Seasonal and Circadian Evaluation of the <i>Pectis brevipedunculata</i> Essential Oil and Its Acaricidal Activity against <i>Rhipicephalus microplus</i> (Acari: Ixodidae)

Camara, Marcos B. P.; Lima, Aldilene S.; Jumbo, Luis Oswaldo V.; Tavares, Caio P.; Mendonça, Cáritas de Jesus S.; Monteiro, Odair S.; Araújo, Sabrina Helena C.; Oliveira, Eugênio Eduardo de; Lima Neto, José S.; Maia, José Guilherme S.; Costa Junior, Livio M.; Rocha, Cláudia Q. da

doi:10.21577/0103-5053.20230017

Marcos B. P. Camara

responsible for data curation

investigation

methodology and writing original draft

chemical analysis and writing original draft

visualization

Programa de Pós-Graduação em Biodiversidade e Biotecnologia da Amazônia Legal, Universidade Federal do Maranhão, 65080-805 São Luís-MA, Brazil

https://orcid.org/0000-0003-2201-8570

Aldilene S. Lima

responsible for data curation

investigation

methodology and writing original draft

chemical analysis and writing original draft

biological studies

visualization

Departamento de Química, Universidade Federal do Maranhão, 65080-805 São Luís-MA, Brazil

Luis Oswaldo V. Jumbo

responsible for data curation

investigation

methodology and writing original draft

visualization

Carrera de Agronomía, Universidad Nacional de Loja, Loja, 110103, Ecuador

Programa de Pós-Graduação Biotecnologia, Universidade Federal do Tocantins (UFT), 77410-530 Gurupi-TO, Brazil

Departamento de Entomologia, Universidade Federal de Viçosa, 36570-900 Viçosa-MG, Brazil

Caio P. Tavares

Departamento de Patologia, Universidade Federal do Maranhão, 65080-805 São Luís-MA, Brazil

Cáritas de Jesus S. Mendonça

chemical analysis and writing original draft

Departamento de Química, Universidade Federal do Maranhão, 65080-805 São Luís-MA, Brazil

Odair S. Monteiro

chemical analysis and writing original draft

Departamento de Química, Universidade Federal do Maranhão, 65080-805 São Luís-MA, Brazil

Sabrina Helena C. Araújo

biological studies

Departamento de Entomologia, Universidade Federal de Viçosa, 36570-900 Viçosa-MG, Brazil

Eugênio Eduardo de Oliveira

biological studies

Departamento de Entomologia, Universidade Federal de Viçosa, 36570-900 Viçosa-MG, Brazil

José S. Lima Neto

chemical analysis and writing original draft

Departamento de Farmácia, Universidade Federal do Piauí, 64049-550 Teresina-PI, Brazil

José Guilherme S. Maia

responsible for data curation

investigation

methodology and writing original draft

chemical analysis and writing original draft

supervision

visualization

Departamento de Química, Universidade Federal do Maranhão, 65080-805 São Luís-MA, Brazil

Livio M. Costa Junior

responsible for data curation

investigation

methodology and writing original draft

biological studies

funding acquisition

supervision

Departamento de Patologia, Universidade Federal do Maranhão, 65080-805 São Luís-MA, Brazil

https://orcid.org/0000-0002-3578-1869

Cláudia Q. da Rocha ^**e-mail: rocha.claudia@ufma.br

responsible for data curation

investigation

methodology and writing original draft

chemical analysis and writing original draft

project administration

funding acquisition

supervision

visualization

Programa de Pós-Graduação em Biodiversidade e Biotecnologia da Amazônia Legal, Universidade Federal do Maranhão, 65080-805 São Luís-MA, Brazil

Departamento de Química, Universidade Federal do Maranhão, 65080-805 São Luís-MA, Brazil

*e-mail: rocha.claudia@ufma.br

Editor handled this article: Paulo Cezar Vieira

Yield / %			2.1	1.1	1.3	1.4	2.1	1.3	1.8	1.5	1.1	1.9	1.3	1.2
Constituent / %	RI_C	RI_L	January	February	March	April	May	June	July	August	September	October	November	December
α-Thujene	928	924^a a Reference 26; bmain constituents; creference 27. RIC: retention index calculated (Durabond-5ms column); RIL: retention index from literature.			0.1					0.1	0.1
α-Pinene^b	935	932^a a Reference 26; bmain constituents; creference 27. RIC: retention index calculated (Durabond-5ms column); RIL: retention index from literature.	7.2	15.4	18.4	17.7	16.5	17.9	16.2	19.8	18.1	18.4	18.1	18.6
Sabinene	975	969^a a Reference 26; bmain constituents; creference 27. RIC: retention index calculated (Durabond-5ms column); RIL: retention index from literature.	0.3	0.6	0.7	0.6	0.7	0.8	0.6	0.8	0.8	0.7	0.8	0.8
β-Pinene	979	974^a a Reference 26; bmain constituents; creference 27. RIC: retention index calculated (Durabond-5ms column); RIL: retention index from literature.		0.3	0.4	0.3	0.3	0.4	0.3	0.4	0.4	0.3	0.4	0.4
6-Methyl-5-hepten-2-one	988	986^c	0.6	1.5	1.0	0.9	1.2	1.5	1.0	0.7	1.1	0.6	1.1	0.6
Myrcene	992	988^a a Reference 26; bmain constituents; creference 27. RIC: retention index calculated (Durabond-5ms column); RIL: retention index from literature.		0.3	0.4	0.3	0.3		0.3	0.3	0.3	0.2	0.4	0.2
Limonene^b	1032	1024^a a Reference 26; bmain constituents; creference 27. RIC: retention index calculated (Durabond-5ms column); RIL: retention index from literature.	5.3	8.3	9.4	8.6	9.4	9.0	8.1	8.4	7.5	8.1	7.5	8.3
(E)-β-Ocimene	1050	1046^a a Reference 26; bmain constituents; creference 27. RIC: retention index calculated (Durabond-5ms column); RIL: retention index from literature.		0.4	0.6	0.4	0.6	0.3	0.4	0.6	0.5	0.2	0.5	0.2
3-Methyl-1,2-cyclohexanedione	1094	1089^a a Reference 26; bmain constituents; creference 27. RIC: retention index calculated (Durabond-5ms column); RIL: retention index from literature.	0.3	0.2	0.3	0.3	0.4	0.4	0.3	0.5	0.2	0.3	0.2	0.3
Linalool	1102	1095^a a Reference 26; bmain constituents; creference 27. RIC: retention index calculated (Durabond-5ms column); RIL: retention index from literature.	0.7	0.9	1.3	1.3	1.3	1.5	1.2	0.9	0.8	1.1	0.9	1.3
exo-Isocitral	1147	1140^c		0.2	0.2	0.2		0.3	0.2	0.2	0.2	0.1	0.4	0.1
(Z)-Isocitral	1165	1160^a a Reference 26; bmain constituents; creference 27. RIC: retention index calculated (Durabond-5ms column); RIL: retention index from literature.	0.4	1.3	0.9	0.8	0.7	0.8	1.0	0.9	1.3	0.6	1.5	0.6
(E)-Isocitral	1183	1177^a a Reference 26; bmain constituents; creference 27. RIC: retention index calculated (Durabond-5ms column); RIL: retention index from literature.	0.9	2.3	1.5	1.5	1.1	1.3	1.7	1.5	2.0	1.2	2.1	1.2
Terpinen-4-ol	1186	1180^a a Reference 26; bmain constituents; creference 27. RIC: retention index calculated (Durabond-5ms column); RIL: retention index from literature.	0.3	0.3	0.3	0.3	0.2	0.3	0.2	0.2	0.2	0.1	0.3	0.2
α-Terpineol	1200	1195^c	0.3	0.3	0.4	0.4	0.4	0.4	0.3	0.3	0.2	0.2	0.3	0.2
Nerol	1228	1227^a a Reference 26; bmain constituents; creference 27. RIC: retention index calculated (Durabond-5ms column); RIL: retention index from literature.	0.3	0.7	3.0	1.2	1.7	1.7	1.1	1.7	0.6	0.8	0.5	0.9
Neral^b	1244	1235^a a Reference 26; bmain constituents; creference 27. RIC: retention index calculated (Durabond-5ms column); RIL: retention index from literature.	33.2	27.5	22.8	26.3	24.8	24.0	26.7	22.9	26.3	25.6	26.0	25.1
Geraniol	1253	1249^a a Reference 26; bmain constituents; creference 27. RIC: retention index calculated (Durabond-5ms column); RIL: retention index from literature.	1.9	2.5	8.5	3.9	5.0	4.4	3.4	6.2	2.3	3.5	2.0	3.7
Carvenone	1261	1255^a a Reference 26; bmain constituents; creference 27. RIC: retention index calculated (Durabond-5ms column); RIL: retention index from literature.	0.5	0.1	0.1	0.1	0.1	0.3	0.1		0.2	0.1	0.3
Geranial^b	1273	1264^a a Reference 26; bmain constituents; creference 27. RIC: retention index calculated (Durabond-5ms column); RIL: retention index from literature.	42.7	33.9	27.0	32.0	31.4	29.9	33.9	29.6	34.5	34.4	33.0	33.8
1-Tridecene	1295	1290^a a Reference 26; bmain constituents; creference 27. RIC: retention index calculated (Durabond-5ms column); RIL: retention index from literature.	0.3	0.2		0.1	0.3	0.3	0.2	0.7	0.2	0.1	0.2	0.2
2,4-Octanediol	1339	1339^a a Reference 26; bmain constituents; creference 27. RIC: retention index calculated (Durabond-5ms column); RIL: retention index from literature.	0.3			0.2		0.5	0.2			0.3	0.4	0.3
trans-p-Menth-6-en-2,8-diol	1369	1371^a a Reference 26; bmain constituents; creference 27. RIC: retention index calculated (Durabond-5ms column); RIL: retention index from literature.	0.4		0.2	0.3	0.2	0.8	0.1			0.1	0.5	0.1
2-Undecen-1-ol	1374	1370^c	0.5		0.1	0.2	0.1	0.8	0.3			0.5	0.7	0.6
Geranyl acetate	1379	1379^a a Reference 26; bmain constituents; creference 27. RIC: retention index calculated (Durabond-5ms column); RIL: retention index from literature.	0.4	0.2	0.2	0.2	0.3	0.4	0.2	0.4	0.2	0.3	0.3	0.4
β-Elemene	1396	1389^a a Reference 26; bmain constituents; creference 27. RIC: retention index calculated (Durabond-5ms column); RIL: retention index from literature.	0.6	0.3	0.3	0.3	0.4	0.5	0.3	0.3	0.2	0.2	0.2	0.3
(E)-Caryophyllene	1430	1424^c	0.6	0.5	0.4	0.4	0.6	0.4	0.4	0.7	0.4	0.4	0.4	0.4
trans-Prenyl limonene	1467	1357^a a Reference 26; bmain constituents; creference 27. RIC: retention index calculated (Durabond-5ms column); RIL: retention index from literature.	0.7	0.5	0.5	0.5	0.6	0.4	0.5	0.7	0.3	0.4	0.3	0.4
Germacrene D	1492	1484		0.3	0.3	0.2	0.3		0.1	0.3	0.1		0.1
α-Alaskene	1520	1515^c	0.3	0.3	0.2		0.3		0.1	0.4	0.2	0.1		0.1
δ-Cadinene	1526	1522		0.1			0.1			0.1
α-Muurolol (Torreyol)	1649	1644^a a Reference 26; bmain constituents; creference 27. RIC: retention index calculated (Durabond-5ms column); RIL: retention index from literature.	0.3	0.2	0.2	0.1	0.1		0.1	0.1	0.1	0.2	0.1	0.2
Valerianol	1663	1657^c	0.2	0.1	0.1					0.1	0.1	0.2		0.1
Linoleic acid	2133	2132^a a Reference 26; bmain constituents; creference 27. RIC: retention index calculated (Durabond-5ms column); RIL: retention index from literature.						0.3				0.1	0.1	0.1
Monoterpene hydrocarbons / %			12.8	25.3	30.0	27.9	27.8	28.4	25.9	30.4	27.7	27.9	27.7	28.5
Oxygenated monoterpenes / %			82.0	70.2	66.4	68.5	67.2	66.1	70.1	64.8	68.8	68.1	68.1	67.6
Sesquiterpene hydrocarbons / %			2.2	2.0	1.7	1.4	2.3	1.3	1.4	2.5	1.2	1.1	1.0	1.2
Oxygenated sesquiterpenes / %			0.5	0.3	0.3	0.1	0.1		0.1	0.2	0.2	0.4	0.1	0.3
Fatty acids and derivatives / %			2.0	1.9	1.4	1.7	2.0	3.8	2.0	1.9	1.5	1.9	2.7	2.1
Total / %			99.5	99.7	99.8	99.6	99.4	99.6	99.5	99.7	99.4	99.4	99.6	99.7

Yield / %			2.1	1.9	1.8	1.8	2.0	1.3	1.1	1.1	0.9	1.2
Constituent / %	RI_C	RI_L	April (rainy season)					September (dry season)
Constituent / %	RI_C	RI_L	6 a.m.	9 a.m.	12 a.m.	3 p.m.	6 p.m.	6 a.m.	9 a.m.	12 a.m.	3 p.m.	6 p.m.
α-Pinene^a a Main constituents; breference 26; creference 27. RIC: retention index calculated (Durabond-5ms column); RIL: retention index from literature.	935	932^b	4.7	11.5	8.2	11.3	8.2	8.4	12.6	14.0	12.6	10.1
Sabinene	975	969^b			0.2			0.3	0.4	0.5	0.4	0.4
β-Pinene	979	974^b							0.2	0.2	0.2	0.1
6-Methyl-5-hepten-2-one	988	986^c	0.4	0.4	0.7	0.4	0.7	0.4	0.8	0.5	0.8	0.5
Myrcene	992	988^b								0.1	0.1
Limonene^a a Main constituents; breference 26; creference 27. RIC: retention index calculated (Durabond-5ms column); RIL: retention index from literature.	1032	1024^b	3.4	6.0	6.1	5.5	5.7	4.8	8.0	6.8	7.8	5.6
(E)-β-Ocimene	1050	1046^b								0.3	0.1
3-Methyl-1,2-cyclohexanedione	1094	1089^b		0.4	0.2			0.2	0.3	0.3	0.2	0.3
Linalool	1102	1095^b	0.6	0.4	0.7	0.3	0.9	0.7	1.1	0.5	0.8	0.5
α-Campholenal	1131	1126^c		1.5		1.2	0.4		0.3
exo-Isocitral	1147	1140^c						0.1		0.1	0.1	0.2
(Z)-Isocitral	1165	1160^b			0.4		0.4	0.5	0.4	0.6	0.5	0.7
(E)-Isocitral	1183	1177^b		0.4	0.8		0.7	1.1	0.9	1.2	1.0	1.1
Terpinen-4-ol	1186	1180^b								0.1	0.1
α-Terpineol	1200	1195^c						0.2	0.3	0.1	0.2
Nerol	1228	1227^b	1.1	0.4	0.9	0.4	0.7	1.3	0.5	0.9	0.6	1.0
Neral^a a Main constituents; breference 26; creference 27. RIC: retention index calculated (Durabond-5ms column); RIL: retention index from literature.	1243	1235^b	28.4	20.3	29.7	21.6	27.5	28.9	28.1	27.0	29.2	28.2
Geraniol	1253	1249^b	4.5	2.5	3.4	2.0	2.9	5.6	2.4	5.0	2.8	4.7
Carvenone	1261	1255^b	0.7	0.4	0.5	0.4	0.6	0.4	0.5	0.2	0.3	0.3
Geranial^a a Main constituents; breference 26; creference 27. RIC: retention index calculated (Durabond-5ms column); RIL: retention index from literature.	1273	1264^b	39.9	30.3	38.8	32.2	34.7	41.1	36.7	38.1	38.1	39.7
Neryl formate	1287	1280^b	0.3	0.4		0.7	0.4
1-Tridecene	1294	1290^b	2.2	1.8	0.6	1.3	0.6	0.9	0.5	0.6	0.3	1.1
Geranyl formate	1300	1298^b	0.5	0.4		0.3
Undecanal	1306	1305^b	0.4			0.5	0.4
2,4-Octanediol	1338	1339^b	1.4	4.2	1.1	4.1	2.0	0.3	0.8	0.1	0.4	0.6
Ethyl nerolate	1348	1351^b	0.4	2.7	0.5	2.3	1.5	0.3			0.2	0.3
trans-p-Menth-6-en-2,8-diol	1369	1371^b	1.1	1.0	1.1	0.8	2.1	0.6	0.8	0.3	0.4	0.6
2-Undecen-1-ol	1374	1370^c	2.5	5.9	1.7	6.1	2.9	0.7	1.2	0.3	0.7	1.1
Geranyl acetate	1379	1379^b	0.7	0.7	0.4	0.5	0.5	0.5	0.4	0.4	0.3	0.4
trans-Myrtanol acetate	1387	1385^b		1.2	0.3	1.1	0.5
β-Elemene	1396	1389^b	0.7	0.4	0.4	0.3	0.4	0.6	0.5	0.2	0.3	0.2
(E)-Caryophyllene	1430	1424^c			0.2			0.5	0.2	0.5	0.2	0.5
Citronellylacetone	1438	1435^c	0.7	0.6	0.3	0.7	0.4		0.2
trans-Prenyl limonene	1467	1357^b			0.3			0.5	0.3	0.4	0.3	0.3
α-Alaskene	1520	1515^c	0.3					0.2	0.2	0.1	0.1	0.2
Citronellyl butanoate	1531	1530^b	0.2		0.3		0.2				0.1
Caryophyllene oxide	1595	1587^c	0.5	0.6		0.4	0.3	0.2				0.2
Humulol	1605	1604^c		0.4		0.4
Humulene epoxide II	1623	1613^b	0.3	0.4	0.2	0.3	0.4	0.1	0.2
α-Muurolol (torreyol)	1649	1644^b	0.3		0.2			0.2	0.2	0.1	0.1	0.2
Valerianol	1663	1657^c						0.2				0.1
Fluorensadiol	1872	1869^b	0.4	0.5		0.4
Linoleic acid	2133	2132^b	1.1	1.9	0.8	1.8	1.4	0.1	0.4		0.3	0.3
Oleic acid	2141	2141^b	0.7	1.2	0.4	1.1	0.8				0.1	0.2
Monoterpene hydrocarbons / %			8.1	17.5	14.5	16.8	13.9	13.5	21.2	21.9	21.2	16.2
Oxygenated monoteterpenes / %			79.8	64.0	78.5	65.3	75.4	81.3	72.9	74.5	74.7	77.7
Sesquiterpene hydrocarbons / %			1.0	0.4	0.9	0.3	0.4	1.8	1.2	1.2	0.9	1.2
Oxygenated sesquiterpenes / %			1.5	1.9	0.4	1.5	0.7	0.7	0.4	0.1	0.1	0.5
Fatty acids and derivatives / %			8.7	15.8	5.5	15.3	8.8	2.6	4.0	1.8	2.8	4.1
Total / %			99.1	99.2	99.8	99.2	99.2	99.9	99.7	99.5	99.7	99.7

Oil/seasonal	Month	LC₅₀ / (mg mL^-1)	CI_95%	R²
Pectis brevipedunculata	January	1.89af	1.744-2.054	0.94
	February	1.79a	1.716-1.868	0.98
	March	1.28beg	1.126-1.413	0.87
	April	1.17bg	1.158-1.191	0.99
	May	2.84c	2.706-2.972	0.98
	June	1.37de	1.248-1.475	0.92
	July	1.78a	1.725-1.839	0.99
	August	1.96f	1.925-2.000	0.99
	September	2.02f	1.967-2.077	0.99
	October	1.27gbe	1.089-1.408	0.85
	November	1.72ha	1.642-1.794	0.97
	December	2.38i	2.299-2.476	0.98

[1] *e-mail: rocha.claudia@ufma.br

Brasil

Brasil

Seasonal and Circadian Evaluation of the Pectis brevipedunculata Essential Oil and Its Acaricidal Activity against Rhipicephalus microplus (Acari: Ixodidae)