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Volumn , Issue 33, 2007, Pages 5560-5572

Retipolides - Unusual spiromacrolactones from the mushrooms Retiboletus retipes and R. ornatipes

Author keywords

Basidiomycetes; Macrolactones; Natural products; Oxepinones; Retipolides; Spiro compounds

Indexed keywords


EID: 36348950256     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.200700579     Document Type: Article
Times cited : (15)

References (26)
  • 1
    • 36349006690 scopus 로고    scopus 로고
    • There is a long-standing dispute, if the two species, formerly named Boletus retipes and B. ornatipes, are autonomous or synonyms for only one quite variable species (see, for example, E. E. Both, The Boletes of North America, Buffalo Museum of Science Buffalo NY, 1996).
    • There is a long-standing dispute, if the two species, formerly named Boletus retipes and B. ornatipes, are autonomous or synonyms for only one quite variable species (see, for example, E. E. Both, The Boletes of North America, Buffalo Museum of Science Buffalo NY, 1996).
  • 2
    • 0036286812 scopus 로고    scopus 로고
    • Bender and Bresinsky have recently created the genus Retiboletus from molecular biological evidence and the presence of retipolides as chemotaxonomical markers (M. Binder, A. Bresinsky, Feddes Repertorium 2002, 113, 30-40). The authors state that R. retipes and R. ornatipes cannot be differentiated by morphological and anatomical characters. As a consequence, our collections probably contain mixtures of both fungi. A HPLC comparison of several individual collections from the Eastern USA indicates the presence of retipolides in all cases. These investigations together with molecular biologic studies will be reported in a separate publication.
    • Bender and Bresinsky have recently created the genus Retiboletus from molecular biological evidence and the presence of retipolides as chemotaxonomical markers (M. Binder, A. Bresinsky, Feddes Repertorium 2002, 113, 30-40). The authors state that R. retipes and R. ornatipes cannot be differentiated by morphological and anatomical characters. As a consequence, our collections probably contain mixtures of both fungi. A HPLC comparison of several individual collections from the Eastern USA indicates the presence of retipolides in all cases. These investigations together with molecular biologic studies will be reported in a separate publication.
  • 3
    • 36348933618 scopus 로고    scopus 로고
    • The line broadening is most pronounced for the hemiacetal group and atoms in its surrounding. This can be explained by rapid ring opening and re-closure of the hemiacetal in solution, leading to averaged NMR signals for the two epimers
    • The line broadening is most pronounced for the hemiacetal group and atoms in its surrounding. This can be explained by rapid ring opening and re-closure of the hemiacetal in solution, leading to averaged NMR signals for the two epimers.
  • 8
    • 36348974816 scopus 로고    scopus 로고
    • max = 390 and 428 nm increases considerably. After addition of HCl, the solution becomes colorless, and the maxima at 390 and 428 nm disappear completely.
    • max = 390 and 428 nm increases considerably. After addition of HCl, the solution becomes colorless, and the maxima at 390 and 428 nm disappear completely.
  • 10
    • 36348970817 scopus 로고    scopus 로고
    • For the chemotaxonomic significance of this substance see, Dissertation, Ludwig-Maximilians-Universität, München
    • For the chemotaxonomic significance of this substance see V. Hellwig, Dissertation, Ludwig-Maximilians-Universität, München, 1999.
    • (1999)
    • Hellwig, V.1
  • 11
    • 36348951721 scopus 로고    scopus 로고
    • The force-field calculations were carried out with MacroModel 5.5 (Merck Molecular Force Field).
    • The force-field calculations were carried out with MacroModel 5.5 (Merck Molecular Force Field).
  • 19
    • 0345333951 scopus 로고    scopus 로고
    • W. Steglich, W. Furtner, A. Prox, Z. Naturforsch., Teil B 1968, 23, 1044-1050.
    • W. Steglich, W. Furtner, A. Prox, Z. Naturforsch., Teil B 1968, 23, 1044-1050.
  • 25
    • 0004150157 scopus 로고
    • Program for the Solution of Crystal Structures, University of Göttingen
    • G. M. Sheldrick, SHELXS-86, Program for the Solution of Crystal Structures, University of Göttingen, 1990.
    • (1990) SHELXS-86
    • Sheldrick, G.M.1
  • 26
    • 0004150157 scopus 로고
    • rel. 4.1, Siemens Analytical X-RAY Instruments Inc, Madison, WI
    • G. M. Sheldrick, SHELXTL-Plus, rel. 4.1, Siemens Analytical X-RAY Instruments Inc., Madison, WI, 1990.
    • (1990) SHELXTL-Plus
    • Sheldrick, G.M.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.