxy 7-methylanthraquinone nicotinamide and 3-geranylgeranyl-4-hydroxybenzoic acid on the basis of NMR studies.

버섯유래 저분자 대사산물을 탐색하던 중 대전근교에서 채집한 젖비단 그물버섯(Suillus granulatus)으로 부터 9종의 화합물을 분리하였다. 젖비단 그물버섯을 메탄올로 추출한 후 용매분획하여 그 중 대산산물이 많이 함유된 chloro-form 층 및 ethyl acetate층 에 대하여 각각 silica gel 및 Sephadx LH-20 column chromatography를 수행하였다. 주요대사산물을 함유하고 있는 분획물을 TLC및 분취용 HPLC를 사용하여 정제한 결과 9종의 화합물을 분리하였다. 분리된 화합물의 화학구조를 규명하기 위하여 NMR 및 mass 분석을 수행하여쓰며 그 결과 이들의 화합물은 4-hydro-xyphenylacetic acid, 4-hydroxybenzaldhyde, 2, 5-dihydro-xybenzoic acid methyl ester, 5-deoxy-5 methylthioadeno- sine. indole 3-carboxlic methyl ester indole-3-carbox-aldehyde 1,3,5-trihydroxy 7-methylanthraquinone nicotinamide, 3-geranylgeranyl-4-hydroxybenzoic acid로 동정하였다.

Keywords

References

  1. New Phytol. v.130 The structure and function of the veegetative mycelium of ectomycorrhizal plants Bending, G. D.;D. J. Read
  2. Mycopathologia v.115 Allergic contact dermatitis caused by mushrooms Bruhn, J. N.;M. D. Soderberg
  3. Experientia v.28 Prenylated quinones in marine sponges: Ircinia sp. Cimino, G.;S. D. Stefano;L. Minale
  4. Mycol. Res. v.94 Sexual incompatibility in Suillus luteus and S. granulatus Fries, N.;W. Neumann.
  5. J. Nat. Prod. v.55 Cytotoxic activity of tetraprenylphenols related to suillin an antitumor principle from Suillus granulatus Geraci, C.;M. Piattelli;C. Tringali;J -F. Verbist;C. Roussakis
  6. Exp. mycol. v.19 Pleurotus fruiting bodies contain the inhibitor of 3-hydorxy-3-methyl-glutaryl-coenzyme a redictase-Lovastatin Gunde-Cimerman, N.;A. Cimerman
  7. Science press Icons of medicinal fungi from China Jianzhe, Y.;M. Xiaolan;M. Qiming;Z. Yichen;W. Huaan
  8. J. Korean Soc. Agric. Chem. Biotechnol. v.43 Chemical structures of the compounds isolated from the edible mushroom Sarcodon aspratus Kang, H. C.;B. -S. Yun;S. H. Yu;I. -D. Yoo
  9. Coloured korean mushrooms Lee, J. Y.
  10. J. Nat. Prod. v.52 Novel prenylated hydroxybenzoic acid derivatives from Piper saltuum Maxwell, A.;D. Rampersad
  11. Physiol. Plantarum. v.96 Tubulin and actin protein patterns in Scots pine(Pinus sylvestris) roots and developing ectomycorrhiza with Suillus bovinus Niini, S. S.;M. T. Tarkka;M. Raudaskoski
  12. Tetrahedron Lett. v.29 Russuphelol, a novel optically active chlorohydroquinone tetramer from the mushroom Russula subnigricans Ohta, T.;A. Takahashi;M. Matsuda;S. Kamo;T. Agatsuma;T. Endo;S. Nozoe
  13. The Aldrich library of $^13$C and ¹H FT NMR spectra,1st. ed. Pouchert, C. J.;J. Behnke
  14. Mushroom science Sung J. M.;Y. B. Yoo;D. Y. Cha
  15. J. Nat. Prod. v.52 An antitumor principle from Suillus granulatus Tringali, C.;C. Geraci;G. Nicolosi;J. Verbist;C. Roussokis
  16. J. Nat. Prod. v.52 Antimicrobial tetraprenylphenols from Suillus granulatus Tringali, C.;M. Piattell;C. Geraci;G. Nicolosi
  17. J. Antibio. v.52 Cinnatriacetins A and B, new antibacterial triacetylene derivatives from the fruiting bodies of Fistulina hepatica Tsuge, N.;T. Mory;T. Hamano;H. Tanaka;K. Shin-ya;H. Seto
  18. New phytol. v.116 Implication of ectomycorrhizal fungi in the cytokinin relations of lobolly pine(Pinus taeda L.) Wullschleger, S. D.;C. P. P. Reid
  19. J. Antibiot. v.53 Leucomentin derivatives from the mushroom Paxillus panuoides Yun, B. -S.;I. -K. Lee;J. -P. Kim;I. -D. Yoo
  20. J. Antibiot. v.53 Curtisians AD,new free radical scavengers from the mushroom Paxillus curtisii Yun, B. -S.;I. -K. Lee;J. -P. Kim;I. -D. Yoo