Quim. Nova, Vol. 38, No. 10, S1-S3, 2015

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*e-mail: periclesbalves@gmail.com

CONSTITUENTS OF ESSENTIAL OIL AND HYDROLATE OF LEAVES OF Campomanesia viatoris LANDRUM

Iara Lisboa de Matosa, Samísia Maria Fernandes Machadoa, Adauto Ribeiro de Souzab, Emmanoel Vilaça Costac,d, Angelita Nepele, Andersson Barisone e Péricles Barreto Alvesa,*aDepartamento de Química, Universidade Federal de Sergipe, Jardim Rosa Elze, 49100-000 São Cristóvão – SE, BrasilbDepartamento de Biologia, Universidade Federal de Sergipe, Jardim Rosa Elze, 49100-000 São Cristóvão – SE, BrasilcDepartamento de Química, Universidade Federal de Sergipe, Campus Professor Alberto Carvalho, 49500-000 Itabaiana – SE, Brasil dDepartamento de Química, Universidade Federal do Amazonas, Av. Gal. Rodrigo Otávio Jordão Ramos, 6200, Campus Sen. Arthur Virgilio Filho, 69077-000 Manaus – AM, BrasileCentro de RMN, Universidade Federal do Paraná, Centro Politécnico, Jardim das Américas, CP 19081, 81530-900 Curitiba – PR, Brasil

2-isobutyryl-5-methoxy-4,6,6-trimethylcyclohex-4-ene-1,3-dione (Tasmanone)

C14H20O4; 252.14 g mol-1; orange oil; ma-jor tautomer: NMR 1H (400 MHz, CDCl3) δ (ppm): 3.99 (hept, J = 6.7 Hz, 1H), 1.15 (d, J = 6.8 Hz, 6H), 1.97 (s, 3H), 3.94 (s, 3H), 1.33

(s, 6H), 19.16 (s, H(OH)). NMR 13C (100 MHz, CDCl3) δ (ppm): 197.0, 105.8, 190,6, 112.3, 176.5, 50.5, 208.6, 35.6, 18.9, 9.6, 62.1, 24.3. Minor tautomer: NMR 1H (400 MHz, CDCl3) δ (ppm): 4.15 (hept, J = 6.7 Hz, 1H), 1.17 (d, J = 6.8 Hz, 6H), 1.91 (s, 3H), 3.87 (s, 3H), 1.45 (s, 6H), 18.44 (s, H(OH)). NMR 13C (100 MHz, CDCl3) δ (ppm): 198.0, 108.3, 185.4, 118.3, 170.2, 45.1, 211.3, 36.6, 18.9, 10.0, 61.9, 24.3.

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Figure 1S. Mass spectrum of tasmonone

de Matos et al.S2 Quim. Nova

Figure 2S. 13C{1H} and DEPT 135 NMR spectra (100 MHz, CDCl3) of the tasmanone

Figure 3S. 1H NMR spectrum (400 MHz, CDCl3) of tasmanone

Constituents of essential oil and hydrolate of leaves of Campomanesia viatoris Landrum S3Vol. 38, No. 10

Figura 6S. 1H-13C long-range correlation map from HMBC NMR experiment of tasmanone (400 and 100 MHz, respectively, CDCl3)

Figura 5S. 1H-13C one-bond correlation map from HSQC NMR experiment of tasmanone (400 and 100 MHz, respectively, CDCl3)

Figura 4S. 1H-1H correlation map from COSY NMR experiment of tasmanone (400 MHz, CDCl3)