543 0009-3130/14/5003-0543  2014 Springer Science+Business Media New York Chemistry of Natural Compounds, Vol. 50, No. 3, July, 2014 [Russian original No. 3, May–June, 2014] CHEMICAL COMPOSITION OF THE ESSENTIAL OIL FROM Annona crassiflora J. T. Sirena, 1 A. Flach, 2 L. A. M. A. da Costa, 2 C. S. F. Silva, 3 C. R. M. Peixoto, 3 and N. F. de Moura 3* Annona crassiflora is a species native to the cerrado region but also found in other regions of Brazil. The species belongs to the family of Annonaceae and their fruit is popularly known as araticum, ariticum, and marolo [1]. The species is used in folk medicine in the treatment of wounds and snakebites, and as an antimicrobial and antidiarrheal [2]. Some studies have shown that this species has antioxidant and cytotoxic activity [3, 4]. The objective of this study was to determine the chemical composition of the essential oil from different parts at different times of A. crassiflora collected in southern Brazil. The leaves, fruits, and flowers of A. crassiflora were collected in the town of Tres Rios, Brazil in 2010. A voucher specimen (SMDB 12.938) has been deposited in the Herbarium of the UFSM. The fresh leaves were submitted to hydrodistillation (4 h) to yield ca. 0.3% of oil. The oil was submitted to GC analysis in a Shimadzu (GCMS-QP2010 Plus) instrument equipped with a capillary fused silica column (30 m  0.25 m) coated with RTx-5MS. The injector and detector temperatures were 240 and 260C, respectively. He was used as carrier gas at a flow rate of 1 mL min –1 , injection was in the split mode (1:10), and the injection volume was 1 mg mL –1 of a solution containing withdraw oil in hexane. MS spectra were obtained using electron impact at 70 eV with a scan interval of 2.94 scan s –1 . Compound identification was based on the comparison of retention indexes with the same columns and mass spectra described [5, 6]. Retention indices (RI) were obtained according to the method of Van den Dool relative to C7–C30 saturated n-alkanes standard. Quantitative analyses of the chemical constituents was performed using a flame ionization detector (FID) using a Shimadzu (GC-2010) instrument under the same conditions and with the same column as reported for the GC-MS. Table 1 lists the essential oils of the compounds obtained from A. crassiflora. Twenty-five compounds were identified, representing 94.0% of the oils. The essential oil of A. crassiflora consists mainly of oxygenated sesquiterpenes. Nerolidol was found in the highest concentration in all the oils analyzed. The oil from the leaves collected in summer showed a higher concentration of nerolidol (57.1%), and the oil of the fruit collected in summer showed the lowest concentration (18.7%). The essential oil obtained from the fruit showed no sesquiterpene hydrocarbons. Octanol acetate, epi-longipinalol, spathulenol, and dihydromyrcene comprises the majority of the fruit essential oil. The leaves collected in the spring contained spathulenol and caryophyllene oxide as major compounds. The oils collected from leaves (summer and autumn) show -elemene and -caryophyllene in higher concentrations than other oils, and -caryophyllene was found in the leaves in these two seasons. 1) Engenharia Quimica, UNOCHAPECO, Av. Sen. Atilio Fontana, 591E, CEP 89809-000, Chapeco, SC, Brazil, e-mail: janier@unochapeco.edu.br; 2) Departamento de Quimica, UFRR, Av. Cap.Ene Garcez, 2413, CEP 69304-000, Boa Vista, RR, Brazil, e-mail: aflach@gmail.br; 3) Escola de Quimica e Alimentos, FURG, Rua Barao do Cai, 125, CEP 955000-000, Santo Antonio da Patrulha, RS, Brazil, e-mail: nfmoura@furg.br. Published in Khimiya Prirodnykh Soedinenii, No. 3, May–June, 2014, pp. 469–470. Original article submitted November 22, 2012.