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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

6-Alkyl-3,4-dihydro-2H-pyrans: Chemical Secretion Compounds in Neotropical Harvestmen

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Author(s):
Rocha, Daniele F. O. [1] ; Hamilton, Kerry [1] ; Goncalves, Caroline C. S. [1] ; Machado, Glauco [2] ; Marsaioli, Anita J. [1]
Total Authors: 5
Affiliation:
[1] Univ Estadual Campinas, Inst Chem, BR-13083970 Campinas, SP - Brazil
[2] Univ Sao Paulo, Inst Biociencias, Dept Ecol, BR-05508090 Sao Paulo - Brazil
Total Affiliations: 2
Document type: Journal article
Source: Journal of Natural Products; v. 74, n. 4, p. 658-663, APR 2011.
Web of Science Citations: 16
Abstract

The defensive, secretions, of five neotropical) species of harvestmen, (Opiliones: Gonyleptidae) from the Brazilian Atlantic Forest were analyzed and chemically characterized by GC-MS and NMR Methods. Three of the species, Cobania picea, Roweria virescens, and Serracutisoma proximum, secrete a mixture of 2,3-dimethyl-1,4-benzoquinone and 2-ethyl-3methyl-1,4,4-benzoquinone. The secretions produced,by the Other two species Iporangaia pustulosa and Neosadocus maximus, contain 1-hepten-3-one, 5-methyl-1-hexen-3-one, and 1-(6-butyl-3,4-dihydro-2H-pyran-2-yl)pentanone. (1)as major components, as well as,2,3-dimethyl-1.,4-benzoquinone and 2-ethyl-3 methyl-1,4-benzoquinone as minor,constituents. The. dihydropyran 1-(6-butyl-3,4-dihydro-2H-pyran-2-yl)pentanone (1) is a new natural product, composed of two 1-hepten-3-one, subunits formally linked in a hetero-Diels-Alder reaction. The natural product was proven to be racemic, and its biogenetic origin is discussed. (AU)

FAPESP's process: 08/06604-7 - Cladistics of the harvestmen of the family Gonyleptidae (Arachnida: Opiliones) based on morphological, behavioral and molecular characters
Grantee:Ricardo Pinto da Rocha
Support Opportunities: Regular Research Grants