Biotransformation of 3α,4α-dihydroxy-dihydro-β-agarofuran by Rhizopus nigricans

Zeitschrift fur Naturforschung - Section C Journal of Biosciences

Volumn 59, Issue 3-4, 2004, Pages 215-217

  Alarcón, Julio ^a   Águila, Sergio ^a  

^a UNIVERSIDAD DEL BÍO BÍO   (Chile)

Author keywords

Agarofuran synthesis; Celastraceae; Sesquiterpenes

Indexed keywords

CELASTRACEAE; RHIZOPUS; RHIZOPUS NIGRICANS; RHIZOPUS STOLONIFER;

3,4 DIHYDROXYDIHYDRO BETA AGAROFURAN; 3,4-DIHYDROXYDIHYDRO-BETA-AGAROFURAN; SESQUITERPENE;

ARTICLE; BIOTRANSFORMATION; CELASTRACEAE; CHEMICAL STRUCTURE; CHEMISTRY; ISOLATION AND PURIFICATION; METABOLISM; RHIZOPUS;

BIOTRANSFORMATION; CELASTRACEAE; MODELS, MOLECULAR; MOLECULAR STRUCTURE; RHIZOPUS; SESQUITERPENES;

EID: 4444280723     PISSN: 09395075     EISSN: None     Source Type: Journal    
DOI: 10.1515/znc-2004-3-416     Document Type: Article

References (13)

1. Alarcón J., Becerra J., and Silva M. (1998a), Further information on the chemistry of chilean Celastraceae. J. Chil. Chem. Soc. 43, 65-71.
2. Alarcón J., Alderete J., Peter M. G., Becerra J., and Silva M. (1998b), Study on synthesis of 3α,4α-dihydroxy-dihydro-β- agarofuran. J. Chil. Chem. Soc. 43, 325-327.
3. Boyer F. D., Prangé T., and Ducrot P. H. (2003), Synthesis of agarofuran antifeedants. Part 6: Enantioselective synthesis of a key decalinic intermediate. Tetrahedron: Asymmetry 14, 1153-1159.
4. Brüning R. and Wagner H. (1978), Übersicht über die Celastraceen-Inhaltsstoffe: Chemie, Chemotaxonomie, Biosynthese, Pharmakologie. Phytochemistry 17, 1821.
5. Cespedes C., Alarcón J., Aranda E., Becerra J., and Silva M. (2001), Insect growth regulator and insecticidal activity of β-dihydroagarofurans from Maytenus spp. (Celastraceae). Z. Naturforsch. 56c, 603-613.
6. Chaney W. and Hertzog H. L. (1967), Microbial Transformations of Steroids. Academic Press, New York, pp. 415-432.
7. Kelly R. (1972), The synthesis of norketoagarofuran. J. Org. Chem. 37, 3393-3397 (and references cited therein).
8. Lamare V. and Furstoss R. (1990), Bioconversion of sesquiterpenes. Tetrahedron 46, 4109-4132.
9. Tu Y. Q. (1991), Structure of two new sesquiterpenoid insect antifeedants from Celastrus rhosthornianus. J. Chem. Soc. Perkins Trans. I, 425-427.
10. Tu Y. Q. and Sun L. D. (1998), A general synthetic route of dihydroagarofuran sesquiterpenoid from α-(-)-santonin. Tetrahedron Lett 39, 7935-7938.
11. White J. D., Cutshall N. S., Kim T. S., and Shin H. J. (1995), Total synthesis of eunyminol, the sesquiterpenoid nucleus of cathedulin K-19, via an epoxide cascade cyclization. J. Am. Chem. Soc. 117, 9780-9781.
12. White J. D., Shin H., Kim T. S., and Cutshall N. S. (1997), Total synthesis of the sesquiterpenoid polyols eunyminol and 3,4-dideoxymaytol, core constituents of esters of the Celastraceae. J. Am. Chem. Soc. 119, 2404-2419.
13. Zhou G., Gao X., Li W, and Li Y. (2001), An enantioselective synthetic strategy toward the polyhydroxylated agarofuran. Tetrahedron Lett. 42, 3101-3103 (and references cited therein).