Neric acid derivatives produced by the honey bee fungal entomopathogen Ascosphaera apis

Phytochemistry Letters

Volumn 1, Issue 3, 2008, Pages 155-158

  Gallardo, Gabriela L ^a   Peña, Nora I ^b   Cabrera, Gabriela M ^a  

^a UNIVERSIDAD DE BUENOS AIRES   (Argentina)

^b UNIVERSIDAD NACIONAL DE MAR DEL PLATA   (Argentina)

Author keywords

Ascosphaera apis; Chalkbrood; Monoterpenoid acids; Neric acid derivatives

Indexed keywords

3,7 DIMETHYL 6,7 DIHYDROXY 2 OCTENOIC ACID; 3,7 DIMETHYL 7 HYDROXY 2 OCTEN 6 OLIDE; NATURAL PRODUCT; NERIC ACID DERIVATIVE; PHEROMONE; TERPENE DERIVATIVE; TYROSOL; UNCLASSIFIED DRUG;

ANTIFUNGAL ACTIVITY; ANTIMICROBIAL ACTIVITY; ANTIOXIDANT ACTIVITY; ARTICLE; ASCOSPHAERA APIS; CONTROLLED STUDY; DRUG IDENTIFICATION; DRUG ISOLATION; DRUG STRUCTURE; ENTOMOPATHOGENIC FUNGUS; FUNGUS CULTURE; HONEYBEE; NONHUMAN; PRIORITY JOURNAL; SPECTROSCOPY; STRUCTURE ANALYSIS;

APIS MELLIFERA; ASCOSPHAERA APIS; FUNGI;

EID: 53449096298     PISSN: 18743900     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.phytol.2008.07.008     Document Type: Article

References (24)

1. Abdel-Lateff, A. A. M., 2004. Thesis Dissertation. Secondary Metabolites of Marine-Derived Fungi: Natural Product Chemistry and Biological Activity, Univ. Bonn.
2. Asaff A., Cerda-García-Rojas C., and de la Torre M. Isolation of dipicolinic acid as an insecticidal toxin from Paecilomyces fumosoroseus. Appl. Microbiol. Biotechnol. 68 (2005) 542-547
3. Bluemke W., and Schrader J. Integrated bioprocess for enhanced production of natural flavors and fragrances by Ceratocystis moniliformis. Biomol. Eng. 17 (2001) 137-142
4. Boch R., and Shearer D.A. Identification of nerolic and geranic acids in the Nassanoff pheromone of the honey bee. Nature 202 (1964) 320-321
5. Burton, A. F., McLean, D., 1992. Medium chain fatty acids of C8-10 for the treatment of skin lesions. United States Patent 5.175.190.
6. Calderone N.W., Shimanuki H., and Allen-Wardell G. An in vitro evaluation of botanical compounds for the control of the honeybee pathogens Bacillus larvae and Ascosphaera apis, and the secondary invader B. alvei. J. Essent. Oil Res. 6 (1994) 279-287
7. Collins R.P. Terpenes and odoriferous materials from microorganisms. Lloydia 39 (1976) 20-24
8. Davidovich-Rikanati R., Sitrit Y., Tadmor Y., Iijima Y., Bilenko N., Bar E., Carmona B., Fallik E., Dudai N., Simon J.E., Pichersky E., and Lewinsohn E. Enrichment of tomato flavor by dispersion of the early plasticidal terpenoid pathway. Nat. Biotechnol. 25 (2007) 899-901
9. Feldlaufer M.F., Lusby W.R., Knox D.A., and Shimanuki H. Isolation and identification of linoleic acid as an antimicrobial agent from the chalkbrood fungus Ascosphaera apis. Apidologie 24 (1993) 89-94
10. Fkyerat A., Burki N., and Tabacchi R. Enantioselective synthesis of 3-hydroxycitronellic acid isolated from Ceratocystis fimbriata sp. platani. Tetrahedron Asymmetry 7 (1996) 2023-2028
11. Gallardo G.L., Peña N.I., Chacana P., Terzolo H.R.y., and Cabrera G.M. l-tenuazonic acid, a new inhibitor of Paenibacillus larvae. World J. Microbiol. Biotechnol. 20 (2004) 609-612
12. Halim A.F., and Collins R.P. An analysis of the odorous constituents of Trametes odorata. Lloydia 34 (1971) 451-452
13. Homans A.L., and Fuchs A. Direct bioautography on thin-layer chromatography as a method for detecting fungitoxic substances. J. Chromatogr. 51 (1970) 325-328
14. Kordali S., Kesdek M., and Cakir A. Toxicity of monoterpenes against larvae and adults of Colorado potato beetle Leptinotarsa decemlineata Say (Coleoptera: Chrysomelidae). Ind. Crops Prod. 26 (2007) 278-297
15. Noge K., Kato M., Iguchi T., Mori N., Nishida R., and Kuwahara Y. Biosynthesis of neral in Carpoglyphus lactis (Acari: Carpoglyphidae) and detection of its key enzyme, geraniol dehydrogenase, by electrophoresis. J. Acarol. Soc. Jpn. 14 (2005) 75-81
16. Ohtani I., Kusumi T., Kashman Y., and Kakisawa H. High-field FTNMR application of Mosher's method. The absolute configurations of marine terpenoids. J. Am. Chem. Soc. 113 (1991) 4092-4096
17. 18 terpenoid metabolites of the brown alga Cystophora moniliformis. Aus. J. Chem. 35 (1982) 171-182
18. Schmidt J.O. Attraction of reproductive honey bee swarms to artificial nests by Nasonov pheromone. J. Chem. Ecol. 20 (1994) 1053-1056
19. Slessor K.N., Kaminski L.-A., King G.G.S., Borden J.H., and Winston M.L. Semiochemical basis of the retinue response to queen honey bees. Nature 332 (1988) 354-356
20. Skrobek A., Farooq S., and Butt T.M. Destruxin production by the entomogenous fungus Metarhizium anisopliae in insects and factors influencing their degradation. BioControl 53 (2008) 361-373
21. Tapia A., Rodriguez J., Theoduloz C., Lopez S., Egly Feresin G., and Schmeda-Hirschmann G. Free radical scavengers and antioxidants from Baccharis grisebachii. J. Ethnopharmacol. 95 (2004) 155-161
22. Van der Vlugt-Bergmans C.J.B., and van der Werf M.J. Genetic and biochemical characterization of a novel monoterpene ε-lactone hydrolase from Rhodococcus erythropolis DCL14. Appl. Environ. Microbiol. 67 (2001) 733-741
23. Volcho K.P., Yarovaya O.I., Kurbakova S.Yu., Korchagina D.V., Barkhash V.A., and Salakhutdinov N.F. Synthesis of epoxy dinitriles from citral and their acid-catalyzed transformations. Russian J. Org. Chem. 43 (2007) 511-517
24. Yang P., Ma Y., and Zheng S. Adulticidal Activity of Five Essential Oils against Culex pipiens quinquefasciatus. J. Pestic. Sci. 30 (2005) 84-89