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Composition of Essential Oil from Leaves and Flowers of Justicia calycina from the Amazon Rainforest, Brazil

A. F do Nascimento ; F. B. da Silva ; et al.
In: Chemistry of Natural Compounds, Jg. 56 (2020-09-01), S. 927-929
Online unknown

Composition of Essential Oil from Leaves and Flowers of Justicia calycina from the Amazon Rainforest, Brazil 

Published in Khimiya Prirodnykh Soedinenii, No. 5, September–October, 2020, pp. 794–795.

In Brazil, the family Acanthaceae is represented by 41 genera, the most numerous of which is Justicia L., with approximately 700 species distributed in tropical and pantropical regions. Although Brazil has a high number of species from this family, with 126 in the genus Justicia L. alone [[1]], phytochemical studies on native species of the Amazon region are scarce [[2]]. Justicia calycina (Nees) V.A.W. Graham is an herbaceous, perennial plant with large, bright flowers and cystoliths on the leaves. The species grows mainly in the Amazon forest and Cerrado (savanna) biome on the banks of rivers with little shade [[3]]. Commonly known in the Amazon region as "sara-tudo" and "quebra corrente," the leaves and stems are used in folk medicine in the form of an infusion, decoction, and maceration for stomachache and the relief of inflammatory processes [[4]].

Plants of the genus Justicia are known for the production and accumulation of alkaloids, lignans, flavonoids, and terpenoids [[2]], including essential oils [[5]]. The popular use of species of Justicia to treat inflammatory processes was recently confirmed with an aqueous extract of the leaves from Justicia acuminatissima (Miq.) Bremek, which is a heterotypic synonym of J. calycina [[6]]. To the best of our knowledge, J. calycina has not previously been investigated for the identification of the chemical constituents of its essential oil. This paper reports, for the first time, the chemical composition of the essential oils from the leaves and flowers of J. calycina found growing wild in the Amazon Rainforest in the state of Rondonia, Brazil.

The essential oils obtained through conventional hydrodistillation of the fresh leaves and flowers of J. calycina exhibited a light yellow color. The yield on a fresh weight basis was 0.05 ± 0.02% for leaves and 0.04 ± 0.01% for flowers. The oils were submitted to CG-MS for the determination of the constituents. The flower oil exhibited greater chemical diversity.

Sixty-three and forty-four compounds were identified in the leaf and flower oils, accounting for 98.40% and 96.36% of the total oil, respectively (Table 1). The oils are basically composed of monoterpenes and sesquiterpenes, with a predominance of the latter in both oils. The main constituents were α-copaene (11.33% of leaf oil; 6.66% of flower oil), β-caryophyllene (15.87% of leaf oil; 12.11% of flower oil), and bicyclogermacrene (11.84% of leaf oil; 10.94% of flower oil). Other constituents identified in significant amounts were β-pinene (5.06% of leaf oil), prezizaene (2.11% of flower oil), γ-cadinene (2.21% of flower oil), elemol (2.31% of flower oil), limonene (5.62% of leaf oil; 2.42% of flower oil), 2-epi-β-funebrene (2.56% of leaf oil; 2.20% of flower oil), γ-elemene (2.81% of leaf oil; 3.10% of flower oil), and α-selinene (3.61% of leaf oil; 3.24% of flower oil).

Percentage of Chemical Constituents Identified in Essential Oils from Justicia calycina, Yield (%) ± SD

Compound

IRa

Leaves

Flowers

Santene

889

0.44 ± 0.00

α-Pinene*

935

1.05 ± 0.01

0.53 ± 0.00

β-Pinene*

973

5.06 ± 0.12

0.94 ± 0.00

iso-Sylvestrene

1012

0.54 ± 0.02

Limonene

1024

5.62 ± 0.09

2.42 ± 0.11

1,8-Cineole*

1028

0.87 ± 0.00

0.57 ± 0.00

Terpinolene*

1080

0.96 ± 0.04

0.66 ± 0.01

α-Terpineol*

1085

0.87 ± 0.07

0.68 ± 0.03

Safranal

1193

0.37 ± 0.00

γ-Terpineol*

1195

0.77 ± 0.11

Verbenone

1199

0.79 ± 0.03

0.51 ± 0.00

Neral

1231

1.14 ± 0.13

0.90 ± 0.05

α-Longipinene

1344

1.86 ± 0.10

1.37 ± 0.02

α-Copaene

1370

11.33 ± 0.56

6.66 ± 0.24

β-Patchoulene

1375

0.88 ± 0.05

0.79 ± 0.02

Daucene

1377

0.54 ± 0.00

0.56 ± 0.00

β-Panasinsene

1380

0.90 ± 0.05

0.95 ± 0.03

α-Duprezianene

1385

1.83 ± 0.9

1.53 ± 0.06

β-Bourbonene

1388

0.62 ± 0.06

0.92 ± 0.05

iso-Longifolene

1389

0.64 ± 0.00

β-Elemene

1390

1.18 ± 0.05

1.21 ± 0.11

7-epi-Sesquithujene

1390

1.31 ± 0.07

1.31 ± 0.14

Sativene

1391

0.45 ± 0.00

(E)-α-Damascone

1392

0.61 ± 0.01

1.33 ± 0.00

Siberene

1398

1.70 ± 0.11

1.49 ± 0.07

β-Longipinene

1400

1.06 ± 0.05

1.16 ± 0.08

α-Funebrene

1401

1.58 ± 0.03

1.47 ± 0.10

Longifolene

1403

1.12 ± 0.08

1.25 ± 0.02

2-epi-β-Funebrene

1408

2.56 ± 0.19

2.20 ± 0.14

β-Caryophyllene*

1415

15.87 ± 0.79

12.11 ± 0.75

β-Cedrene

1418

1.12 ± 0.14

1.19 ± 0.11

β-Ylanglene

1419

1.00 ± 0.01

1.04 ± 0.01

(E)-Trimenal

1420

0.42 ± 0.03

4,8-β-Epoxy-caryophyllene

1421

0.64 ± 0.00

(E)-α-Ionone

1425

0.59 ± 0.00

cis-Thujopsene

1427

1.65 ± 0.12

1.24 ± 0.09

β-Copaene

1439

0.56 ± 0.03

0.87 ± 0.03

β-Gurjunene

1430

0.63 ± 0.04

0.80 ± 0.04

γ-Elemene

1431

2.81 – 0.09

3.10 ± 0.18

α-Guaiene

1434

1.00 ± 0.04

Aromadendrene

1435

1.09 ± 0.13

Prezizaene

1440

0.99 ± 0.05

2.11 ± 0.15

α-Humulene*

1450

1.43 ± 0.11

0.46 ± 0.00

allo-Aromadendrene

1453

0.93 ± 0.10

1.43 ± 0.11

dehydro-Aromadendrene

1455

0.40 ± 0.00

cis-Cadina-1(6),4-diene

1459

0.92 ± 0.05

9-epi-(E)-Caryophyllene

1461

0.43 ± 0.00

β-Acoradiene

1465

1.30 ± 0.09

γ-Gurjunene

1470

0.94 ± 0.03

1.73 ± 0.12

γ-Muurolene

1477

1.40 ± 0.09

1.90 ± 0.09

Germacrene D

1480

0.77 ± 0.02

0.93 ± 0.02

Aristolochene

1485

0.59 ± 0.01

β-Selinene

1480

0.45 ± 0.00

α-Selinene

1495

3.61 ± 0.15

3.24 ± 0.23

Bicyclogermacrene

1498

11.84 ± 0.26

10.94 ± 0.51

Germacrene A

1505

1.89 ± 0.14

1.90 ± 0.13

γ-Cadinene

1511

0.73 ± 0.05

2.21 ± 0.21

Cubebol

1514

1.04 ± 0.03

δ-Cadinene

1518

1.58 ± 0.12

1.67 ± 0.11

α-Cadinene

1532

1.05 ± 0.05

1.24 ± 0.07

Elemol

1545

1.62 ± 0.11

2.31 ± 0.14

β-Vetivenene

1555

0.50 ± 0.00

Germacrene B

1560

0.49 ± 0.00

Total

98.40 ± 0.71

96.36 ± 0.42

Monoterpenes

15.76 ± 0.09

7.89 ± 0.19

Sesquiterpenes

83.64 ± 0.55

88.47 ± 0.31

aRetention indices calculated from retention times in relation to those of a series of n-alkanes on a 30 m DB-5 capillary column. RI: retention index, SD: standard deviation, MS: mass spectrum, CI: co-injection with authentic standards. Method of identification: RI, MS and *RI, MS, Cl.

Fresh leaves and flowers of J. calycina were collected in the morning from adult specimens (5 m in height) at locations with streams in the City of Colorado do Oeste, state of Rondonia, Brazil, in April 2017. The plant was identified by Francismeire Bonadeu of the Instituto Federal de Rondonia. A voucher sample was deposited in the COOE Herbarium of the Instituto Federal de Rondonia under No. COOE 475. The extraction, analysis, and chemical identification of the compounds of the oils from the fresh leaves and flowers were performed as described previously by [[7]].

References 1 Profice SR, Kameyama C, Cortes ALA, Braz DM, Indriunas A, Vilar T, Pessoa C, Ezcurra C, Wasshausen D. in: Catalogo de Plantas e Fungos do Brasil, V. 1, R. C. Forzza, P. Leitman. 2010: Rio de Janeiro; Eds.: 871 2 Correa GM, Alcantara AFC. Rev. Bras. Farmacogn. 2003; 22; 1: 220 3 Kameyama C. Rodriguesia. 2006; 57; 2: 149 4 Vasquez SPF, de Mendonca MS, Noda SN. Acta Amaz. 2014; 44; 4: 457 5 Jiang XH, Xie YC, Li J, Ning DS. Chem. Nat. Compd. 2014; 50: 149 6 BFG (The Brazil Flora Group). Rodriguesia. 2015; 66; 4: 1085 7 Neves RCS, da Camara CAG. An. Acad. Bras. Cienc. 2016; 88; 3: 1221

By A. F do Nascimento; C. A. G. da Camara; M. M. de Moraes and F. B. da Silva

Reported by Author; Author; Author; Author

Titel:
Composition of Essential Oil from Leaves and Flowers of Justicia calycina from the Amazon Rainforest, Brazil
Autor/in / Beteiligte Person: A. F do Nascimento ; F. B. da Silva ; C. A. G. da Camara ; M. M. de Moraes
Link:
Zeitschrift: Chemistry of Natural Compounds, Jg. 56 (2020-09-01), S. 927-929
Veröffentlichung: Springer Science and Business Media LLC, 2020
Medientyp: unknown
ISSN: 1573-8388 (print) ; 0009-3130 (print)
DOI: 10.1007/s10600-020-03189-7
Schlagwort:
  • biology
  • Amazon rainforest
  • law
  • Chemistry
  • Botany
  • Composition (visual arts)
  • Plant Science
  • General Chemistry
  • biology.organism_classification
  • General Biochemistry, Genetics and Molecular Biology
  • Essential oil
  • Calycina
  • law.invention
Sonstiges:
  • Nachgewiesen in: OpenAIRE
  • Rights: CLOSED

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